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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 Lakeland - Winter Haven condo rentals

1 bedroom, WiFi, bed sheets

1. 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 AED 439
AED 565 total
includes taxes & fees
1 Sep - 2 Sep
Lake View•Gardens•Private Balcony Suite•Legoland
Lake

2. 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 AED 382
AED 979 total
includes taxes & fees
17 Aug - 18 Aug
Bahama Bay 515 Rum run unit 515
Exterior

3. 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 AED 184
AED 702 total
includes taxes & fees
16 Aug - 17 Aug
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
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 traveler
The price is AED 166
AED 1,249 total
includes taxes & fees
16 Aug - 17 Aug
Resort stay~Pool Access~Peaceful Retreat~Balcony
Exterior

5. 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 AED 331
AED 1,244 total
includes taxes & fees
14 Aug - 15 Aug
Reunion Resort - Near Theme Parks & Airport
Interior

6. Toria Suites 920

Toria Suites 920
East Lake Morton
9.8 out of 10, Exceptional, (6 reviews)
"Was a great area to be in with food and nice places to walk within walking distance"
United States
Troy M.
The price is AED 489
AED 1,218 total
includes taxes & fees
17 Aug - 18 Aug
Toria Suites 920
Condo, 4 Bedrooms | Lobby

7. Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AED 383
AED 1,943 total
includes taxes & fees
14 Aug - 15 Aug
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
Outdoor pool

8. Ideal Condo in River Ranch • Across from the water park and near the rodeo

Ideal Condo in River Ranch • Across from the water park and near the rodeo
River Ranch
9.8 out of 10, Exceptional, (10 reviews)
"Great cabin close to all the attractions "
United States
Angel A.
The price is AED 661
AED 1,299 total
includes taxes & fees
17 Aug - 18 Aug
Ideal Condo in River Ranch • Across from the water park and near the rodeo
Interior

9. Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
Brandon
9.8 out of 10, Exceptional, (216 reviews)
"As always the loft condo was quiet, relaxing and conveniently located!"
United States
Brandon Joseph T.
The price is AED 400
AED 1,257 total
includes taxes & fees
19 Aug - 20 Aug
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
Terrace/patio

10. New! Seven Eagles Hideaway at Reunion Resort

New! Seven Eagles Hideaway at Reunion Resort
Reunion
The price is AED 301
AED 1,384 total
includes taxes & fees
14 Aug - 15 Aug
New! Seven Eagles Hideaway at Reunion Resort
Exterior

11. Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
Bahama Bay
9.6 out of 10, Exceptional, (139 reviews)
"Was a simple and excellent stay"
United States
Nathan M.
The price is AED 331
AED 1,087 total
includes taxes & fees
17 Aug - 18 Aug
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
A heated pool

12. Sweet Rental Deal !!! Just Few Minutes Away from Disney

Sweet Rental Deal !!! Just Few Minutes Away from Disney
Grand Palms
9.4 out of 10, Exceptional, (140 reviews)
"I was a bit thrown off when I didn't receive any check in information on day of arrival. Call to Ms. Maria and communication with VRBO, everything was settled. The townhouse is a little out dated but enough space for my family. Good location and easy to get around. If in the area again, I would book."
United States
Cometrist P.
The price is AED 349
AED 880 total
includes taxes & fees
11 Sep - 12 Sep
Sweet Rental Deal !!! Just Few Minutes Away from Disney
Exterior

13. Family Fun Condo Pool and Sauna near Disney

Family Fun Condo Pool and Sauna near Disney
Winter Garden
10.0 out of 10, Exceptional, (3 reviews)
"Clean, nicely appointed apartment close to Disney. Great pet friendly location. Will stay again. Highly recommend! "
United States
John and Dawn R.
Family Fun Condo Pool and Sauna near Disney
Pool

14. Davenport Villa | 6 Heated Pools + Disney

Davenport Villa | 6 Heated Pools + Disney
Bahama Bay
9.4 out of 10, Exceptional, (3 reviews)
"Very clean, great location, and value!"
United States
Lisa A.
The price is AED 353
AED 1,161 total
includes taxes & fees
11 Sep - 12 Sep
Davenport Villa | 6 Heated Pools + Disney
Outdoor pool

15. Homely spacious 2BD Close to Disney

Homely spacious 2BD Close to Disney
Kissimmee
9.2 out of 10, Wonderful, (15 reviews)
"We chose this place because of its proximity to Disney and we loved it because we were able to use ride share to get to the parks. It was super clean, adequately furnished, and beds were very comfortable. Very fair price"
United States
Linda S.
The price is AED 268
AED 749 total
includes taxes & fees
17 Aug - 18 Aug
Homely spacious 2BD Close to Disney
Smart TV, Netflix, DVD player, books

16. 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 AED 327
AED 949 total
includes taxes & fees
16 Aug - 17 Aug
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Pool

17. 2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)

2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)
Davenport
The price is AED 350
AED 1,406 total
includes taxes & fees
15 Aug - 16 Aug
2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)
WiFi, bed sheets

18. Coco studio near Disney w/ pool access

Coco studio near Disney w/ pool access
Kissimmee
The price is AED 250
AED 800 total
includes taxes & fees
3 Sep - 4 Sep
Coco studio near Disney w/ pool access
Exterior

19. 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.
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Pool

20. Family Disney Retreat / Entertainment Room / Console Provided

Family Disney Retreat / Entertainment Room / Console Provided
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location and plenty of space for our long weekend in Orlando! "
United States
slapgj M.
Family Disney Retreat / Entertainment Room / Console Provided
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 by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent
"Amazing resort - have stayed in both hotel room and cottages - loved both, for convenience of having a house we prefer the cottages. British family with two kids aged 7 and 9. Only negative review to leave is that the cottages can be quite far from the main resort area which we were not aware of to be honest but no problem driving around the resort - we’d just park near the pool every day or there is a shuttle service. Absolutely love this resort the sunset walk and h20 water park is an extra bonus to have in the area! We loved popping to the water park (free of charge every day also with your booking) every morning and then going off to do whatever we were doing! Staff so friendly entertainment great’ don’t hesitate to book here!"
Matthew Lee 14-night trip
Posted 1 hour ago
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
The price range for condos in Lakeland - Winter Haven is AED 565 to AED 1,943 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 129 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.
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