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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 four-bedroom and three-and-a-half 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, • Detached Private Suite • 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. Just across the courtyard is an excellent private suite! This suite has a seating area with two sleeper sofas, a King bed, breakfast table, a laundry room with a washer and dryer, a wine fridge, and a full bathroom with a shower and tub combination. 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 -Fourth Bedroom, Private Suite: King bed, One Queen Sleeper sofa, and bathroom with shower and tub combo 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.
Duplex
Summer Nights
Summer Nights by Lido Key Vacations 140 Grant Dr Lido Key, FL 34236 VR23-00017 Minimum stay duration of 7 days/nights Welcome to Summer Nights, a chic two-bedroom, two-bathroom beach getaway located just three houses from the stunning Lido Key Beach! Perfectly situated near St. Armands Circle and South Lido Park, this home offers easy access to the beach, kayaking, nature trails, shopping, and vibrant nightlife. Pack your bags for the best vacation yet! Highlights • 2-minute walk to the beach • Shared back patio • 2 beach chairs • BBQ grill • Washer and dryer • Pet friendly with approval and additional fee • .7 miles to St. Armands Circle • .4 miles to Ted Sperling Par The inviting shared backyard space features comfortable outdoor seating, lush greenery, and a BBQ grill perfect for alfresco dining. Step into a modern coastal living space that creates a tranquil retreat after a long day at the beach. The inviting area features plush chairs and a sofa, while the well-equipped kitchen offers essential cooking utensils. Enjoy sharing meals and conversations at the charming dining room table. Rest peacefully in the spa-like primary bedroom featuring a king bed, flat-screen television, and a bright ensuite bathroom with a walk-in shower. The second bedroom, with a twin daybed and trundle, includes a large flat-screen television, providing a cozy retreat with soothing earth tones. Guests can share a hallway bathroom that has a shower-tub combination. A convenient laundry room with a washer and dryer is also available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second bedroom: Twin daybed with trundle For larger families or groups, the neighboring duplex Summer Lovin is available for rent to fully enjoy the shared backyard and create lasting memories together. Book your stay today and embrace the island lifestyle—your perfect escape is just a reservation away! - 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 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. 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.
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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.
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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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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.
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The Pink Flamingo
The Pink Flamingo by Lido Key Vacations 235 Grant Dr Lido Key, Florida VR24-00001 Minimum stay duration of 7 days/nights 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! Highlights • Less than a 5-minute walk to the beach • Private Pool-not heated • Near restaurants and shops • Outdoor Living Space • Dog Friendly 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.
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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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Just Lanai-ing Around
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. 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 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. 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 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.
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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 Welcome to Ringling Cottage! This charming two-bedroom, two-bath home, built in the 1930s by John Ringling, offers a serene escape just a short 10-minute walk to the beach. Perfect for couples, this romantic retreat features intimate spaces for relaxation and connection. With St. Armands Circle less than a mile away, you’ll have easy access to fine dining, boutique shopping, and the vibrant atmosphere of the area. Highlights • 8-minute walk to the beach • Private hot tub for relaxation • Dog friendly with approval and additional fee • Screened-in lanai • BBQ grill • 0.8 miles to St. Armands Circle shopping and dining • Washer and dryer Experience the best of island living with a spacious private backyard that features a lounge area, BBQ grill, and a rejuvenating hot tub, perfect for couples looking to unwind. The outdoor space also includes a play area for your dogs if you bring them along. Step inside Ringling Cottage to find an inviting living area featuring a cozy seating space and a dining area set for four. The well-equipped kitchen includes all the utensils and cookware needed for your culinary adventures, while the screened-in lanai offers an excellent additional dining space. Both bedrooms feature king beds 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 Your perfect island getaway awaits at Ringling Cottage—ideal for couples seeking romance and relaxation! - 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.
