CONTACT US

Lido Key, Florida

LidoKey_AS_506116557

Find Your Dream Lido Key Vacation Rental

A stunning barrier island found only a few minutes from downtown Sarasota, Lido Key is a hidden gem on Florida’s Gulf Coast. Famous for deep sea fishing, dolphin watching, sailing, and St. Armands Circle, Lido Key is sure to deliver the ultimate vacation. Enjoy a memorable stay on one of Florida’s most pristine beaches with PRIME VACATIONS. Browse our exceptional selection of Lido Key vacation home rentals today to find your perfect home away from home.
Showing 12 of 30 properties



House

Just Lanai-ing Around

Just Lanai-ing Around

135 Grant Dr Lido Key, FL 34236 Vacation Rental License #VR22-00103 Minimum stay duration of 7 days/nights Welcome to Just Lanai-ing Around, the perfect escape right here on Lido Key. Featuring: • Huge rooftop deck with unbeatable Gulf Views • Bonus – 2nd rooftop deck • Pet Friendly • 4 bicycles are provided for guest use • Elevator to all floors • Private heated pool and oversized spa • Master bedroom on its own private split level • 0.5 mile from famous St Armand Circle • Steps to Lido Beach • Ping Pong Table • BBQ Grill included • Beach towels, chairs and wagon included (Inquire for more details) • Free WIFI, HDTV This Private Brand New Construction Home is located one block from the Gulf of Mexico and on beautiful Lido Key. It is hard to find a home with a more ideal location and better views all wrapped into one gorgeous package! The views of the Gulf of Mexico from huge rooftop deck of this home are simply staggering. The pictures do not do it justice. You'll be able to watch sunset, lounge or watch your favorite football game under the covered deck area on the 4th floor . When you want to explore, you can do so on foot or on a bike as Lido Key beach and St Armands Key - restaurants, shops, nightlife and more, are only a quick walk or bike ride away. This 6-bedroom, 6-bathroom home (plus 2 half baths), features an Elevator to all Floors, and offers over 3400 square feet of living and vacationing space. It is perfect for a family, multiple families, and groups. Everyone will love the Private Heated Pool with built-in steppingstones, and oversized spa for your family gatherings. ONE OF THE BEST Rentals on Lido Key. Ground Level: This area features a 2 Car Garage and 4 Car parking in the driveway. 6 Cars Max strictly enforced. It also features the pool area, BBQ, Jacuzzi, and the main entry foyer with elevator and stair access to the home's 3 split living levels above. 1st Level of Living: On this level you'll find the Main Great Room. This room features a fully stocked Kitchen, Dining area with a dining table and bar top seats. The Living Room has a Smart TV and ample seating as well. There is also a covered patio and a 1/2 Bath on this floor. Between 1st and 2nd level living there is a split level where master bedroom is located with a stand-alone tub, huge walk-in shower, dual sinks, and a walk-in closet. 2nd Level of Living: 4 of the 6 Bedrooms are located on this floor, and all of them feature en suite bathrooms. The first 3 bedrooms feature King beds and the fourth bedroom features one Queen over Queen bunk bed (sleeps 4). On this level you will also find 2 washers and dryers. Between 3rd and 4th level of living there is another split level where the 6th bedroom is located with en suite bathroom plus another half bath. 4th level of this home has a rooftop deck with turf facing stunning views of the Gulf, and a covered seating area with a smart TV. On top of this rooftop there is a 2nd rooftop with extra seating. When you rent this home, you have access to LKV’s: -Professional Linen Program: We ensure high quality linens and towels are professionally laundered at a commercial facility for every guest. Mid Stay Cleans and Linen Exchange is available for an additional cost. -Safety Program: Fire Extinguisher(s), Smoke Detector(s), Gas Detector(s), Pool Safety Equipment, Pool Depth Markers, Floor Plans for each level, Elevator Instructions, Elevator Phone Line, Noise Monitoring Software, and more. -Included Amenities Program: Pool and Spa Heating, Propane for Grill, Valet Trash Service, Beach Chairs, Free WiFi, Free Parking, and more. -Preferred Vendor Program: Through this program, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. Our preferred vendors recommend some Services, Tours, and Equipment be reserved in advance due to limited space and high demand. Most of our preferred vendors offer our guests discounted services or gifts, and priority status. Discounts vary between vendors, and our list of preferred vendors is being updated daily. Inquire today! This property has an active Ring doorbell and additional video surveillance on the pool equipment only. Extended Stay Details: Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean, so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home.

