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
4.94 out of 5 average rating, 221 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
4.96 out of 5 average rating, 104 reviewsSeas The Moment |Priv. Pool&HotTub |GolfCart DEALS
27 Sept – 4 Oct
Home in Fort Walton Beach
4.93 out of 5 average rating, 60 reviewsMahi Bay * Beach Boat Slip Fishing Dock 1st Floor
15–22 Feb
Home in Fort Walton Beach
4.91 out of 5 average rating, 67 reviewsThe Four Seasons of Ft. Walton
11–18 Dec
Home in Fort Walton Beach
4.83 out of 5 average rating, 30 reviewsEmerald Coast Island Vibes!
9–16 Jan
Apartment rentals with a pool
Apartment in Fort Walton Beach
4.92 out of 5 average rating, 125 reviewsBeautiful Beachfront condo! 2 Bdrm, 2 Bath
5–12 Dec
Apartment in Mary Esther
4.87 out of 5 average rating, 131 reviewsWaterfront Condo with FREE Kayaks
21–28 Mar
Apartment in Fort Walton Beach
4.93 out of 5 average rating, 191 reviewsClose to beach with pool!
16–23 Aug
Apartment in Fort Walton Beach
4.94 out of 5 average rating, 172 reviewsFree Beach Service-Beachfront 6th Floor
15–22 Sept
Apartment in Miramar Beach
4.81 out of 5 average rating, 162 reviews3 mins to beach, sleeps 4, beach chairs included!
19–26 Dec
Apartment in Fort Walton Beach
4.86 out of 5 average rating, 73 reviewsSteps from Sand - Fort Walton Beach
1–8 Nov
Apartment in Fort Walton Beach
4.91 out of 5 average rating, 46 reviewsCozy Beachfront Studio
1–8 Nov
Apartment in Fort Walton Beach
4.94 out of 5 average rating, 77 reviewsRetreat by the Sea at Seacrest Condo
18–25 Jan
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
£40 before taxes and fees
Destinations to explore
- Panama City Beach Holiday rentals
- Orange Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Seaside Holiday rentals
- Alys Beach Holiday rentals
- Pensacola Beach Holiday rentals
- Pensacola Holiday rentals
- Mexico Beach Holiday rentals
- Panama City Holiday rentals
- New Orleans Holiday rentals
- Atlanta Holiday rentals
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Panama City Beach
- Rentals with pools Orange Beach
- Rentals with pools Destin
- Rentals with beach access Okaloosa Island
- Fitness-friendly rentals Okaloosa Island
- Family-friendly rentals Okaloosa Island
- Villa rentals Okaloosa Island
- House rentals Okaloosa Island
- Rentals with an accessible-height bed Okaloosa Island
- Flat rentals Okaloosa Island
- Rentals with an EV charger Okaloosa Island
- Beach apartment rentals Okaloosa Island
- Rentals with a sauna Okaloosa Island
- Rentals with a washing machine and dryer Okaloosa Island
- Apartment rentals Okaloosa Island
- Rentals with a hot tub Okaloosa Island
- Rentals with a patio Okaloosa Island
- Waterfront rentals Okaloosa Island
- Pet-friendly rentals Okaloosa Island
- Beachfront rentals Okaloosa Island
- Rentals with a fireplace Okaloosa Island
- Monthly Rentals Okaloosa Island
- Family-friendly rentals Okaloosa Island
- Rentals with an accessible-height toilet Okaloosa Island
- Rentals with outdoor seating Okaloosa Island
- Townhouse rentals Okaloosa Island
- Rentals with a firepit Okaloosa Island
- Wheelchair-accessible rentals Okaloosa Island
- Rentals with pools Okaloosa County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom