Vacation rentals with a pool in Whitfield
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Whitfield
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 Whitfield rentals with a pool
House rentals with a pool
Home in Bradenton
4.9 out of 5 average rating, 109 reviews4BR Htd Pool- IMG Acad Golf View/16ppl/Near Beach
Home in Bradenton
4.94 out of 5 average rating, 245 reviewsParadise Retreat
Home in Sarasota
4.95 out of 5 average rating, 37 reviewsLuxurious Summer Family Oasis w/ Private Pool!
Home in Sarasota
4.92 out of 5 average rating, 87 reviewsBaywalk Bliss! Fabulous waterfall pool!
Home in Sarasota
4.93 out of 5 average rating, 61 reviewsFamily House w/ Pool Fun Game Room 10 min Lido Key
Home in Sarasota
4.98 out of 5 average rating, 124 reviewsTake a Siesta off Bahia Vista
Home in Bradenton
4.99 out of 5 average rating, 102 reviews*Heated* Pool Home Minutes to Anna Maria Beaches
Home in Bradenton
4.98 out of 5 average rating, 102 reviewsCome as you are... Stay awhile... Florida awaits.
Condo rentals with a pool
Condo in Siesta Key
4.82 out of 5 average rating, 205 reviewsNo Damage: Cozy 1BR Beach Condo on Siesta Key!
Condo in Siesta Key
4.96 out of 5 average rating, 295 reviewsWE ARE OPEN—On the Beach; Siesta Key SunBum Studio
Condo in Lido Key
4.8 out of 5 average rating, 104 reviewsLIDO KEY 1 BR/1Bath Heated Pool 16
Condo in Bradenton
4.98 out of 5 average rating, 161 reviewsLuxury 3/3 Margaritaville Resort
Condo in Sarasota
4.89 out of 5 average rating, 109 reviews6 min. from Siesta Beach+heated pool+lake view
Condo in Longboat Key
4.91 out of 5 average rating, 160 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Condo in Longboat Key
4.98 out of 5 average rating, 170 reviewsSweet Island Condo!
Condo in Lido Key
4.96 out of 5 average rating, 132 reviewsLido-Key- Tiny Studio Holiday Cottage-A
Quick stats about vacation rentals with a pool in Whitfield
Total rentals
100 properties
Nightly prices starting at
$42 CAD before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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