Holiday 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.
Holiday 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
31 Aug – 7 Sep
Home in Holmes Beach
4.9 out of 5 average rating, 21 reviewsKiwi Cabana by Beach Boutique Rentals
13–20 Dec
Home in Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
1–8 Oct
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
17–24 Nov
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
24 Nov – 1 Dec
Home in Holmes Beach
4.95 out of 5 average rating, 76 reviewsBreezy Harbor AMI pool retreat near the Beach
4–11 Nov
Home in Holmes Beach
4.92 out of 5 average rating, 26 reviewsCozy beach house with pool - 1 block from beach!
25 May – 1 Jun
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsD's Hideaway
16–23 Oct
Apartment rentals with a pool
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
14–21 Dec
Apartment in Holmes Beach
4.93 out of 5 average rating, 140 reviewsBlanco at Sunset Villas on Anna Maria Island
17–24 Sep
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
13–20 Nov
Apartment in Longboat Key
4.93 out of 5 average rating, 144 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
14–21 Dec
Apartment in St. Pete Beach
4.91 out of 5 average rating, 209 reviewsSunset Beach Condo in Treasure Island
6–13 Nov
Apartment in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
19–26 Sep
Apartment in Redington Beach
4.97 out of 5 average rating, 457 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
12–19 Apr
Apartment in Longboat Key
4.97 out of 5 average rating, 148 reviewsDirect Oceanview - Open May 13th & 14th, $185/nt!
6–13 Apr
Quick stats about holiday rentals with a pool in Holmes Beach
Total rentals
1.1T 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
11T reviews
Nightly prices starting at
₹5,005 before taxes and fees
Destinations to explore
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