6 7 12
BOOK NOW

House

Manatee Cove

Manatee Cove

Manatee Cove by Lido Key Vacations 540 N Washington Dr Sarasota, FL 34236 Vacation Rental License # Minimum stay duration of 7 days/nights Highlights • Canal front home with Kayaks • Putting Green • Seconds from St. Armand's Circle • 5-minute walk to the beach • Private Pool (Heated Seasonally) Welcome to Manatee Cove, the ultimate Lido Key Beach getaway with four bedrooms and five bathrooms featuring an incredible backyard with a private pool, canal access, a putting green, and plenty of entertainment space! This waterfront home is just across the street from Saint Armands Circle, known for premier shopping and luxury dining. You and your guests will love your stay at Manatee Cove! The interior of this home is the epitome of a beach feel, with vaulted and crown-molded ceilings with fresh, natural colors and an open layout that is naturally brightened by the large windows. The main seating area has an expansive sectional, a TV, and an additional seating area perfect for enjoying intimate conversations. The kitchen has cookware essentials, a full suite of stainless steel appliances, two island seating areas, and opens to a formal dining table that seats ten guests. The primary bedroom is the only bedroom on the second floor, offering a peaceful getaway. There is a luxurious bed set, a seating area, a large TV, and a spa-like ensuite bathroom with a double vanity and a walk-in shower. The two guest bedrooms have plush bedding, storage space, TVs, and beautiful ensuite bathrooms with walk-in showers. Designed for the kiddos- the fourth bedroom has a nautical theme with two bunk beds and an ensuite bathroom with a shower and tub combination. A washer and dryer are available, so your beach towels are always fresh! Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower -Second Bedroom, 1st floor: King bed and ensuite bathroom with a walk-in shower -Third Bedroom, 1st floor: Queen bed and ensuite bathroom with a walk-in shower -Fourth Bedroom, 1st floor: Two Twin over Full bunk beds Not only is this home close to the beach and shopping, but it also has a flawless backyard with everything to keep guests happy and entertained! The private heated pool and outdoor bar area are perfect for relaxing. In the evenings, have your group chef whip something up on the grill, and then afterward, partake in some smores at the outdoor firepit. Additionally, there are two hammocks, a putting green, kayaks, and plenty of lounge chairs where, if you look closely, you might catch a glimpse of manatees! - The pool is heated from 11/15-4/15 This property does not allow dogs 2 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4 5 10
BOOK NOW

House

Lucky In Lido

Lucky In Lido

Lucky in Lido by Lido Key Vacations 211 Grant Dr Sarasota, Florida Vacation Rental License # Minimum stay duration of 7 days/nights Highlights • 2-minute walk to Lido Key Beach • Brand new construction with rooftop deck • Private pool with waterslide and hot tub • Ping Pong table • Pet friendly Your dream luxury vacation awaits you at Lucky in Lido. This brand-new home features Gulf views from the rooftop deck and a superb backyard with a hot tub, a pool with a waterslide, and plenty of lounge space, providing an exceptional environment for guests of all ages. With eight bedrooms and nine-and-a-half baths, this holiday getaway is just a block from the famous white sandy beaches. It is a quick bike ride or golf cart trip to St. Armand's Circle, offering a variety of upscale boutiques, award-winning restaurants, and posh art galleries. As you arrive at your new favorite vacation spot, take the stairs to the main floor, brightened by a natural glow of sunlight from the balcony glass doors, and features a living space with sofas and a mounted TV. The opulent kitchen will make anyone feel like a 5-star chef with new appliances and all the essential cookware to prepare a tasty meal, which guests can dig into at the formal dining room table or the kitchen island. Afterward, head up the spiral staircase for a breathtaking view of the sunsets from the rooftop deck. Lucky Lido is well-appointed with eight bedrooms that provide ultimate comfort with premium linens, vibrant decor, storage space, and televisions; some rooms have private balconies, and each has an ensuite bathroom providing a spa-like experience. The primary bedroom has a walk-in closet and a marvelous ensuite bathroom with a double vanity, a walk-in shower, and a standalone tub. Seven bedrooms feature King beds, while the eighth is styled with a full over full bunk with a trundle. Plus, a washer and dryer are available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with shower and separate tub -Second Bedroom: King bed and ensuite bathroom with a walk-in shower -Third Bedroom: King bed and ensuite bathroom with a walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with a walk-in shower -Fifth Bedroom: King bed and ensuite bathroom with a walk-in shower -Sixth Bedroom: King bed and ensuite bathroom with a walk-in shower -Seventh Bedroom: King bed and ensuite bathroom with a shower and tub combo -Eighth Bedroom: Full over Full Bunk bed and ensuite bathroom with a walk-in shower Enjoy the incredible amenities that this home offers! Start with a sunrise viewing from the rooftop deck, take a dip in the pool, play a game of ping pong, prepare a BBQ on the grill, soak in the hot tub, and walk to Lido Key Beach, boutiques, coffee shops, fresh ice cream, and nearby restaurants. - This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

