Vacation rentals with a pool in Holmes Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Holmes Beach
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 Holmes Beach rentals with a pool
House rentals with a pool
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Holmes Beach
4.93 out of 5 average rating, 27 reviewsBackyard Bliss Anna Maria Island
Home in Holmes Beach
5.0 out of 5 average rating, 30 reviewsTip’Sea Turtle Anna Maria island
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsTropical Retreat 2/2 condo with pool near beach !
Home in Holmes Beach
4.93 out of 5 average rating, 27 reviewsCozy beach house with pool - 1 block from beach!
Home in Holmes Beach
4.93 out of 5 average rating, 27 reviewsAnna Maria - 3 Bd 2 Bth Home -Pool -Walk to Beach
Home in Holmes Beach
4.79 out of 5 average rating, 43 reviewsAnna Maria Oasis | large home 5 houses from beach
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsD's Hideaway
Condo rentals with a pool
Condo in Longboat Key
4.92 out of 5 average rating, 146 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Condo in Holmes Beach
4.93 out of 5 average rating, 140 reviewsBlanco at Sunset Villas on Anna Maria Island
Condo in Redington Beach
4.97 out of 5 average rating, 461 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Condo in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Condo in Longboat Key
4.97 out of 5 average rating, 150 reviewsCharming Condo on the Coast!
Condo in Bradenton Beach
4.86 out of 5 average rating, 103 reviewsCharming and Updated 1 Bedroom in Runaway Bay
Condo in Holmes Beach
4.86 out of 5 average rating, 109 reviewsSteps from the beach
Condo in Redington Beach
4.86 out of 5 average rating, 317 reviewsRoyal Orleans at Redington Beach ( Studio )
Quick stats about vacation rentals with a pool in Holmes Beach
Total rentals
1.1K properties
Rentals with dedicated workspaces
520 properties have a dedicated workspace
Pet-friendly rentals
290 properties allow pets
Family-friendly rentals
980 properties are a good fit for families
Total number of reviews
11K reviews
Nightly prices starting at
€ 56 before taxes and fees
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