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Results: 624 Rentals

  • The Forever Beach Cottage Studio Room!
    From $165 per night (USD)

    VRBO

    The Forever Beach Cottage Studio Room!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We have designed this studio to make you feel at home, while giving you the coastal feel of Sarasota so you can feel lik ...

    From $165 per night (USD)

    VRBO

    Details
  • Downtown Sarasota Home By Siesta Key and Golfing
    From $229 per night (USD)

    Expedia

    Downtown Sarasota Home By Siesta Key and Golfing

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful remodeled apartment in a quiet neighborhood. 10min to Dwtn, 15min to Siesta & Lido Beach. Unit has 1 bedroom w ...

    From $229 per night (USD)

    Expedia

    Details
  • Heated Pool โค Home- Close to Beaches, Restaurants
    From $354 per night (USD)

    VRBO

    Heated Pool ❤ Home- Close to Beaches, Restaurants

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...

    From $354 per night (USD)

    VRBO

    Details
  • Fairy-Tale Getaway Private Entry Near Siesta Key
    From $184 per night (USD)

    Expedia

    Fairy-Tale Getaway Private Entry Near Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    About this space: Newly remodeled, spacious bedroom/bath with a private entrance. Luxuriate in a comfortable queen bed, ...

    From $184 per night (USD)

    Expedia

    Details
  • Sparkling Rental Close to Beaches and Downtown
    From $336 per night (USD)

    VRBO

    Sparkling Rental Close to Beaches and Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This charming home has sparkling restored Terrazzo floors that lend a beautiful shine throughout this 3 bed/ 2 bath beac ...

    From $336 per night (USD)

    VRBO

    Details
  • Pool โค Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
    From $418 per night (USD)

    Expedia

    Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...

    From $418 per night (USD)

    Expedia

    Details
  • Get To the Beach!  Only 5 miles to Siesta Key Beach!
    From $184 per night (USD)

    VRBO

    Get To the Beach! Only 5 miles to Siesta Key Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Charming updated duplex villa where you can enjoy beaches, shopping, restaurants and downtown Sarasota nightlife! Recen ...

    From $184 per night (USD)

    VRBO

    Details
  • Sarasota House w\/ Private Pool - 4 Mi to Beach!
    From $263 per night (USD)

    Expedia

    Sarasota House w\/ Private Pool - 4 Mi to Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable ...

    From $263 per night (USD)

    Expedia

    Details
  • Near Siesta Key - single story pet friendly
    From $178 per night (USD)

    VRBO

    Near Siesta Key - single story pet friendly

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Ready to rent after Hurricane Milton. Newly renovated home in Sarasota. All new ceramic floors with new kitchen includin ...

    From $178 per night (USD)

    VRBO

    Details
  • The Cozy Beach Suite of Sunny Sarasota!
    From $164 per night (USD)

    Expedia

    The Cozy Beach Suite of Sunny Sarasota!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...

    From $164 per night (USD)

    Expedia

    Details
  • \Safe & Clean\  Ultra Convenient Location \/  3 Bed \/ 2 baths  updated pool home
    From $606 per night (USD)

    VRBO

    \"Safe & Clean\" Ultra Convenient Location \/ 3 Bed \/ 2 baths updated pool home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This beautiful and completely updated 3 bedroom / 2 baths single family pool home is located 1 mile to Siesta Key North ...

    From $606 per night (USD)

    VRBO

    Details
  • Quiet Sarasota Retreat - 6 Mi to Siesta Key Beach!
    From $141 per night (USD)

    Expedia

    Quiet Sarasota Retreat - 6 Mi to Siesta Key Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Ensure easy access to beautiful Gulf Coast beaches when you spend your next Florida getaway at this Sarasota vacation re ...

    From $141 per night (USD)

    Expedia

    Details
  • Bright, cozy studio in the middle of Sarasota
    From $107 per night (USD)

    VRBO

    Bright, cozy studio in the middle of Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright studio in multi family house with nice & quiet tenants. TCentrally located, near everything that offering sunny S ...

