Vacation rentals with a pool in Siesta Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Siesta Key
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key rentals with a pool
House rentals with a pool
Home in North Port
5 out of 5 average rating, 26 reviewsCharming Saltwater Heated Pool House (North Port)
Home in Sarasota
4.98 out of 5 average rating, 48 reviewsThe Oasis
Home in Sarasota
5 out of 5 average rating, 32 reviewsSerene 3BR family retreat | Firepit & POOL
Home in North Port
5 out of 5 average rating, 11 reviews3bd 2th Heated Pool Large home & Tropical yard
Home in Siesta Key
4.89 out of 5 average rating, 102 reviewsSpacious & Modern Gem ~ Walk to Gated Beach ~ Pool
Home in Sarasota
4.79 out of 5 average rating, 43 reviewsCheerful 5 bedroom home with heated pool
Home in Sarasota
4.93 out of 5 average rating, 119 reviewsLake Front House with a Pool
Home in Sarasota
4.97 out of 5 average rating, 68 reviewsSerenity 4BR HOME Amazing Pool and Relaxing Spa
Condo rentals with a pool
Condo in Bradenton
5 out of 5 average rating, 3 reviewsLovely Condo, Heated Pools, AMI, IMG, Top beaches
Condo in St. Pete Beach
4.86 out of 5 average rating, 116 reviewsUpham Beach #1 Location Heated Pool Stylish Studio
Condo in Osprey
4.89 out of 5 average rating, 9 reviewsLovely 2 bedroom condo with pool & tennis courts
Condo in Saint Pete Beach
4.88 out of 5 average rating, 141 reviewsSun, Beach Views, and Smiles!!!
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviewsSiesta Village Short Walk to Beach w heated Pool
Condo in St. Petersburg
4.89 out of 5 average rating, 56 reviews2 bedroom condo with a pool on Boca Ciega Bay
Condo in Bradenton
4.87 out of 5 average rating, 68 reviewsLakeside Condo. Beaches, Restaurants, IMG nearby.
Condo in Sarasota
4.97 out of 5 average rating, 59 reviewsPool, hot tub, near Siesta Key! POWER ON!
Quick stats about vacation rentals with a pool in Siesta Key
Total rentals
1.4K properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
210 properties allow pets
Rentals with dedicated workspaces
600 properties have a dedicated workspace
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