House
John Ringling House
John Ringling House by Lido Key Vacations 76 S Washington Dr Lido Key, FL 34236 Vacation Rental License #VR22-00017 Minimum stay duration of 7 days/nights Welcome to the John Ringling House, a three-bedroom and two-bathroom one-of-a-kind masterpiece on the National Historic Registry and is a 1924 Historic John Ringling Estate. Located in the prestigious John Ringling Estates neighborhood, this home is a quick stroll to St. Armands Circle, known for premier shopping and luxury dining, and is near the award-winning Gulf of Mexico Beaches. Immerse yourself in the island's rich history while enjoying a luxury vacation! Highlights • On the National Historic Registry • Private Pool and 4 bicycles • Near shops and restaurants at St. Armands Circle, • Less than 1-mile to the beach The courtyard is surrounded by landscaped fencing and walls and is adorned with antique brick pavers, creating privacy as you enjoy the outdoor amenities. The pool has an ornate fountain as the centerpiece and an outdoor kitchen setup with a built-in grill and bar-height seating for guests to enjoy a cocktail while the fresh seafood and burgers are being cooked. As you arrive at this home, you'll notice the Spanish Mediterranean ambiance from the early 1900s that helped shape the Iconic Sarasota Architecture scene. There is a chic living space with a sofa, chairs, and a TV, and it opens into the home's parlor, which features floor-to-ceiling antique crank windows and a bistro table, where guests can delight in friendly conversation or card game. The kitchen is an absolute chef's dream, with stainless steel appliances, plenty of cabinet space, and essentials, including pots, pans, and utensils. The original hardwood floors are the real star in the dining room, with a table set for eight guests. The original hardwood floors carry out through the home's three bedrooms. The primary bedroom has vibrant decor, with an ensuite bathroom with a walk-in shower. The second guest room has a TV and ample storage space, and the third bedroom is fabulous for kids; it has two bunk beds! These rooms share the hall bathroom with a walk-in shower. Room Details -Primary Bedroom, 2nd floor: King bed, ensuite bathroom with walk-in shower -Second Bedroom, 2nd floor: King bed -Third Bedroom, 2nd floor: Full over Full Bunk and Twin over Twin Bunk Immerse yourself in Lido Key history and create unforgettable memories with loved ones at John Ringling House! - 4 bicycles are provided for guest use Primary room terrace 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. 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.
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Reel Me In
Reel Me In by Lido Key Vacations 140 S Blvd of the Presidents Lido Key, FL 34236 VR23-00014 Minimum stay duration of 7 days/nights Welcome to Reel Me In, a fantastic two-bedroom, two-bath vacation home perfectly situated on a corner lot in one of the best neighborhoods on the Suncoast. Enjoy a quick stroll to St. Armands Circle, a popular local destination for shopping, dining, and entertainment. Grab your beach bag and head over to Lido Key Beach or explore nearby South Lido Park, ideal for a day of walking, kayaking, and viewing Florida wildlife. Experience the vibrant lifestyle of Lido Key at Reel Me In! Highlights • Private Pool • Outdoor Entertainment Space • Less than a 5-minute walk from St. Armands Circle • Dog Friendly • Less than a 10-minute walk to the beach • Less than 1-mile from South Lido Park 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. 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 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.
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Lucky In Lido
Lucky in Lido by Lido Key Vacations 211 Grant Dr Lido Key, Florida Vacation Rental License #VR23-00025 Minimum stay duration of 7 days/nights 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. Highlights • 2-minute walk to the beach • Brand new construction • Rooftop deck • Private pool with waterslide and spa • Pop-a-Shot Basketball • Indoor Shuffleboard table • Dog friendly with host approval and additional fee 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 Pop-a-Shot Basketball and Indoor Shuffleboard,, 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.
