Holiday rentals with a pool in Casselberry
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Casselberry
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 Casselberry rentals with a pool
House rentals with a pool
Home in Winter Park
4.87 out of 5 average rating, 104 reviewsComfy 3 Bedrooms - 2 Bathrooms home with pool.
4–11 Sep
Home in Orlando
4.95 out of 5 average rating, 313 reviews*HALF HOME* (read desc) Pool/Disney/Universal
7–14 Oct
Home in Orlando
4.94 out of 5 average rating, 124 reviewsThe Orlando Retreat.
1–8 Dec
Home in Deltona
4.96 out of 5 average rating, 150 reviewsSt. John’s Luxury Pool Lake House
3–10 Jan
Home in Oviedo
4.92 out of 5 average rating, 283 reviews4 bedroom Modern pool home, close to UCF&Boombah
30 Mar – 6 Apr
Home in Altamonte Springs
4.82 out of 5 average rating, 110 reviewsQuiet Place, convenient to everything!
29 Mar – 5 Apr
Home in Minneola
4.98 out of 5 average rating, 111 reviewsSpacious Home ~ Heated LED Pool & Ping Pong
15–22 Sep
Home in Deltona
4.85 out of 5 average rating, 365 reviewsBeautiful lake view house
28 Oct – 4 Nov
Apartment rentals with a pool
Apartment in Orlando
4.82 out of 5 average rating, 107 reviewsDesigner Orlando Retreat near UCF & Outdoor Space
9–16 Jun
Apartment in Kissimmee
4.98 out of 5 average rating, 290 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
15–22 Dec
Apartment in Orlando
4.91 out of 5 average rating, 150 reviewsHuge/Terrace Studio. Universal Studios Area.
27 Dec – 3 Jan
Apartment in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
21–28 Sep
Apartment in Kissimmee
4.99 out of 5 average rating, 154 reviewsBright, Airy Home near Disney and Attractions
4–11 Nov
Apartment in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
12–19 Nov
Apartment in Orlando
4.81 out of 5 average rating, 342 reviewsLuxury Apt on I-Drive & view of Universal Orlando
20–27 Oct
Apartment in Orlando
4.91 out of 5 average rating, 184 reviewsDeluxe Studio:Lakeview, parking, pool
31 Aug – 7 Sep
Home rentals with a private pool
Townhouse in Kissimmee
4.83 out of 5 average rating, 191 reviewsBeach House with Private Pool and Clubhouse near Disney
4–11 Sep
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
17–24 Apr
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
16–23 Aug
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
23–30 Nov
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
22–29 Oct
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
15–22 May
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
24 Apr – 1 May
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
2–9 Oct
Quick stats about holiday rentals with a pool in Casselberry
Total rentals
60 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1T reviews
Destinations to explore
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