    From $107 per night (USD)

    VRBO

    Details
  • Large and bright studio in the middle of Sarasota
    From $98 per night (USD)

    Expedia

    Large and bright studio in the middle of Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright studio in multi family house with nice & quiet tenants. Centrally located, near everything that offering sunny Sa ...

    From $98 per night (USD)

    Expedia

    Details
  • Newly remodeled close to downtown and beaches 3\/2 heated pool and screened lanai
    From $622 per night (USD)

    VRBO

    Newly remodeled close to downtown and beaches 3\/2 heated pool and screened lanai

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    NEW TO VRBO -Great location! Close to everything Sarasota has to offer! Completely remodeled, open concept 3 bed 2 bath ...

    From $622 per night (USD)

    VRBO

    Details
  • Casa Lemon
    From $392 per night (USD)

    Expedia

    Casa Lemon

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A 1 bedroom, pull out couch & air mattress, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in cen ...

    From $392 per night (USD)

    Expedia

    Details
  • Recently Updated Apartment close to Siesta Key
    From $314 per night (USD)

    VRBO

    Recently Updated Apartment close to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A 2 bedroom, 2 bath cottage conveniently located near Siesta Dr that takes you all the way to the famous Siesta Beach an ...

    From $314 per night (USD)

    VRBO

    Details
  • Newly renovated - sleeps 10 & pet friendly
    From $228 per night (USD)

    Expedia

    Newly renovated - sleeps 10 & pet friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Ready to rent after Hurricane Milton Newly renovated house- 10 minutes to Siesta Key You cannot get a better location. ...

    From $228 per night (USD)

    Expedia

    Details
  • Beach Bum Bungalow-Sarasota-10 min to Siesta Key
    From $255 per night (USD)

    VRBO

    Beach Bum Bungalow-Sarasota-10 min to Siesta Key

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our charming 'Beach Bum' vacation rental home in beautiful Sarasota, Florida only 10 minutes to Siesta Key. O ...

    From $255 per night (USD)

    VRBO

    Details
  • Sunseeker Bungalow-Sarasota-10 min to Siesta Key
    From $303 per night (USD)

    Expedia

    Sunseeker Bungalow-Sarasota-10 min to Siesta Key

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our charming 'Sun Seeker' vacation rental home in beautiful Sarasota, Florida only 10 minutes from Siesta Key ...

    From $303 per night (USD)

    Expedia

    Details
  • Comfortable home in charming Southgate
    From $213 per night (USD)

    VRBO

    Comfortable home in charming Southgate

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    About this space 10 minutes from Siesta Key, Downtown, Waterfront restaurants, and more. Conveniently located between tr ...

    From $213 per night (USD)

    VRBO

    Details
  • Quiet family home located centrally to beaches and downtown Sarasota
    From $134 per night (USD)

    Expedia

    Quiet family home located centrally to beaches and downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Sit on the back porch enjoying a relaxing evening after a day at the beach or out shopping downtown. Located just minut ...

    From $134 per night (USD)

    Expedia

    Details
  • 4 Bedroom Pool House in Heart of Sarasota
    From $425 per night (USD)

    VRBO

    4 Bedroom Pool House in Heart of Sarasota

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    When you stay at this centrally-located place, your family will be close to everything. 4 bedrooms 2 bathrooms. Beautifu ...

    From $425 per night (USD)

    VRBO

    Details
  • Contemporary Ranch, near Siesta Key & Donwtown SRQ
    From $527 per night (USD)

    Expedia

    Contemporary Ranch, near Siesta Key & Donwtown SRQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the serene neighborhood of South Gate, Siesta Key, our contemporary 3-bedroom, 2-bath oasis is the perfect bl ...

    From $527 per night (USD)

    Expedia

    Details
  • Cheerful Nautical Home near Siesta Key, FL - Pet Friendly
    From $173 per night (USD)

    VRBO

    Cheerful Nautical Home near Siesta Key, FL - Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Relax with the whole family at our peaceful one bedroom duplex with private outdoor barbecue area, 5 miles from Siesta K ...

