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Siesta Key Family Getaway – Renovated Pool Home w/ Mini Putt & Outdoor Games! Bring the whole family to this beautifully renovated Sarasota pool home, located just 15 minutes from the world-famous Siesta Key Beach! This bright and stylish 3-bedroom, 2-bath retreat comfortably sleeps up to 10...
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Turnkey furnished home, 3 bedrooms, 2 bathrooms, 2 car garage, king bed in master bedroom with walk-in shower, soaking tub and large walk-in closet. Queen beds in the 2 guest rooms. Heated private pool.
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Located in a quiet cul-de-sac, this property offers a peaceful and tranquil setting. Away from the hustle and bustle of the city, you can enjoy a serene and calm environment in your own home.The private lanai with a saltwater pool provides a secluded outdoor space where you can relax and unwind. Whether...
Featured review
Impressed with this rental as the home was tastefully updated and in excellent condition. Host responded to our issue with shortage of hot water in one of the showers and a p-lumber arrived promptly to...
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This beautiful home is brand new inside! It features 2 family rooms and a split floor plan that makes it perfect for families or 2 couples. Enjoy the morning breeze by the screened -in pool. The family room and Master Suite have French doors that open to the pool. 4 miles to siesta key, 3 miles...
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Welcome to Glamor Manor, your luxurious retreat in the heart of Sarasota, Florida! This exquisite vacation rental offers an unparalleled experience of comfort, style, and relaxation.Property Highlights: Pet friendly : $200 non-refundable pet fee Heated Swimming Pool: Dive into luxury with our private...
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A Great Home Away from Home Boatyard Gated Community Comfy Lanai for relaxing and entertaining Bamboo Wood Floors 2 bedrooms (one king and one queen bed) and 2 bathrooms Heated Pool Upgraded features include new paint and wonderful main bedroom walk in shower Wonderful fishing with several...
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Experience Sarasota's most walkable neighborhood from this stunning 3BR/3BA modern coastal haven with private pool. Discover the perfect blend of luxury and convenience at The Palmetto House. This completely renovated modern coastal cottage puts you in the heart of Arlington Park, Sarasota's...
Distance to beach: 7 miles to Siesta Key Beach
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Luxury lakefront home on a quiet cul de sac located in pristine Palmer Ranch. Kick back on the covered front porch and relax in the glider and rocking chairs. Soak up some sun in the screened in lanai with heated saltwater pool overlooking the lake. Enjoy community amenities such as the clubhouse, lighted...
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Contact: Erana Pulli or Joesgirl16@ Newly renovated condo. First-floor end unit with a beautiful, private courtyard. Large, light, bright, and airy best describes our home! Granite countertops and stainless steel appliances are found in our eat-in kitchen. Another large dining table off the living area....
Distance to beach: 2 miles to Lido
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Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview...
Featured review
Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend...
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*Sorry for picture quality, new pictures coming soon. Please ask and I can send better pictures* Recently purchased, so not many reviews yet, but villa is all new and cozy. Discover this amazing 2-bedroom gem in Siesta Key Jamaica Royale is a gulf side paradise. Jamaica Royale offers 300 feet of private...
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Gorgeous Fully Renovated Furnished Pool Home in Forest Lakes – Short-Term Rental - This stunning fully furnished 3-bedroom, 2-bathroom pool home with a 2-car garage is available for short-term rental options of 3, 6, or 9 months. Completely remodeled from top to bottom, this move-in-ready residence...
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Step into relaxed coastal luxury at this beautifully 3 bedroom, 2 bath private pool home, where sunshine, comfort, and effortless Florida Living come together. Whether you're here for sun-filled beach days, poolside relaxation, or a longer Sarasota Stay, this home offers the space, style, and ease...
Distance to beach: 1 miles to Siesta Key
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OUR RATES:June-November 2025 $2250 December 2025 $3000 January 2026 $4500 February 2026 $5000 March 2026 $5000 April 2026 $3000 May-December 2026 $2250*Calendar...
Featured review
It was a pleasure working with Ana (and her husband). The unit was clean, modernized, and comfortable. The area was very nice, quiet, friendly neighbors and kept clean. Location was good, plenty of restaurants...
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Escape to your own slice of paradise in the heart of Sarasota's coveted Gulf Gate community with this beautifully updated 2-bedroom, 2-bathroom retreat, designed with a relaxing stay in mind. Featuring a heated, caged pool, and just moments away from the world-renowned Siesta Key Beach, this gem...
Distance to beach: 50 yards to Lido Beach
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Welcome to our stunning ground floor condo, nestled directly on the pristine Gulf of America along a tranquil stretch of Lido Beach. Say goodbye to stairs and elevators – step right into your paradise!Completely renovated in 2025, this condo offers a fresh and modern retreat, designed with...
Featured review
We rented this gorgeous Condo for the month of March, 2024. First of all, the location is perfect, right on Lido Beach with a pool onsite and right down the street from St. Armand's Circle in Sarasota....
Distance to beach: 2 miles to Siesta Key beach
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OUR RATES:June-November $1999 December $3000 January $3900 February-March $4500 April $2500 May-December $1999*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym...
Featured review
We stayed here for a clinical rotation from July - October at the Oasis on Osprey. It was truly a wonderful experience. Ana was always so helpful and attentive whenever we needed something. The area surrounding...
