Holiday Homes in Lakeland - Winter Haven

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Featured Holiday Homes in Lakeland - Winter Haven and around

Our top choices for Lakeland - Winter Haven holiday homes

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1886)
"Beautiful, perfect for a family getaway"
The price is €103
includes taxes & fees
25 Aug - 26 Aug
The Berkley, Orlando

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (167)
"My children and I enjoyed our stay. This place is close to everything. The property managers responds within minutes for any inquires. You can also reach someone by phone at any hour. The home was very clean with everything you need! I would definitely recommend!"
Formosa Valley Resort by UNE Homes

Amazing, Brand New 10BD/8BR for Up to 28 Guests

3.0 star property
10.0 out of 10, Exceptional, (5)
"My family and I enjoyed this property so much! It was clean, decorated nicely and comfy. The rooms were spacious and the pool/jacuzzi/grill was an extra nice touch. The hosts were responsive and accommodating. I will definitely book again. "
Amazing, Brand New 10BD/8BR for Up to 28 Guests

Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

10.0 out of 10, Exceptional, (68)
"Very happy with our stay here and hope to return."
Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

Uncover One-of-a-Kind Wonderland! Themed Rooms + Free Pool Heat & Magical Perks!

10.0 out of 10, Exceptional, (108)
"We had such a wonderful stay and can’t wait to come back next year! This house was a dream for all 4 families!"
Uncover One-of-a-Kind Wonderland! Themed Rooms + Free Pool Heat & Magical Perks!

The Grand Village 4BR Pool Home near Disney Parks

The Grand Village 4BR Pool Home near Disney Parks

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

9.4 out of 10, Exceptional, (237)
"We were there for my brother's surprise 60th birthday "
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room

9.8 out of 10, Exceptional, (22)
"This place is everything you want. Easy to find and got everything you need to make your vacation a dream. Close to the parks, places to eat and shop. Uber-eats is also an option. I had a great time! "
Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room

Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater

10.0 out of 10, Exceptional, (47)
"We really enjoyed this home! Plenty of space for us to work and play while here for a convention!!! "
Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater

Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill

9.4 out of 10, Exceptional, (50)
"We had a great stay, the host was responsive and everything was as expected."
Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill

Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney

9.6 out of 10, Exceptional, (107)
"Everything was as pictured! The host was helpful and quick to answer any questions! We loved this house and everything about it. It was beautiful and perfect for our family. "
Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney

Disney Area – Heated Pool/Spa, Outdoor TV, Walk to Resort Amenities

10.0 out of 10, Exceptional, (65)
"We had a wonderful vacation staying at this beautiful home! Everything was exactly as pictured and described. Susan was a wonderful host and was an amazing communicator! "
Disney Area – Heated Pool/Spa, Outdoor TV, Walk to Resort Amenities

Extended Stay Retreat – Private Pool, Spa & Space for Everyone

9.8 out of 10, Exceptional, (60)
"Well maintained with plenty of room. Property manager was very responsive. Pool and Hot Tub were heated as advertised. I would not hesitate to book this property again!"
Extended Stay Retreat – Private Pool, Spa & Space for Everyone

3 Miles to Disney! Themed Home FREE Heated Pool & Spa Theater Grill & 7 Bedrooms

10.0 out of 10, Exceptional, (183)
"Loved staying at this home again!"
3 Miles to Disney! Themed Home FREE Heated Pool & Spa Theater Grill & 7 Bedrooms

Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi

9.4 out of 10, Exceptional, (130)
"Great host, smooth checkin, comfortable and safe neighborhood "
Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi

ChampionsGate, 9 Bed Luxury Spacious Villa, Sleeps 30+2, West Facing Pool & Spa

9.4 out of 10, Exceptional, (146)
"Absolutely one of the best experiences i have had in renting a vacation home. No issues at all. Great location, helpful employees at gate that were always smiling, and everything listed was readily available at the property. 5 star rating!!! "
ChampionsGate, 9 Bed Luxury Spacious Villa, Sleeps 30+2, West Facing Pool & Spa

Luxury 10 Bed w/Pool, Home Theater, & Gameroom!

9.8 out of 10, Exceptional, (9)
"This place met all expectations! "
Luxury 10 Bed w/Pool, Home Theater, & Gameroom!

Great quiet and comfortable, South Central Lakeland location.

9.8 out of 10, Exceptional, (163)
"The property is awesome, great location and very quiet. Will stay there again. "
The price is €94
includes taxes & fees
25 Aug - 26 Aug
Great quiet and comfortable, South Central Lakeland location.

Minutes from Disney! Clean family size Townhouse with a private pool.

9.2 out of 10, Wonderful, (77)
"2 families stayed here and the size of the house was enough for all of us to be together when we want and to have our separate area to decompress after a full day at the park. Communicating with the owner was prompt and very easy. Would definitely stay here again!"
Minutes from Disney! Clean family size Townhouse with a private pool.

🌴 2023 Fabulous 5BD - Tiki Bar | Private Pool | 8 Miles to Disney! 🌴

5.0 out of 10, (2)
"The rental unit was good and as advertised. We had issues with the door lock beeping during our entire stay despite asking to have it fixed, it was very loud. The check in process was difficult and the waiting to get into the community was chaotic, taking over 45 minutes to get through the front gate and register. Communication with the property manager was ok. They were very nice but seemed reactive. I asked to rent the golf cart ahead of our stay but that was never set up. The community...
🌴 2023 Fabulous 5BD - Tiki Bar | Private Pool | 8 Miles to Disney! 🌴
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