8 9.5 12
BOOK NOW

House

Reel Me In

Reel Me In

140 S Blvd of the Presidents  Lido Key, FL 34236  Minimum stay duration of 7 days/nights Highlights  • Private Pool and Spacious Backyard. This pool is not heated. • Less than a 5-minute walk from St. Armands Circle  • Less than a 10-minute walk from Lido Key Beach   • Less than 1-mile from South Lido Park  • Dog Friendly Welcome to Reel Me In, a two-bedroom, two-bath vacation home with a sparkling turquoise pool. This beautiful single-level house is perfectly situated on a corner lot in one of the best neighborhoods on the Suncoast. Enjoy a quick stroll to St. Armand's circle, a well-known local destination for shopping, dining, and entertainment options. Grab your beach bag and head over to Lido Key Beach or explore nearby South Lido Park, perfect for a day of walking, kayaking, and viewing Florida wildlife.  Check into this peaceful beach retreat and forget any of your worries or stress! Step inside and instantly feel the vacation vibes with abundant natural lighting. The spacious and open layout features a seating area with a tv for streaming your favorite shows after a long day of adventure, and a dining area with modern art. The galley-style kitchen is designed with rich wood cabinetry, custom counters, and an eat-in seating area opening to the pool.   With gorgeous wood accent walls, the primary bedroom offers soft plush linens and an ensuite bathroom with dual vanities, a walk-in shower with built-in seating, and direct access to the pool area. The second bedroom is appointed with King bed and tv, and the bonus room has a Twin daybed with twin trundle.  The second bathroom with a step-in shower is right across the hall.    Room Details:  -Primary Bedroom: King Bed  -Second Bedroom: King Bed  -Bonus Room: Twin Daybed with Twin Trundle  Step outside to a private tropical oasis and enjoy a vibrant seating area just perfect for relaxing and enjoying time with your friends and family. Cool off in the inviting pool and encourage your group’s chef to prepare everyone a feast on the barbeque. Everyone will have space to gather at the outdoor dining table on the brick paved patio.  Located in the heart of Lido Key, this home is just seconds from St. Armands Circle where you’ll find upscale boutiques, restaurants, ice cream and sweet shops, and fun beach bars. Just across the John Ringling bridge brings you to downtown Sarasota with many opportunities to catch a musical at Van Wezel, a play at Florida Studio, or enjoy fine dining spots. You can also grab your beach chairs and towels and head to Lido Key Beach which is a about a five-minute bike ride or two-minute drive away.  *Fireplace is not for guest use  This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. This home is managed by Lido Key Vacations.  We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.  Please see our Lido Key Vacations Rental Terms and Conditions for full details.  Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2 2 6
BOOK NOW

