Holiday rentals with a pool in Wildwood
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wildwood
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 Wildwood rentals with a pool
House rentals with a pool
Home in The Villages
4.99 out of 5 average rating, 109 reviewsWhole House 3 Bedroom (sleeps 10) in The Villages
22–29 Apr
Home in The Villages
4.94 out of 5 average rating, 108 reviewsPool, golf cart, private backyard. Paradise!
8–15 Dec
Home in Inverness
4.96 out of 5 average rating, 142 reviewsPrivate 40 Acre Waterfront Retreat on Nature Coast
7–14 Apr
Home in The Villages
4.91 out of 5 average rating, 22 reviewsTHE Villages, FL 3/2 Home Pet Friendly Furnished
2–9 Nov
Home in The Villages
4.91 out of 5 average rating, 11 reviewsSunsets and Sawgrass
6–13 Aug
Home in The Villages
4.84 out of 5 average rating, 37 reviewsVilla la Bella
16–23 Aug
Home in The Villages
4.91 out of 5 average rating, 34 reviewsSunny Daze Inn with Golf Cart!
29 May – 5 Jun
Home in Wildwood
4.83 out of 5 average rating, 12 reviewsHome Away from Home
12–19 Sep
Condo rentals with a pool
Condo in Crystal River
4.82 out of 5 average rating, 119 reviewsCrystal River Bungalow with boat slip
7–14 Feb
Condo in Crystal River
4.95 out of 5 average rating, 116 reviewsRetreat, waterfront condo/boat slip Crystal River
29 Oct – 5 Nov
Condo in Orlando
4.81 out of 5 average rating, 342 reviewsLuxury Apt on I-Drive & view of Universal Orlando
22–29 Sep
Condo in Orlando
4.91 out of 5 average rating, 149 reviewsHuge/Terrace Studio. Universal Studios Area.
15–22 Dec
Condo in Orlando
4.93 out of 5 average rating, 110 reviewsVCR2-108 Deluxe New Apartment - Convention Center
3–10 Oct
Condo in Orlando
4.91 out of 5 average rating, 406 reviewsCozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds
19–26 Aug
Condo in Orlando
4.87 out of 5 average rating, 394 reviewsDELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER
7–14 Jan
Condo in Orlando
4.82 out of 5 average rating, 395 reviewsModern Studio with Private Terrace near Universal
27 Nov – 4 Dec
Home rentals with a private pool
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
23–30 Dec
Home in Orlando
New place to stayNew Elegant Residence at Paradiso Grande Resort
27 Dec – 3 Jan
Condo in Orlando
Lake View Paradise
2–9 Oct
Home in Orlando
Penthouse Prize. All New!
14–21 Aug
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
19–26 Jun
Home in Inverness
Gorgeous Vacation Home Ciska
18–25 May
Home in Inverness
Vacation Home with a Stunning View - 870
13–20 Sep
Home in Inverness
Family Villa Bettina - Recently Remodeled
25 Aug – 1 Sep
Quick stats about holiday rentals with a pool in Wildwood
Total rentals
370 properties
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
330 properties are a good fit for families
Total number of reviews
5.4K reviews
Nightly prices starting at
$67 NZD before taxes and fees
Destinations to explore
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Charleston Holiday rentals
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with lake access Wildwood
- Rentals with breakfast Wildwood
- Family-friendly rentals Wildwood
- Fitness-friendly rentals Wildwood
- Pet-friendly rentals Wildwood
- Rentals with outdoor seating Wildwood
- Rentals with a fire pit Wildwood
- Rentals with a patio Wildwood
- Kid-friendly rentals Wildwood
- Rentals with a hot tub Wildwood
- Rentals with a washing machine and dryer Wildwood
- Waterfront rentals Wildwood
- Monthly Rentals Wildwood
- Villa rentals Wildwood
- Rentals with a fireplace Wildwood
- House rentals Wildwood
- Rentals with pools Sumter 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