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Results: 609 Rentals

  • The 1942 Cottage - In the Heart of Sarasota
    From $207 per night (USD)

    VRBO

    The 1942 Cottage - In the Heart of Sarasota

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The 1942 Cottage! Our newly remodeled 2-bedroom, 1-bath cottage, boasts a unique blend of modern upgrades and ...

    From $207 per night (USD)

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    Details
  • Cheery Fenced Home Pets Welcome
    From $219 per night (USD)

    Expedia

    Cheery Fenced Home Pets Welcome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    NEW LISTING! Access everything Sarasota. Six miles to Lido Key Beach, 0.25 miles to downtown, 1 block to a 20 mile walk- ...

    From $219 per night (USD)

    Expedia

    Details
  • Beautiful Family Home in the Heart of Pinecraft!
    From $179 per night (USD)

    VRBO

    Beautiful Family Home in the Heart of Pinecraft!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to this cozy, comfortable, brand-new home in the heart of Pinecraft, Sarasota's most popular place for northerne ...

    From $179 per night (USD)

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    Details
  • Bayfront Mansion
    From $1663 per night (USD)

    Expedia

    Bayfront Mansion

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    6

    Bay and sunset views. Large waterfront mansion with chef’s kitchen, pool and spa, outdoor fireplace and top of line spor ...

    From $1663 per night (USD)

    Expedia

    Details
  • Cozy Condo at Village Brooks
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    VRBO

    Cozy Condo at Village Brooks

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Rare find, fully furnished. This beautiful 3-bedroom + 2-bathroom, 1,739 sq ft home sits on a beautiful, half-FEN, fence ...

    Click For Pricing

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  • New 3 bedroom, close to Siesta
    From $423 per night (USD)

    Expedia

    New 3 bedroom, close to Siesta

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located home. What this place offers Kitchen Wif ...

    From $423 per night (USD)

    Expedia

    Details
  • Beachy 2BR/2Bath - Centrally Located Condo
    From $128 per night (USD)

    VRBO

    Beachy 2BR/2Bath - Centrally Located Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Newly renovated 2 BR/2 BA in the heart of Sarasota. Turnkey Furnished, with all the amenities to enjoy your stay at Vill ...

    From $128 per night (USD)

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    Details
  • Close to beach and downtown - large caged pool
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    Expedia

    Close to beach and downtown - large caged pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Close to everything (beach, downtown, Public, pharmacies, Memorial Hospital) with a solar heated pool in large caged-poo ...

    Click For Pricing

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    Details
  • 2Bed/1Bath Entire House Mins to Beach+Downtown
    From $195 per night (USD)

    VRBO

    2Bed/1Bath Entire House Mins to Beach+Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family or as a couple getaway at this peaceful, quiet home. Located just a short 12-15 minute drive ...

    From $195 per night (USD)

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    Details
  • Casa Tortuga - tropical getaway & central to many amenities!
    From $368 per night (USD)

    Expedia

    Casa Tortuga - tropical getaway & central to many amenities!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This quaint 3 bedroom, 2 bathroom home featuring a pullout sofa has everything you need to enjoy a relaxing and memorabl ...

    From $368 per night (USD)

    Expedia

    Details
  • Fully Renovated Sarasota Home with Backyard Oasis\n
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    VRBO

    Fully Renovated Sarasota Home with Backyard Oasis\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    About this space Beautiful 3 bedroom, 2 bath home with private pool in a fenced in backyard. Just a 12 minute drive to t ...

    Click For Pricing

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    Details
  • Coastal Retreat Near Siesta Key- 5 Bedrooms, Pool & Spa- 1 month minimum
    From $1086 per night (USD)

    VRBO

    Coastal Retreat Near Siesta Key- 5 Bedrooms, Pool & Spa- 1 month minimum

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Discover the beauty of Sarasota from this 5-bedroom house. With 2 king beds, 2 queen beds, and 1 bunk bed, our nice prop ...

    From $1086 per night (USD)

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    Details
  • Pool, Spa, and Private Gym in the Heart of Sarasota
    From $564 per night (USD)

    VRBO

    Pool, Spa, and Private Gym in the Heart of Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Coastal Cove! Comfort and luxury are calling at this beautifully renovated 3-bedroom, 2-bathroom home, ideall ...

