CONTACT US
Showing 4 of 4 properties



House

Smooth Sailing

Smooth Sailing

Highlights • Rooftop deck with Gulf views • Pool with in-ground spa and waterslide • Less than a 5-minute walk to the beach • Ping Pong and Foosball • 4 bicycles are provided for guest use Smooth Sailing by Lido Key Vacations 220 Coolidge Dr Lido Key, FL 34236 Vacation Rental License Minimum stay duration of 7 days/nights Welcome to Smooth Sailing, a stunning six-bedroom, seven-and-a-half-bathroom coastal home, just a quick stroll to the gorgeous sands and tranquil waters at Lido Beach, featuring a tropical backyard oasis with a private pool with a waterslide and hot tub and a rooftop deck with beautiful Gulf views. With upscale shops and restaurants minutes away at St. Armands Circle, Smooth Sailing is perfectly located for you to indulge in lazy beach days and evenings of fine dining and entertainment, with tropical breezes and picturesque sunsets to share with friends and family. The main living area offers plenty of options for guests - relax on one of the sofas or opulent chairs and catch up with others over great conversations or enjoy a fun movie night. The chef’s kitchen is spacious and fully equipped, with a luxe suite of stainless steel appliances and a large island with countertop seating. Dine indoors at the formal dining room table or on the main balcony, and afterward, mix up some tropical drinks at the wet bar in the kitchen and head up for a private sunset viewing on the rooftop deck overlooking the Gulf, Lido Key, and Sarasota. Use the elevator for easy access to any of the six bedrooms and seven and a half bathrooms - unpack your beachwear and dive into a luxury island vacation. The third-floor primary suite has a private balcony and a spa-like ensuite bathroom with a double vanity and an enclosed shower with a soaking tub. The second and third bedrooms are on the third floor; each has sliding doors leading to a balcony with rooftop access and has incredible ensuite bathrooms with walk-in showers. On the second floor are the last three bedrooms. The second primary has a stunning ensuite bathroom with a walk-in shower and shares a balcony with the fifth bedroom, which also has an ensuite bathroom with a walk-in shower. The sixth bedroom was designed with the younger guests in mind and has an ensuite bathroom with a shower and tub combination. There is a second family room and an additional bathroom with a shower and tub combination on the third floor, and on the main floor, there is a laundry room and a half bath. Room Details -Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with double vanity, enclosed shower with standalone tub -Second Bedroom, 3rd floor: Full bed, rooftop access, and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: Full bed, rooftop access, and ensuite bathroom with walk-in shower -Second Primary Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Fifth Bedroom, 2nd floor: Full bed, balcony access, and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: Full over Full bunk bed and ensuite bathroom with a shower and tub combination Smooth Sailing has a dream backyard featuring a fantastic pool with a sun shelf, built-in barstools, a hot tub, and a waterslide! Under the covered patio are plush seating, a dining table, a BBQ grill, an outdoor shower, and an open garage game room with a Ping Pong table, a TV, a Foosball table, and four bikes. PARKING: 2-3 Car Garage, and 2-4 cars in the driveway MAX. Temporary Street Parking ONLY (1-hour) - strictly enforced by the City of Sarasota This home is part of our Property Manager Program, so if you need dining reservations, a fishing charter, an airport transfer, grocery delivery set up, your Property Manager can help arrange this for you. It is exclusive, and our services are inclusive of your reservation and designed to make your stay a completely carefree and perfect experience. We also include beach chairs, bikes, a cooler, and a beach cart to make it easy for you and your family to head to the beaches or Lido Key. If you want privacy, with only the sounds of the waves lapping the shore, while you sit on the now World Famous White Sand Beaches of Lido Key and Siesta Key then this is your vacation home. If you want all of this, and your own Property Manager, who will handle all guest relations before, during, and after your stay, then this is your home. This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. This property has an active video surveillance on the exterior public approach areas and the pool equipment.

