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AVAILABLE FOR ANNUAL, SEASONAL, OR MONTHLY LEASE! Enjoy peaceful, resort-style living in this beautifully updated first-floor 2BR/2BA condo in the gated Stoneybrook Golf & Country Club community. Fully turnkey and tastefully furnished, this home offers serene long views of the golf course, sparkling...
Distance to beach: 4 miles to Siesta Key Beach
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Welcome to Your Stylish Siesta Key Retreat! Discover your oasis of comfort and style in the heart of Siesta Key—just minutes from the world-renowned Siesta Key Beach and the vibrant culture of Sarasota. This thoughtfully designed 2-bedroom condo perfectly blends modern elegance with laid-back coastal...
Featured review
My husband and I stayed here with our dog.. overall we where pleased . Clean and comfortable nicely decorated but could use a new mattress in the master....also the shower curtain rod is rusted and needs...
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...
Distance to beach: 24 miles to Lido Key Beach
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A Horse‑Owner’s Dream Rental — Space, Privacy & Everything You Need for Happy, Healthy HorsesWelcome to 3717 Downer Ave, a rare Sarasota rental that truly caters to equestrians. Set on more than 5 peaceful acres in the Old Myakka area, this property offers the ideal environment for...
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Steps to everything pet-friendly downtown Sarasota has to offer!Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5...
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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...
Distance to beach: 2 miles to Siesta Key Beach
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Newly renovated water view home - Walk to the beach, boat rentals, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic home, grab your beach gear and take a short walk or bicycle ride and you'll hit the beach. This rental is close to everything....
Featured review
Great place to stay not crowded once the construction is done this will be best plac3 on the island to stay
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Apr-Dec: $990/week, $2990/month Dec-Mar: $3500/week, $12,990/monthSPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi POOL AREA with LAKE-VIEW, KING BED, WOOD/Ceramic FLOOR (no carpets!) and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! -...
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Welcome to your cozy and centrally located home, a few minutes to Siesta Key, featuring the perfect home base for exploring Florida’s Gulf Coast. This comfortable 1-bedroom, 1-bathroom unit with two queen beds and a sofa bed sleeps up to 6 guests and offers convenient access to everything Sarasota...
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Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...
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Steps to everything pet-friendly downtown Sarasota has to offer!Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5...
Distance to beach: 5 miles to Siesta Key Beach
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Welcome to your luxury Sarasota escape, a stunning newly built two-story home designed for comfort, style, and unforgettable stays. Perfect for families, multiple couples, or group getaways, this spacious 4-bedroom, 3-bath residence comfortably sleeps up to 12 guests and offers a refined blend of modern...
Distance to beach: 11 miles to Siesta Key Beach
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Step into your relaxing getaway in beautiful Sarasota, Florida! This thoughtfully designed townhome offers the perfect blend of modern comfort, convenience, and charm—just a 20-minute drive to Siesta Key Beach, ranked the #1 beach in the U.S.With sleek fixtures, updated appliances, and warm...
Featured review
This was our first time booking with Florida rentals. This property was just what it showed. Clean, heated pool just a short walk . Host was good at communicating. Would go back again.
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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
We just ended our stay at this charming Florida cottage and can’t wait to return next year. This two/three bedroom house is clean and comfortable and is located in an older quiet and friendly neighborhood...
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Spring comes alive at this creekside retreat, where gentle breezes and the songs of local birds fill your mornings. Spend your days paddling along the winding creek, explore nearby sandy beaches, or cast a line for fishing. Discover local culture at nearby museums & art galleries; return 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: 1 miles to Siesta Key
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OUR RATES:April 2026 $3000 May-November 2026 2025 $2250 December 2026 $3000 January 2027 $4500 February 2027 $5000 March 2027 $5500*Calendar months only. *Ask for our 6-month plus special rate *Pet Friendly, Community pool and gym boutique-style condominium community that offers:WELCOME...
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...
Distance to beach: 2 miles to Siesta Key beach
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OUR RATES:May -November $1999 December $3000 January $4200 February-March $4500 April $2500*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month plus special rate *Boutique-style condominium community that offers:WELCOME...
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...
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, ever.Be...
Featured review
Amazing home, awesome location just outside of Siesta Keys yet in a quiet and quaint subdivision in Gulf Gate.We stayed all of Feb 2026 and enjoyed every day there – wished we could’ve stayed longer. The...
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2br/2ba first floor condo, Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tropical resort community is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort...
Featured review
Excellent location close to everything. Clean, private patio. Eva was an excellent host, quick to respond to any questions. I would stay here again
Distance to beach: 3 miles to Siesta Key
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Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate...
Featured review
We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!
Distance to beach: 4 miles to Siesta Key Beach
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Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.
Featured review
I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...
Distance to beach: 2 miles to Siesta Key
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Stunning 2 bedroom 2 bathroom FIRST floor condo in Ashton Lakes. An assigned carport is steps away from the front door. No worries about climbing any stairs. This beautiful 1356 square foot jewel has a newer kitchen with hardwood cabinets and granite counter tops along with newer appliances . There’s...
Featured review
We very much enjoyed our winter vacation at Jeff & Jennifer’s Ashton Lake unit. The condo was very clean, updated and renter friendly. It has one of the best community pools that I have seen. Detwiler...
