Holiday rentals with a pool in Okaloosa Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Okaloosa Island
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 Okaloosa Island rentals with a pool
House rentals with a pool
Home in Fort Walton Beach
4.9 out of 5 average rating, 190 reviewsBeautiful 4BR Pet Friendly Home (spacious!)
18–25 Dec
Home in Destin
4.94 out of 5 average rating, 105 reviewsFREE GOLF CART!/Private Pool/walk2beach/Sleeps 10!
13–20 Nov
Home in Destin
4.96 out of 5 average rating, 104 reviewsSeas The Moment |Priv. Pool&HotTub |GolfCart DEALS
7–14 Jan
Home in Destin
4.94 out of 5 average rating, 222 reviewsSUNDESTIN BEACH RESORT 912, BEACHFRONT
20–27 Feb
Home in Santa Rosa Beach
4.97 out of 5 average rating, 101 reviewsSmall Waves-30A beachhouse w golf cart/neighb pool
9–16 Dec
Home in Destin
4.93 out of 5 average rating, 107 reviewsEpic: Ocean views! Sleeps 20! Pool! Golf cart!
8–15 Feb
Home in Destin
4.89 out of 5 average rating, 132 reviewsGulf views, steps to beach, Pool, Walk To Dining
7–14 Nov
Home in Fort Walton Beach
4.91 out of 5 average rating, 67 reviewsThe Four Seasons of Ft. Walton
23–30 Sep
Apartment rentals with a pool
Apartment in Fort Walton Beach
4.99 out of 5 average rating, 110 reviewsGULF FRONT TopFloor Amazing VIEW Directly On Beach
27 Feb – 6 Mar
Apartment in Fort Walton Beach
4.92 out of 5 average rating, 125 reviewsBeautiful Beachfront condo! 2 Bdrm, 2 Bath
22–29 Mar
Apartment in Santa Rosa Beach
4.89 out of 5 average rating, 126 reviews1bd/2ba~ Right on 30A @ Hidden Lake~
7–14 Jan
Apartment in Fort Walton Beach
4.94 out of 5 average rating, 34 reviewsGulf Side Villa 503
29 Oct – 5 Nov
Apartment in Fort Walton Beach
4.92 out of 5 average rating, 12 reviewsVeranda 103 Emerald Waves
16–23 Jan
Apartment in Fort Walton Beach
4.91 out of 5 average rating, 46 reviewsCozy Beachfront Studio
1–8 Nov
Apartment in Fort Walton Beach
4.86 out of 5 average rating, 22 reviewsWaterscape 5th Flr A side 1-bedroom -on the beach
12–19 Dec
Apartment in Fort Walton Beach
4.99 out of 5 average rating, 93 reviewsRenovated Beachfront Condo w/ KING bed - Close eno
7–14 Nov
Quick stats about holiday rentals with a pool in Okaloosa Island
Total rentals
2.3K properties
Rentals with dedicated workspaces
1.4K properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
1.7K properties are a good fit for families
Total number of reviews
39K reviews
Nightly prices starting at
€ 47 before taxes and fees
Destinations to explore
- Panama City Beach Holiday rentals
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- Destin Holiday rentals
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- Seaside Holiday rentals
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- Rentals with pools United States
- Rentals with pools Florida
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- Rentals with pools Orange Beach
- Rentals with pools Destin
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- Family-friendly rentals Okaloosa Island
- Rentals with an EV charger Okaloosa Island
- Rentals with pools Okaloosa County
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