    From $564 per night (USD)

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    Details
  • 4BR/3.5 bath home, heated pool, game room, central SRQ-7 mil to Siesta Key Beach
    From $551 per night (USD)

    VRBO

    4BR/3.5 bath home, heated pool, game room, central SRQ-7 mil to Siesta Key Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    13

    Experience Sarasota like a local in this 4-bedroom house with a stunning and private backyard and lake view. Whether you ...

    From $551 per night (USD)

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    Details
  • Sunny Sarasota Poolside Getaway
    From $363 per night (USD)

    VRBO

    Sunny Sarasota Poolside Getaway

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to your Sarasota escape! This beautifully updated home features a modern kitchen, chic living spaces, and a full ...

    From $363 per night (USD)

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    Details
  • Available for long or short term
    From $94 per night (USD)

    VRBO

    Available for long or short term

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Available for long or short term. Very tastefully furnished with coastal vibe. 2-bedroom 2 bath second floor condo with ...

    From $94 per night (USD)

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    Details
  • The Bellevue located in the heart of Sarasota!
    From $237 per night (USD)

    VRBO

    The Bellevue located in the heart of Sarasota!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    The Bellevue is a stylish home nestled beside a bike trail that leads straight to downtown Sarasota! With its combinatio ...

    From $237 per night (USD)

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    Details
  • Pet Friendly w/ Heated Pool, Hot Tub, Patio/Grill
    From $321 per night (USD)

    Expedia

    Pet Friendly w/ Heated Pool, Hot Tub, Patio/Grill

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Summary: Escape to Palm Haven, a beautifully renovated 1925 Spanish Revival home located in the heart of Sarasota’s Arli ...

    From $321 per night (USD)

    Expedia

    Details
  • Southside Bungalow with Pool, Spa & Putting Green
    From $566 per night (USD)

    VRBO

    Southside Bungalow with Pool, Spa & Putting Green

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Experience the ultimate Florida lifestyle with our newly renovated home, featuring a brand new heated pool, spa, and tur ...

    From $566 per night (USD)

    VRBO

    Details
  • Cozy studio in charming Sarasota with WiFi, AC
    From $100 per night (USD)

    VRBO

    Cozy studio in charming Sarasota with WiFi, AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to this charming studio in Sarasota. This tremendous space offers a tranquil retreat for guests looking to unwin ...

    From $100 per night (USD)

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    Details
  • Funky Farmhouse-Walk to Arlington Pool Swimmers!
    From $214 per night (USD)

    VRBO

    Funky Farmhouse-Walk to Arlington Pool Swimmers!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Historic Charmer recently remodeled and located in the Arlington Park neighborhood. Close to downtown and Sarasota's fam ...

    From $214 per night (USD)

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    Details
  • Charming 2-bedroom house in lovely Sarasota with AC, WiFi
    From $190 per night (USD)

    VRBO

    Charming 2-bedroom house in lovely Sarasota with AC, WiFi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your Sarasota adventure begins at this adorable 2-bedroom house. With a king bed, a queen bed, and a cozy living room wi ...

    From $190 per night (USD)

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    Details
  • Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!
    From $164 per night (USD)

    VRBO

    Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nice spacious ground floor one bedroom apartment. Just remodeled with new kitchen and bathroom. Front and rear patios. ...

    From $164 per night (USD)

    VRBO

    Details
  • Palm Paradise • Luxe Lanai • Heated Pool • Bikes
    From $529 per night (USD)

    Expedia

    Palm Paradise • Luxe Lanai • Heated Pool • Bikes

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to Magnolia House—your private, palm-lined paradise around the corner to Siesta Key. This impeccably clean retrea ...

    From $529 per night (USD)

    Expedia

    Details
  • Cozy home at Arlington Park Sarasota
    From $188 per night (USD)

    VRBO

    Cozy home at Arlington Park Sarasota

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...

    From $188 per night (USD)

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    Details
  • Ingram House 2
    From $214 per night (USD)

    Expedia

    Ingram House 2

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in the heart of Sarasota, this home boasts 3 bedrooms and 2 bathrooms. Enjoy a peaceful get away from the crazin ...

