Vacation rentals with a pool in Sarasota
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sarasota
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Guest suite in Sarasota
4.94 out of 5 average rating, 279 reviewsBeach & Town Posh Location! Jungle Paradise Studio
PRIME Town/Beach 3.2 miles location! *COVID Cleaning. SELF CHECK IN. Non shared Pool. Bungalow w/private entrance & patio. Designers Home,Tropical Jungle, like Posh Resort! Quiet, residential area. Sought-after amenities. 10 min/Siesta Key Beach, shops, dining, & 5mins/Downtown Sarasota core. Walk to local markets, dining, movies & shopping. New King bed. New 50" TV. Off street parking. No Smoking/Vaping! Wet Bar, No kitchen, lite meals only! No hotels in my exclusive area! Live like a local!
Jul 18 – 25
Guest suite in Sarasota
4.89 out of 5 average rating, 107 reviewsDowntown privacy, beaches and nightlife all around
For the couple (or individual) who wants a fabulous private home and is in a centrally-located space in downtown Sarasota. Where the beaches meet the nightlife (Legacy Trail is 5 short blocks away, pickle ball 3 and Robarts Arena 2), this separate In-Law Suite has its own entrance, private patio and lots of space (1,000 sq. feet). 2 bikes and beach items for use are: chairs, umbrellas, noodles and coolers. The washer/dryer is attached, high-speed internet/cable; there is a gas grill, 2 tvs
May 4 – 11
Island in Sarasota
4.97 out of 5 average rating, 298 reviews*MAY SALE! Sarasota #1 Luxury Villa Pool/Beach!*
Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
Jan 22 – 29
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sarasota rentals with a pool
House rentals with a pool
Home in Sarasota
4.83 out of 5 average rating, 105 reviews1 House 1400sq. ft. 12 min from Siesta Key!
Nov 8 – 15
Home in Sarasota
4.94 out of 5 average rating, 143 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
Sep 2 – 9
Home in Sarasota
4.94 out of 5 average rating, 292 reviews☀Coastal Gem☀Heated pool & amazing location!☀
Jun 30 – Jul 7
Home in Sarasota
4.97 out of 5 average rating, 157 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Apr 30 – May 7
Home in Sarasota
4.97 out of 5 average rating, 201 reviewsYour private retreat near Siesta Key Beach.
Sep 17 – 24
Home in Sarasota
4.97 out of 5 average rating, 118 reviewsLa Hacienda / heated pool, hot tub, 6mi to beach
Jul 23 – 30
Home in Sarasota
4.94 out of 5 average rating, 115 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Aug 29 – Sep 5
Home in Sarasota
4.97 out of 5 average rating, 113 reviewsSiesta Key Escape 3 BR/2BA Heated Pool House
Aug 6 – 13
Home in Sarasota
4.89 out of 5 average rating, 123 reviewsCottage On Bay (private backyard, near beaches)
Jun 7 – 14
Home in Bradenton
4.91 out of 5 average rating, 251 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Dec 5 – 12
Home in Sarasota
4.97 out of 5 average rating, 106 reviewsGorgeous Home / Heated Pool and Spa
Dec 12 – 19
Home in Sarasota
4.93 out of 5 average rating, 102 reviewsLake Front House with a Pool
Sep 27 – Oct 4
Condo rentals with a pool
Condo in St. Pete Beach
4.92 out of 5 average rating, 200 reviewsSunset Beach Condo in Treasure Island
Sep 13 – 20
Condo in Sarasota
4.95 out of 5 average rating, 120 reviewsCozy Beach Side 1BD/2BA, Walk to Beach & Pool
Sep 18 – 25
Condo in Longboat Key
4.97 out of 5 average rating, 146 reviewsSunset Studio on the Coast
Nov 30 – Dec 7
Condo in Bradenton
4.98 out of 5 average rating, 167 reviewsShorewalk full condo IMG Beaches Anna Maria
Aug 31 – Sep 7
Condo in Siesta Key
4.96 out of 5 average rating, 267 reviewsOn the Beach; Siesta Key SunBum Studio
Jan 1 – 8
Condo in Siesta Key
4.83 out of 5 average rating, 187 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
Jul 26 – Aug 2
Condo in Siesta Key
4.85 out of 5 average rating, 130 reviewsSiesta Key Ground Floor Condo 2BR On Trolley Line
Nov 4 – 11
Condo in Ruskin
4.93 out of 5 average rating, 106 reviewsBeach Condo with water view!
Jun 23 – 30
Condo in Englewood
4.93 out of 5 average rating, 110 reviewsImmaculate Ground Floor Beach Studio on the Gulf
Aug 2 – 9
Condo in Sarasota
4.91 out of 5 average rating, 214 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
Aug 15 – 22
Condo in Longboat Key
4.93 out of 5 average rating, 143 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Nov 21 – 28
Condo in Bradenton
4.94 out of 5 average rating, 125 reviewsThe Seashell Cottage with peaceful water views!
Nov 16 – 23
Quick stats about vacation rentals with a pool in Sarasota
Total rentals | 880 properties |
---|---|
Rentals with dedicated workspaces | 520 properties have a dedicated workspace |
Pet-friendly rentals | 320 properties allow pets |
Family-friendly rentals | 680 properties are a good fit for families |
Total number of reviews | 22K reviews |
Nightly prices starting at | $10 before taxes and fees |
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