    From $173 per night (USD)

    VRBO

    Details
  • This nice house is located close in a nice and safe neighborhoods and 15
    From $215 per night (USD)

    Expedia

    This nice house is located close in a nice and safe neighborhoods and 15

    Bedrooms:
    3
    Bathrooms:
    1
    Sleeps:
    6

    Cozy and spacious family house located in a nice, safe area in Sarasota, near Downtown, 5 miles away from Siesta key one ...

    From $215 per night (USD)

    Expedia

    Details
  • 2 Bdrm Pet Friendly home in Sarasota
    From $147 per night (USD)

    VRBO

    2 Bdrm Pet Friendly home in Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Unwind, reconnect, and create lasting memories at Azure House! This charming 2-bedroom retreat caters to both relaxation ...

    From $147 per night (USD)

    VRBO

    Details
  • Sarasota Sunshine! Super secure, recently furnished  2 bedrooms, 2 baths.  Fun!
    From $294 per night (USD)

    Expedia

    Sarasota Sunshine! Super secure, recently furnished 2 bedrooms, 2 baths. Fun!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sarasota is waiting for you at this lovely 2-bedroom house. With a king bed and two full beds, this quaint property offe ...

    From $294 per night (USD)

    Expedia

    Details
  • Surfside Villa | Private POOL + Sunroom!
    From $411 per night (USD)

    VRBO

    Surfside Villa | Private POOL + Sunroom!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    BNB Breeze Presents: Surfside Villa! Experience this stunning, newly-renovated home in the heart of Sarasota, located ju ...

    From $411 per night (USD)

    VRBO

    Details
  • New Modern Home,Near Siesta Beach\/Downtown\/Hospital
    From $426 per night (USD)

    Expedia

    New Modern Home,Near Siesta Beach\/Downtown\/Hospital

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in Sarasota, this charming house offers 3 cozy bedrooms - 2 with queen beds and 1 with a twin bed. The soothing ...

    From $426 per night (USD)

    Expedia

    Details
  • Lovely 4-bedroom house in Sarasota with pool and enjoyable backyard
    From $252 per night (USD)

    VRBO

    Lovely 4-bedroom house in Sarasota with pool and enjoyable backyard

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Your cozy getaway awaits in Sarasota at this awesome house. With 4 bedrooms including 1 king bed, 2 queen beds, and 2 tw ...

    From $252 per night (USD)

    VRBO

    Details
  • Pinecraft LandingPad
    From $123 per night (USD)

    VRBO

    Pinecraft LandingPad

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Your cozy getaway awaits in Sarasota at this brilliant apartment. With a nice bedroom and a lovely living room featuring ...

    From $123 per night (USD)

    VRBO

    Details
  • Beautiful Beach Cottage 2 Bed\/2 Bath 10 Minutes To Siesta Key Beach and Downtown
    From $312 per night (USD)

    VRBO

    Beautiful Beach Cottage 2 Bed\/2 Bath 10 Minutes To Siesta Key Beach and Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beac ...

    From $312 per night (USD)

    VRBO

    Details
  •  Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL
    From $277 per night (USD)

    VRBO

    Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...

    From $277 per night (USD)

    VRBO

    Details
  • Close to Beach & Downtown w\/Pool, Family Friendly
    From $367 per night (USD)

    VRBO

    Close to Beach & Downtown w\/Pool, Family Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax & unwind in our newly updated single level 3 bedroom, 2 bath, 2 car garage with private pool. Located in Southgate ...

    From $367 per night (USD)

    VRBO

    Details
  • Magnolia Breeze - Charming, Modern Home with Pool by Gulfcoast Holiday Homes
    From $309 per night (USD)

    Expedia

    Magnolia Breeze - Charming, Modern Home with Pool by Gulfcoast Holiday Homes

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Experience this beautifully remodeled 3-bedroom pool villa, just 2.5 miles from Siesta Key. Enjoy tasteful furnishings, ...