    From $214 per night (USD)

    Expedia

    Details
  • Minutes from downtown Sarasota and Gulf Beaches
    From $248 per night (USD)

    VRBO

    Minutes from downtown Sarasota and Gulf Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy this centrally located vacation pad that is light, bright and welcoming. This gem is close to shopping & restaura ...

    From $248 per night (USD)

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    Details
  • Coastal modern POOL home
    From $239 per night (USD)

    VRBO

    Coastal modern POOL home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your home away from home! This cozy home is tastefully decorated and has 3 bedrooms, all with queen beds, alo ...

    From $239 per night (USD)

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    Details
  • Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
    From $133 per night (USD)

    VRBO

    Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    SouthGate neighbor is a quiet older neighborhood with lots of trees. Good for walking or biking. Phillippi Creek runs by ...

    From $133 per night (USD)

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    Details
  • Modern Organic King Beds Salt POOL/SPA Dwtn Sarasota Retreat near Siesta Beach
    From $285 per night (USD)

    Expedia

    Modern Organic King Beds Salt POOL/SPA Dwtn Sarasota Retreat near Siesta Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    What You'll Love: ✓ Modern and Organic design throughout with 2 workspace areas and high-speed WIFI. ✓ Peaceful la ...

    From $285 per night (USD)

    Expedia

    Details
  • ARLI HAUS. Elevated Sarasota Vacation. Hot Tub, 4BR, 2 Kings, 5mi to the beach
    From $415 per night (USD)

    VRBO

    ARLI HAUS. Elevated Sarasota Vacation. Hot Tub, 4BR, 2 Kings, 5mi to the beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Beautifully modern house nestled in a tranquil Florida neighborhood just 5 minutes from Sarasota's quaint downtown. Clos ...

    From $415 per night (USD)

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    Details
  • Beach-Themed Cozy Cottage Close to Downtown, Beaches, Pinecraft & Legacy Trail!
    From $180 per night (USD)

    Expedia

    Beach-Themed Cozy Cottage Close to Downtown, Beaches, Pinecraft & Legacy Trail!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Charming Sarasota Retreat | Near Beaches, Trails & Pinecraft Welcome to your peaceful Sarasota getaway! Located in a qu ...

    From $180 per night (USD)

    Expedia

    Details
  • Welcome to The Turtle Nest-Lanai w/Hot Tub+5mi to beach!
    From $210 per night (USD)

    VRBO

    Welcome to The Turtle Nest-Lanai w/Hot Tub+5mi to beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    "The Turtle Nest" is a renovated single family home with comfortable furniture. It is located in the heart of Sarasota a ...

    From $210 per night (USD)

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    Details
  • Lovely 3 bedroom first floor condo on golf course
    From $301 per night (USD)

    Expedia

    Lovely 3 bedroom first floor condo on golf course

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Spend your winter in this rarely available three bedroom condo located just 7 miles from stunning #1 rated Sies ...

    From $301 per night (USD)

    Expedia

    Details
  • 5bdr newly remodeled house, heated pool & minutes to Siesta Key beach!
    From $407 per night (USD)

    VRBO

    5bdr newly remodeled house, heated pool & minutes to Siesta Key beach!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Newly remodeled, 1 story, no steps, heated pool house for your entire family! Fenced-in yard and dogs are welcomed. Scre ...

    From $407 per night (USD)

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    Details
  • Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
    From $436 per night (USD)

    Expedia

    Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Shoreline! Bring the whole family for a relaxing vacation in Sarasota, FL. This 4-bedroom, 2.5-bathroom home ...

    From $436 per night (USD)

    Expedia

    Details
  • Paradise Palms | New Reno w/ Saltwater Pool!
    From $378 per night (USD)

    VRBO

    Paradise Palms | New Reno w/ Saltwater Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    BNB Breeze Presents: Paradise Palms! Enjoy the nearby 5-star beaches and gorgeous downtown while staying at this pristin ...

    From $378 per night (USD)

    VRBO

    Details
  • Waldemere House | NEW Saltwater Pool | Screened Porch, Fireplace + Games
    From $276 per night (USD)

    Expedia

    Waldemere House | NEW Saltwater Pool | Screened Porch, Fireplace + Games

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    BNB Breeze Presents: Waldemere House! Located in a beautiful neighborhood near Arlington Park, and just 15 minutes away ...