House

Wave n' Sea

Wave n' Sea

165 Tyler Dr Lido Key, FL 34236 Vacation Rental License #VR23-00007 Minimum stay duration of 7 days/nights Welcome to Wave n' Sea by Lido Key Vacations! Highlights: • 3 minute walk to Lido Beach and pavilion • 2 minute bike ride to nature trails and kayak launch • 2 minute drive to St. Armand’s Circle • Florida Sun Room • Outdoor dining, grill, and pergola Welcome to Wave n’ Sea, a charming 2 bedroom, 2 bath coastal home with a white picket fence in Lido Key of Sarasota. This cute as a button “Classic Florida” home is located in a centralized location where you’re minutes to the quartz sanded beaches of the Gulf, The Pavilion with a pool and concessions, a short drive to the world renowned St. Armand’s Circle, golf courses, nature parks, and the Mote Marine Aquarium. If you’ve never been to St. Armand’s your in for a treat! It’s a jewel of Sarasota, a national historic landmark with upscale shopping, gourmet restaurants, and galleries. Connected by the John Ringling Causeway that can take you into downtown Sarasota for visiting museums, theaters, local eateries, and more. The perfect place to spend your families next beach getaway! Step inside to the welcoming great room where the comforts of the living area offer a plush oversized sofa and chair to kick back with a cool drink in hand. The kitchen comes well equipped with the essentials for preparing a delicious meal for those at home nights. The kitchen features granite counters, a granite island, and ample cabinets to store your groceries with a dining table that seats 4. Off from the dining area you have the Florida sun room with rattan style furniture to curl up on with your favorite book. Bright and airy with beautiful views of the tropical backyard. Outside the fenced in yard has a patio with an outdoor dining table w/ umbrella, a pergola w/ Adirondack chairs, sun loungers, and a gas grill for the bbq master in the group. The home comes nicely appointed with 2 bedrooms for you to retreat to after spending your sun-filled days by the emerald coast. The primary bedroom features a king bed, luxury linens, ceiling fan, storage for your beach bags, and an ensuite bathroom. The ensuite bathroom is styled with a tub/shower combo. Your second bedroom highlights a queen bed with a guest bathroom accessed from the hallway. This bathroom provides a soothing step-in shower. Lido Key is surrounded by an abundance of natural beauty and is meant for exploring. Drive to more breathtaking coastal towns and islands for a day trippin’ adventure where you can easily spend the day at Siesta Key and Anna Maria Island. Discover the kayak trails along the Sarasota Bay at the Ted Sperling Nature Park and Mangrove Tunnels, cruise the coast on bicycles, have those Kodak moments with the legendary sunsets as your backdrop, and live the island dream! We look forward to your beach getaway so come and experience Wave n’ Sea! Room Details #1 Primary Bedroom: King with ensuite Bathroom shower/Tub #2 Bedroom: Queen This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home. Beach Towels and Beach Chairs are included. Don't forget to check out our Preferred Vendors for rentals, activities, tours, and more. Through our preferred vendors list, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2 2 4
BOOK NOW

House

Knot A Basic Beach House

Knot A Basic Beach House

Knot A Basic Beach House by Lido Key Vacations 200 Garfield Dr Lido Key, FL 34236 Vacation Rental License #VR23-00003 Minimum stay duration of 7 days/nights Highlights: • 2 minute walk to Lido Beach • 5 minute walk to St. Armands Circle • 1/2 mile to Nature Park Kayak Launch • Pool w/ Jacuzzi • Rooftop Wet Bar and Grill Welcome to Knot a Basic Beach House, an exquisite 6 bedrooms, 6 bathrooms, and 2 half baths beach home where island dreams do come true! The perfect place to create the ultimate beach getaway with your family and friends. The home is luxurious with state of the art amenities, comfortably sleeps 12, has impeccable water views from the rooftop decks, and has a beautiful private pool w/ a spa. You’ll love the location, as your a short 2 minute walk to Lido Beach, 5 minute walk to St. Armands Circle, near bike rental shops, and nature parks. St. Armands Circle is well known for gourmet restaurants, upscale boutiques, galleries, bistros, and dessert shops. Arrive to a tropical landscaped exterior where on the ground floor you have a 2 car garage and pool area. You’ll also find the elevator that’s available for guest use, making unloading bags or groceries a breeze. The main living level of the home takes place on the 2nd floor with an open space the flows effortlessly to each room and glows brightly from the abundance of natural sunlight. The living room is modern with cushy sofa seating and a mounted flat screen for movie nights. The kitchen is spacious with custom cabinets, premium appliances with quartz counters, and a waterfall quartz kitchen island complete w/ stools. Next to the kitchen you have a generous sized dining table that can seat 10 with a private patio you can access with spectacular views of the backyard oasis and the entrance to the jetted spa. On this floor you have a half bathroom. The bedrooms are simply dreamy with a serene ambiance that creates a peaceful space to retreat to after a full day exploring the island. Luxury linens to slip into, all with ensuite bathrooms, and some with private balconies. The second floor is home to the primary bedroom featuring a king bed, mounted flat screen tv, and space to stow your luggage. The ensuite bathroom is spa-inspired with a large vanity, dual sinks, and a glass enclosed walk in shower. The 3rd floor has 4 bedrooms all with ensuite bathrooms. Three of the bedrooms are styled with king beds and the last bedroom on this floor is set up with 2 full over full bunks. This bedroom will be popular among the younger crew in tow. The laundry room is also situated on this floor making your mid stay laundry an easy task. The 4th floor is where your last bedroom is located highlighting a king bed, an ensuite bathroom, and an additional half bathroom for rooftop use. The double rooftop on the 5th floor is the place to entertain guest with panoramic views. You have on the top deck a covered outdoor kitchenette and grill, numerous seating areas where you can gaze away into the sunsets, and an additional rooftop with a lounging area. Return from the beach and take a dip in your resort style heated pool to soak up the Florida sunshine, all with a cool beverage in hand. The fenced in yard and lush palm trees adds privacy and has lounge chairs to relax on. Your family is going to have an unforgettable island stay with endless fun excursions for the whole family to take on! Explore the turquoise waters by boat, kayak, or paddle board, take a scenic bike ride over the causeway to Downtown Sarasota, eat delicious food, and day trip over to Anna Maria Island as the scenic drive across the barrier islands is breathtaking. Pack your beach bags and experience Knot A Basic Beach House, where you can escape from it all. Room Details: 3rd Floor Primary Bedroom: King Bed, Ensuite Bathroom 4th Floor Bedroom #2: King Bed, Ensuite Bathroom Bedroom #3: King Bed, Ensuite Bathroom Bedroom #4: King Bed, Ensuite Bathroom Bedroom #5: 2 Full over Full Beds, Ensuite Bathroom 5th Floor Bedroom #6: King Bed, Ensuite Bathroom There are no pets allowed in this home. Camera:  This property has video surveillance on the pool equipment only.  PARKING: Maximum 4 cars in the driveway; Do Not Block the Sidewalk and Temporary Street Parking ONLY (1-hour) - strictly enforced by the City of Sarasota. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Lido Key Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

