House
Ringling Cottage
Ringling Cottage by Siesta Key Luxury Rental Properties 160 Harrison Dr #6 Lido Key, FL 34236 Minimum stay duration of 7 days/nights Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Ringling Cottage! This charming two-bedroom, two-bath 1930s home was personally built by John Ringling during the establishment of Lido Key. Experience a serene escape with a spacious private backyard featuring a lounge area, BBQ grill, rejuvenating hot tub, and area for fetch with your dogs if you bring them along! Step inside Ringling Cottage to discover two inviting living areas, each adorned with plush seating. The second area features a smart TV for entertainment and a dining table for shared meals. Whip up culinary delights in the kitchen, complete with all necessary utensils and cookware. Outside, enjoy the screened-in lanai with a large dining space and seating for relaxed conversations. There are two King bedrooms adorned with crisp linens and ample storage space for your belongings. You'll find convenience in the two bathrooms—one featuring a walk-in shower, while the other offers a combination shower and tub. Keep your wardrobe fresh with the provided washer and dryer, ensuring clean outfits and towels for your beach adventures. Room Details -Primary Bedroom: King bed -Second Bedroom: King bed With the beach just a stone's throw away and St. Armands Circle less than a mile distant, Ringling Cottage offers the quintessential island lifestyle. Indulge in fine dining, peruse boutique shops, and immerse yourself in the vibrant atmosphere. Your island getaway awaits! - 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 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. 2 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. At A Glance • Less than a 10-minute walk to the beach • Private hot tub • Screened-in lanai • BBQ grill • Washer and dryer
Duplex
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.
Duplex
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.
House
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.
House
Reel Me In
Highlights • Private Pool and Outdoor Entertainment Space • Less than a 5-minute walk from St. Armands Circle • Dog Friendly • Less than a 10-minute walk from Lido Key Beach • Less than 1-mile from South Lido Park Reel Me In by Lido Key Vacations 140 S Blvd of the Presidents Lido Key, FL 34236 Minimum stay duration of 7 days/nights 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! 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 (not heated) 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. - The pool is not heated Fireplace is not for guest use 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. 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.
House
The Pink Flamingo
The Pink Flamingo by Lido Key Vacations 235 Grant Dr Lido Key, Florida Vacation Rental License # Minimum stay duration of 7 days/nights Highlights • Less than a 5-minute walk to the beach • Private Pool-not heated • Near restaurants and shops • Outdoor Living Space • Dog Friendly Welcome to The Pink Flamingo, where old Florida charm meets modern chicness just minutes from Lido Key Beach! This home has two bedrooms and two bathrooms and offers a fabulous backyard with a private pool and plenty of outdoor entertainment space. Pack your bags for a dream getaway! The living area was designed with comfort and luxury, with plush sofas and TV, and opens to the formal dining room that can seat six guests. To prepare your homemade favorites, you’ll find essentials in the kitchen, including pots, pans, and utensils. Let all your worries disappear as you enter the Primary bedroom. It has adorable décor, nightstands, and an ensuite bathroom with a walk-in shower. The second bedroom is very similar; each has a King bed with crisp linens and premium mattresses. A hallway bathroom has a shower and tub combination; a washer and dryer are available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: King bed -Bonus: Queen Sofa bed 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. Grab your beach bag and head to Lido Key Beach or explore nearby South Lido Park, perfect for walking, kayaking, and viewing Florida wildlife. The Pink Flamingo offers everything you need for the ultimate vacation! - 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. 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.