    From $276 per night (USD)

    Expedia

    Details
  • Cozy Florida cottage- 2 miles to downtown Sarasota, 4 miles to siesta key beach!
    Click For Pricing

    VRBO

    Cozy Florida cottage- 2 miles to downtown Sarasota, 4 miles to siesta key beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This cozy Florida cottage, located just 1 mile from historic downtown Sarasota's buzzing restaurant and shopping distric ...

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  • 15-20 min. drive to beach, cheerful home w/ free parking in A+ area
    From $174 per night (USD)

    Expedia

    15-20 min. drive to beach, cheerful home w/ free parking in A+ area

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    This fully stocked, welcoming home is a 15-20 minute drive to Lido Beaches and St. Armands, and just minutes from downto ...

    From $174 per night (USD)

    Expedia

    Details
  • Living The Dream | Heated Pool + Putting Green + Swings
    From $420 per night (USD)

    VRBO

    Living The Dream | Heated Pool + Putting Green + Swings

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and ...

    From $420 per night (USD)

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    Details
  • Modern bliss just 10 minutes from Siesta Key beaches and downtown Sarasota
    From $209 per night (USD)

    Expedia

    Modern bliss just 10 minutes from Siesta Key beaches and downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    - Brand New Listing - Summary: Welcome to Blue Ranch Retreat! A beautifully updated modern but warm ranch style home in ...

    From $209 per night (USD)

    Expedia

    Details
  • Costa Del Ray | Heated Pool, Gym + Covered Patio!
    From $327 per night (USD)

    VRBO

    Costa Del Ray | Heated Pool, Gym + Covered Patio!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    BNB Breeze Presents: Costa Del Ray! Nestled in the radiant heart of Sarasota, just 15 minutes away from both Lido Key B ...

    From $327 per night (USD)

    VRBO

    Details
  • Siesta/Sarasota 8 minute drive to Siesta Key and Beaches.
    From $195 per night (USD)

    VRBO

    Siesta/Sarasota 8 minute drive to Siesta Key and Beaches.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    PARADISE! Enjoy the white sandy beaches and beautiful blue water of Siesta Key. A fisherman's dream. Coastal home come ...

    From $195 per night (USD)

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    Details
  • Sweet Home-4 Bedroom w/Pool-10mins to Siesta Key
    From $354 per night (USD)

    VRBO

    Sweet Home-4 Bedroom w/Pool-10mins to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Cozy 4bed 2bath home with pool located in the heart of Sarasota. Your family will be close to everything when you stay a ...

    From $354 per night (USD)

    VRBO

    Details
  • Near Downtown + Ocean: Sarasota Getaway
    From $143 per night (USD)

    Expedia

    Near Downtown + Ocean: Sarasota Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Smart Appliances | Vintage Bar Cart w/ Bartender Kit | Walk to Arlington Park & Aquatic Complex Full of colorful accent ...

    From $143 per night (USD)

    Expedia

    Details
  • Super Central Sarasota Serenity
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    VRBO

    Super Central Sarasota Serenity

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    4

    Welcome to charming, old Florida! Super centrally located on a peninsular with water views both sides of the house this ...

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  • Sarasota Sunshine  3BR 2B private home w pool ,by downtown, 7miles to beaches.
    From $410 per night (USD)

    Expedia

    Sarasota Sunshine 3BR 2B private home w pool ,by downtown, 7miles to beaches.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This 3 Bedroom 2 Bathroom home is the perfect spot for 7 night stay in the Sarasota / Siesta Key Area. 1.5 miles away fr ...

    From $410 per night (USD)

    Expedia

    Details
  • Pineapples House- POOL private SOUTH facing- HOT TUB -close to BEACHES- walkable
    From $356 per night (USD)

    VRBO

    Pineapples House- POOL private SOUTH facing- HOT TUB -close to BEACHES- walkable

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the Pineapple House Sarasota where location, quality, cleanliness and relaxation are key. Enjoy the private P ...

    From $356 per night (USD)

    VRBO

    Details
  • Beautiful, Spacious Heated Pool Home - Close to Siesta Key Beach!
    From $358 per night (USD)

    Expedia

    Beautiful, Spacious Heated Pool Home - Close to Siesta Key Beach!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful, spacious heated pool home - close to Siesta Key and Downtown Sarasota. Enjoy this 3 bedroom, 2 bath, private ...