Distance to beach: 10 miles to Lido Key
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Welcome to PAR-TEE, your private tropical oasis perfect for large families or groups! Close to ALL of Florida's top rated beaches - Siesta Key, Lido Key & Anna Maria Island - Ringling Museum, IMG, downtown Sarasota and Sarasota-Bradenton airport, this property is situated on almost a half an...
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Welcome to your inviting Sarasota getaway, featuring three spacious bedrooms and three full bathrooms — perfect for families, couples, or groups of friends traveling together.Step inside and discover a bright, open floor plan designed for comfort and connection. The modern kitchen comes fully...
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Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...
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For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. NO hurricane damage. Up 5 steps from your enclosed stone lanai to your wood deck. Available today at off season rates. One month minimum.Tucked behind Bobby...
Featured review
We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.
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Rare.... Experience the white sand of Siesta Key Beach in your toes without traffic and the cost. Lovely quiet updated condo on the ground floor at Stoneybrook Golf and Country Club only 15 minutes away from one the most pristine beaches in the US. We provide beach chairs and towels. Wine and dine on...
Distance to beach: 0.5 miles to Turtle Beach
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Looking for the perfect vacation rental? Weekly? Monthly? or for the Season? This 2 bed /1 bath 3rd floor condo has just been freshly painted with a brand new kitchen and new flooring. Features a queen size bed in one room & a KING in the other room. Large granite island in the fully equip kitchen...
Featured review
We just finished a week stay at this beautiful condo. Location is perfect, the view from the balcony shows the pool, river, and ocean. Condo was very clean and was the perfect size. The kitchen island and...
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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....
Distance to beach: 6 miles to Siesta Key
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The house has two bedrooms and two bathrooms, a full kitchen, living room and study space, inside it has washers and dryers, a large patio for relaxation, fenced all around, air conditioning and heating, hot water.Excellent property very close to Siesta Key Beach, known as the number one beach in the...
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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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Only 4 miles from Siesta Key, this charming second floor condo features 1 cozy bedroom with a queen bed. It is perfect for a wonderful getaway or a long stay. This is a very convenient location, with great stores, restaurants, and parks close by. This condo also features a balcony with a water view. The...
Featured review
Location was perfect! Short drive to Siesta Key and Turtle Beach! Pool was lovely and very well maintained. Especially loved the short drive to Bayfront Park downtown Sarasota! A great dog friendly park...
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Family friendly, beautiful vacation home rental at the best RV resort in sunny Sarasota!1 bedroom plus extra queen bed with privacy screen on lanaiGuest accessGuests have full access to the outdoor heated pool, bar, grill and restaurant. If guests so choose, they may participate in any on...
Featured review
Sun Outdoors is such a fun place for any age. This home has been super cozy, has a washer/ dryer and golf cart. It is really adorable and has a large porch which increases the living space. The kitchen...
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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The house is a bright, newer construction (in 2011) 3 bedroom , 2 1/2 bath home near the Siesta Beaches. This property is nestled in a quiet community a 15 minute walk from the white sands of Siesta Key's Crescent Beach and 3 blocks from the shops, restaurants and boat rentals of Stickney Point Bridge...
Featured review
Our family has enjoyed this property several times. It is welcoming for many reasons from cleanliness, comfortable bedding and great room furniture to offering any cookware desired for preparing your favorite...
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The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally owned restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community...
Featured review
This was our second year staying here. It's like a Goldilocks house...Not too big, not too small, it's just right! Like a favorite pair of slippers, it truly feel like home. It is very close to beaches...
Distance to beach: 3 miles to Famous Siesta Key Beach
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Whether you’re escaping winter or seeking a new sun‑filled home retreat, Granada Bungalow is waiting and is ideal for seasonal renters or families looking for a beautifully maintained home in a friendly, pet‑friendly neighborhood and highly rated Southside School District. It’s where timeless...
Distance to beach: 1 miles to Siesta Keys
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Welcome to your stylish Sarasota retreat! This beautifully renovated 2-bedroom, 2-bathroom condo offers modern comfort and unbeatable convenience just minutes from the world-famous Siesta Key beaches. The primary bedroom has a king-size bed with an attached bath. The second bedroom has two queen-sized...
Featured review
We had a wonderful stay at this condo in Sarasota! It was exceptionally clean, comfortable, and perfectly located just across the north bridge to Siesta Key—making beach trips quick and easy. The condo...
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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 that has a soaking tub and...
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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 an enclosed caged pool with a white...
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Wood-Burning Fire Pit | Cable TVs With at-home conveniences and sought-after amenities at your fingertips, this well-appointed home is perfect for families looking to explore Sarasota! Bedroom: Queen Bed | Living Room: Queen Sleeper Sofa | Screened-In Porch: Queen Sleeper Sofa RESORT AMENITIES: Hot tub,...
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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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This 3 bedroom 2 bath, Bonus Room 1806 square foot home in Gulf Gate is oozing with Southern charm! Will sleep 6. Beautifully remodeled split plan is spacious, open and bright. The updates include a sleek, modern kitchen, upscale bathrooms with gorgeous lighting, beautiful new plank flooring, and beachy...
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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: 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, community...
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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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Fully renovated refined home! Perfect location to key attractions without the hustle and bustle of tourist attractions! The relaxing house offers 3 bedrooms and 2 1/2 baths. The master bedroom has a deluxe xl tempur pedic adjustable mattresses within a king frame. The master bedroom has marble double...
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