6 6.5 14
BOOK NOW

House

The Big Top

The Big Top

340 Jackson Dr Lido Key, FL 34236 Vacation Rental License #VR22-00043 Minimum stay duration of 7 days/nights The Best Homes, Location and Vacation Experience on Lido Key! Featuring • Private Heated Pool with Sun shelf • 4 bicycles are provided for guest use • Covered Spa (Enjoy in any weather!) • Games for the whole family! Pool table/Foosball • Huge Covered area for outside dining and relaxation • Steps to famous St Armand's circle • Pet Friendly • Balconies • Elevator to all floors • Free WIFI, multiple HDTV's • 2 car garage/2 cars max in driveway • Beach towels, chairs and wagon included (Inquire for more details) This Absolutely Gorgeous, Perfectly Located, 3 level Lido Key Coastal Home, with Elevator Service from Ground to ALL Floors, features Vaulted Ceilings and 6 Bedrooms - 5 of which have an En Suite Private Bath. You'll love the balcony off the Master Bedroom, and the elevated shared balcony off the 3rd level. The home is located within a 3 minute bike ride or 9 minute stroll to the Lido Key Beach and about a 3 minute walk or 1 minute bike ride to St. Armand's Circle (Google Maps). You can literally walk to everything from this home! If you don't believe me, just look at the balcony views, you can see St. Armand's Circle from the balcony. You'll love the multiple Balconies and patios to take in your morning coffee and enjoy the beautiful Florida weather. You'll also fall in love with the Private Heated Pool area with a Covered Gaming area and Bar. This Pool features an oversized sun shelf - perfect for kids to play or adults to sun, with a spacious Spa with plenty of seating for your group, and a privacy wall with built in water feature for the perfect ambiance. Just off of the pool patio, you'll find a enormous covered patio space that spans nearly the entire space underneath the home and features bar top seating, dining, TV's, and gaming areas including FOOSBALL AND POOL TABLE. It is the perfect vacation home for you and your family. We also include beach chairs, bikes, a cooler, and a beach cart to make it easy for you and your family to head to the beaches or Lido Key. If you want privacy, with only the sounds of the waves lapping the shore, while you sit on the now World Famous White Sand Beaches of Lido Key and Siesta Key then this is your vacation home. If you want all of this, and your own Property Manager, who will handle all guest relations before, during, and after your stay, then this is your home. Floor Plan Description: On the Ground floor you'll find a 2 Car garage, and an oversized covered patio and gaming area. You'll also find the access to either Stairs or Elevator to access the above 2 floors. There is also a spiral staircase that will lead you to the balcony sliders. On the First Level of Living, you'll find a large Great Room with a Fully Stocked Chef's Kitchen and Island with bar top seating for 6, a Large Living Room with a Queen Sleeper Sofa, and Dining Room. Bar Top & Seated Dining for 18 inside. There is an additional outdoor dining options in the covered patio and pool area spaces. Just down the hall, there is a Washer/Dryer and a 1/2 Bathroom for your convenience. You'll also find 3 Bedrooms on this floor, all with En Suite Bathrooms. The first is the home's Master Bedroom, with a huge walk in closet, and oversized bathroom featuring a double vanities, private water closet, stand alone bathing tub, and a walk in shower with a rain shower feature. The 2nd bedroom has a King Beds and En Suite Baths and the 3rd bedroom is a bunk room that features a Full over Full Bunk Bed with trundle and an En Suite Bath with a shower/tub combo perfect for your children's bathtime. On the Second Level of Living you'll immediately access an elevated foyer space with access to 3 bedrooms and an elevated balcony and seating area. Out of the 3 bedrooms on this floor, you'll find 2 King Bedrooms, both with En Suite Bathrooms and a Bunk Room that features a Twin over Twin Bunk Bed and a 1/2 Bathroom with vanity and commode. PARKING: 2 Car Garage, and 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 participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. This property has active video surveillance on the exterior public approach areas and the pool equipment.

6 5.5 16
BOOK NOW

House

Just Lanai-ing Around

Just Lanai-ing Around

Highlights • 2-minute walk to the beach • Rooftop deck • Private pool with in-ground spa • 4 bicycles are provided for guest use • Ping Pong table Just Lanai-ing Around by Lido Key Vacations 135 Grant Dr Lido Key, FL 34236 Vacation Rental License #VR22-00103 Minimum stay duration of 7 days/nights Experience indulgent views and luxurious coastal living at Just Lanai-ing Around, a stunning six-bedroom home steps from the breathtaking Gulf of Mexico beaches. Wake up to picturesque sunrises, sunbathe on the two-story rooftop deck, play a game of ping pong, and take a refreshing dip in the heated pool and in-ground spa. As you enter, you will be welcomed by a spacious living space with large windows that showcase a stunning view of a lush tropical landscape. The living room is furnished with modern and comfortable seating. The sleek kitchen is equipped with top-of-the-line appliances and a generously sized island that offers ample counter space for meal preparation and entertainment. You can enjoy your meals at the island countertop, in the adjacent posh dining room, or outside on the balcony or rooftop deck. Convenient half-bathrooms are available on the first and third floors. The primary bedroom is a true oasis, perfect for unwinding after a busy day. Its own private level boasts a luxurious soaking tub, a walk-in closet, TV, and oversized shower, leaving you feeling relaxed and refreshed. The second bedroom is equally inviting, featuring a cozy king-sized bed, a convenient walk-in shower, and easy access to the rooftop deck. Plus, the third, fourth, and fifth bedrooms all have plush king-sized beds and ensuite bathrooms. The sixth bedroom is a fun and playful space for younger guests, complete with a queen-over-queen bunk bed and a comfy sofa. The home’s laundry room with two washer and dryers can be found on the second floor. Room Details -Primary bedroom, split first level: King bed, soaking tub, ensuite bathroom with oversized walk-in shower, dual vanities, and a walk-in closet. -Second bedroom, 3rd level: King bed and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Fourth bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Fifth bedroom, 2nd floor: King bed, ensuite bathroom with shower and bathtub combination -Sixth bedroom, 2nd floor: Queen over queen bunk bed, sofa, ensuite bathroom with walk-in shower Your extraordinary outdoor experience starts with the rooftop decks, which offer a lavish setting to enjoy island life like never before. On the first-level deck, you'll find cozy seating areas, a covered dining table with a TV, and a bar equipped with a wine fridge. You can then follow the stairs to the second level and indulge in the breathtaking views. Enjoy shopping and meals at St. Armand Circle, which is only a half-mile away, and splendid beach days are just a quick walk away. If you are searching for an exquisite Lido Key getaway, look no further than Just Lanai-ing Around! - This property has an active Ring doorbell, active video surveillance on the exterior public approach areas, and the pool equipment. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Lido Key Vacations Rental Policies for full details. 4 cars maximum are able to 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 high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.

6 7 12
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

    Skip to content