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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 118 Condo Rentals in Lakeland - Winter Haven with updated reviews, rates, and availability.

The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.2 out of 10, Very Good, (29)
"Great place…very spacious …everything you need except a coffee machine…we had to buy one…no big deal…"
The Azur Resort
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2246)
"our stay was amazing minus the condensation pipe leaking in the laundry room "
Caribe Cove Resort
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (125)
"The property is convenient to restaurants, shopping, and Disney. On a busy road (192) but the back of the property is quiet and peaceful. Large lake, pool and walking path arebehind every unit. Fully equipped kitchen. Love staying here."
Lifetime of Vacations Resort
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
A heated pool

Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath

10.0 out of 10, Exceptional, (101)
"Great place with a wonderful host! "
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
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, (285)
"Condo"
The price is AED 507
AED 1,276 total
includes taxes & fees
26 Apr - 27 Apr
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Great Caribbean style condo near Disney
Exterior

Great Caribbean style condo near Disney

9.6 out of 10, Exceptional, (156)
"Place was clean and in a good location. John was a big help for any questions. Enjoy our stay. "
Great Caribbean style condo near Disney
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
Sport court

Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort

9.6 out of 10, Exceptional, (102)
"Enjoyed our stay here and it was very clean and conveniently located on the ground floor. "
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Outdoor pool, a heated pool

Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park

9.4 out of 10, Exceptional, (107)
"It was a very cute condo. The only reason I gave 4 instead of 5 is because the guest bed was uncomfortable. It dipped in the middle. Also, I address this with owners already, when booking the condo had a crib in it, but when we got closer, they took it out without warning. They did have a pal n play but the rim of the plastic piece that the child pulls themselves on was very disgusting. It was nice that there was a high chair, I chose this specific condo because it was baby friendly. Overall,...
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Pool

Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort

9.2 out of 10, Wonderful, (27)
"Property was very clean and close to Disney! Would definitely recommend staying at this resort!"
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
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, (62)
"Property was as advertised. Clean and convenient to pool and all disney parks. Bright and spacious ground floir unit with patio for morning coffee. Stayed at this resort several times and will definitely rent this unit again."
Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.
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, (127)
"Just fantastic"
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC
A heated pool

CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC

9.6 out of 10, Exceptional, (149)
"Condo was clean and owner was very responsive. Some minor issues but am sure they will fix for next guests. "
CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC
STAR WARS first floor 3 bedroom condo in a Galaxy just 2 miles from Disney World
Exterior

STAR WARS first floor 3 bedroom condo in a Galaxy just 2 miles from Disney World

9.2 out of 10, Wonderful, (89)
"Property was as shown in pictures. Very nice pool. Great location. Would stay again."
STAR WARS first floor 3 bedroom condo in a Galaxy just 2 miles from Disney World
Fantastic lake-view condo with pool, hot tub, balcony, AC & kitchen -near Disney
A heated pool

Fantastic lake-view condo with pool, hot tub, balcony, AC & kitchen -near Disney

8.4 out of 10, Very Good, (6)
"Nice house and location exactly as the pictures however talk with the guest was terrible, we have to open a ticket with a support team and we never get a response. "
Fantastic lake-view condo with pool, hot tub, balcony, AC & kitchen -near Disney
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Pool

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

9.8 out of 10, Exceptional, (69)
"The condo was spacious and in a great location next to the pool. It was very clean and stocked with many extras! A stroller, beach towels, extra nice blankets, and more! Windsor Hills is such a great community. Lots to do for kids and we felt very safe. We will be back!"
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
🏝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, (244)
"Everything was perfect and came as advertised. Great communication with the owners and we couldn’t have been more happy with the unit and pool/slides. Kids loved it!"
🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝
DISNEY'S FIREWORKS FROM YOUR LUXURY CONDO WITH WIRELESS INTRENET
Outdoor pool, a heated pool

DISNEY'S FIREWORKS FROM YOUR LUXURY CONDO WITH WIRELESS INTRENET

9.6 out of 10, Exceptional, (121)
"We really enjoyed this three bedroom condo with a heated pool. The pool bar had descent food and was not far from the condo. It was nice not having to go anywhere to eat after walking around Disney all day! We will definitely stay here again! The condo was very clean! Communication with the owner was excellent!!"
DISNEY'S FIREWORKS FROM YOUR LUXURY CONDO WITH WIRELESS INTRENET
Stunning, Newly Renovated Condo, Near Disney and Universal
Pool

Stunning, Newly Renovated Condo, Near Disney and Universal

9.6 out of 10, Exceptional, (124)
"great apartment, clean and lots of space! cute little condo complex."
The price is AED 253
AED 769 total
includes taxes & fees
31 Mar - 1 Apr
Stunning, Newly Renovated Condo, Near Disney and Universal
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

9.6 out of 10, Exceptional, (56)
"Pleasant stay. Carpet needs cleaning."
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
2-102 Legacy Dunes resort, Kissimmee, close to Walt Disney World, Heated Pool
Outdoor pool, a heated pool

2-102 Legacy Dunes resort, Kissimmee, close to Walt Disney World, Heated Pool

10.0 out of 10, Exceptional, (30)
"great location, clean and roomy, well equipped, very nice pool area. just one suggestion: TV's were Roku, but no network television available. As Canadian visitors, our TV apps do not work in the states, so we would suggest giving the guests a choice of paying extra for cable."
2-102 Legacy Dunes resort, Kissimmee, close to Walt Disney World, Heated Pool
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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Other property types in Lakeland - Winter Haven

Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5282)
"The Employees were courteous and the property is beautiful. We had a junior condo and it worked perfectly! The only negatives were the washer didn't work properly and the mattress wasn't super comfortable. We wouldn't hesitate to book with Summer Bay again, the next time we visit FL."
The price is AED 459
AED 632 total
includes taxes & fees
31 Mar - 1 Apr
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1293)
"We stayed in a villa and it was very clean, comfy and felt just like home. The only disadvantage is that it is about a mile away from the main pool and amenities so we did need to use our car to get around. Overall, Beautiful place and great for a family getaway! We really enjoyed sunset walk as they had lots of kids activities and plenty for the adults as well. We will stay again! "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1717)
"Best hotel stay ever"
The price is AED 663
AED 788 total
includes taxes & fees
24 Apr - 25 Apr
The Berkley, Orlando
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.

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
The price range for condos in Lakeland - Winter Haven is to 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 118 condos in Lakeland - Winter Haven and reserve your favorite. Whether you’re off on a vacation 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 cozy, 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.
How can I find cheap condos in Lakeland - Winter Haven?
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