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
4.93 out of 5 average rating, 129 reviewsAnna Maria Island Duplex w/ private pool (side B)
11–18 Aug
Home in Holmes Beach
4.86 out of 5 average rating, 22 reviewsKiwi Cabana by Beach Boutique Rentals
1–8 Jun
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
18–25 Aug
Home in Holmes Beach
4.97 out of 5 average rating, 31 reviewsUnit B updated 2/2 Shared pool! Walk to beach
14–21 Nov
Home in Holmes Beach
5.0 out of 5 average rating, 49 reviewsPrivate Luxurious Ground Level Home
16–23 Nov
Home in Holmes Beach
4.95 out of 5 average rating, 76 reviewsBreezy Harbor AMI pool retreat near the Beach
21–28 Nov
Home in Bradenton
5.0 out of 5 average rating, 7 reviewsGreat Times & Tan Lines
25 Aug – 1 Sep
Home in Holmes Beach
4.98 out of 5 average rating, 42 reviewsD's Hideaway
1–8 Dec
Apartment rentals with a pool
Apartment in Redington Beach
4.97 out of 5 average rating, 459 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
9–16 Nov
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
11–18 Oct
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
21–28 Aug
Apartment in Longboat Key
4.93 out of 5 average rating, 144 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
26 Oct – 2 Nov
Apartment in Holmes Beach
4.86 out of 5 average rating, 109 reviewsSteps from the beach
10–17 Aug
Apartment in St. Pete Beach
4.91 out of 5 average rating, 211 reviewsSunset Beach Condo in Treasure Island
11–18 Nov
Apartment in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
4–11 May
Apartment in Longboat Key
4.97 out of 5 average rating, 148 reviewsCharming Condo on the Coast!
4–11 Apr
Quick stats about holiday 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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