Vacation rentals with a pool in Casselberry
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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.
Aug 24 – 31
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
Mar 25 – Apr 1
Home in Orlando
4.91 out of 5 average rating, 116 reviewsLakefront presidential suite / resort pool
May 14 – 21
Home in Orlando
4.95 out of 5 average rating, 313 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Jul 11 – 18
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Aug 9 – 16
Home in Orlando
4.94 out of 5 average rating, 123 reviewsThe Orlando Retreat.
Jan 24 – 31
Home in Altamonte Springs
4.82 out of 5 average rating, 110 reviewsQuiet Place, convenient to everything!
Dec 12 – 19
Home in Oviedo
4.92 out of 5 average rating, 283 reviews4 bedroom Modern pool home, close to UCF&Boombah
Mar 7 – 14
Condo rentals with a pool
Condo in Orlando
4.81 out of 5 average rating, 342 reviewsLuxury Apt on I-Drive & view of Universal Orlando
Oct 17 – 24
Condo in Kissimmee
4.96 out of 5 average rating, 136 reviews55B-DISNEY-STAR ISLAND, 1 BR DELUX-TENNIS/POOL/SPA
May 1 – 8
Condo in Orlando
4.91 out of 5 average rating, 149 reviewsHuge/Terrace Studio. Universal Studios Area.
Dec 15 – 22
Condo in Kissimmee
4.98 out of 5 average rating, 288 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Apr 3 – 10
Condo in Kissimmee
4.94 out of 5 average rating, 109 reviewsCheery 2BR Condo w/zero entry pool near Disney
Oct 14 – 21
Condo in Orlando
4.87 out of 5 average rating, 165 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
May 21 – 28
Condo in Kissimmee
4.94 out of 5 average rating, 185 reviewsLakeview Escape close to Disney&retail therapy
Oct 3 – 10
Condo in Kissimmee
4.92 out of 5 average rating, 263 reviewsBeautiful Beach Style Condo minutes from Disney
Oct 14 – 21
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
Aug 22 – 29
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Nov 3 – 10
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Feb 9 – 16
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Mar 16 – 23
Villa in Kissimmee
4.79 out of 5 average rating, 222 reviewsVisit Disney World from a Sunny Home with a Pool
Dec 9 – 16
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Aug 28 – Sep 4
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Jun 21 – 28
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Sep 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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