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All Decked Out
All Decked Out by Lido Key Vacations 143 Grant Dr Lido Key, FL 34236 Vacation Rental License #VR22-00028 Minimum stay duration of 7 days/nights The Best Homes, Location and Vacation Experience on Lido Key! Welcome to All Decked Out, a stunning, perfectly located Lido Key vacation home with a sparkling pool featuring a 360-degree spillover spa, wood deck sun shelf, putting green, rooftop deck, and balconies with fantastic views just a block from Lido Key Beach. All seven bedrooms have ensuite bathrooms, providing privacy, luxury, and convenience in a perfect vacation getaway. Highlights • Rooftop Deck with Gulf Views • Heated pool and hot tub • Foosball, Ping-Pong table, and Putting Green • Elevator • Pet friendly This three-level coastal home has elevator service to all floors, vaulting ceilings, and breathtaking views from the roof and balconies. Relax and unwind in the indoor living area’s comfortable couches and chairs while watching your favorite movie. Natural sunlight bathes the open floor plan from the balcony sliding doors. Create masterpiece meals in the fully-equipped chef’s kitchen, which is bright and nautical-themed, has island countertop seating, and a wet bar for entertaining with delicious tropical refreshments. Enjoy island-fresh dining in the modern dining room, or enjoy the breeze while dining on the balcony or covered patio by the pool deck. Find solace and peace in the primary bedroom, whether enjoying coffee on your private balcony, resting in the inviting bed, or relaxing in the spa-like ensuite bathroom with dual vanity, walk-in shower, and soaking tub for rejuvenating after a day in the sun. The second, third, fourth, and fifth bedrooms offer comfort and privacy with inviting beds, ensuite bathrooms with walk-in showers, and balcony access to enjoy Gulf views. Guests will rest well in the sixth bedroom with bright nautical decor and an ensuite bathroom with a walk-in shower. Fun times are ahead in the seventh bedroom, with a full bunk bed and trundle for hardy rest after the beach and pool play. Room details: -Primary bedroom, 3rd floor: King bed, ensuite bathroom with a walk-in shower and a soaking tub, private balcony -Second Bedroom, 3rd floor: King bed, ensuite bathroom with a walk-in shower, balcony access -Third Bedroom, 3rd floor: King bed, ensuite bathroom with a walk-in shower, balcony access -Fourth Bedroom, 2nd level: King bed, ensuite bathroom with a walk-in shower, balcony access -Fifth Bedroom, 2nd level: King bed, ensuite bathroom with a walk-in shower, balcony access -Sixth Bedroom, 2nd level: King bed, ensuite bathroom with a walk-in shower -Seventh Bedroom, 3rd floor: Full-over-full bunk bed with a pull-out trundle, ensuite bathroom with a shower and bathtub combination -Bonus, Living room 3rd floor: Pull-out queen sleeper sofa Fall in love with the pool, where you can cool off, lounge on the sun shelf, or refresh your muscles in the spill-over spa. Your group will stay entertained with the putting green, foosball, and ping pong, or they can relax in the conversational seating or tiki bar on the covered patio and keep up with their favorite sports or shows. Memorable sunsets and coastal breezes make the rooftop deck an entertainer’s dream. Grab towels and head out to Lido Key Beach, just a block away, for the powder-sugar white sands and tranquil turquoise waters that soothe your soul. Take a ten-minute stroll to St. Armands Circle for boutique shops, restaurants, and nightlife. Enhance your stay with a sports fishing charter, or sunset cruise, or drive over the causeway and enjoy the golf, culture, and nightlight of Sarasota. All Decked Out is the perfect retreat to make your Lido Key vacation a trip to remember! - 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 Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. Breed restrictions apply. Please see our Lido Key Vacations Rental Policies for full details. Professional Management Program: We are here to help you vacation the right way and ensure you have everything you need, including our in-house professional maintenance techs, and our professional housekeeping contractors. 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. This property has an active Ring doorbell and additional video surveillance on the pool equipment only.