6 7 12
BOOK NOW

House

Island Hopping

Island Hopping

136 Coolidge Dr Lido Key, FL 34236 Vacation Rental License #VR23-00009 Minimum stay duration of 7 days/nights Highlights • Private pool • Less than a 5-minute walk to the beach • 2-minute bike ride to nature trails and kayak launch • 2-minute drive to St. Armand’s Circle Island Hopping by Lido Key Vacations 136 Coolidge Dr Sarasota, FL 34236 Welcome to Island Hopping, a beautifully unique vacation rental featuring two separate cottages plus a private pool, all within a few short steps to Lido Key Beach! This rental property has been freshly remodeled with a chic beach vibe. It offers a total of four bedrooms, with two of the bedrooms in the main cottage and two bedrooms in the second cottage, making it an ideal choice for traveling with multiple families or your group of friends. In the main cottage, you’ll enjoy a spacious living area for relaxing or watching a movie after a long day at the nearby Gulf of Mexico beach. There is a fully equipped kitchen for easy meal preparation, and the dining table provides space for a fun family board game night or a traditional sit-down gathering. The roomy primary bedroom has a plush, comfortable King bed and an ensuite bathroom with a walk-in shower. The second bedroom also has a King bed and ensuite bathroom. The second cottage also offers a comfortable living area with a couch and island seating for snacks or morning coffee talk. (small fridge, toaster, coffee maker, dishwasher) There are two bedrooms, one with a King bed and ensuite bathroom with a walk-in shower, another with a King bed, plus a bonus room with bunk beds that are great for the kids. After a day of exploring nearby St. Armand’s Circle and its boutique shops and delightful local dining options, capped with a sunset at Lido Key beach, return to your “home away from home” to relax at Island Hopping’s private backyard oasis with inviting swimming pool and outdoor seating. Lido Key is a prime location for Florida vacationers, close to the vibrant Sarasota art and theater scene, and with many options to enjoy the natural beauty of the area by enjoying a local kayaking tour, paddle boarding, or a sunset cruise. Make Island Hopping a part of your dream vacation today!  Room Details  -Primary Bedroom, Main Cottage: King bed and ensuite bathroom with a walk-in shower. -Second Bedroom, Main Cottage: King bed and ensuite bathroom with a walk-in shower. -Third Bedroom, Second Cottage: King bed and ensuite bathroom with a walk-in shower. -Fourth Bedroom, Second Cottage: King bed. -Bonus Area, Second Cottage: Twin over twin bunk bed. This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon.

