Search Lakeland - Winter Haven Villa Rentals

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Browse Select Lakeland - Winter Haven Villas

A heated pool
3 MILES FROM DISNEY!! 4BR/ 3 Bath, Private SOUTH facing Pool/Spa
9.6 out of 10, Exceptional, (196)
"The home was filled with kids coloring books, games, essentials, and pool toys. There were plenty of towels, bedding, & pillows. Everything was labeled so it made it stress free on finding things or trying to figure out what button worked what. We were very pleased and highly recommend!! Thank you!!"
3 MILES FROM DISNEY!! 4BR/ 3 Bath, Private SOUTH facing Pool/Spa
Outdoor pool, a heated pool
🥇Gorgeous Disney Home - Resort Free Access with Lazy River
9.4 out of 10, Exceptional, (39)
"We had a fabulous stay at this lovely villa. The villa is as described. Perfect for our stay, thank you"
🥇Gorgeous Disney Home - Resort Free Access with Lazy River
Property grounds
Amazing Reunion Resort Vacation Villa With Pool
9.0 out of 10, Wonderful, (8)
"Overall we were happy with the property! Our kids enjoyed the pool and the themed rooms.The front door lock was a bit hard to figure out at first, but the house was ready when we arrived at check in. The minimal toiletries that they stated would be there weren't (other than a trash bag), so we had to run out immediately after arriving for toilet paper and paper towels. Bummer they dont offer the Resort ammenties or we would book again next time to golf as well."
Amazing Reunion Resort Vacation Villa With Pool
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Pool
Tropical Disney Villa: Internet, pool, golf-view, games room &...a treasure hunt
9.0 out of 10, Wonderful, (73)
"Weather was perfect. Location and view were even better than expected. While there are trees on the lot. There is plenty of sun on the pool area. The retractable awning was a nice addition and supplied relief when we wanted shade. Great golf course, near perfect condition. The club house is very nice. Food prices are very reasonable. Looking forward to possibly vacating again at this site"
Tropical Disney Villa: Internet, pool, golf-view, games room &...a treasure hunt
Property grounds
Luxury Orlando Villa with PrivateTheater at pool area
9.8 out of 10, Exceptional, (15)
"This was such an amazing property for our family. Great location for my family to enjoy the parks and an excellent pool and game room to unwind with after a long day. Communication with the property management was speedy and super helpful. I wish we could have stayed longer and will definitely be a location at the top of our list to visit again when we are in the area! Thanks again for a great stay!"
Luxury Orlando Villa with PrivateTheater at pool area
Outdoor pool, a heated pool
Pristine 8BR villa near Disney equipped with a heated pool and spa!!
9.4 out of 10, Exceptional, (25)
"We loved the house is very spacious and welcoming. We had a great time in the pool the food was good at the resort we enjoy the pool and the games."
Pristine 8BR villa near Disney equipped with a heated pool and spa!!
Outdoor pool, a heated pool
Magical 8-Bdrm Villa: Theater, Themed Rooms, Arcade, Pool Table & Shuffleboard
9.4 out of 10, Exceptional, (82)
"We stayed for a week at this property. We have stayed in Champions Gate 6-7 times now. This was the best one yet! The house was beautiful, well equipped, well decorated, and everything worked. Our host was attentive, and was able to help with anything I needed or requested. You cannot go wrong renting this house! Highly recommend!"
Magical 8-Bdrm Villa: Theater, Themed Rooms, Arcade, Pool Table & Shuffleboard
Property grounds
Grand Opening! Windsor 10BD Disney Villa for large group! Pool/Game/BBQ/5 Kings!
10.0 out of 10, Exceptional, (22)
"We had a wonderful 10-day stay in your house. It was perfect for our five families--very spacious and the kids loved the pool. Ages ranged from 5 to 73. We also loved the Windsor Island Community area. The kids had a blast on the slides and lazy river, Putt Putt Golf, and the game room. They also enjoyed the Family Night activities especially the Bounce houses. The house was located with easy access to all the Disney parks. We also went to Legoland and SeaWorld and two people went to...
Grand Opening! Windsor 10BD Disney Villa for large group! Pool/Game/BBQ/5 Kings!
Dining
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
10.0 out of 10, Exceptional, (149)
"All of the other reviews sold us on staying here, and once we arrived, we were not let down. Upon arrival, check-in was very easy and what was really remarkable is the house is very, very clean. Furthermore, everything you would need to support a family is already at the house. Prior to arrival, we received a great email with suggestions about where to eat, things to do, etc. We spent some time in the community pool and water park, but our family actually really enjoyed. Just lounging in...
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
Outdoor pool, a heated pool