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Vitamin Sea
Vitamin Sea by Lido Key Vacations 229 Garfield Dr Lido Key, FL 34236 Vacation Rental License #VR22-00137 Minimum stay duration of 7 days/nights Welcome to Vitamin Sea, your ultimate Lido Key escape! This magnificent eight-bedroom, eight-and-a-half-bath vacation home seamlessly blends luxury and convenience with designer finishes and top-of-the-line amenities, ensuring a truly unforgettable stay for family and friends. With an elevator service to all floors, this accessible paradise invites everyone to enjoy its beauty and comfort. Ideally located just a leisurely stroll from the pristine sands of Lido Key Beach and a quick bike ride or delightful walk to the vibrant shops and dining of St. Armand's Circle, you’ll find everything you need within easy reach. Highlights • 4-minute walk to the beach • 12-minute walk to shopping and dining • Private Pool with Spa and Waterslide • Rooftop deck • Beach Views • Elevator • Pool Table • Dog friendly with approval and additional fee • Outdoor dining and BBQ grill Enjoy breathtaking views of the Gulf of Mexico from multiple balconies and rooftop deck, perfect for morning coffee or evening cocktails. Relaxation continues in the Private Heated Pool and Spa, complete with a thrilling Waterslide. This area also features plenty of seating, a Pool Table, and a BBQ Grill for outdoor cooking and dining. Step inside to discover the open-concept Great Room, a masterpiece of chic and modern design. This inviting space boasts a comfortable seating area equipped with a large flat-screen TV, perfect for movie nights, and a fully equipped kitchen that will inspire culinary creativity. The expansive kitchen island with bar seating flows seamlessly into the dining area, which is set for ten, creating an ideal setting for sharing meals and memories. Every bedroom is a sanctuary designed for relaxation, adorned with tranquil beach decor, luxury bedding, and a Smart TV for your entertainment needs. The primary suite is a true highlight of the home, featuring a private balcony and a lavish ensuite bathroom with a standalone soaking tub, a spacious walk-in shower, and elegant double vanity—perfect for pampering yourself after a day at the beach. Six more spacious king bedrooms offer comfort and privacy, while the unique nautical-themed bunk room will delight the kids, ensuring they have their own special retreat. Each room is thoughtfully equipped with its own ensuite bathroom for added convenience. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with soaking tub and walk-in shower -Second Bedroom, 2nd floor: King bed, balcony with Gulf views, and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: King bed, balcony with Gulf views, 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 and ensuite bathroom with walk-in shower -Sixth Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Seventh Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Eighth Bedroom, 3rd floor: Twin over Twin bunk and ensuite bathroom with shower and tub combination To enhance your stay, enjoy additional amenities, including a washer and dryer for your convenience, beach towels, beach chairs, a cooler, and a wagon—all included for your enjoyment! With the ability to welcome your dogs along, this exquisite home truly combines luxury, location, and an abundance of amenities effortlessly. Don’t miss your chance to create lifelong memories at Vitamin Sea — the perfect home to book for your Lido Key getaway! - This property has an active Ring doorbell and additional video surveillance on the pool equipment only. 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.