    From $309 per night (USD)

    Expedia

    Details
  • Well appointed three bedroom two bath home with heated pool.
    From $189 per night (USD)

    VRBO

    Well appointed three bedroom two bath home with heated pool.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Three bedroom two bath home in a gulf community. Terrazzo floors throughout the entire home. Private master suite with ...

    From $189 per night (USD)

    VRBO

    Details
  • Siesta Side Stay
    From $222 per night (USD)

    VRBO

    Siesta Side Stay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located approximately 5 miles from Siesta Key beach & Siesta Key Village and 2.5 miles from downtown Sarasota & the mari ...

    From $222 per night (USD)

    VRBO

    Details
  • Private single family home in great location. Close to downtown and beaches.
    From $265 per night (USD)

    VRBO

    Private single family home in great location. Close to downtown and beaches.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This is an updated 2 Bed/2 bath clean home in great neighborhood. It has everything you need including all kitchen items ...

    From $265 per night (USD)

    VRBO

    Details
  • Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido
    From $395 per night (USD)

    VRBO

    Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home sta ...

    From $395 per night (USD)

    VRBO

    Details
  • Roomy & Quiet Sarasota Condo Close to Siesta Key and downtown!
    From $149 per night (USD)

    VRBO

    Roomy & Quiet Sarasota Condo Close to Siesta Key and downtown!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located in picturesque Orchid Oaks, this 1,365 square foot 2 bedroom/2bath condo was recently updated with new paint, ce ...

    From $149 per night (USD)

    VRBO

    Details
  • Family-Friendly Oasis - Salt Water Pool - Minutes From Beaches & Entertainment
    From $298 per night (USD)

    VRBO

    Family-Friendly Oasis - Salt Water Pool - Minutes From Beaches & Entertainment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    As of January 2023 our pool has been converted to a salt water system instead of chlorine. Better for your skin, better ...

    From $298 per night (USD)

    VRBO

    Details
  • Newly furnished and re-modeled house close to Gulf beaches and downtown Sarasota
    From $283 per night (USD)

    VRBO

    Newly furnished and re-modeled house close to Gulf beaches and downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Spacious home with more than 1500 sq. ft. of living space for all your flexcation needs of relaxation, work remote and / ...

    From $283 per night (USD)

    VRBO

    Details
  • Gorgeous renovation with pool, minutes from beach
    From $371 per night (USD)

    VRBO

    Gorgeous renovation with pool, minutes from beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacio ...

    From $371 per night (USD)

    VRBO

    Details
  • Sarasota Waterfront Paradise- Location, Location...!!\n
    From $439 per night (USD)

    VRBO

    Sarasota Waterfront Paradise- Location, Location...!!\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your private waterfront paradise in the heart of Sarasota! This beautifully designed 3-bedroom, 2-bathroom re ...

    From $439 per night (USD)

    VRBO

    Details
  • Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
    From $390 per night (USD)

    Expedia

    Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This is the perfect spot for those looking for a peaceful retreat with all the excitement just a stone's throw away! You ...

    From $390 per night (USD)

    Expedia

    Details
  • Coastal Charm: 1\/1 Studio in City - 10 mins to Downtown! 15 mins to Lido Beach
    From $141 per night (USD)

    VRBO

    Coastal Charm: 1\/1 Studio in City - 10 mins to Downtown! 15 mins to Lido Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Relaxing, peaceful space that's perfect for working business professionals, small families with children, and couples lo ...

    From $141 per night (USD)

    VRBO

    Details
  • Lovely New Pinecraft Apartment
    From $101 per night (USD)

    Expedia

    Lovely New Pinecraft Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Featured Home: ✨ Lovely New Pinecraft Apartment ✨ From the beautiful, fully-equipped kitchen to our private full bathro ...

    From $101 per night (USD)

    Expedia

    Details
  • Lovely New Pinecraft Cottage
    From $139 per night (USD)

    VRBO

    Lovely New Pinecraft Cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Featured Home: ✨ Lovely New Pinecraft Cottage ✨ From the beautiful, fully-equipped kitchen to our clean and comfortable ...

