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 Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Aug 31 – Sep 7
Home in Holmes Beach
4.9 out of 5 average rating, 21 reviewsKiwi Cabana by Beach Boutique Rentals
Dec 13 – 20
Home in Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
Oct 1 – 8
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
Nov 17 – 24
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
Nov 24 – Dec 1
Home in Holmes Beach
4.95 out of 5 average rating, 76 reviewsBreezy Harbor AMI pool retreat near the Beach
Nov 4 – 11
Home in Holmes Beach
4.92 out of 5 average rating, 26 reviewsCozy beach house with pool - 1 block from beach!
May 25 – Jun 1
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsD's Hideaway
Oct 16 – 23
Condo rentals with a pool
Condo in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
Dec 14 – 21
Condo in Holmes Beach
4.93 out of 5 average rating, 140 reviewsBlanco and Sunset Villas on Anna Maria Island
Sep 17 – 24
Condo in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Nov 13 – 20
Condo in Longboat Key
4.93 out of 5 average rating, 144 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Dec 14 – 21
Condo in St. Pete Beach
4.91 out of 5 average rating, 209 reviewsSunset Beach Condo in Treasure Island
Nov 6 – 13
Condo in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
Sep 19 – 26
Condo in Redington Beach
4.97 out of 5 average rating, 457 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Apr 12 – 19
Condo in Longboat Key
4.97 out of 5 average rating, 148 reviewsDirect Oceanview - Open May 13th & 14th, $185/nt!
Apr 6 – 13
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
Destinations to explore
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- Rentals with pools United States
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