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Seascape
Seascape by Lido Key Vacations 150 Grant Dr Lido Key, FL 34236 VR24-00004 Minimum stay duration of 7 days/nights Welcome to Seascape, a stunning vacation home boasting eight spacious bedrooms and eight-and-a-half luxurious bathrooms. This vacation home is perfect for families and large groups seeking a memorable beach adventure, and it’s only a block away from Lido Key Beach, where you can catch breathtaking sunsets. So pack your bags and get ready to make unforgettable memories! Highlights • Less than a 5-minute walk to the beach • Private Pool with Waterslide and Hot Tub • Rooftop Deck • Ping Pong Table • Dog Friendly Guests will love the exceptional outdoor space! Relax under the covered patio with your favorite book, take a thrilling ride down the waterslide into the refreshing pool, soak away your worries in the spa, challenge your friends and family to a game of ping pong, or unwind on the rooftop deck while enjoying incredible views of the surrounding area. From the moment you enter, you'll feel rejuvenated and welcomed into a sleek and contemporary open living space. The living room boasts a plush seating area, a TV, and opens up to a balcony on the main floor that will leave you breathless with its tropical views and refreshing island breezes. The chef's kitchen is a dream come true with brand-new appliances, ample counter space, and an island with bar top seating. The formal dining room is ideal for entertaining guests, with plenty of room and magnificent light fixtures. Down the hall, you'll find a laundry room with a washer and dryer, as well as an elevator and staircase for easy access. The primary bedroom radiates a luxurious coastal feel and provides access to the impressive third-floor balcony. The balcony features a spiral staircase leading to the rooftop deck with breathtaking views. The ensuite bathroom is truly a peaceful retreat, complete with a standalone soaking tub, double vanity, and walk-in shower. The six King guest rooms are equally impressive, each boasting plush bedding, premium mattresses, and ensuite bathrooms with gorgeous walk-in showers. Not to be missed is the eighth bedroom, a kids' paradise featuring a bunk bed room and a fabulous ensuite bathroom with a walk-in shower. Room Details -Primary Bedroom: King bed, balcony access, and ensuite bathroom with walk-in shower and standalone tub -Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom: King beds and ensuite bathroom with walk-in shower -Sixth Bedroom: King bed and ensuite bathroom with walk-in shower -Seventh Bedroom: King bed and ensuite bathroom with walk-in shower -Eighth Bedroom: Full over Full bunk bed and ensuite bathroom with walk-in shower No matter what you're in the mood for, whether it's a fun-filled day at the beach, exciting sports fishing, or a deep dive into local history, our home is the ideal location for you! Book today! - 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. 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.
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Day Driftin Away
Day Driftin Away by Lido Key Vacations 204 Coolidge Dr Lido Key, FL 34236 Vacation Rental License #VR23-00006 Minimum stay duration of 7 days/nights Island dreams are waiting to be made at Day Driftin Away, a stunning vacation home with a rooftop deck that boasts views of the Gulf of Mexico, which is just a quick walk away! With eight bedrooms, eight full baths, and an additional two half baths, this house is the ultimate luxury getaway for friends and family. Highlights • 2-minute walk from the beach • Rooftop Deck with Gulf views • 4 bicycles are provided for guest use • In-Ground Spa and Pool with Waterslide • Ping Pong Table The incredible backyard oasis has a sparkling pool with a sunshelf, a waterslide, and built-in bar seating in the pool by the in-ground spa. The covered patio has a plush seating area, a fire pit, a BBQ, and a foosball table -providing the ideal ambiance for relaxing and playing with friends and family! As you walk into this three-level getaway, you'll first see the home's elevator and game room, which features a ping-pong table. The main living room is upstairs with a beautiful seating area, couch, side chairs, and TV. The large kitchen has stainless steel appliances, cooking essentials, plenty of space for multiple cooks to move around, and a kitchen island with barstools. Host formal meals at the chic indoor table or bring the party outside to the outdoor table that can seat six guests. Unwind in the beautiful primary bedroom with a spacious ensuite bathroom with a double vanity, a walk-in shower, and a soaking tub. Through the hall is a second living area with seating, a TV, and balcony access to the spiral stairs that lead to the spectacular rooftop deck. The six King guest bedrooms have a calming atmosphere to make every guest turn their clocks to island time in no time and feature stunning ensuite bathrooms with walk-in showers. The eighth bedroom is a kid's paradise with a coastal bunk bed and an ensuite bathroom with a shower and tub combination. Room Details -Primary Bedroom, 3rd floor: King bed and ensuite bathroom with a walk-in shower and soaking tub -Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with a walk-in shower -Third Bedroom, 3rd floor: King bed and ensuite bathroom with a walk-in shower -Fourth Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower -Fifth Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower -Sixth Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower -Seventh Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower -Eighth Bedroom, 3rd floor: Full over Full bunk and ensuite bathroom with a shower and tub combo 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. - 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. 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.
