
House holiday rentals in Casselberry
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Top-rated house rentals in Casselberry
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Holiday rentals for every style
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Popular amenities for house rentals in Casselberry
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.

Quiet Place, convenient to everything!
The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!

3 bedroom Villa in Kissimmee
I cannot say enough good things about Raymond & our stay. I travel a lot for my son’s lacrosse team & this was our favorite Airbnb so far! Raymond is very responsive & kind! I hope it’s available to book next year when we return.

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

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.

4 bedroom Modern pool home, close to UCF&Boombah
Loida was an amazing person to speak with. Resolved any and all issues promptly and with great grace. I would definitely stay here again if and when I am in the area again!

Year around Heated Pool 7 min from Airport!
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.

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema
We had such a great time staying at Michael’s place! Our five teenagers were never bored with all of the fun amenities! The kids had a great time with the karaoke machine, arcade games and outdoor area! My husband and I love coffee, so we really appreciated the coffee bar and supplies that were provided. The house was beautiful and Michael was extremely responsive. We would stay again!
Weekly house rentals

Luxurious lakefront home near DT and Winter Park
We had a lovely stay. It was so nice to come home to a clean comfortable home away from home at the end of the day. I love the decor!

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.

House of Blues-3 Bedrooms+GameRoom
I was only there for one night but it was great and exactly what I needed at the time. The house was clean and the beds were comfortable. I will stay there again if in the area.

New built Private Studio Orlando/Winter Park area
This sweet little suite met all my needs for a week visiting friends. There was an internet problem one day, but Diana stayed in communication with me and the malfunction was corrected in a timely manner. The place is clean and well-appointed. I highly recommend it, and I would definitely return.

Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area
The palace looked exactly like your pictures! The pool was perfect! Great communication

May Discounts! Close to Disney & Universal Parks!
Everything was perfectly fine, only upon entry the floors definitely were not swept well or mopped. As far as just that the stay was great. Video games were a treat for us, got to jam out on guitar hero and enjoy my time there. Definitely recommend the stay !

Stylish and cozy townhome!
The townhome was clean and in a safe neighborhood! It was stocked with everything we needed to feel at home. The beds and couches were comfy, which is a big plus as well! Grace was quick to respond when we had questions and was super friendly!

Cozy Poolside Escape
Booking with Joana was a breeze, so easy to work with and accommodated all of our needs! She was very responsive through all the hours of the day/night. We had some kiddos staying in the place and it was kid friendly. Will be using her place again when I have family in town next!
Private house rentals

Joe's Bar and Grill
Second time at Joe’s. Among the best AirBnB’s in our extensive experience! Stocked with every little thing you might want (ie: instant read thermometer for grilling). Joe reached out to help before I even had a chance to ask about the WiFi (wife had unplugged router by accident) and opened the garage door when my kids locked themselves out. House is private and quiet and the pool area is awesome. Lot of activities within easy reach. Such an easy, comfortable stay. Thanks again Joe and crew!

Luxurious and modern cottage near UCF
Drove down for formula drift & it was the perfect spot in a quiet neighborhood! Very clean & tidy & the decor made you feel right at home. Definitely recommend staying here if you’re in the area!

Y2K Home in Orlando 2 min to UCF
It was great we had a great time while staying there

Stylish and Cozy Castle near EPIC Universe Park!
upon arrival the bottom lock on the door was keeping me from getting inside not even 60 seconds after i text deja she gave me a solution and i was inside in no time. there was no paper towels when we got there but deja was SUPER fast to get some more delivered to the house and also through in some bottled water for me and my girl. Deja is a great host with great communication and will make sure your stay is worth every penny!

The Winter Park Experience
The host was incredible and attentive to every detail. From start to finish the experience was seamless. The host was responsive and accommodating and made sure we felt like home when we were staying there. The host went above and beyond for us. There are not enough good words for me to say about the host, we highly recommend staying here. 12/10 experience

Hidden Garden Cottage-Ctrl. to Orlando, Disney etc
Everything was great

Orlando Poolside Oasis
My friends and I really enjoyed the house it was very clean, well-organized, and overall a great place to stay. We didn’t encounter any issues, except for the lack of lighting in the backyard at night, which made it difficult to use the pool after dark. It wasn’t a major problem, but having some outdoor lights would definitely be a nice addition. Other than that, everything was perfect! The owners were very helpful and even allowed us early check-in, which we truly appreciated.

scape to sunny Florida.
This place is better than the pictures and everything you need is nearby the drive to universal was less than 30min
Quick stats about house rentals in Casselberry
Total rentals
90 properties
Total number of reviews
2.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Orlando Holiday rentals
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- Playalinda Beach
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- ChampionsGate Golf Club
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- Island H2O Water Park
- Blue Spring State Park