4 4 10
BOOK NOW

Duplex

Summer Nights

Summer Nights

140 Grant Dr Lido Key, FL 34236 Vacation Rental License # Minimum stay duration of 7 days/nights Highlights • 3 houses from Lido Key Beach • Shared patio with BBQ grill • Pet Friendly • Less than a mile from St. Armands Circle • Less than a mile from South Lido Park Welcome to Summer Nights, a chic two bedroom and bathroom beach getaway that is just three houses from the spectacular Lido Key Beach! Perfectly located near St. Armands Circle and South Lido Park, this home has easy access to the beach, kayaking, nature trails, shopping, and fun nightlife. Pack your bags and get ready for the best vacation yet. The modern coastal living space greets you as you walk-in and creates a tranquil retreat after a long day and has inviting plush chairs and a sofa. The kitchen provides cooking essentials from pots, pans, and utensils for your convenience. Share a conversation with friends and family at the adorable dining room table. A great night’s sleep awaits in the spa-like primary King bedroom with a flat-screen television and a bright ensuite bathroom with a walk-in shower. With a twin daybed, trundle, and large flat-screen television, the second bedroom offers a peaceful retreat with soothing earth tones. Guests can share the hallway bathroom with a shower and tub combination. A convenient laundry room with a washer and dryer is available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second bedroom: Twin daybed with trundle After a picture-perfect day of sunbathing and swimming in the Gulf of Mexico, head back to your private oasis and step out to the shared patio with cozy outdoor seating and a BBQ grill. End the day with a drink and savor the island breeze. Rent kayaks, explore mangroves, and keep your eyes open for dolphins, manatees, and native birds. Enjoy nearby St. Armands Circle, featuring over 100 unique restaurants, shops, and services to elevate your stay. The neighboring duplex Summer Lovin is available to accommodate a larger family or party size to rent and enjoy the whole patio. This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. *Please note: 1 car maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without refund. This property participates in our Professional Linen Program. This ensures that high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon.

2 2 4
BOOK NOW

Duplex

Summer Lovin'

Summer Lovin'

138 Grant Dr Lido Key, FL 34236 Vacation Rental License # Minimum stay duration of 7 days/nights Highlights • 3 houses from Lido Key Beach • Shared patio with BBQ grill • Pet Friendly • Less than a mile from St. Armands Circle • Less than a mile from South Lido Park Welcome to Summer Lovin', a two-bedroom, two-bathroom beach getaway just three houses from the stunning white-powder sands of Lido Key Beach. Perfectly located near St. Armands Circle and South Lido Park, this home has easy access to the beach, kayaking, nature trails, shopping, and fun nightlife. Summer Lovin' is perfect for your vacation escape to beautiful Lido Key, where summer lasts all year round! As you walk in, the relaxing and inviting living room welcomes you. The modern coastal décor and comfortable sofa and chairs create a tranquil atmosphere perfect for unwinding after a day in the sun. Delight in preparing delicious meals in the fully equipped kitchen and share a conversation with friends and family at the dining room table. A great night’s sleep awaits in the chic primary King bedroom with a flat-screen television and a bright ensuite bathroom with a walk-in shower. With a twin daybed, trundle, and large flat-screen television, the second bedroom offers a peaceful retreat and boasts tropical décor. Guests can share the hallway bathroom with a shower and tub combination. A convenient laundry room with a washer and dryer is available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second bedroom: Twin daybed with trundle After a picture-perfect day of sunbathing and swimming in the Gulf of Mexico, head back to your private oasis and step out to the shared patio with cozy outdoor seating and a BBQ grill. End the day with a drink and savor the island breeze. Rent kayaks, explore mangroves, and keep your eyes open for dolphins, manatees, and native birds. Enjoy nearby St. Armands Circle, featuring over 100 unique restaurants, shops, and services to elevate your stay. The neighboring duplex Summer Nights is available to accommodate a larger family or party size to rent and enjoy the whole patio. This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. *Please note: 1 car maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without refund. This property participates in our Professional Linen Program. This ensures that high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon.