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Sea The Light
Sea The Light by Lido Key Vacations 205 Grant Dr Lido Key, FL 34236 Minimum stay duration of 7 days/nights #VR22-00131 Welcome to Sea The Light! This luxurious home boasts seven bedrooms and six bathrooms, perfect for your getaway. Just a three-minute walk from Lido Beach, a ten-minute walk to Ted Sperling Park Nature Walk, and a thirteen-minute walk to St. Armand's Circle, where you’ll find high-end shopping, dining, ice cream shops, and more. Highlights • 3-minute walk to the beach • Rooftop deck • Pool with waterslide and spa • Convenient location near dining and shopping • Dog friendly with approval and additional fee • Ping Pong table • 4 bicycles are provided for guest use • Elevator • Foosball table • Washer and dryer Experience ultimate comfort in the open living space, featuring plush sofas and a large flat-screen TV. The high-end kitchen is equipped with all the essentials, including a wine fridge, to elevate your dining experience. You’ll find kitchen island seating for five and seating for eight at the formal dining table. The resort-style backyard is where vacation dreams come true! Dive into fun with the waterslide and spa, relax on plenty of lounge chairs, and enjoy the covered patio complete with a BBQ grill, plush seating, a dining table, and a TV. The spacious primary bedroom offers balcony access, perfect for unwinding before bed, with an ensuite featuring a double vanity, walk-in shower, and tub for post-adventure refreshment. The second and third bedrooms also have balcony access and stunning ensuite bathrooms with walk-in showers. The fourth bedroom, ideal for younger or single travelers, includes an ensuite with a shower-tub combo. The fifth, sixth, and seventh bedrooms are located on the second floor, each with ensuite bathrooms with walk-in showers. Room Details -Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with walk-in shower and stand-alone tub -Second Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd floor: Full bunk bed and ensuite bathroom with shower and tub combination -Fifth Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Seventh Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower To make sure Sea The Light meets all your needs, we've added a second living area on the third floor with a TV and Foosball table, multiple balconies, and a rooftop deck with breathtaking views. The garage is equipped with a ping pong table, bicycles, and beach gear for your outings. Book your stay now and experience the perfect vacation retreat! - 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. 5 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.
House
Sun-day Style
Sun-day Style by Lido Key Vacations 128 Fillmore Dr Lido Key, FL 34236 VR23-00004 Minimum stay duration of 7 days/nights Welcome to Sun-day Style, an incredible new vacation home boasting eight bedrooms and eight and a half bathrooms, located in the highly desirable Saint Armand's Circle neighborhood. This oasis features a spacious pool complete with a swim-up spa, a sprawling patio, numerous balconies, and a rooftop terrace showcasing stunning views of the neighborhood and Sarasota Bay. Plus, with its proximity to the beach, shops, and downtown Sarasota, this luxurious retreat is your ticket to living your best life. Highlights • Rooftop Deck • Less than a 15-minute walk to the beach • Private Pool and In-ground Spa • 4 bicycles are provided for guest use • Ping Pong and Foosball Table Whether you prefer the stairs or the elevator, a pristine living space awaits you on the main floor. Relax on one of the plush sofas in the seating area and enjoy family favorites on the flatscreen TV. The kitchen is a chef's dream, complete with brand new appliances, custom cabinetry, and plenty of room for all your groceries. Host a fancy dinner party indoors at the dining room table or soak up the sunshine while dining al fresco on the balcony's outdoor table. Experience the luxurious resort life in the primary bedroom that features a grand canopy bedframe, a private balcony perfect for night owls who want to enjoy the evening breeze, and an ensuite bathroom with a stunning double vanity, a walk-in shower, and a soaking tub. Our six additional King guest rooms are equally lavish, with some featuring balcony access and ensuite bathrooms with walk-in showers. For younger guests, the eighth bedroom is perfect, with a cozy bunk bed and an ensuite bathroom with a walk-in shower Furthermore, there is a second living area with a comfortable sofa, a TV, and ample space for guests to play games. Room Details -Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Seventh Bedroom, 2nd floor: King bed and ensuite bathroom with shower and tub combo -Eighth Bedroom, 2nd floor: Full over Full Bunk and ensuite bathroom with walk-in shower The real showstopper of this home is its incredible backyard oasis! It features an expansive covered patio with deluxe seating, ceiling fans, and a BBQ grill. Guests can enjoy a game of foosball or relax in the pool, hot tub, or one of the many loungers or cabanas available. It's the perfect place to unwind and soak up the sun! Lido Key is home to numerous boutiques, coffee shops, and restaurants. You can indulge in fresh ice cream and explore the island on a kayak or paddleboard while keeping an eye out for sea life. In addition to that, you can also visit the beautiful Gulf beaches to bask in the warm waters and enjoy a relaxing vacation with your group. Live the Florida dream at Sun-day Style! - 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. 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.