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Enjoy peaceful mornings by the creek at this serene retreat-refreshing breezes and sounds the many birds that call it home. Spend your days exploring nearby beaches, paddling the creek, or casting a line for some fishing. Visit local cultural gems like museums and galleries, then return home to unwind...
Featured review
We were located near the airport and the beaches. We would drive to the beach areas and get on the free trolleys to explore the various parts of the city and islands, or enjoy the sunny weather on the...
Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach
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Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! Your Rental Fee includes the following (Rent, Cleaning Fee, Florida 12% taxes, Cable, Water & Utilities). Pet Fee additional to rental fee. NO Owners or Service Fees,...
Featured review
We thoroughly enjoyed this 2 bedroom, 2 bathroom with dedicated office space and pool gem of a rental! This was our first time taking an extended vacation (1 month) over the typical week or two and so we...
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Seascape on Clarinda | Spacious 4BR/4BA Private Pool Home with Outdoor Kitchen & Beach GearWelcome to Seascape on Clarinda, a stunning full-house rental nestled in Sarasota, Florida, just 20 minutes from the world-famous Siesta Key Beach. This beautifully appointed 4-bedroom, 4-bathroom home comfortably...
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Fantastic totally remodeled vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St...
Distance to beach: 0.1 miles to Lido
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St. Armand's Canal-Front Pool Home steps to the beach!This gem, ranch style home estate has been completely rebuilt and remodeled in 2015 from the frame including all new finishes inside and out. With fresh, coastal Old-Florida decor, it is in one of the most desirable locations on the west...
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A Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool and bar area. This home is fully furnished and conveniently located. Enjoy a newly renovated home that includes an updated kitchen, living room, bathroom and bedrooms, and new central air and roof....
Featured review
Clean, comfortable, private, convenient! The private yard and sweet making pool are spectacular. Owner responsive. Our favorite place!!! Worth every cent!!!
Distance to beach: 0.1 miles to Lido
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Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps (8) in beds, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa. Professionally decorated, quality...
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NO DAMAGE AFTER HURRICANE Located in the heart of Sarasota, less than ten minutes to Siesta Key Beach and Downtown Sarasota, completely renovated home has it all. Ranch style has tall ceilings, modern kitchen, open layout. Four bedrooms to choose from . A spacious master bedroom and a spa like bathroom...
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Direct beachfront condo located on the desirable Crescent Beach at the southern end of Siesta Key. Views for miles of the sparkling gulf waters, white sand and Point of Rocks from all rooms. An open and spacious floor plan, generous balconies, washer/dryer in the condo. Covered parking and elevators all...
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Welcome to your dream vacation home in Sarasota! This exceptional 3-bedroom, 2.5-bath house in the peaceful Coral Cove neighborhood offers a perfect blend of comfort and convenience. Relax by the private pool, enjoy the open floor plan with granite countertops, stainless steel appliances, and new furnishings....
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Very inviting home with pool, fenced yard and simple walk to St Armand's Circle.A Jewel on St. Armands Circle! The location makes this spacious 3BR+Casita/3BA with a private pool in a botanical setting a perfect month long vacation spot. This residence has it all for those who want to be right...
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OPEN FOR RENT AFTER HURRICANE You'll really enjoy this vacation home. This very spacious 3 bedroom, 2 bath home has plenty of room in the living, dining, and pool deck . This recently renovated ranch style is in one of the most desirable locations in Sarasota! Nestled in the quaint area of Gulf Gate....
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WE ARE OPEN . No damage to unit. Brought to you by Pier Property Management. Get ready to immerse yourself in the coastal vibe and everything the gulf beaches have to offer. This charming 1/2-acre home located in one of Sarasota's most desirable communities features 4 bedrooms, 3 full baths and...
Distance to beach: 1 miles to Longboat Key
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Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for...
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Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax...
Distance to beach: 3 miles to Siesta Key
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My wife and I are recently retired educators. We ARE NOT multiple rental property owners. We own this one condo and are snowbirds from Pennsylvania. Our place is newly remodeled floor to ceiling! The Oasis complex is a prime location in close proximity to downtown Sarasota, Siesta Village, & nationally...
Featured review
This is the 2nd time we were renting this condo and couldn’t be more happier. We stayed this time for 3 months ( November through January 2026). We enjoyed the Christmas parade in December, downtown Sarasota...
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Beautifully renovated and immaculate home with pool and dock Near St Armand's and Lido BeachNEW PROPERTYWelcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in March 2025, everything inside and outside this home...
Distance to beach: 4 miles to Siesta Key/Crescent Beach
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This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...
Featured review
We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...
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WE’REOPEN ,NO DAMAGE TO UNITa small studio condo: a fairly private bedroom (no door) and a sleeper sofa in the living room; best for 2, but sleeps 4. There is a very small screened balcony. The one bath has a shower. The guest section of the closet has hanging space, several shelves and drawers;...
Distance to beach: 8 miles to Lido Key
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* New Resort Style Backyard!Welcome to Saltwater Siesta — a family favorite near IMG Academy and the Gulf’s top white-sand beaches! Enjoy the new resort style outdoor space! Lounge by the heated (no heating fee!) saltwater pool, play mini putt, bocce, frisbee golf, yard and pool games....
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