    From $358 per night (USD)

    Expedia

    Details
  • ONLY A FEW MINUTES FROM THE #1 BEACH IN THE USA!!!
    From $123 per night (USD)

    VRBO

    ONLY A FEW MINUTES FROM THE #1 BEACH IN THE USA!!!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sarasota has been working around the clock to get ready for you to enjoy winter in the sun. And it has never been more a ...

    From $123 per night (USD)

    VRBO

    Details
  • Arlington Park House Sarasota Tropical Oasis
    From $213 per night (USD)

    Expedia

    Arlington Park House Sarasota Tropical Oasis

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Arlington Park House Sarasota Tropical Oasis is a truly unique home located in Arlington Park Area of Sarasota Florida. ...

    From $213 per night (USD)

    Expedia

    Details
  • Boho-Chic Sarasota Hideaway: Yard & Fire Pit!
    From $99 per night (USD)

    VRBO

    Boho-Chic Sarasota Hideaway: Yard & Fire Pit!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Gather your best mates and book a stay at this Instagram-worthy vacation rental in Sarasota. The cozy 3-bedroom, 1-bathr ...

    From $99 per night (USD)

    VRBO

    Details
  • Heated Pool, Breathtaking outdoor terraces & landscaping- Villa Serene Escape- Roelens Vacations
    From $304 per night (USD)

    Expedia

    Heated Pool, Breathtaking outdoor terraces & landscaping- Villa Serene Escape- Roelens Vacations

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Villa Serene Escape- Heated Saltwater Pool, Breathtaking Villa, outdoor terraces, and beautiful landscaping. The charm ...

    From $304 per night (USD)

    Expedia

    Details
  • Pool Home oasis just minutes to Siesta Key Beaches
    From $241 per night (USD)

    VRBO

    Pool Home oasis just minutes to Siesta Key Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Escape to this sunny 3BR, 2BA Sarasota pool home—your perfect Florida retreat! Relax in the spacious outdoor area with g ...

    From $241 per night (USD)

    VRBO

    Details
  • 4/2 with pool & hot tub near downtown and beaches
    From $177 per night (USD)

    Expedia

    4/2 with pool & hot tub near downtown and beaches

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Your dream vacation family getaway! This rental home offers brand new mattresses and furnishings, ensuring utmost comfor ...

    From $177 per night (USD)

    Expedia

    Details
  • Centrally located Condo, Sarasota Fl 34232
    From $138 per night (USD)

    VRBO

    Centrally located Condo, Sarasota Fl 34232

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    BEAUTIFUL 2 BR/2 BA Newly Renovated Turnkey Furnished, Centrally Located Sarasota Condo for rent! Directly on the pool, ...

    From $138 per night (USD)

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  • Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!
    From $213 per night (USD)

    Expedia

    Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Bright, inviting, and packed with all the modern comforts of home, this one-of-a-kind Sarasota vacation rental has every ...

    From $213 per night (USD)

    Expedia

    Details
  • Adorable \Seagrass Cottage\ | Near Sarasota Beaches | Dog Friendly | Hot Tub & Gazebo
    Click For Pricing

    VRBO

    Adorable \"Seagrass Cottage\" | Near Sarasota Beaches | Dog Friendly | Hot Tub & Gazebo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This updated 3-bedroom, 2-bath cottage in Sarasota's Arlington Park neighborhood offers a comfortable and stylish retrea ...

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  • ARLINGTON PARK COTTAGE 🌴SELBY GARDENS 🌺 MARINA JACKS 🛥 O’LEARYS 🌅 A 1 MILE WALK😎
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    ARLINGTON PARK COTTAGE 🌴SELBY GARDENS 🌺 MARINA JACKS 🛥 O’LEARYS 🌅 A 1 MILE WALK😎

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    LOCATION 🌴 LOCATION! Welcome home to one of Sarasota’s most beloved and eclectic neighborhood’s ...

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  • 2/1 with Huge Backyard -- Pet Paradise--20 min from Beaches
    From $180 per night (USD)

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    2/1 with Huge Backyard -- Pet Paradise--20 min from Beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Relax and unwind at this peaceful retreat, centrally-located within minutes of Sarasota's award-winning beaches, excelle ...

