Winter Haven Vacation Rentals

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Browse Select Winter Haven Vacation Homes

The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1408)
"Perfect family spot, great location and very nice property. Would go back anytime."
The Berkley, Orlando
Orlando Renters
3.5 star property
5.8 out of 10, (65)
"very nice house "
Orlando Renters
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (112)
"Downstairs bedroom bathroom had water get too cold quickly. Upstairs master bedroom had shower that had boiling hot water. No washcloths available."
Formosa Valley Resort by UNE Homes
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Charming 3Bd Close To Disney At Enclaves At Festival 745
2.5 star property
Charming 3Bd Close To Disney At Enclaves At Festival 745
Stunning 5 Bedroom townhome in prime location- Paradise Palms resort community!
9.8 out of 10, Exceptional, (154)
"We got to Orlando early, and Tim was very accomodating. There was even a slight issue with the security letting us in due to the early arrival, and Tim hopped on the phone when them super fast and it was resolved within minutes. Would love to stay here again."
Stunning 5 Bedroom townhome in prime location- Paradise Palms resort community!
Kissimmee Maingate Area Pool Homes by SVV
3.5 star property
8.6 out of 10, Excellent, (328)
"Great would love it againn"
Kissimmee Maingate Area Pool Homes by SVV
Cozy 3Bd Close to Disney at Enclaves 983
4.5 star property
10.0 out of 10, Exceptional, (2)
"The home was beautiful, great decor, comfortable and worked great for our family of 5. We were there to go to the theme parks, they were easy to get to from the home. Traffic was a little crazy, but I think we were all going to the same place at the same time! Thank you for letting us stay!"
Cozy 3Bd Close to Disney at Enclaves 983
H2631E-Resort/Single Level POOL SPA Home Disney
9.6 out of 10, Exceptional, (14)
"We stayed the last two weeks of March 2024. We were a group of 8, ranging from 2 years to 71 years. The house was exactly as described - everyone loved it. The kids loved the games tables and the swimming pool and the adults loved the spa and the space everyone had. The resort is lovely and the location is perfect. We were there during Easter and Spring Break but never had any issues with the traffic and found getting to the Disney parks was really straightforward. Excellent communication with...
The price is CA $274
CA $867 total
includes taxes & fees
May 28 - May 29
H2631E-Resort/Single Level POOL SPA Home Disney
4Bd W/ Pool & Close To Disney @ Encantada Resort 8570
2.0 star property
10.0 out of 10, Exceptional, (1)
"It was great! Very comfortable and convenient"
4Bd W/ Pool & Close To Disney @ Encantada Resort 8570
Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities
9.6 out of 10, Exceptional, (67)
"We loved the 5 bedroom townhouse. It was clean, spacious and having our own pool was great. Kathy checked on us, made arrival and departure so easy. The lazy River at the resort pool was awesome. We would definitely stay here again."
Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities
Summer Discount- Brand New Themed 9BR Home @ Disney, Private Pool/SPA, Game Room
10.0 out of 10, Exceptional, (18)
"Everybody enjoyed the stay. Check-in is smooth, owner even gave us early check-in so we could put our frozen items earlier. Location is 7 minutes from Walmart, and accessible to many restaurants in the area. Car access uses QR code and very convenient to pass the main gate entrance. Parking is restricted to 5 cars, but have additional parking at the Clubhouse. House facilities is what is advertised, with 2 large refrigerators, 2 sets of washer/dryer, which is good for large family gatherings....
Summer Discount- Brand New Themed 9BR Home @ Disney, Private Pool/SPA, Game Room
Outdoor TV, Air Hockey, Foosball, Epic Game Room, Basketball Arcade, 1GB: Summer Breeze
10.0 out of 10, Exceptional, (13)
"We enjoyed the friendliness of the staff the house was spacious and clean. Kyle communicates and responds back promptly. Looking to book with him more in the future"
Outdoor TV, Air Hockey, Foosball, Epic Game Room, Basketball Arcade, 1GB: Summer Breeze
Upstay - Modern Pool Home w Games - Sleeps 18!
10.0 out of 10, Exceptional, (4)
"Great place for guys on a golf trip, everyone really enjoyed this place."
Upstay - Modern Pool Home w Games - Sleeps 18!
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
10.0 out of 10, Exceptional, (88)
"I feel like we really "hit the jackpot" when we found this rental. The home is super clean, exactly as shown, and located in a central spot where it feels like you're miles away from all of the chaos, but you're really staying smack in the middle of it all. My first priority when I look for a rental is finding one with recent high cleanliness ratings. Although the home itself seems a bit older, the owner has really kept up with everything, and the cleaning crew seems to be keeping up quite...
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
Balcony Lakeview Pool/Jacuzzi Game Room Cable TV sports channels
8.6 out of 10, Excellent, (58)
"After a quick ride to the grocery store for food my family and I made some wonderful meals and enjoyed the pool area with games in the game room as well as the games we brought. House and beds were very comfortable. I would stay here again."
Balcony Lakeview Pool/Jacuzzi Game Room Cable TV sports channels
Summerville Vacation Homes by Columbia Management
4.0 star property
8.4 out of 10, Very good, (144)
"Very much like that each room had it's own bathroom It was not easy to contact the management company when we needed something, they did not return calls when leaving messages and seldom answered phones"
Summerville Vacation Homes by Columbia Management
Jurassic Game Room-2 Theaters (Inside & Poolside)
9.8 out of 10, Exceptional, (51)
"The house is nice with plenty to do. It’s close to everything and in a nice neighborhood. We played 5 different golf courses and never had more than a 30 minute drive. It could’ve been a little cleaner but nothing really to complain about. They communicate well and were really easy to work with"
Jurassic Game Room-2 Theaters (Inside & Poolside)
Close to Disney 4 bedroom 3.5 bath-Unit 26 Emerald
8.8 out of 10, Excellent, (24)
"The moment we walked into this home we felt at ease. Lots of space, lots of natural light. The home was very clean and had everything we needed. We will definitely book this home next time we are in Orlando. Thank you Manny for being attentive. You are an amazing commune. Thanks thanks again…until next time. 🙂"
Close to Disney 4 bedroom 3.5 bath-Unit 26 Emerald
Vibrant Townhome near parks!
9.6 out of 10, Exceptional, (5)
"The condo was as described and was exactly what we needed for the week!! The overall cleanliness of the condo was just ok, the pool and pool area could use some TLC. There were small mite bugs but only in the kitchen area. The resort and the location of the condo was perfect. The beds were very comfy!! We will definitely be back to this resort! Thanks!!"
Vibrant Townhome near parks!
Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
10.0 out of 10, Exceptional, (49)
"Great property within easy reach (20 mins) of Disney world entrance. Very well equipped kitchen and ample linen and towels etc. Wendy was very informative and answered all of my sometimes silly questions immediately. Check in was easy and we were provided with very detailed instructions for getting to the property and expectations for our stay. Overall a fab experience which could have only been better if we had stayed longer as 9 nights was nowhere nearly enough time to get the full Orlando...
Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
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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.

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Winter Haven Vacation Homes information

Number of reviews
2,660
Accommodation
20243 Vacation Homes
Lowest Price
CA $89
Highest Price
CA $274

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