2 2 4
BOOK NOW

House

Mango Mama

Mango Mama

227 Grant Dr Lido Key, FL 34236 Vacation Rental License #VR22-00139 Minimum stay duration of 7 days/nights Welcome to Mango Mama! A gorgeous bright and airy 4 bedroom, 2.5 bath coastal home tucked away in a serene neighborhood of Lido Key where you can walk or ride a bike everywhere! Styled with island hues and decor throughout, an outdoor living space with a covered patio that’s meant for entertaining, a private heated pool that you can sink into after a sunny day on the beach, and relax along the many loungers with a cool drink in hand. The location is fantastic! Within a block you will arrive to the sensational, sparkling sands of the Gulf where you can daze away at the legendary sunsets and a short 10-minute stroll to the vibrant scene at St. Armand’s. The world renowned St. Armand’s Circle offers upscale boutiques, art galleries, gourmet restaurants, dessert shops, and a nightlife scene. Cruise over the bridge and you will find yourself in the heart of Sarasota with more shops, dining options, museums, and a variety of entertainment venues. There’s plenty of fun excursions for the whole group to choose from! Your coastal living adventure awaits! Arrive to paradise with swaying palms dotted along your private driveway where you can easily park 2-4 cars. Step inside to the single family home where you’ll instantly feel the comforts of the open layout and great room. The chef’s kitchen is fully stocked with all the essentials, quartz counters w/ ample space to meal prep, stainless steel appliances, and a bar top that seats 2. Curl up on the plush sofas where you can stream your favorite shows on the mounted flat panel smart television, and a dining table that seats 4. There is additional dining seating via the covered patio area to accommodate extra guests. The home comes beautifully appointed with 4 bedrooms in a split floor-plan. All the bedrooms provide luxury bedding and linens, flat panel smart tv’s, and storage for your luggage. Off from the kitchen you have the master suite featuring a king bed, an ensuite bath with a large vanity, and glass walled step in shower. Also on this side of the home you have the guest room with full over full bunks, that the younger crew in tow will love, access to the 1/2 bathroom, and close to the laundry room. Next to the living room your last two guest bedrooms highlight a king bed in one room and a queen bed in the other. Both of which share a Jack N’ Jill bathroom with a shower/tub combo. Your outdoor oasis is where you’ll find yourself most days when you’re not on the beach or adventuring around town. The tropical landscaping and secluded pool area is the ultimate space where you can relax, cool down in the shade under the covered patio, and fire up the grill for that dining al fresco experience. Home Layout: Bedroom #1: King Master Suite w/ ensuite bath Bedroom #2: Full over Full Bunk Bedroom #3: King Bed w/ Jack n' Jill bathroom Bedroom #4: Queen Bed w/ Jack n' Jill bathroom Lido Key is surrounded by natural beauty and an emerald coastline that’s meant for exploring! Visit for the day at the Mote Marine Laboratory, where your whole group will enjoy the large aquariums, educational centers, and an aquatic "petting zoo" for an up close nautical experience. Drive to more breathtaking coastal towns and islands for a day trippin’ adventure where you can easily spend the day at Siesta Key and Anna Maria Island. So get your beach bags ready for an unforgettable beach getaway! We invite you to stay and play here at Mango Mama! PARKING: Maximum 4 cars in the driveway; Do Not Block the Sidewalk and Temporary Street Parking ONLY (1-hour) - strictly enforced by the City of Sarasota. This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4 2.5 10
BOOK NOW

