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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Condo Rentals in Lakeland - Winter Haven and around

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, (143)
"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, (15)
"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)
"Very nice place. Great place to stay. Owner is very easy to deal with. "
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
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.4 out of 10, Very good, (36)
"everything is very clean stores and dining are nearby"
The Azur Resort
🏝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, (260)
"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!🏝
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
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Pool

Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

9.4 out of 10, Exceptional, (131)
"Nice getaway for family will be booking again."
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney
Pool

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

8.8 out of 10, Excellent, (8)
"Great place to stay"
LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney
Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.
A heated pool

Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.

9.4 out of 10, Exceptional, (72)
"Thank you for having us. Place was amazing! "
Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.
Great 3 bed condo very close to pool and water park in Windsor Hills Resort
TV, video games, DVD player

Great 3 bed condo very close to pool and water park in Windsor Hills Resort

9.6 out of 10, Exceptional, (53)
"Great place to stay. The property was very clean. Management was very responsive."
Great 3 bed condo very close to pool and water park in Windsor Hills Resort
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Fridge, microwave, oven, stovetop

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

9.6 out of 10, Exceptional, (105)
"Great property, great location, great host! Would stay again. "
The price is €339
includes taxes & fees
21 Aug - 22 Aug
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
20% off 5 Nights or Longer in Orlando
Pool

20% off 5 Nights or Longer in Orlando

9.8 out of 10, Exceptional, (20)
"Residence was comfortable, spacious, clean, and safe, would stay here again. "
20% off 5 Nights or Longer in Orlando
Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.
A heated pool

Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.

9.2 out of 10, Wonderful, (26)
"Family fun for everyone, enjoyed the amenities very much. Great place and close to everything!"
Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.
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
2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World and 10 miles from Universal.
Children’s area

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.
Beautifully updated large family condo with King suite only minutes to Disney
Children’s area

Beautifully updated large family condo with King suite only minutes to Disney

10.0 out of 10, Exceptional, (162)
"Wonderful and beautiful condo for a little R&R!"
Beautifully updated large family condo with King suite only minutes to Disney
Family friendly & Cozy 3-bedroom condo close to Disney
Fridge, microwave, oven, stovetop

Family friendly & Cozy 3-bedroom condo close to Disney

2.0 star property
8.0 out of 10, Very good, (1)
"Property was clean, comfortable and conveniently located for visiting Walt Disney World."
Family friendly & Cozy 3-bedroom condo close to Disney
Luxury at its Finest - Resort, Spa and Home All in One...
A heated pool

Luxury at its Finest - Resort, Spa and Home All in One...

9.8 out of 10, Exceptional, (125)
"Amazing condo and Tracy was easy to contact. Front reception helpful and great location close to parks"
Luxury at its Finest - Resort, Spa and Home All in One...
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
Interior

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

2.0 star property
9.8 out of 10, Exceptional, (20)
"Came here for a golf tournament and loved every minute of it "
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
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

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

10/10 Excellent
"Traveled with family, the villa was Clean, modern, quite and felt safe. Its an excellent property, however it is away from outlets, disney springs, Universal city walk and about 40-45 minute away from the Airport. "
ANITA 5-night trip
Posted 1 day ago
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
The price range for condos in Lakeland - Winter Haven is €339 to €339 per night. Whatever your budget, you're sure to find something that suits your needs — as well as your entire crew! These prices were 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?
Browse through 142 condos in Lakeland - Winter Haven and reserve your favourite. Whether you're off on a holiday with the whole fam or reuniting with friends, with Expedia, your perfect stay is just a few clicks away.
Why book your condo in Lakeland - Winter Haven with Expedia?
We think that getaways should be a walk in the park, so if you're on the lookout for condos at a great price, Expedia has your back. Keep costs down and pick something small and cosy, or splurge on a luxury condo and pamper your loved ones. Our search filters make it easy to lock in a stay in Lakeland - Winter Haven that suits you best.