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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Haven condo rentals

Pool

1. Cozy 3BR condo w/ pool, hot tub & balcony

Cozy 3BR condo w/ pool, hot tub & balcony
Poinciana
The price is AU$477
includes taxes & fees
11 Aug - 12 Aug
Cozy 3BR condo w/ pool, hot tub & balcony
1 bedroom, WiFi, bed sheets

2. Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.2 out of 10, Wonderful, (11 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is AU$220
includes taxes & fees
11 Aug - 12 Aug
Lake View•Gardens•Private Balcony Suite•Legoland
Pool

3. 1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops

1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We were pleased to stay at this place. We liked that it was located on a gated community and that it was relatively close to Disney's parks."
United States
Luisa G.
The price is AU$377
includes taxes & fees
11 Aug - 12 Aug
1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
Exterior

4. Resort stay~Pool Access~Peaceful Retreat~Balcony

Resort stay~Pool Access~Peaceful Retreat~Balcony
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"
United States
Anonymous traveller
The price is AU$470
includes taxes & fees
11 Aug - 12 Aug
Resort stay~Pool Access~Peaceful Retreat~Balcony
Exterior

5. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (169 reviews)
"Nicely kept and very roomy. "
United States
Sheila M.
The price is AU$272
includes taxes & fees
11 Aug - 12 Aug
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Exterior

6. Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (61 reviews)
"the pool and gated access made the stay even better. Communication was smooth, and the check-in process was simple and stress-free. The space felt welcoming and worked perfectly for a relaxing getaway. We’d definitely recommend it to anyone looking for a comfortable place to stay."
United States
mupenzi b.
The price is AU$466
includes taxes & fees
23 Aug - 24 Aug
Reunion Resort - Near Theme Parks & Airport
Lake

7. Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"The apartment is very nice, closed to Disney World resort, while in a quiet community."
United States
Joyce
The price is AU$377
includes taxes & fees
11 Aug - 12 Aug
Bahama Bay 515 Rum run unit 515
Terrace/patio

8. New! Seven Eagles Hideaway at Reunion Resort

New! Seven Eagles Hideaway at Reunion Resort
Reunion
The price is AU$535
includes taxes & fees
11 Aug - 12 Aug
New! Seven Eagles Hideaway at Reunion Resort
Outdoor pool, a heated pool

9. Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney

Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney
Kissimmee
9.0 out of 10, Wonderful, (4 reviews)
"Clean,quiet place. Great little getaway."
United States
Jodi C.
The price is AU$410
includes taxes & fees
7 Sept - 8 Sept
Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney
Pool

10. Luxurious Living at Your Fingertips with King bed

Luxurious Living at Your Fingertips with King bed
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"This was a last minute booking but it turned out great. We were in town for a trade show and this fit me and my colleague perfectly. "
United States
Theresa M.
The price is AU$548
includes taxes & fees
16 Aug - 17 Aug
Luxurious Living at Your Fingertips with King bed
Outdoor pool, a heated pool

11. Spacious & Peaceful Condo Near Champions Gate.

Spacious & Peaceful Condo Near Champions Gate.
Champions Gate
10.0 out of 10, Exceptional, (3 reviews)
"Andrea did a wonderful job keeping us infoormed of what we needed to know for our stay. She was helpful and very accommodating to our needs.We would highly recommend her condo for anyone wanting to stay just a short drive from all that Orlando has to offer."
United States
Alicia T.
The price is AU$335
includes taxes & fees
8 Sept - 9 Sept
Spacious & Peaceful Condo Near Champions Gate.
Pool

