Holiday rentals with a pool in Casselberry

Find and book unique homes with a pool on Airbnb

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Popular amenities for Casselberry rentals with a pool

House rentals with a pool

Guest favourite
Home in Orlando
4.88 out of 5 average rating, 124 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

SuzanneRating, 5 stars1 day ago
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.
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 stars2 weeks 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 stars6 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.
Superhost
Home in Orlando
4.87 out of 5 average rating, 194 reviews

Year around Heated Pool 7 min from Airport!

JoseRating, 5 stars4 days ago
Super nice, pictures do not do it justice. Upgrades clearly done little by little. Pool is amazing, outdoor area great, cozy yet spacious. Would book here again and again. 20 min from Camping World Stadium, 15 min from Downtown Orlando truly accurate, easy in and out from main road and highways.
Guest favourite
Home in Delaney Park
4.89 out of 5 average rating, 147 reviews

3,000 Sqft Historic Home With Pool Near Everything

Alyssa MaeRating, 5 stars4 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!
Top Guest favourite
Home in Oviedo
4.95 out of 5 average rating, 111 reviews

3 bedroom Modern pool home,close to UCF&Boombah

JudiannRating, 5 stars2 weeks ago
This was my second time renting from Loida, home was exactly as pictured and described. Loida was very responsive to all my questions! She was wonderful and easy to work with. I would absolutely rent again!

Condo rentals with a pool

Guest favourite
Condo in Orlando
4.81 out of 5 average rating, 386 reviews

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER

NellyRating, 5 stars6 days ago
Very convenient
Guest favourite
Condo in Florida Center
4.89 out of 5 average rating, 131 reviews

Studio close to Universal Studios + free Netflix

TerryRating, 5 stars3 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.
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 254 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
4.87 out of 5 average rating, 223 reviews

Maria Luz Studio-Huge Terrace/Universal area.

ElizabethRating, 5 stars1 month ago
I LOVED THE EXPERIENCE!
Guest favourite
Condo in Orlando
4.94 out of 5 average rating, 147 reviews

VCR2-108 Deluxe New Apartment - Convention Center

GuoRating, 5 stars4 days ago
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.
Guest favourite
Condo in Florida Center
4.85 out of 5 average rating, 484 reviews

Modern Studio with Private Terrace near Universal

JohnRating, 5 stars4 days ago
Great host and beautiful location. Near most of the major attractions and shopping.
Superhost
Condo in Florida Center
4.78 out of 5 average rating, 110 reviews

LUXURY ONE BEDROOM CONDO NEAR UNIVERSAL

ShavornRating, 5 stars1 week ago
Great stay - very close to Universal and nearby attractions. Fast communication and the pool was a plus. Thank you!
Top Guest favourite
Condo in Orlando
5 out of 5 average rating, 142 reviews

Disney & Epic Free Shuttle, Kitchen

AlizahRating, 5 stars1 week ago
Great area to stay and awesome host!

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 stars2 months 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.
Home in Kissimmee
4.82 out of 5 average rating, 17 reviews

Sleeps 20! Near Disney w/ Pool | Twice-as-Nice

KimberlyRating, 5 stars2 months ago
Place was nice. It had a lot of amenities that we enjoyed. The game room and pool table was fantastic. Rooms were nice and comfortable. Would definitely stay again.
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.
Home in Kissimmee

Private Oasis with Pool & Spa- 3400clr

TarahRating, 5 stars4 days ago
The home was beautiful & exactly as described.

Quick stats about holiday rentals with a pool in Casselberry

  • Total rentals

    60 properties

  • Nightly prices starting at

    $17 NZD 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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