Last-Minute-Rates ***Let Your Dreams Come True - King Bed, Gas Grill & Game Room
9.4 out of 10, Exceptional, (122)
"Has eveeything a family needs, spacious with pool too."
Last-Minute-Rates ***Let Your Dreams Come True - King Bed, Gas Grill & Game Room
Exterior
Updated 4 bed 2.5 bathroom pool home villa that overlooks conservation with games room at Westridge near Disney, Orlando
9.0 out of 10, Wonderful, (22)
"Overall it was a nice home. There was no grill as posted. The pictures were just as it was. It would have been nice to have a vacuum as well as the broom. No need for binoculars to see the alligators."
Updated 4 bed 2.5 bathroom pool home villa that overlooks conservation with games room at Westridge near Disney, Orlando
A heated pool
The Ultimate New 8 Bedroom 6 Bathroom Resort Home
9.4 out of 10, Exceptional, (6)
"House is very spacious for large family. The resort is 5 star. We will be back there soon"
The Ultimate New 8 Bedroom 6 Bathroom Resort Home
Fridge, microwave, oven, stovetop
280CW-🥇Gorgeous 9 bed/ 8 bath-Private Pool & SPA
9.6 out of 10, Exceptional, (9)
"Overall, this property was as advertised. Communication with property manager was great, and we all enjoyed ourselves."
The price is CA $243
CA $981 total
includes taxes & fees
May 20 - May 21
280CW-🥇Gorgeous 9 bed/ 8 bath-Private Pool & SPA
Fridge, microwave, oven, stovetop
The Peninsula - Villa with Pool Conservation Area View
9.4 out of 10, Exceptional, (139)
"Great house and close to everything! Enjoyed our stay!"
The Peninsula - Villa with Pool Conservation Area View
Outdoor pool, a heated pool
Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool
10.0 out of 10, Exceptional, (155)
"Great overall experience. Clean, spacious, optimal location and a lot of amenities. When we come back to the Orlando area we will definitely look to get this house again"
Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool
Exterior
Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney
8.6 out of 10, Excellent, (113)
"Our stay was top notch. The property was as described. Very clean. Everyone in our family had a comfortable spot to sleep and plenty of room to play. If you have little children, beware that there is no gate to block off the pool, however the locked patio door is helpful. We stayed at the end of March and did not require pool heat. We were extremely happy with our stay!"
Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney
A heated pool
Disney dreams, special 28ft pool with water streamers & mood lights
10.0 out of 10, Exceptional, (116)
"We had a great time. Loved the pool! My two little nephews had a blast...it was hard to keep their excitement down while playing in the pool. The house felt like home. Overall stay was perfect. Thank you."
Disney dreams, special 28ft pool with water streamers & mood lights
Indoor pool, outdoor pool
Gorgeous, Spacious & peaceful / Ideal for long stays / Message for discounts
9.4 out of 10, Exceptional, (8)
"It was nice."
Gorgeous, Spacious & peaceful / Ideal for long stays / Message for discounts
Outdoor pool
Beautiful 6BR/4BA in Windsor Hills, Pool/Spa, 2miles2Disney,
9.4 out of 10, Exceptional, (120)
"The property was as advertised. We have been staying in Windsor hills area for about fifteen years when we vacation and unfortunately it has become super saturated with renters. However, I believe this to be the case everywhere close to Disney. The Walmart is a madhouse but hey it is super close. The guest house is nice but don’t lose the bands. You can only be on the pool deck with bands. You get those when you check in and request those privileges. My kids threw them away because they are...
Beautiful 6BR/4BA in Windsor Hills, Pool/Spa, 2miles2Disney,
A heated pool
*Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors
9.6 out of 10, Exceptional, (107)
"The house overall was awesome. The kids sure used the pool constantly . The bbq was not great so wouldn’t get next time . The kitchen items could use a little updating . Great location especially with Walmart right close. Great space for the whole family . Host was very responsive. Comfy beds with lots of towels etc. Thank you for hosting our family ."
*Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors
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See all available properties in Lakeland - Winter Haven
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.

Other property types in Lakeland - Winter Haven

5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4699)
"Our family had a great time at this resort, they have something for all ages."
The price is CA $176
CA $241 total
includes taxes & fees
May 13 - May 14
Summer Bay Orlando by Exploria Resorts
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1408)
"Perfect family spot, great location and very nice property. Would go back anytime."
The Berkley, Orlando
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (829)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
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.