    From $139 per night (USD)

    VRBO

    Details
  • Lovely New Pinecraft Upstairs Suite
    From $226 per night (USD)

    Expedia

    Lovely New Pinecraft Upstairs Suite

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Featured Home: ✨ Lovely New Pinecraft Upstairs Suite ✨ From the beautiful, fully-equipped kitchen to our clean and comf ...

    From $226 per night (USD)

    Expedia

    Details
  • Coastal Comfort Getaway in the Heart of SRQ
    From $516 per night (USD)

    VRBO

    Coastal Comfort Getaway in the Heart of SRQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Coastal Comfort Getaway! Discover the charm of this thoughtfully designed 3/2 heated pool home that embodies ...

    From $516 per night (USD)

    VRBO

    Details
  • Phillip Creek House with Kayaks
    From $439 per night (USD)

    Expedia

    Phillip Creek House with Kayaks

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This beauty is located on a gorgeous section of Philippi Creek with a shore filled with magnificent stands of mangrove, ...

    From $439 per night (USD)

    Expedia

    Details
  • Ready to Book! Fabulous Modern Private Home, Screened Lanai, Dog OK | Firepit
    From $414 per night (USD)

    VRBO

    Ready to Book! Fabulous Modern Private Home, Screened Lanai, Dog OK | Firepit

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Sarasota and Siesta Key, known for its breathtaking sunsets and top-rated white sand beaches. This fully reno ...

    From $414 per night (USD)

    VRBO

    Details
  • Fully Renovated Mid Century Ranch minutes from Siesta Key and Downtown Sarasota!
    From $414 per night (USD)

    Expedia

    Fully Renovated Mid Century Ranch minutes from Siesta Key and Downtown Sarasota!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Completely renovated. Huge open floorplan perfect for entertaining with a chefs kitchen. Privacy fenced back yard comple ...

    From $414 per night (USD)

    Expedia

    Details
  • 3817-3819 Villa Franca ยท 6 beds, 2 kitchens, laundry near the beach
    From $639 per night (USD)

    VRBO

    3817-3819 Villa Franca · 6 beds, 2 kitchens, laundry near the beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to our mid-century modern house, just minutes away from the stunning Siesta Key Beach! This beautifully designed ...

    From $639 per night (USD)

    VRBO

    Details
  • King bed, siesta key beach, near downtown, BBQ
    From $272 per night (USD)

    Expedia

    King bed, siesta key beach, near downtown, BBQ

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Mid-century Modern in the 21st century. Your stay will include • Comfy king size bed • Large patio with BBQ and ...

    From $272 per night (USD)

    Expedia

    Details
  • Siesta Key Beach, BBQ, king bed
    From $300 per night (USD)

    VRBO

    Siesta Key Beach, BBQ, king bed

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    A Boho Coastal design near Siesta Key Beach and close to downtown Sarasota embodies a relaxed, eclectic, and beachy aest ...

    From $300 per night (USD)

    VRBO

    Details
  • Comfy studio in Sarasota
    From $127 per night (USD)

    Expedia

    Comfy studio in Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Studio located in multi family house with nice & quiet tenants in nice neighborhoods .The Centrally located, 5 minutes f ...

    From $127 per night (USD)

    Expedia

    Details
  • Spacious studio with garage
    From $139 per night (USD)

    VRBO

    Spacious studio with garage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The studio is in a central and convenient location. Five minutes drive to Sarasota memorial hospital, 10 minutes to Sies ...

    From $139 per night (USD)

    VRBO

    Details
  • Barefoot Bungalow -Private Heated Pool Home\/minutes from Downtown & Beaches
    From $298 per night (USD)

    Expedia

    Barefoot Bungalow -Private Heated Pool Home\/minutes from Downtown & Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Three Bedroom- Two Full Bath- sleeps 8. Private pool home. Kick your shoes off, relax, and enjoy this peaceful centrall ...

    From $298 per night (USD)

    Expedia

    Details
  • Fenced Backyard with Hot Tub!
    From $284 per night (USD)

    VRBO

    Fenced Backyard with Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Private home, 3 bedroom 2 full baths. Suitable for 8 guests comfortably. Two bedrooms with Kings beds, third bedroom wit ...

