Search Vacation Homes in Lakeland - Winter Haven

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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 1164 Vacation Homes in Lakeland - Winter Haven with updated reviews, rates, and availability.

The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1717)
"Excellent, just wish the electric chargers for EV were included with the stay."
The price is SAR 678
SAR 805 total
includes taxes & fees
20 Apr - 21 Apr
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (144)
"The unit was very nice and Mrs Maria was very nice to deal with"
Formosa Valley Resort by UNE Homes
Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney
Exterior

Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

10.0 out of 10, Exceptional, (53)
"We had a great time at your house for the past 5 days. We loved the location, the great pool and access to all things in Orlando. The house is super clean and the showers and beds were very comfy. We wished we could have stayed longer."
Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney
The Adventure of a Lifetime! 5 BDR in Desirable Windsor Island Resort Sleeps 14
Pool

The Adventure of a Lifetime! 5 BDR in Desirable Windsor Island Resort Sleeps 14

10.0 out of 10, Exceptional, (7)
"My family and I enjoyed the time we spent together at this beautiful house, the house had everything we need , except the floors wasn’t clean, it looked like there was sand on the floors, the rest of the house, were clean, outside I cleaned the dining table and the pool chairs because they really needed, other than that , everything worked well. Christina attended to all my requests, such as extending my stay and heating the pool, I would rent the house again, I wish they clean the floors well"
The Adventure of a Lifetime! 5 BDR in Desirable Windsor Island Resort Sleeps 14
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (114)
"It was a very nice home. My family had a great time"
Encore Resort
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
Fridge, microwave, oven, stovetop

Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*

9.6 out of 10, Exceptional, (37)
"Our family had the best time here during our trip. Close to Disney and all other fun things to do. The hosts were absolutely wonderful in communication and helpfulness. We will definitely be returning next year. The home was spotless and we really enjoyed the heated pool. Had the best time."
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
ALWAYS FREE POOL AND SPA HEAT - Disney fireworks from pool/spa, Orange grove
Fridge, microwave, oven, stovetop

ALWAYS FREE POOL AND SPA HEAT - Disney fireworks from pool/spa, Orange grove

9.4 out of 10, Exceptional, (208)
"This was a wonderful house in a good location. The pool was nice and warm upon arrival. The neighborhood was quiet, beds were comfortable, and everything was as expected. If I had to say anything that could have improved the situation is the games in the garage need updated and the internet code needs to be improved. We did not have Wi-fi the entire trip. Other than that it was perfect! Thank you for a wonderful trip. "
ALWAYS FREE POOL AND SPA HEAT - Disney fireworks from pool/spa, Orange grove
Pet-Friendly 5BR Single Level Home with Private Pool & Lake View | Near Disney | Game Room & Spa
Exterior

Pet-Friendly 5BR Single Level Home with Private Pool & Lake View | Near Disney | Game Room & Spa

8.6 out of 10, Excellent, (45)
"Great place to stay. Its everything that was described and more."
Pet-Friendly 5BR Single Level Home with Private Pool & Lake View | Near Disney | Game Room & Spa
Disney Themed Estate|Pool +Spa|Movie & Game Room
Terrace/patio

Disney Themed Estate|Pool +Spa|Movie & Game Room

9.8 out of 10, Exceptional, (187)
"children were excited about themed rooms. The game room was a big hit!"
Disney Themed Estate|Pool +Spa|Movie & Game Room
Kissimmee Maingate Area Pool Homes by SVV
Outdoor pool

Kissimmee Maingate Area Pool Homes by SVV

3.5 star property
8.6 out of 10, Excellent, (343)
"The inside of the house was beautiful. What I would recommend is anyone that rents should know that the essentials are not included such as salt pepper, toilet paper, paper towels. There were no dish towels no potholders no dish rack and no dish basin. The outside of the property could’ve used some TLC. The flower beds and the shrubs and trees could have been trimmed for a nicer appearance."
Kissimmee Maingate Area Pool Homes by SVV
Next to Disney Properties! PoolSpa Vacation Home Super Convenient Location
Outdoor pool, a heated pool