    From $180 per night (USD)

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  • Newly Updated 3Beds 3Baths Plus Fun Backyard
    From $188 per night (USD)

    Expedia

    Newly Updated 3Beds 3Baths Plus Fun Backyard

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Discount is available for longer stay!!! Make some memories at our unique and family-friendly place. This 1,677 square ...

    From $188 per night (USD)

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  • Casa Starfruit
    From $221 per night (USD)

    VRBO

    Casa Starfruit

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    2 bedroom, 1 bath cottage that comfortably sleeps 7 guests. Conveniently located in central Sarasota, in the quaint Amis ...

    From $221 per night (USD)

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  • Casa Starfruit and Pineapple - The Entire House
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    Expedia

    Casa Starfruit and Pineapple - The Entire House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Your family will be close to everything when you stay at this centrally-located place. The space The Space The cottage i ...

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  • Gorgeous, Update POOL Home 5 Minutes to Siesta-Home to the Best Beach in the US
    From $254 per night (USD)

    VRBO

    Gorgeous, Update POOL Home 5 Minutes to Siesta-Home to the Best Beach in the US

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Gorgeous home with Heated pool and updated amenities - fun for the whole family. Location, Location, Location! Bike ride ...

    From $254 per night (USD)

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  •  Private Guesthouse w/ King Bed, Putting Green, Covered Patio
    From $106 per night (USD)

    Expedia

    Private Guesthouse w/ King Bed, Putting Green, Covered Patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to "Le Paradise"- a family friendly vacation house with an amazing king-sized bed, a beautiful lanai, and puttin ...

    From $106 per night (USD)

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    Details
  • The Little Blue House - Your Sarasota GetAway
    From $183 per night (USD)

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    The Little Blue House - Your Sarasota GetAway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Little Blue House is a 3 bedroom 2 bath adorable property perfect for couples and families. The Little Blue House is ...

    From $183 per night (USD)

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  • Mid-Century Home w/ Guesthouse Near Downtown/Siesta Key/SMH
    From $694 per night (USD)

    VRBO

    Mid-Century Home w/ Guesthouse Near Downtown/Siesta Key/SMH

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This 3/2 + office + attached 1/1 guesthouse is newly renovated with large fenced yard, screened front patio and 2 washer ...

    From $694 per night (USD)

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  • Modern Oasis with Heated Pool near Siesta Key Beach and a Downtown 3BR/@BA
    From $218 per night (USD)

    VRBO

    Modern Oasis with Heated Pool near Siesta Key Beach and a Downtown 3BR/@BA

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    This Modern Private House with a pool near Siesta Key will be your home away from home! This renovated house has plenty ...

    From $218 per night (USD)

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  • 15minutes to the airport and Siesta Key Beach! Convient to EVERYTHING
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    15minutes to the airport and Siesta Key Beach! Convient to EVERYTHING

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This great condo is centrally located in the heart of Sarasota. It is less than 15 minutes to the airport, beaches and ...

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  • Garden View House
    From $287 per night (USD)

    VRBO

    Garden View House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Really spacious bedrooms . Bright living room. Comfortable dining room . Functional kitchen with lot of amenities, to fe ...

    From $287 per night (USD)

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  • Modern 3 bedroom house 15 min from Siesta Key Beach
    From $201 per night (USD)

    Expedia

    Modern 3 bedroom house 15 min from Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to our modern cozy beach house. This 3 bedroom 2 bath newly remodeled home is all you need for your coming vaca ...

    From $201 per night (USD)

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    Details
  • Access to ALL Sarasota has to offer
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    Access to ALL Sarasota has to offer

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This condo is centrally located in the heart of Sarasota. In 20 minutes or less you can be anywhere in Sarasota. This ...

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  • 💎Hidden Gem- 5 miles from Siesta Key Beach!Prime location in Sarasota!
    From $104 per night (USD)

    Expedia

    💎Hidden Gem- 5 miles from Siesta Key Beach!Prime location in Sarasota!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to an unparalleled retreat - Queen Palm. Exuding elegance and sophistication, this exquisitely adorned one-bedr ...