    From $284 per night (USD)

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  • Adorable Beach Bungalow with privacy yet 10 minutes to many events
    From $311 per night (USD)

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    Adorable Beach Bungalow with privacy yet 10 minutes to many events

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This cute-as-a-button 2 bedroom bungalow located in the coveted and charming Southgate neighborhood, centrally located i ...

    From $311 per night (USD)

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  • Adorable house with private pool- 15min from the Beach!
    From $396 per night (USD)

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    Adorable house with private pool- 15min from the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to this classic Southgate Sarasota 3BR/2BA Remodeled Home, which features a refreshing pool, and is conveniently ...

    From $396 per night (USD)

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  • Mid-Century Pool Home
    From $270 per night (USD)

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    Mid-Century Pool Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Atomic Tangelo is not your average home! This 1960’s mid-century Ruth Richmond designed pool home could be straight out ...

    From $270 per night (USD)

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  • Private Apartment
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    Private Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Great space in a great neighborhood. This apartment is uniquely designed and a fun place to stay. It comes with everythi ...

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  • Siesta Fiesta Retreat
    From $256 per night (USD)

    Expedia

    Siesta Fiesta Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Discover the perfect blend of comfort and convenience in this beautifully updated single-family home, ideally situated i ...

    From $256 per night (USD)

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    Details
  • Sarasota home beautiful! Nestled on Bermuda Brook\n\n
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    Sarasota home beautiful! Nestled on Bermuda Brook\n\n

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This spacious and newly remodeled classic Florida-style home is conveniently located in central Sarasota. All well known ...

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  • 3415 Fair Oaks PLACE
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    Expedia

    3415 Fair Oaks PLACE

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Looking for the absolute PERFECT turnkey beach vacation location WITH YOUR OWN PRIVATE POOL?? Well, look no further, thi ...

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    Details
  • Bright Modern 3BD House close to Dwnt & Beaches
    From $372 per night (USD)

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    Bright Modern 3BD House close to Dwnt & Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a wonderful experience at this modern home. This newly remodeled 3BD/2 bath house is located in a quiet neighborho ...

    From $372 per night (USD)

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    Details
  • Coastal Sarasota Pool Home near Siesta Key Beach
    From $713 per night (USD)

    Expedia

    Coastal Sarasota Pool Home near Siesta Key Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *NEW* This home is situated in central Sarasota in the highly desired neighborhood of South Gate. This spacious & though ...

    From $713 per night (USD)

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  • Centrally located <10 min to beach 2 bd 1 ba Home!
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    Centrally located <10 min to beach 2 bd 1 ba Home!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Remodeled Centrally located home! It has everything you will need to enjoy your time in Sarasota! * Less than 1 mile to ...

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  • Immaculate Clean beautiful outdoor space and sparkling pool!
    From $425 per night (USD)

    Expedia

    Immaculate Clean beautiful outdoor space and sparkling pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    ❤Welcome to paradise! Safe, extra clean, brand new everything...wonderful neighborhood ! Your private heated pool and l ...

    From $425 per night (USD)

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    Details
  • Classic Florida escape with heated pool and private yard, close to beach!
    From $356 per night (USD)

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    Classic Florida escape with heated pool and private yard, close to beach!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your next vacation home away from home. This beautiful 3 bedroom, 3 bath ranch has everything you need. Out ...

    From $356 per night (USD)

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    Details
  • The Clematis - Entire house
    From $278 per night (USD)

    Expedia

    The Clematis - Entire house

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Clematis sits in the charming and historic Arlington Park neighborhood on a tree-lined street with majestic oak tree ...

    From $278 per night (USD)

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  • The Sweet Spot in Sarasota
    From $398 per night (USD)

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    The Sweet Spot in Sarasota

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the “Sweet Spot” in Sarasota! This spacious, charming retro designer home is the perfect reprieve in a quiet ...

