Vacation 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.
Vacation 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
4.94 out of 5 average rating, 108 reviewsPool, golf cart, private backyard. Paradise!
Dec 12 – 19
Home in The Villages
5.0 out of 5 average rating, 5 reviewsPatio Villa - Pet Friendly 2/2 Home (South of 44)
Aug 14 – 21
Home in Wildwood
4.92 out of 5 average rating, 53 reviewsNew, private pool getaway in The Villages, FL
Mar 31 – Apr 7
Home in The Villages
4.95 out of 5 average rating, 55 reviews3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball
Aug 6 – 13
Home in The Villages
4.94 out of 5 average rating, 35 reviewsBeautiful Villages 2/2 Home. Perfect Location
Aug 26 – Sep 2
Home in The Villages
5.0 out of 5 average rating, 7 reviewsCentral Villages w/ Golf Cart
Aug 11 – 18
Home in Lady Lake
4.94 out of 5 average rating, 17 reviewsRelaxing House in The Villages
Aug 11 – 18
Home in The Villages
4.84 out of 5 average rating, 37 reviewsVilla la Bella
Aug 23 – 30
Condo rentals with a pool
Condo in Crystal River
4.82 out of 5 average rating, 120 reviewsCrystal River Bungalow with boat slip
Nov 9 – 16
Condo in Crystal River
4.95 out of 5 average rating, 116 reviewsRetreat, waterfront condo/boat slip Crystal River
Jan 29 – Feb 5
Condo in Orlando
4.88 out of 5 average rating, 328 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
Nov 13 – 20
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
Jun 19 – 26
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
Jul 20 – 27
Condo in Orlando
4.9 out of 5 average rating, 151 reviewsHuge/Terrace Studio. Universal Studios Area.
Dec 27 – Jan 3
Condo in Orlando
4.97 out of 5 average rating, 107 reviewsLakefront Resort Condo near Disney & Universal
Jul 11 – 18
Condo in Orlando
4.81 out of 5 average rating, 342 reviewsLuxury Apt on I-Drive & view of Universal Orlando
Oct 12 – 19
Home rentals with a private pool
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
Sep 2 – 9
Home in Orlando
New place to stayNew Elegant Residence at Paradiso Grande Resort
Oct 23 – 30
Condo in Orlando
Lake View Paradise
Sep 3 – 10
Townhouse in Kissimmee
Orlando Newest Resort Community Town Home
Mar 25 – Apr 1
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
Sep 1 – 8
Home in Inverness
Gorgeous Vacation Home Ciska
May 18 – 25
Home in Inverness
Family Villa Bettina - Recently Remodeled
Jul 2 – 9
Home in Inverness
Vacation Home with a Stunning View - 870
Sep 13 – 20
Quick stats about vacation 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
$40 before taxes and fees
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