House
The Shore House
The Shore House by Lido Key Vacations 216 Van Buren Dr Lido Key, FL 34236 Vacation Rental License #VR22-00033 Minimum stay duration of 7 days/nights Welcome to The Shore House, an exquisite seven-bedroom, four-bathroom retreat combining fun amenities with luxurious finishes—perfect for friends and families seeking an unforgettable getaway. Nestled in the exclusive heart of St. Armand's neighborhood, this stunning home is just a short stroll from vibrant shopping and dining options, and only half a mile from the pristine shores of Lido Key Beach. Highlights • 12-minute walk to the beach • 5-minute walk to shopping and dining • Private pool with in-ground spa • Putting green • 4 bicycles are provided for guest use • Ping pong and foosball table • Outdoor dining, seating, and TV • Dog friendly with approval and additional fee The outdoor space at The Shore House is a true oasis, featuring a sparkling pool and relaxing spa. The covered entertainment area includes plush lounge seating, a TV, and an outdoor dining table, perfect for al fresco meals and gatherings, along with a BBQ grill—ideal for family cookouts. On the side of the house, enjoy friendly competition on the putting green. Inside The Shore House, you'll find multiple spacious living areas that effortlessly cater to gatherings with friends and family. The third-floor living area invites relaxation and entertainment, featuring a stylish bar, a large TV, and access to a balcony offering breathtaking views. On the main living floor, the modern seating area flows seamlessly into the well-appointed kitchen and dining area. The fully equipped kitchen boasts top-of-the-line appliances, a generous center island and pantry, and two dining tables on either side, along with a wine fridge to elevate your culinary experiences and special meals together. Perfectly designed for the ultimate family and friends' reunions, you’ll find a primary bedroom with a private ensuite bathroom and balcony, four king bedrooms, and two bunk rooms. Each guest bedroom is appointed with soft bedding, a tv, and shares a jack-n-jill bathroom with either a walk-in shower or a shower and tub combination Room Details - Primary Bedroom, 3rd floor: King bed, balcony, walk-in closet, and ensuite with walk-in shower -Second Bedroom, 3rd floor: King bed and jack-n-jill bath with walk-in shower - Third Bedroom, 3rd floor: King bed and jack-n-jill bath with walk-in shower -Fourth Bedroom, 3rd floor: King bed and jack-n-jill bath with shower and tub combo -Fifth Bedroom, 3rd floor: Full over Full bunk and jack-n-jill bath with shower and tub combo -Sixth Bedroom, 2nd floor: King bed and jack-n-jill bath with walk-in shower -Seventh Bedroom, 2nd floor: Full over Full bunk bed with Twin trundle and jack-n-jill bath with walk-in shower This vacation rental offers four bicycles for guest use, perfect for exploring the scenic charm of Lido Key. The downstairs rec room adds to the fun, featuring a ping pong table, a foosball table, and an array of board games for lively indoor entertainment. Convenient beach chairs and an additional fridge in the garage enhance your stay, ensuring you have everything you need for both active adventures and leisurely moments on one of the many balconies. Don’t miss your chance to experience the ultimate Lido Key getaway—book your week at The Shore House now to secure your paradise retreat! - This property has an active video surveillance on the exterior public approach areas and the pool equipment. 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. 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.