    From $398 per night (USD)

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  • BBQ, King bed, fenced yard near Siesta Key Beach
    From $258 per night (USD)

    Expedia

    BBQ, King bed, fenced yard near Siesta Key Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Cute beach themed house 3 miles from Siesta Key beach and minutes from Main Street down town Sarasota. The house is in ...

    From $258 per night (USD)

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    Details
  • Beautiful home with hot tub & Fenced in Yard 4 miles from Siesta Key Bridge!
    From $374 per night (USD)

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    Beautiful home with hot tub & Fenced in Yard 4 miles from Siesta Key Bridge!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful three-bedroom home 4 miles from Siesta Key Bridge! Comfortably sleeps 8 guests. Relax in the hot tub in the pr ...

    From $374 per night (USD)

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    Details
  • Beautiful and Renovated Sarasota Home with Pool
    From $416 per night (USD)

    Expedia

    Beautiful and Renovated Sarasota Home with Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a luxurious stay in this stunning 3-bedroom, 2-bathroom home nestled in the midst of natural beauty. With a gorgeo ...

    From $416 per night (USD)

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    Details
  • Inviting dog-friendly home with yard, firepit, central AC, & W\/D
    From $365 per night (USD)

    VRBO

    Inviting dog-friendly home with yard, firepit, central AC, & W\/D

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The Tuttle House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $365 per night (USD)

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  • Pinecraft 1Br\/1B -  Watch the Park, Walk to Restaurants, 15 Min drive to beaches
    From $188 per night (USD)

    Expedia

    Pinecraft 1Br\/1B - Watch the Park, Walk to Restaurants, 15 Min drive to beaches

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Two nights, two weeks or two months - this is the perfect getaway in the middle of Sarasota. Elegant and cozy 1 bedroom ...

    From $188 per night (USD)

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    Details
  • Slice of paradise II - Pool house close to SK
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    Slice of paradise II - Pool house close to SK

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to our Sarasota Beach house. We lived in the house for 4 years and converted it into a vacation rental a year ag ...

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  • Slice of Paradise - Pool house close to Siesta Key
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    Expedia

    Slice of Paradise - Pool house close to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Beautifully updated Southgate pool house close to Siesta Key and Downtown Get your beach house vacation and private Sanc ...

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    Expedia

    Details
  • Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG
    From $584 per night (USD)

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    Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This fabulously updated pool home is just 3 miles from Siesta Key & features a bright open floor plan, 3 separate bedroo ...

    From $584 per night (USD)

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    Details
  • First Class near Beach Downtown and 2 Hospitals
    From $291 per night (USD)

    Expedia

    First Class near Beach Downtown and 2 Hospitals

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Quiet neighborhood close to two golf courses (The Palms and Village Green), centrally located to beaches, downtown and e ...

    From $291 per night (USD)

    Expedia

    Details
  • SARASOTA Heated Pool - Pet Friendly - Garage w\/ EV Charger - Close to Beaches!
    From $518 per night (USD)

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    SARASOTA Heated Pool - Pet Friendly - Garage w\/ EV Charger - Close to Beaches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to this recently renovated mid-century modern house in Sarasota which is in very close proximity to all the best ...

    From $518 per night (USD)

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    Details
  • Near Siesta Key Beach, this Boho chic Sarasota pool home will feel like an oasis
    From $295 per night (USD)

    Expedia

    Near Siesta Key Beach, this Boho chic Sarasota pool home will feel like an oasis

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your Bohemian chic pet-friendly holiday home away from home, located in this simply quintessential “old Flori ...

    From $295 per night (USD)

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    Details
  • Escape the noise of life.
    From $529 per night (USD)

    VRBO

    Escape the noise of life.

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Do you want a break from life? Come stay at our Phillippi Creek Retreat! Newly furnished 2 bedroom, 3 bathroom pool hom ...

    From $529 per night (USD)

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    Details
  • Coconut Palm-Luxury Suite-5 miles to Siesta Key!
    From $224 per night (USD)

    Expedia

    Coconut Palm-Luxury Suite-5 miles to Siesta Key!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to your perfect getaway destination – The Coconut Palm! Meticulously remodeled and tastefully decorated with you ...