Next to Disney Properties! PoolSpa Vacation Home Super Convenient Location

9.2 out of 10, Wonderful, (15)
"Booked a get away from the cold weather in Canada Love going to Florida each winter. Had a great spot. Easy to bike ride anywhere. Weather was lovely. A pool and hot tub, unfortunately do to a filter issue we did not have the use of them until after the 5th day. The host was GREAT at communicating with us and helped as much as possible. After getting the pool guy there all was fine. Was hoping for a discount on the first 5 days as the pool/spa cost 30 a day and we could not use them, I asked but...
Next to Disney Properties! PoolSpa Vacation Home Super Convenient Location
Upstay Disney Home w Pool & Cinema—ChampionsGate
Indoor pool

Upstay Disney Home w Pool & Cinema—ChampionsGate

Upstay Disney Home w Pool & Cinema—ChampionsGate
6BR Disney Home with 2 Master Suites, Pool & Hot Tub
Outdoor pool, a heated pool

6BR Disney Home with 2 Master Suites, Pool & Hot Tub

9.6 out of 10, Exceptional, (40)
"House worked out great, allHad a comfortable place to sleep. Hot tub was relaxing after a long day."
6BR Disney Home with 2 Master Suites, Pool & Hot Tub
Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney
Fridge, microwave, oven, stovetop

Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney

9.8 out of 10, Exceptional, (81)
"Everything is super convenient. Looking forward to our return in 2026. "
Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney
Mickey's 9BR Luxury near DISNEY with Pool, Spa | Free Parking, WiFi, Waterpark
Indoor pool, outdoor pool

Mickey's 9BR Luxury near DISNEY with Pool, Spa | Free Parking, WiFi, Waterpark

9.4 out of 10, Exceptional, (119)
"Nice house - would definitely stay here again"
Mickey's 9BR Luxury near DISNEY with Pool, Spa | Free Parking, WiFi, Waterpark
Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!
A heated pool

Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!

10.0 out of 10, Exceptional, (75)
"We had a wonderful time in this lovely home in Kissimmee. We are 3 college roommates--friends for 50 years and counting. A bedroom and a bath for each of us"
Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
Outdoor pool, a heated pool

Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi

10.0 out of 10, Exceptional, (115)
"We had a great stay, there was so much to do at the house, we never got bored! Host communication is wonderful! Will definitely stay here again next time we’re in Kissimmee. "
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
Exquisite home with pool, pool spa, lazy river, game room, firepit, & W/D
A heated pool

Exquisite home with pool, pool spa, lazy river, game room, firepit, & W/D

9.6 out of 10, Exceptional, (25)
"Check in delayed as they had no record of us. Property manager took a day or two to reply. Lazy river/water park was a 10 minute walk away. Heating the pool was extra & spa never really got warm. House was nice but no sun ever reached the back yard. "
Exquisite home with pool, pool spa, lazy river, game room, firepit, & W/D
Luxurious Themed Home 5 Mi to Animal Kingdom with Salt Water Pool & Game Rooms
Fridge, microwave, oven, stovetop

Luxurious Themed Home 5 Mi to Animal Kingdom with Salt Water Pool & Game Rooms

10.0 out of 10, Exceptional, (31)
"Everything was great. Had a lot of fun and would come back without hesitation. Thanks again!"
Luxurious Themed Home 5 Mi to Animal Kingdom with Salt Water Pool & Game Rooms
Solara 7BR/6.5BA Villa w/Pool/Spa, 3544 sqft, Sleeps 18, Lake and green view.
Outdoor pool, a heated pool

Solara 7BR/6.5BA Villa w/Pool/Spa, 3544 sqft, Sleeps 18, Lake and green view.

9.6 out of 10, Exceptional, (35)
"Our host was fantastic. Very clear with details and communication was top notch. Would definitely stay here again!"
Solara 7BR/6.5BA Villa w/Pool/Spa, 3544 sqft, Sleeps 18, Lake and green view.
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, (5279)
"The room we stayed in was on a lake with a very nice view, it had a nice patio as well. Everything was clean and any request I made was completed quickly."
The price is SAR 405
SAR 574 total
includes taxes & fees
7 Apr - 8 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, (1292)
"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)
"Excellent, just wish the electric chargers for EV were included with the stay."
The price is SAR 678
SAR 805 total
includes taxes & fees
20 Apr - 21 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.