12. "Ocean's Gate" - 2BD/2BA condo near Disney

"Ocean's Gate" - 2BD/2BA condo near Disney
Four Corners
9.0 out of 10, Wonderful, (2 reviews)
"We absolutely loved this property! It was beautiful just like the pictures and to be honest better! Extremely clean! We took our 2 year old and she was loving bath time because the bathtub was basically like a pool for her. Close to restaurants and relatively close to the parks. We did travel during Easter weekend so it took us about 35 minutes to get back but I-4 is always so busy around this time. Well stocked and our beautiful views of the golf course were the best to watch the sunrise! We...
United States
Esthefany S.
The price is AU$448
includes taxes & fees
11 Aug - 12 Aug
"Ocean's Gate" - 2BD/2BA condo near Disney
Exterior

13. Quiet. Roomy. Close to Disney. Fast Wifi Parking.

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Grand Palms
9.4 out of 10, Exceptional, (8 reviews)
"Great stay! Very quiet and bigger than I expected... rooms where on the opposite side of the house, so that was super nice! It's super close to everything!! I will definitely stay again!"
United States
Sheri J.
The price is AU$273
includes taxes & fees
11 Aug - 12 Aug
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Pool

14. 2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)

2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)
Davenport
2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)
Pool

15. Harry Potter/ Water Fun / Console-Ready Stay

Harry Potter/ Water Fun / Console-Ready Stay
Four Corners
10.0 out of 10, Exceptional, (1 review)
Harry Potter/ Water Fun / Console-Ready Stay
Pool

16. Family Fun: Waterpark & Game Room Condo near Disney

Family Fun: Waterpark & Game Room Condo near Disney
Four Corners
10.0 out of 10, Exceptional, (1 review)
Family Fun: Waterpark & Game Room Condo near Disney
Property grounds

17. Andy's Hideaway at Bahama Bay | Sage Vacations

Andy's Hideaway at Bahama Bay | Sage Vacations
Bahama Bay
9.0 out of 10, Wonderful, (17 reviews)
"Stayed a week and had a great time. Location was perfect and unit was very equipped with everything we needed for 2 toddlers . Bonus was pool right out back of unit . Would definitely stay again. "
United States
Ellen S.
Andy's Hideaway at Bahama Bay | Sage Vacations
Smart TV, Netflix, DVD player, books

18. Remodeled 3/2 condo minutes to Parks, shopping and entertainment

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
9.4 out of 10, Exceptional, (44 reviews)
"This property is in excellent condition. It's the perfect place to stay if you're going to the Parks."
United States
kathy m.
The price is AU$365
includes taxes & fees
11 Aug - 12 Aug
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Pool

19. Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"Nice place in a great area. Plenty of restaurants nearby. We were evacuating from St Pete ahead of Milton with my wife, MIL and cat. Both bedrooms were nice and MIL and kitty really enjoyed the large couch in the living room. "
United States
David K.
The price is AU$543
includes taxes & fees
11 Aug - 12 Aug
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Pool

20. Cute GameRoom/ Waterpark/ Clubhouses

Cute GameRoom/ Waterpark/ Clubhouses
Champions Gate
The price is AU$476
includes taxes & fees
18 Aug - 19 Aug
Cute GameRoom/ Waterpark/ Clubhouses
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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Top Winter Haven Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"La piscine était vraiment très bien pour les enfants !"
Maxime 4-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
318
Accommodation
3309 Condo Rentals
Lowest Price
AU$220
Highest Price
AU$548

Frequently asked questions

How much do condos in Winter Haven cost?
The price range for condos in Winter Haven is AU$220 to AU$548 per night. Whatever your budget, you'll find something that suits your wallet — as well as your entire family! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Winter Haven?
Use up your holiday days and choose from 3309 condos in Winter Haven. For a work-related trip, a family getaway or anything in between, Expedia can help you find the perfect space in a few simple clicks.
What is there to do in Winter Haven near my condo?
You'll find loads of fabulous things that'll fill up your itinerary in Winter Haven. Drop by top attractions like LEGOLAND® Florida, Theatre Winter Haven and Indigos Billiards, Bowling & Games. Chain of Lakes Park, The Circle B Bar Reserve and Auburndale City Park also lure many visitors.