    From $224 per night (USD)

    Expedia

    Details
  • Spacious 3\/3 Apt w\/Hot Tub\/75in TV\/Mac Computer
    From $386 per night (USD)

    VRBO

    Spacious 3\/3 Apt w\/Hot Tub\/75in TV\/Mac Computer

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to your dream retreat! This beautifully adorned 3-bedroom rental unit is the epitome of comfort and style. Need ...

    From $386 per night (USD)

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  • Luxury home\/heated private pool mins drive to Siesta Key & Downtown Sarasota.
    From $635 per night (USD)

    VRBO

    Luxury home\/heated private pool mins drive to Siesta Key & Downtown Sarasota.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Luxury ranch home, private pool and veranda, only a short drive to Siesta Key Beach, the #1 beach in the United States. ...

    From $635 per night (USD)

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  • 2-bedroom vacation home just 11 minutes from Siesta Key Beach
    From $495 per night (USD)

    VRBO

    2-bedroom vacation home just 11 minutes from Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to our charming 2-bedroom vacation home in the Southgate neighborhood of Sarasota! Nestled just a short 11-minut ...

    From $495 per night (USD)

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    Details
  • 3\/2 stunner w\/ heated pool & hot tub paradise, minutes to beaches, NO FEES!
    From $327 per night (USD)

    Expedia

    3\/2 stunner w\/ heated pool & hot tub paradise, minutes to beaches, NO FEES!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Enjoy our oasis from the world as we share this awesome updated 1950s pool home that's 4 miles from the beaches of Siest ...

    From $327 per night (USD)

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    Details
  • The Palm: Our Florida Paradise in the City - 10 Minutes to Downtown!
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    The Palm: Our Florida Paradise in the City - 10 Minutes to Downtown!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to The Palm: Our Florida Paradise in the City! Located in central SRQ, this beautiful property is within a 10 mi ...

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  • Siesta Key Beach 10 minutes away!
    From $274 per night (USD)

    VRBO

    Siesta Key Beach 10 minutes away!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    This property is on a quiet street. Perfectly situated for evening strolls after your day at the near by siesta key beac ...

    From $274 per night (USD)

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  • Elegant Siesta Getaway
    From $247 per night (USD)

    VRBO

    Elegant Siesta Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A home with a unique style of its own. This charming 3 bedroom house will be able to satisfy all your needs while stayin ...

    From $247 per night (USD)

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    Details
  • Spacious Heated Pool Home. Close to Siesta Beach!
    From $433 per night (USD)

    Expedia

    Spacious Heated Pool Home. Close to Siesta Beach!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy time with your family and friends in our spacious, clean, modern and well furnished home. Have fun swimming, grill ...

    From $433 per night (USD)

    Expedia

    Details
  • Charming Coastal Oasis 2Bed\/2 Bath Cottage Close to Beach and Downtown-Southgate
    From $422 per night (USD)

    VRBO

    Charming Coastal Oasis 2Bed\/2 Bath Cottage Close to Beach and Downtown-Southgate

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our home is a beautifully remodeled and charming two bed, two bath situated in the perfect area. We just added a brand n ...

    From $422 per night (USD)

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    Details
  • Renovated Modern Spacious Ranch with Pool near Siesta Key Beach and Downtown SRQ
    From $489 per night (USD)

    Expedia

    Renovated Modern Spacious Ranch with Pool near Siesta Key Beach and Downtown SRQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to ...

    From $489 per night (USD)

    Expedia

    Details
  • Dolphin Bungalow
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    Dolphin Bungalow

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 bedroom, 2 bath home with a full kitchen, 6 people dining area. The Master bedroom has a king-size bed, 2 dressers, cl ...

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    Details
  • Charming 3-bedroom house with AC and WiFi in sunny Sarasota
    From $291 per night (USD)

    Expedia

    Charming 3-bedroom house with AC and WiFi in sunny Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to this delightful house in picturesque Sarasota. This charming property offers 3 bedrooms with a mix of queen, f ...

    From $291 per night (USD)

    Expedia

    Details