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
Big Kahuna
Big Kahuna by Lido Key Vacations 119 McKinley Dr Sarasota, Florida 34236 Minimum stay duration of 7 days/nights VR24-00005 The Best Homes, Location and Vacation Experience on Lido Key! Welcome to Big Kahuna! The ultimate vacation experience, complete with ten spacious bedrooms, each boasting an ensuite bathroom and two additional half baths. This luxurious getaway is perfect for creating unforgettable memories with friends and family. You'll love the outdoor amenities, including a private pool with a waterslide, an in-ground spa, and a rooftop deck that offers breathtaking views of the Gulf, located just a stone's throw away. Highlights • 5-minute walk to the beach • Private Pool with Waterslide and In-Ground Spa • Rooftop Deck • Less than 1-mile from St. Armands Circle • Outdoor Entertainment Space Guests can either take the elevator or the stairs to reach the modern living area that features an open floor plan. The chef's kitchen is fully equipped with a walk-in pantry, top-of-the-line appliances, and a large central island made of quartz stone, which provides seating space. The spacious dining room and the furnished balcony next to it make it easy to host unforgettable dinner parties. On the upper level, there is a bonus TV room with a comfortable couch and a wet bar, as well as a laundry room with a washer and dryer. The luxurious main bedroom has a contemporary design that is beautifully enhanced with a tropical touch. You'll be amazed by the stunning ensuite bathroom, complete with a double vanity, a walk-in shower, and a relaxing soaking tub. The eight guest bedrooms are equally luxurious, featuring king-sized beds and ensuites with walk-in showers. Three of the guest rooms also have balcony access, giving you gorgeous view of the surroundings. The tenth bedroom is truly a nautical paradise, complete with two bunk beds dressed in crisp bedding and an ensuite bathroom with a shower and tub combination. Room Details -Primary Bedroom: King Bed and ensuite bathroom with double vanity, walk-in shower, and soaking tub -Second Bedroom: King bed, balcony, and ensuite bathroom with walk-in shower -Third Bedroom: King bed, balcony, and ensuite bathroom with walk-in shower -Fourth Bedroom: King bed, balcony, and ensuite bathroom with walk-in shower -Fifth Bedroom: King bed 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: King bed and ensuite bathroom with walk-in shower -Ninth Bedroom: King bed and ensuite bathroom with walk-in shower -Tenth Bedroom: Two full over Queen bunk beds and ensuite bathroom with shower and tub combination Every detail has been meticulously thought out in the design of this backyard paradise! The covered patio boasts ample plush seating, an outdoor dining table, an island bar complete with an outdoor TV, and a BBQ grill. Under the sunny Florida skies, you'll find a sparkling pool equipped with a waterslide for the kids and an in-ground spa perfect for relaxing after a long day of exploration. Wrap up each day by enjoying drinks and hors d'oeuvres on the rooftop deck while taking in the breathtaking sunset. Enjoy a leisurely walk to St. Armand's Circle, a local gem packed with shopping, dining, and entertainment options. For beachgoers, Lido Key Beach is a must-visit, and nearby South Lido Park offers many activities like kayaking, wildlife observation, and scenic walking trails. We cannot wait for you to experience the magic of Big Kahuna! - 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
Mango Mama
Mango Mama by Lido Key Vacations 227 Grant Dr Lido Key, FL 34236 Vacation Rental License #VR22-00139 Minimum stay duration of 7 days/nights Welcome to Mango Mama! This stunning four-bedroom, two-and-a-half-bath coastal oasis is perfect for families and is in the peaceful beach town of Lido Key. Enjoy the convenience of walking, biking, or cruising in a golf cart to the beautiful Gulf beaches, where your family can build sandcastles and splash in the waves. Nearby, the vibrant St. Armands Circle offers a delightful array of family-friendly dining options and upscale shopping. Highlights • 4-minute walk to the beach • 11-minute walk to St. Armand’s dining and shopping • Private pool • Outdoor living space • Grill and Outdoor fridge • 3 Bicycles • Smart TVs • Washer and dryer Mango Mama’s outdoor space is a tropical paradise featuring lush landscaping and a serene pool area, ideal for relaxing, enjoying shade under the covered patio, or grilling for an outdoor dining experience. Step inside to a spacious open layout featuring a great room with plush sofas, a mounted flat-panel smart TV, and a dining table that seats four, along with additional seating at the bar top. The kitchen comes equipped with stainless steel appliances and ample counter space for meal prep. There is also extra dining seating available on the covered patio for al fresco gatherings. Indulge in the luxurious tropical primary suite, featuring a plush king bed and an ensuite bathroom complete with a spacious vanity and a stunning glass-walled step-in shower, perfect for unwinding after a day of adventure. The thoughtfully designed second and third bedrooms share a convenient Jack and Jill bathroom, equipped with a relaxing shower/tub combination, ensuring that everyone can easily refresh and rejuvenate. Meanwhile, the fourth bedroom is a delightful retreat for kids, boasting a fun bunk bed Room Details -Primary Bedroom: King bed and ensuite bathroom with ensuite bathroom with walk-in shower - Second Bedroom: King bed and jack-n-jill bath with shower and tub combo -Third Bedroom: Queen bed and jack-n-jill bath with shower and tub combo -Fourth Bedroom: Full over Full bunk bed Get your beach bags ready for an unforgettable getaway! We invite you to stay and play at Mango Mama! - 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.
