Holiday Homes in Casselberry

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Check prices for these dates

Our top choices for Casselberry holiday homes

1. Charming 1-bedroom house in Casselberry

Charming 1-bedroom house in Casselberry
Casselberry
The price is AU$158
includes taxes & fees
2 Dec - 3 Dec
Charming 1-bedroom house in Casselberry

2. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (58 reviews)
"Everything about the house was great. Great house for the price!"
United States
Charles T.
The price is AU$340
includes taxes & fees
11 Nov - 12 Nov
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

3. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.2 out of 10, Wonderful, (49 reviews)
"Good location for shops and food etc. quiet neighborhood and host was very nice."
United States
Anonymous traveller
The price is AU$469
includes taxes & fees
16 Nov - 17 Nov
Florida Vacation with pool fun for families

4. Hilltop Haven – Peaceful Casselberry Getaway

Hilltop Haven – Peaceful Casselberry Getaway
Casselberry
The price is AU$538
includes taxes & fees
10 Nov - 11 Nov
Hilltop Haven – Peaceful Casselberry Getaway

5. Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (23 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
The price is AU$284
includes taxes & fees
16 Nov - 17 Nov
Renovated Peaceful Luxury Walk to Mall Park Publix

6. Refreshing Oasis with Massage Chair, Game Garage, Large Fenced Yard +Retro games

Refreshing Oasis with Massage Chair, Game Garage, Large Fenced Yard +Retro games
Longwood
9.2 out of 10, Wonderful, (17 reviews)
"It was very nice. It had everything we needed and we will stay there again. Our kids had so much fun in the game room."
United States
Wes S.
The price is AU$403
includes taxes & fees
18 Nov - 19 Nov
Refreshing Oasis with Massage Chair, Game Garage, Large Fenced Yard +Retro games

7. A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability
Altamonte Springs
9.8 out of 10, Exceptional, (131 reviews)
"The property was very well located and convenient to many restaurants. Lovely back yard."
United States
Sandra F.
The price is AU$416
includes taxes & fees
16 Nov - 17 Nov
A Home Where Eclectic Luxury Meets Affordability

8. Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (20 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is AU$238
includes taxes & fees
10 Nov - 11 Nov
Sunshine Escape Guesthouse ☀

9. Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"Rented this property for a friend's engagement party and it worked super well. Host was super nice and great with communication"
United States
Hannah F.
The price is AU$433
includes taxes & fees
10 Nov - 11 Nov
Spacious 5-bedroom house in gorgeous Winter Park

10. Top 1% Modern Japandi Retreat - Jacuzzi No Fee

Top 1% Modern Japandi Retreat - Jacuzzi No Fee
Winter Park
10.0 out of 10, Exceptional, (8 reviews)
"Clean house, good location to where we wanted to be!"
United States
Jennifer M.
The price is AU$978
includes taxes & fees
22 Nov - 23 Nov
Top 1% Modern Japandi Retreat - Jacuzzi No Fee

11. Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
College Park
10.0 out of 10, Exceptional, (4 reviews)
"Quiet location, easy access to many amenities.Host genuinely cares about the clienteles well being and that needs are accommodated for if required."
Canada
Kevin G.
The price is AU$262
includes taxes & fees
10 Nov - 11 Nov
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

12. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.4 out of 10, Exceptional, (9 reviews)
"It is very close to the restaurant, shops and parks"
United States
Naiviv
The price is AU$193
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

13. Modern Oasis in Orlando | Private Yard | Cabana

Modern Oasis in Orlando | Private Yard | Cabana
Fairview Shores
8.6 out of 10, Excellent, (8 reviews)
"It was nice place to stay!"
United States
Jason A.
The price is AU$348
includes taxes & fees
10 Nov - 11 Nov
Modern Oasis in Orlando | Private Yard | Cabana

14. Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.

Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
West Lakes District
10.0 out of 10, Exceptional, (4 reviews)
"Tammie is an amazing host! Super comfy and cute tiny home! Definitely booking again!"
United States
chelsea
The price is AU$188
includes taxes & fees
10 Nov - 11 Nov
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.

15. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.6 out of 10, Excellent, (10 reviews)
"This cute lil place is perfect for a few nights for one person or a couple. It’s quiet, private and safe, and appointed with everything you need. The bed is comfy and the coffee was great. "
United States
Lindsay W.
The price is AU$240
includes taxes & fees
10 Nov - 11 Nov
CUTE and COZY studio w/ jacuzzi!

16. Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
The price is AU$222
includes taxes & fees
17 Nov - 18 Nov
Studio in the heart of Orlando

17. Welcoming 2-bedroom house with AC in charming Sanford

Welcoming 2-bedroom house with AC in charming Sanford
Sanford
10.0 out of 10, Exceptional, (5 reviews)
"Charming and beautifully decorated. The home was so comfortable and was well stocked with everything we could have needed. The backyard was awesome with so many fun things. Would stay again."
United States
Aimee B.
The price is AU$451
includes taxes & fees
10 Nov - 11 Nov
Welcoming 2-bedroom house with AC in charming Sanford

18. 2/1 with private backyard in the heart of Ivanhoe

2/1 with private backyard in the heart of Ivanhoe
Ivanhoe Village
8.0 out of 10, Very good, (16 reviews)
"Great location"
United States
Josh H.
The price is AU$357
includes taxes & fees
10 Nov - 11 Nov
2/1 with private backyard in the heart of Ivanhoe

19. 1x1 Guest Suite 10 minutes from UCF

1x1 Guest Suite 10 minutes from UCF
Union Park
9.4 out of 10, Exceptional, (8 reviews)
"The room was clean, quiet and very convenient. It is more spacious than what it looks in photos, a nice alternative to a hotel room. Parking was easy and the area feels safe. "
United States
Michael
The price is AU$165
includes taxes & fees
10 Nov - 11 Nov
1x1 Guest Suite 10 minutes from UCF

20. Cozy Orlando home close to parks, dining, and downtown fun

Cozy Orlando home close to parks, dining, and downtown fun
Lawsona - Fern Creek
10.0 out of 10, Exceptional, (5 reviews)
"Entire place was super clean and very nice place day and night loved staying here and would stay again"
United States
Cory
The price is AU$313
includes taxes & fees
17 Nov - 18 Nov
Cozy Orlando home close to parks, dining, and downtown fun
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Casselberry

Paddle through serene waters at Secret Lake Park where fishing docks and walking trails offer peaceful outdoor recreation. Nearby Winter Park's Park Avenue tempts with upscale shopping while Casselberry's weekly farmers market showcases local Florida flavours and handcrafted goods.

A wooden boardwalk by a lake with a fountain.