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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Featured Condo Rentals in Lakeland - Winter Haven

Our top choices for Lakeland - Winter Haven condo rentals

Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (144)
"Fairly quiet, beautiful view. We would 100% stay here again."
Lifetime of Vacations Resort
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Outdoor pool, a heated pool

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!

9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. The location is beautiful, private, and safe. The pool is huge and great for all ages. The condo was spacious and our children loved the kids room with the different bed options. We plan to stay here again! "
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Windsor Palms Resort Free wifi long size pool 3 miles to Disney new listing!
Pool

Windsor Palms Resort Free wifi long size pool 3 miles to Disney new listing!

9.8 out of 10, Exceptional, (49)
"Our stay was very pleasant. The property was as advertised, clean and well stocked with linens for our family of 5. Location was great and close to everything. "
Windsor Palms Resort Free wifi long size pool 3 miles to Disney new listing!
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2257)
"We had a great family vacation "
Caribe Cove Resort
LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney
Pool

LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney

9.0 out of 10, Wonderful, (9)
"Great place to stay"
LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney
Great Caribbean style condo near Disney
Beach towels

Great Caribbean style condo near Disney

9.6 out of 10, Exceptional, (173)
"Nice property. Very clean. "
Great Caribbean style condo near Disney
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
A heated pool

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

9.4 out of 10, Exceptional, (74)
"This property was a perfect fit for three long days of park hopping! The beds were very comfortable. The pool and clubhouse were very fun! We would stay here again!"
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Outdoor pool

Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

2.0 star property
10.0 out of 10, Exceptional, (294)
"This is a perfect place if you have 2 families because of the 2 king rooms! Super clean and had everything you need!! "
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
Exterior

Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

9.2 out of 10, Wonderful, (139)
"We have stayed in this resort before for the proximity to Disney. The condo is clean and has enough bed space. "
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
3 Bedrooms Condo Only Minutes From Disney!
Pool

3 Bedrooms Condo Only Minutes From Disney!

10.0 out of 10, Exceptional, (7)
"The accommodations were exactly as displayed and Steve did a great job of making sure our stay was enjoyable. The pool and water slides were great! "
3 Bedrooms Condo Only Minutes From Disney!
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.2 out of 10, Very good, (37)
"everything is very clean stores and dining are nearby"
The Azur Resort
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Exterior

Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance

10.0 out of 10, Exceptional, (159)
"Unit was clean and very entertaing for our kids. Great location!"
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Beautiful 2 bed/2 bath condo in Windsor Hills Resort, just 2 miles to Disney!
Exterior

Beautiful 2 bed/2 bath condo in Windsor Hills Resort, just 2 miles to Disney!

8.8 out of 10, Excellent, (88)
"Very nice stay in an adequate condo. Condo had minor issues such as torn screens, prior water damage, etc. we were told that visitors such as our grandkids would not eligible to use the amenities such as the pool."
Beautiful 2 bed/2 bath condo in Windsor Hills Resort, just 2 miles to Disney!
'Incredible' family friendly 3 bed condo with bunk beds!!!! 5 mins from Disney.
Exterior

'Incredible' family friendly 3 bed condo with bunk beds!!!! 5 mins from Disney.

9.4 out of 10, Exceptional, (131)
"We’ve stayed at Windsor hills before and love it. I understand that it’s a self sufficient unit but we’re a bit disappointed in the few supplies in the kitchen. Other then that, it’s a great location and we plan to return. "
'Incredible' family friendly 3 bed condo with bunk beds!!!! 5 mins from Disney.
2-bedroom condo in phenomenal Kissimmee with WiFi, fitness room, AC
Microwave, oven, stovetop, dishwasher

2-bedroom condo in phenomenal Kissimmee with WiFi, fitness room, AC

9.6 out of 10, Exceptional, (5)
2-bedroom condo in phenomenal Kissimmee with WiFi, fitness room, AC
2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World and 10 miles from Universal.
Outdoor pool, a heated pool

2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World and 10 miles from Universal.

9.6 out of 10, Exceptional, (144)
"Another great stay at Windsor Hill! Loved the unit & great communication with the host. "
2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World and 10 miles from Universal.
Reunion Resort - Near Theme Parks & Airport
Fridge, microwave, oven, stovetop

Reunion Resort - Near Theme Parks & Airport

9.6 out of 10, Exceptional, (50)
"area run down "
The price is AU$507
includes taxes & fees
1 Sept - 2 Sept
Reunion Resort - Near Theme Parks & Airport
🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝
Outdoor pool, a heated pool

🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝

9.8 out of 10, Exceptional, (261)
"As described on the site.Nice relaxing place to stay. Includes a mini water park for the kids. "
🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Children's area

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

9.2 out of 10, Wonderful, (142)
"We really enjoyed staying here it was easy close to the ESPN center where we were attending an event. It’s also close to the parks and getting to good restaurants and Walmart is close by. "
The price is AU$367
includes taxes & fees
28 Sept - 29 Sept
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
3 br Disney area condo with a view & FREE resort!
Outdoor pool, a heated pool

3 br Disney area condo with a view & FREE resort!

10.0 out of 10, Exceptional, (12)
"We appreciated our stay here. Great place, conveniently located, and clean. Great communication from the host too. "
3 br Disney area condo with a view & FREE resort!
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 Lakeland - Winter Haven Hotel Reviews

Find out more about Lakeland - Winter Haven

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Condo Rentals information

Number of reviews
1,554
Accommodation
142 Condo Rentals
Lowest Price
AU$367
Highest Price
AU$507

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Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
You'll pay from AU$367 to AU$507 per night for condos in Lakeland - Winter Haven. Whatever your budget, an ideal stay is a click away on Expedia. 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 Lakeland - Winter Haven?
Lakeland - Winter Haven has 142 condos on offer. Enter your destination and dates and lock in your next escape today.
What is there to do in Lakeland - Winter Haven near my condo?
The best accessory to pack for your Lakeland - Winter Haven adventure is a good itinerary! Polk Museum of Art, Polk Theatre and Explorations V Children s Museum are some of the leading sights if you're heading to Lakeland. Winter Haven also lures visitors with its terrific attractions, such as Theatre Winter Haven. Want to add to your to-do list? Visit Indigos Billiards, Bowling & Games and Chain of Lakes Park too.