Some info has been automatically translated. Show original language

Holiday rentals with a pool in Casselberry

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Casselberry rentals with a pool

House rentals with a pool

Superhost
Home in Altamonte Springs
4.82 out of 5 average rating, 129 reviews

Quiet Place, convenient to everything!

FrancisRating, 5 stars1 month ago
The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!
Guest favourite
Home in Altamonte Springs
4.93 out of 5 average rating, 43 reviews

Secluded Pool Getaway

MariaRating, 5 stars3 weeks ago
We all enjoyed our stay. The house was very well maintained, clean & we appreciated the extra supplies in the house. The host was very responsive, helpful & friendly! The location was great, just minutes from I4. Would recommend to everyone!
Guest favourite
Home in Orlando
4.96 out of 5 average rating, 103 reviews

Private Pool 4/2 Waterfront Oasis Weekly Discounts

TerryRating, 5 stars1 week ago
This place was great, nice pool , clean and neat, loaded with kitchen utensils and all you need to cook. The neighborhood was quiet. Overall a good place to stay
Top Guest favourite
Home in Orlando
4.99 out of 5 average rating, 135 reviews

Private pool home near Downtown

VanRating, 5 stars1 week ago
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd
Guest favourite
Home in Casselberry
4.87 out of 5 average rating, 100 reviews

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

BeverlyRating, 5 stars4 days ago
Very nice inside and spacious backyards closed in games for the children and family to do lots of beds I like that you can shut the master door and everybody can still get to the bathroom as a huge thing for me.
Top Guest favourite
Home in Apopka
4.99 out of 5 average rating, 105 reviews

Rate Discount~ Pool~Private Country Retreat

JillRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Ocoee
4.96 out of 5 average rating, 110 reviews

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney

BillRating, 5 stars6 days ago
Wonderful hosts, had a great experience. I would definitely revisit if the opportunity comes again.
Guest favourite
Home in Delaney Park
4.89 out of 5 average rating, 146 reviews

3,000 Sqft Historic Home With Pool Near Everything

Alyssa MaeRating, 5 stars2 days ago
This was the perfect place to stay. This home is beautifully decorated, and such a nice little quiet retreat. I felt like I was staying in a home that was showcased in a magazine. The beds are so comfy and the pool is serene. I had the most relaxing weekend ever, thank you Nicole!

Condo rentals with a pool

Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 154 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

JessicaRating, 5 stars1 week ago
My family and I had an extraordinary stay, the apartment is wonderful and its facilities are incredible!!
Guest favourite
Condo in Orlando
4.81 out of 5 average rating, 386 reviews

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER

NellyRating, 5 stars4 days ago
Very convenient
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 253 reviews

King Bed Small Studio Disney World Universal

CourtneyRating, 5 stars2 weeks ago
Laura’s place was wonderful for my husband and I. It was our first time to Kissimmee. It is a very short distance from the parks and attractions. It was also close to quality restaurants and convenient gas stations. Laura’s studio was clean and represented what was expected from the photos. This is a very cozy location with pool and hot tub. Laundry and snacks were easily accessible. Overall, it was a wonderful stay and the price was in our budget!
Guest favourite
Condo in Florida Center
4.89 out of 5 average rating, 131 reviews

Studio close to Universal Studios + free Netflix

TerryRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Florida Center
4.87 out of 5 average rating, 223 reviews

Maria Luz Studio-Huge Terrace/Universal area.

ElizabethRating, 5 stars4 weeks ago
I LOVED THE EXPERIENCE!
Guest favourite
Condo in Florida Center
4.85 out of 5 average rating, 484 reviews

Modern Studio with Private Terrace near Universal

JohnRating, 5 stars2 days ago
Great host and beautiful location. Near most of the major attractions and shopping.
Top Guest favourite
Condo in Orlando
5 out of 5 average rating, 141 reviews

Disney & Epic Free Shuttle, Kitchen

EleanorRating, 5 stars2 weeks ago
We enjoyed our stay at Ryan’s place! The place was pristine and just as pictured. I loved the extra towels, blankets, and stocked coffee station. Ryan was communicative (without being annoying) and was extremely accommodating! We didn’t use the shuttle service for the parks, since we had a vehicle, so I can’t comment on that. My kids enjoyed late night swims after days at Universal Studios and Epic Universe, which were both about a 20-minute drive from the place. I would definitely recommend this place to anyone who will be visiting Disney or Universal Studios!
Superhost
Condo in Florida Center
4.78 out of 5 average rating, 109 reviews

LUXURY ONE BEDROOM CONDO NEAR UNIVERSAL

SummerRating, 5 stars1 week ago
I had an amazing stay! The apartment was spotless and exactly as described. The host provided clear instructions that made check-in super easy. The location was beautiful, safe, and walkable — perfect for our Universal and Disney trip. The pool was a great bonus, and the room was spacious and well-designed. Overall, a wonderful experience. Would definitely stay again!

Home rentals with a private pool

Villa in Four Corners

Disney's Championsgate: Private Pool & Arcade Fun!

AurianaRating, 5 stars6 months ago
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.
Superhost
Home in Haines City
4.78 out of 5 average rating, 9 reviews

Minniehaha Castle Retreat

AnetteRating, 5 stars1 month ago
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.
Superhost
Home in Davenport
4.95 out of 5 average rating, 115 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

RachelRating, 5 stars1 month ago
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.
Villa in Kissimmee
4.79 out of 5 average rating, 251 reviews

Visit Disney World from a Sunny Home with a Pool

ClaudiaRating, 5 stars3 weeks ago
I can’t say enough good things about this Airbnb – it was absolutely incredible from start to finish. The space was spotless, nicely decorated and had every amenity we could have possibly needed (and then some!). It truly felt like a home away from home, with thoughtful touches throughout that made our stay extra special. The host was communicative welcoming and very helpful!
Guest favourite
Villa in Kissimmee
4.92 out of 5 average rating, 49 reviews

Family Retreat Near Disney with Pool & Hot Tub!

KimRating, 5 stars1 week ago
I really love this place. If I had to change one thing it would have been to be sure that it’s listed as only one bathtub, which wasn’t a big deal cause I’m grandma, but it could be a hassle for others.
Superhost
Home in Haines City
4.69 out of 5 average rating, 13 reviews

Beautiful Lakeview Retreat Drivable to Theme Parks

AaronRating, 5 stars2 weeks ago
This place was perfect for our two families (10 people in total) while we visited Legoland. Kitchen and hangout space was great.
Home in Davenport
4.83 out of 5 average rating, 48 reviews

Sleeps 16! Pool + Arcade | Orlando Resort Retreat

MindyRating, 5 stars2 weeks ago
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.
Villa in Davenport
4.67 out of 5 average rating, 6 reviews

Amazing Dream Solterra Villa -Disney/club/pool/spa

CraigRating, 5 stars48 months ago
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.

Quick stats about holiday rentals with a pool in Casselberry

  • Total rentals

    60 properties

  • Nightly prices starting at

    $15 AUD 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

Destinations to explore