Vacation 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.
Vacation rentals for every style
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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.
Dec 11 – 18
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Jul 12 – 19
Home in Orlando
4.94 out of 5 average rating, 125 reviewsThe Orlando Retreat.
Aug 27 – Sep 3
Home in Deltona
4.96 out of 5 average rating, 150 reviewsSt. John’s Luxury Pool Lake House
Jul 30 – Aug 6
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Aug 29 – Sep 5
Home in Oviedo
4.92 out of 5 average rating, 283 reviews4 bedroom Modern pool home, close to UCF&Boombah
Mar 14 – 21
Home in Orlando
4.92 out of 5 average rating, 118 reviewsLakefront presidential suite / resort pool
Jun 11 – 18
Home in Edgewood
4.93 out of 5 average rating, 149 reviewsTropical Paradise in the heart of Orlando
Dec 24 – 31
Condo rentals with a pool
Condo in Orlando
4.88 out of 5 average rating, 328 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
Sep 23 – 30
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
May 19 – 26
Condo in Kissimmee
4.95 out of 5 average rating, 111 reviewsCheery 2BR Condo w/zero entry pool near Disney
Oct 24 – 31
Condo in Orlando
4.9 out of 5 average rating, 151 reviewsHuge/Terrace Studio. Universal Studios Area.
Dec 27 – Jan 3
Condo in Orlando
4.82 out of 5 average rating, 108 reviewsDesigner Orlando Retreat near UCF & Outdoor Space
Oct 13 – 20
Condo in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
Jan 26 – Feb 2
Condo in Kissimmee
4.98 out of 5 average rating, 291 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Dec 17 – 24
Condo in Kissimmee
4.98 out of 5 average rating, 163 reviewsRemodeled, Stylish and Affordable Close to Disney
Jul 23 – 30
Home rentals with a private pool
Townhouse in Kissimmee
4.82 out of 5 average rating, 192 reviewsBeach House with Private Pool and Clubhouse near Disney
Sep 10 – 17
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Mar 16 – 23
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Jan 15 – 22
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Nov 7 – 14
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
Sep 26 – Oct 3
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Jul 13 – 20
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
May 15 – 22
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Jul 11 – 18
Quick stats about vacation 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
1K reviews
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