    From $104 per night (USD)

    Expedia

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  • Comfy Sarasota House Close to Everything - 10 Minutes to Siesta
    From $158 per night (USD)

    VRBO

    Comfy Sarasota House Close to Everything - 10 Minutes to Siesta

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This fully-remodeled home, nestled in a quiet neighborhood in the heart of Sarasota is comfy and relaxing. With three be ...

    From $158 per night (USD)

    VRBO

    Details
  • Luxury 3/3 with Heated Pool, Spa, & Putting Green!
    From $485 per night (USD)

    Expedia

    Luxury 3/3 with Heated Pool, Spa, & Putting Green!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near dow ...

    From $485 per night (USD)

    Expedia

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  • The Ivanhoe Getaway
    From $156 per night (USD)

    VRBO

    The Ivanhoe Getaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    A coastal chic home away from home. You are going to step into a fun relaxing oasis with a large private backyard to gat ...

    From $156 per night (USD)

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  • Sarasota Gateway Beach House
    From $264 per night (USD)

    Expedia

    Sarasota Gateway Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Perfectly located in the heart of the safe/quiet downtown Alta Vista neighborhood of Sarasota! You are centrally locate ...

    From $264 per night (USD)

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  • 3/2 with Private Heated Pool and Spa minutes from Downtown and Beaches
    From $220 per night (USD)

    VRBO

    3/2 with Private Heated Pool and Spa minutes from Downtown and Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our newly renovated, stunning mid-century modern 3-bedroom home. Explore the #1 top-rated Siesta Key Beach, j ...

    From $220 per night (USD)

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  • The Ivanhoe Hideaway
    From $152 per night (USD)

    Expedia

    The Ivanhoe Hideaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    A coastal chic home away from home. You are going to step into your own coastal oasis with a large private backyard to g ...

    From $152 per night (USD)

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  • Sunny Sarasota Home w/ Yard < 2 Mi to Downtown!
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    Sunny Sarasota Home w/ Yard < 2 Mi to Downtown!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Leave behind the hustle and bustle of everyday life when you venture to this charming vacation rental. Featuring 2 bedro ...

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  • Oasis w/ 2 Stand-Alone Casitas & Outdoor Bath
    From $195 per night (USD)

    Expedia

    Oasis w/ 2 Stand-Alone Casitas & Outdoor Bath

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Find your groove in this vibrant 3-bed, 3-bath Sarasota vacation rental. This private, single-story house boasts rattan ...

    From $195 per night (USD)

    Expedia

    Details
  • Designer Coastal Pool + Game Room home close to Siesta and downtown
    From $270 per night (USD)

    VRBO

    Designer Coastal Pool + Game Room home close to Siesta and downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Designed Coastal residence boasting pool, corn hole, and game room (foosball and ping pong), wide open lifestyle ideally ...

    From $270 per night (USD)

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  • Tropical Retreat Close to Beaches |Pool |Game room
    From $455 per night (USD)

    Expedia

    Tropical Retreat Close to Beaches |Pool |Game room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Villa Palma offers everything you could want in a tropical retreat. Only 5 miles to Siesta Key, rated the #1 beach in th ...

    From $455 per night (USD)

    Expedia

    Details
  • Wonderful Vacation Home Near Siesta Key Beach
    From $269 per night (USD)

    VRBO

    Wonderful Vacation Home Near Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Newly renovated and family-friendly home near Siesta Key Beach and downtown Sarasota. House is set up to sleep up to 8 p ...

    From $269 per night (USD)

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    Details
  • Tropical Oasis Heated Pool Hot Tub Near Siesta Key
    From $364 per night (USD)

    Expedia

    Tropical Oasis Heated Pool Hot Tub Near Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to THE FUNKY FISH HOUSE, a luxurious and spacious vacation home located just minutes away from the #1 rated beac ...

    From $364 per night (USD)

    Expedia

    Details
  • Private Cozy Sarasota Home by RedAwning
    From $216 per night (USD)

    VRBO

    Private Cozy Sarasota Home by RedAwning

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Just beyond the stunning island of Siesta Key, known for brilliant white powder sand and turquoise waters this quaint ...

