
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.
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Popular amenities for Casselberry rentals with a pool
House rentals with a pool

3 BR/2BA Home w Private Pool~12 min to Airport!
Had a nice stay with family and friends at Alyssa’s place along with 2 dogs. Was so nice to be able to bring out pets along on vacation. The house was clean, beds were comfortable, lots of space. I Spent most of my time out in the pool which was amazing.

Private pool home near Downtown
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd

Private Pool 4/2 Waterfront Oasis Weekly Discounts
Everything about John's home was as described, and more! It had all the amenities required for a week-long stay for a large family. My family converged from multiple states to Florida for a wonderful vacation. This home fit our needs perfectly! The pool was gorgeous, with a lovely backdrop of the channel right beside it. The waterway offered great sightseeing opportunities for wildlife, including exotic birds (to us), large fish, and turtles. The kitchen was welcoming and had all the necessary tools to prepare large, delicious meals. The beds were all extremely comfortable, with clean, comfortable, and decorative linens. Everything was extremely clean and well-maintained, creating an amazing living space to spend time with family. John himself was extremely receptive and responsive to communication. Little details that John put forth made my entire family feel welcome in his home. I would highly recommend booking John's home and would absolutely consider it in the future!

Rate Discount~ Pool~Private Country Retreat
In town for a baseball tournament. Location to the fields was great — less than a 10 minute drive! Everything was clean. We enjoyed the pool after a hot day at the field. We appreciated the grill and used it to make some hamburgers and hot dogs. Kitchen was well equipped. Would definitely stay again if we need to be in the area.

Moxy Luxe Vacation / Heated Pool/ King Bed Ste
Enjoyed our stay. Home was just as pictures advertised. Really quiet and peaceful neighborhood. I recommend this place.

The Orlando Retreat.
My family and I stayed here for a few days in we generally enjoyed our stay. The bonus was that it was pet friendly and the pool was a nice touch! It being close to the road did not bother us, we actually really didn’t hear any noise everyone slept peacefully. My dog loved the yard. Everything was comfortable. Universal was only like 20mins away so the back the forth wasn’t an issue. Thank you again!

Private Pool at Flamingo Cottage
House was very nice Marilyn was very responsive and helpful

Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area
The Blue Villa was an absolutely wonderful accommodation! From check in to check out, there was easy access, immediate responses to communications, peaceful neighborhood, great restaurants near by, leading to a fantastic stay. We would definitely return!
Condo rentals with a pool

Studio close to Universal Studios + free Netflix
Great Stay,Check In Was Easy You Go Right Up To Room With The Codes They Provide. Room Looks Just Like Picture, Everything Was Clean And Set Up Perfect For A Studio. Everything Is Also Close To Where You Stay.

Maria Luz Studio-Huge Terrace/Universal area.
Fantastic and Wonderful! This place has by far been the best!

VCR2-108 Deluxe New Apartment - Convention Center
We like this apartment very much. it's new and clean, location is also good, whole environment is good. The host reply very fast. will book it again when next time come. only not convenient is that can't stock luggage before check in and after check out.

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools
Surroundings are beautiful and peaceful ! Beds and comfortable !

Disney & Epic Free Shuttle, Kitchen
Ryan's place was awesome! It was convenient to everything nearby as well as suited all of our needs. Ryan was a great host as he was quick to respond to anything we had questions about. I'd definitely stay here again! 10/10 for sure!!!!

Lakefront Resort Condo near Disney & Universal
We loved our stay at Nicoleta's! Everything was very clean and exactly as described. The view was beautiful and truly the cherry on top of a perfect stay! We will definitely stay again next time we are in the area!

Luxury 2B2B APT Near Convention Center, Universal
We liked the home style and the convenience to surrounding areas. This apartment is quiet, big and clean, We had a very comfortable stay! Thank you!

3171-206 Resort Lake View Disney Universal Orlando
Place was Nice and Convenient loved the clubhouse , loved the kitchen and balcony . Only thing that I have to talk about is a mild dog smell I think a prior guest had a dog there when the owner stated no pets are allowed , smell went away once I cleaned up the space with smell goods other than that 5 Stars
Home rentals with a private pool

Disney's Championsgate: Private Pool & Arcade Fun!
This property was very nice and matched the photos to a T. The house was spotless & very spacious. The renovated design was modern and the themed rooms were perfectly executed. The only downside was the check-in process at the gate, but after a quick phone call, the issue was resolved. I absolutely loved the space. 10/10.

Minniehaha Castle Retreat
This house was ideal for our weekend. Everything we needed was provided, and the extras pillows, towels, and toiletries were a nice touch. The pool water heater was a great addition, making the water perfect for the time of year ($10 a day was worth it) . We enjoyed our stay and would recommend it to others.

Airy, Stylish Home with Pool Heat Included in Davenport
Had a great stay at Phil's place. The home was perfect for mother's day weekend. My daughter loved the pool. The home was clean! 10/10 recommend.

Visit Disney World from a Sunny Home with a Pool
Home was beautiful! area was quite and close by of of attractions and restaurants. Only thing I advise is bringing extra wash towels, they are not provided. We went to Walmart which is literally right around the corner.

Family Retreat Near Disney with Pool & Hot Tub!
This home is just at pictured. Has everything you’ll need. Grill and propane being available on site were a very nice bonus. Hot tub and heated pool were fantastic after walking all day. Host was amazing and communication was very quick. Highly recommend this place and location

Sleeps 16! Pool + Arcade | Orlando Resort Retreat
Pictures shown is exactly how the place looks. Felt secure in the neighborhood. Plenty of amenities. Pool and hot tub was a plus. Game room was also a plus for the little ones.

Amazing Dream Solterra Villa -Disney/club/pool/spa
They house is exactly like described and had a lot of room. The cleaning could be a bit better, but they apparently had a very short turn-around. Be prepared to have parties going on around you. They do not enforce the noise ordinance at midnight like they should. We were not their to party, so this did have an affect on some of our guests. Overall, it was a pleasant stay. Edward is a super host for a reason. He always returned my emails and texts. When we needed something he was sure to get it to us. He made us feel comfortable about this purchase from the very beginning.

Private Oasis with Pool & Spa- 3400clr
The home was beautiful & exactly as described.
Quick stats about vacation rentals with a pool in Casselberry
Total rentals
60 properties
Nightly prices starting at
G$2,091 GYD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Daytona International Speedway
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park