House
The Sandcastle
The Sandcastle by Lido Key Vacations 455 Cleveland Drive, Sarasota, Florida Welcome to The Sandcastle, a stunning new construction luxury vacation home designed for large families looking for a modern getaway. Nestled in the prestigious and highly sought-after Lido Key neighborhood, this architectural marvel is just moments away from the shimmering shores of Lido Key Beach. With six beautifully appointed bedrooms and six full baths, plus two half baths, this exquisite rental is perfect for families or groups seeking an unforgettable coastal escape. Highlights • Brand New Luxury Home • 8-minute walk to the Beach • 4-minute walk to St. Armands Circle • Rooftop Deck with Bay Views • Heated Pool with In-Ground Spa • Outdoor Bar with Grill • Dog friendly with approval and additional fee • Pool Table • Built-in Wine Bar Step outside to enjoy your own private oasis at The Sandcastle. The heated pool offers a refreshing dip, while the in-ground spa provides the perfect spot for relaxation after a day of beach activities. The covered patio space features ample lounge seating, a stylish outdoor bar, and a grill, complete with a TV to catch the big game while enjoying the Florida sunshine. The rooftop deck provides breathtaking bay views, making it an ideal location for sunset watching or stargazing. Upon entering The Sandcastle, you're enveloped by a world of opulence, soaring ceilings, custom finishes, and floor-to-ceiling windows that bathe the home in natural light. Spaciousness reigns supreme, making it an ideal retreat for large families and groups. The inviting living room, equipped with plush seating and a Smart TV, is perfect for relaxation, while the gourmet chef's kitchen boasts high-end appliances, pristine quartz countertops, and ample counter space for preparing holiday meals together. Enjoy the convenience of dual washer/dryer units located on both levels of the home, making laundry as luxurious and effortless as the rest of your experience here. Whether dining at the elegant table for ten or enjoying the fresh air on the adjacent balcony with another table for ten, every moment is an opportunity for laughter, love, and delicious food. This home provides ample sleeping arrangements for everyone, and each bedroom includes an ensuite bathroom, a TV, and plenty of storage space for clothes and suitcases. The primary bedroom is a showstopper with a seating area, balcony, walk-in closet, and ensuite bath with large walk-in shower, soaking tub, and double vanity. The second bedroom could easily be a second primary with a King bed, balcony, and ensuite bathroom with a walk-in shower and soaking tub. There are three additional king suites with ensuite bathrooms with walk-in showers and some with balconies and the final bedroom features a custom bunk bed with fun nautical decor and ensuite bathroom with a walk-in shower. There are also two additional half baths for guests. Room Details Primary Bedroom: King bed, balcony, walk-in closet, and ensuite bath with large walk-in shower, soaking tub, and double vanity -Second Bedroom: King bed and ensuite bathroom with a walk-in shower, soaking tub, and two vanities -Third Bedroom: King bed, balcony, and ensuite bathroom with walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom: King bed and ensuite bathroom with walk-in shower -Sixth Bedroom: Full over Full Bunk bed and ensuite bathroom with walk-in shower For additional entertainment, The Sandcastle also features a second living space equipped with a seating area, a pool table, and a built-in bar with a wine fridge. The location couldn’t be more idyllic, just a short stroll from Lido Key Beach and a brief bike ride to the upscale boutiques and fine dining at St. Armands Circle. This residence offers the ultimate coastal lifestyle, perfect for creating cherished family memories. Now is your chance to claim a slice of Lido Key paradise. Your dream vacation awaits in Sarasota—reserve your piece of paradise now! - 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. 6 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.
House
Island Hopping
Island Hopping by Lido Key Vacations 136 Coolidge Dr Lido Key, FL 34236 Vacation Rental License #VR23-00009 Minimum stay duration of 7 days/nights 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. 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 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. 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. Book your stay at Island Hopping today! - 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.