    From $216 per night (USD)

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  • Cozy Newly Remodeled Studio Apt-5 miles from the Famous Siesta Key Beach!!!🏝
    From $94 per night (USD)

    Expedia

    Cozy Newly Remodeled Studio Apt-5 miles from the Famous Siesta Key Beach!!!🏝

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to your exclusive retreat at Foxtail Palm, a meticulously curated haven designed to exceed your expectations. Si ...

    From $94 per night (USD)

    Expedia

    Details
  • Couple’s Paradise
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    Couple’s Paradise

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>Nestled in Sarasota, this 1-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of nature and the ...

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  • Siesta Key Fun at the Sea for 14
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    Siesta Key Fun at the Sea for 14

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Siesta Key retreat—ideal for special events! Sleeps 14 in over 2,400 sq ft with 4 bedrooms, 3 baths, a kids’ game room, ...

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    Details
  • Legacy's Palm of Paradise | Private Pool + Putt Putt Course
    From $411 per night (USD)

    VRBO

    Legacy's Palm of Paradise | Private Pool + Putt Putt Course

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    BNB Breeze Presents: Legacy's Palm of Paradise! Located just a short drive from Sarasota's beautiful beaches, vibrant do ...

    From $411 per night (USD)

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  • 3-bedroom, 3 bath house w/ POOL in fabulous Sarasota with AC, WiFi
    From $662 per night (USD)

    Expedia

    3-bedroom, 3 bath house w/ POOL in fabulous Sarasota with AC, WiFi

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    NEW SALTWATER POOL. Heated to 82 degrees starting March 28th A stylish experience Centrally located 6 minute drive to do ...

    From $662 per night (USD)

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    Details
  • Annie's Urban Escape | 5min->Downtown | HotTub
    From $242 per night (USD)

    VRBO

    Annie's Urban Escape | 5min->Downtown | HotTub

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Annie's Urban Escape is your local hideaway, just a few blocks from downtown Sarasota. We offer many amenities for your ...

    From $242 per night (USD)

    VRBO

    Details
  • Cozy 1-bedroom with WiFi and AC in welcoming Sarasota
    From $172 per night (USD)

    Expedia

    Cozy 1-bedroom with WiFi and AC in welcoming Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Nestled in Sarasota, this delightful apartment offers a serene retreat for guests. With 1 cozy bedroom, a fully equipped ...

    From $172 per night (USD)

    Expedia

    Details
  • Cozy Cottage 3-bedroom house in sunny Sarasota
    From $192 per night (USD)

    VRBO

    Cozy Cottage 3-bedroom house in sunny Sarasota

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Consider this house your home away from home while you visit Sarasota. This marvelous property boasts 3 bedrooms, a cozy ...

    From $192 per night (USD)

    VRBO

    Details
  • 3-bedroom house, Heated Saltwater Pool w/ cage and NEW furniture
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    Expedia

    3-bedroom house, Heated Saltwater Pool w/ cage and NEW furniture

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to this centrally located 6 minute drive to downtown home! The Legacy trail is right around the corner. Sleeps 7 ...

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  • Family Friendly 2-BR house in charming Sarasota— 6 mi from Siesta Key Beaches
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    Family Friendly 2-BR house in charming Sarasota— 6 mi from Siesta Key Beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Your Sarasota adventure begins at this 2-bedroom house. The bedrooms feature a cozy queen bed and a comfortable full bed ...

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  • Ski in/out Private Hot Spring Koizumiya
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    Ski in/out Private Hot Spring Koizumiya

    Bedrooms:
    2
    Bathrooms:
    9
    Sleeps:
    16

    Located on the slopes of Nunoba, one of Japan's oldest ski hills, we are 5m from the Nunoba Romance Lift. Watch friends ...

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  • Peaceful Beach Home Fully Equipped!
    From $148 per night (USD)

    VRBO

    Peaceful Beach Home Fully Equipped!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Fully equipped cozy beach home warmly decorated! Just steps away from Publix, Payne Park and Legacy Trail. Short drive t ...

    From $148 per night (USD)

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    Details
  • Pine Terrace Oasis: 10 Min to Siesta Key
    From $114 per night (USD)

    Expedia

    Pine Terrace Oasis: 10 Min to Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your cozy retreat! Our charming guest house is the best getaway for couples and small families eager to explo ...

    From $114 per night (USD)

    Expedia

    Details