Condo

Ritz Condo

Ritz Condo

Highlights • Access to The Ritz-Carlton Private Beach Club on Lido Key • Access to The Ritz-Carlton Private Golf Club • Shared Pool • Exclusive Access to Owner Amenities • Near downtown Sarasota Ritz Condo by Lido Key Vacations 1111 Ritz Carlton Dr., Unit 1004, 10th floor Sarasota, FL 34236 Minimum stay duration of 30 days/nights Vacation in pure bliss at Ritz Condo, a 10th-floor floor-unit in the prestigious Ritz-Carlton Sarasota location, with access to the extensive Ritz Carlton Resort amenities, including the golf course, beach club, and exclusive restaurants for guests only. This three-bedroom and three-bath getaway has a bay-facing pool and a hotel shuttle that will take you to beautiful Lido Key Beach. Instantly feel the opulence as you walk in. The living area radiates luxury with marble floors, a large sectional, side chairs, and a television. Your inner chef will love the kitchen featuring custom cabinetry, granite countertops, state-of-the-art appliances, and essential cookware. Host formal meals for friends and family at the modern dining room table that seats eight. The balcony boasts spectacular bay views and plenty of outdoor seating. In the primary bedroom, you will find a King bed with plush bedding, a seating area, and private access to the balcony, perfect for morning coffee talks. The primary ensuite bathroom has an immaculate jacuzzi tub, a walk-in shower, two vanities, and a large closet! The two guest bedrooms are bright and airy, with gorgeous bay views, and each room has an ensuite bathroom with a walk-in shower. Additionally, this unit has a washer and dryer. Room Details -Primary Bedroom: King bed and ensuite bathroom with tub -Second Bedroom: Queen bed and ensuite bathroom with walk-in shower -Third Bedroom: Queen bed and ensuite bathroom with walk-in shower The owner's Gold Membership amenities are transferred for your use, which includes the professional golf course, day spa, Jack Dusty Signature Restaurant, the Golf Club Grille, and Kemp's Grab and Go Market. Take the courtesy shuttle across the causeway to the Lido Key Ritz Carlton Beach Club, which features Ridley's Porch beachside restaurant, Lido Key Tiki Bar, cabanas, a beachside swimming pool, a children's recreation club, and elegant changing facilities. Explore Sarasota and Lido Key and enjoy local live theater and opera, fine dining, boutique shopping, art fairs, fishing charters, kayaking and paddle boarding, and nearby Mote Marine Aquarium. ***Please note: This luxury condo has a 30-night minimum that must be made 30 days in advance and requires board approval. A non-Refundable fee apply.***

3 3 6
BOOK NOW

House

Day Driftin Away

Day Driftin Away

204 Coolidge Dr Lido Key, FL 34236 Vacation Rental License #VR23-00006 Minimum stay duration of 7 days/nights Highlights • 3-minute walk from the beach • Elevator • 4 bicycles are provided for guest use • Private pool and hot tub • Pet Friendly with an additional fee Day Driftin Away by Lido Key Vacations 204 Coolidge Dr Sarasota FL, 34236 Welcome to Day Driftin Away, a stunning and new three-level vacation home that is just a three-minute walk from Lido Key Beach! This eight bedroom and eight and 2 half bathroom rental is the perfect destination for your Lido Key dream vacation and sleeps up to twelve guests. The open living space makes the perfect place for guests to sit back, relax, and connect with others. Have the perfect movie night in the living space with the giant tv and cozy couches. The brand new, fully equipped kitchen will put a smile on the face of any level chef, with brand-new appliances, ample counter space, and a large kitchen island for meal prep and the ideal place for guests to eat a quick bite. Enjoy a delicious meal at the dining room table or out on the deck and bask in the sunlight. The primary, second, third and fourth bedrooms are on the third level. The primary bedroom offers the perfect private deck to sip your morning coffee on, and, after a long day, refresh in the spacious ensuite bathroom tub or walk-in shower. The other second-level bedrooms have a clamping atmosphere to make every guest turn their clocks to island time in no time and feature stunning ensuite bathrooms. Additionally, there is a living space for guests to gather and connect in. On the second level are the fifth, sixth, seventh, and eighth bedrooms which all feature breathtaking ensuite bathrooms, beautiful décor, and closet space to keep vacation attire fresh. Guests can relax before bed and watch the breathtaking sunset on the rooftop deck, and in the morning, sip coffee and feel the island breeze they feel the Florida sun shining on them. Enjoy the incredible backyard oasis, take a dip in the pool, and soothe your muscles in the hot tub. Lido Key has many boutiques, coffee shops, fresh ice cream, and restaurants for every one of your guests to enjoy. Explore the island by kayak or paddleboard and possibly even see some sea life. To complete the perfect vacation, visit the stunning Gulf beaches where you and your guests can enjoy the warm water and endless relaxation. Home Layout: Primary Bedroom: King with ensuite shower and separate tub Bedroom #2 - King with ensuite shower Bedroom #3 - King with ensuite shower Bedroom #4 - King with ensuite shower King Bedroom #5 - King with ensuite shower King Bedroom #6 - King with ensuite shower King Bedroom #7 - King with shower/tub combo Bedroom #8 - Full over Full Bunk with ensuite shower This property allows pets - there will be an additional pet fee associated. Lido Key Vacations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Lido Key Vacations.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our Lido Key Vacations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon.

8 9 12
BOOK NOW

    Skip to content