Photo by Visit Central Florida

Search Villas in Lakeland - Winter Haven

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Villas in Lakeland - Winter Haven

Villa | 4 bedrooms
New 4BR Villa Themed Beds Magic

Villa in Davenport

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is AED 661
AED 1,844 total
includes taxes & fees
24 Nov - 25 Nov
New 4BR Villa Themed Beds Magic
Villa, 4 Bedrooms | 4 bedrooms, iron/ironing board, free WiFi
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

Villa in Highlands Reserve

3.0 star property
8.0 out of 10, Very Good, (1)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
United States
Michele
The price is AED 352
AED 2,032 total
includes taxes & fees
22 Nov - 23 Nov
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Exterior
Completely Renovated 3/2 Close to Disney parks

Villa in Royal Palm Bay

10.0 out of 10, Exceptional, (21)
"A perfect accommodation experience. I would like to come again if possible."
China
??
The price is AED 268
AED 879 total
includes taxes & fees
23 Nov - 24 Nov
Completely Renovated 3/2 Close to Disney parks
A heated pool
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Villa in Trafalgar Village

8.8 out of 10, Excellent, (9)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is AED 411
AED 1,808 total
includes taxes & fees
23 Nov - 24 Nov
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior
Pelican by Migration Travel

Villa in Davenport

10.0 out of 10, Exceptional, (5)
"Everything was excellentGreat experience The house was very cleanBenjamin and Kimberly are great hostsLooking forward to staying there again"
Mexico
Ronit M.
The price is AED 366
AED 1,604 total
includes taxes & fees
14 Dec - 15 Dec
Pelican by Migration Travel
Exterior
Lux 6BRVilla w/ Pool&ResortAmenities -10m to Parks

Villa in Kissimmee

2.5 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again."
United Kingdom
Kris S.
The price is AED 533
AED 2,062 total
includes taxes & fees
23 Nov - 24 Nov
Lux 6BRVilla w/ Pool&ResortAmenities -10m to Parks
Exterior
Windsor Hills Resort/3Bedrm/Private Pool/Near Disney

Villa in Windsor Hills

10.0 out of 10, Exceptional, (22)
"Loved this place clean and welcoming"
United States
Marlene K.
The price is AED 274
AED 1,631 total
includes taxes & fees
24 Nov - 25 Nov
Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
Outdoor pool, a heated pool
Gorgeous VILLA near Disney, Private Heated South Pool

Villa in Sandy Ridge

9.2 out of 10, Wonderful, (9)
"Great place, close to everything, enjoyed the pool, appreciated everything on one floor, the owner checked in on us, which was nice. We would definitely stay here again."
Canada
Bruce P.
The price is AED 413
AED 1,645 total
includes taxes & fees
30 Nov - 1 Dec
Gorgeous VILLA near Disney, Private Heated South Pool
Exterior
Family Retreat @ Resort with Private Pool, 6Bdrm

Villa in Solterra Resort

9.8 out of 10, Exceptional, (17)
"Enjoyed stay"
United States
Diamond K.
Family Retreat @ Resort with Private Pool, 6Bdrm
Exterior
Single Level 5 Bedrm/Pool/SPA/3Miles Disney

Vacation Home in Kissimmee

10.0 out of 10, Exceptional, (3)
"This house worked out really well for our disney trip. The layout was great for young kids. The kids really the themed rooms, pool and games!"
United States
Kari S.
The price is AED 535
AED 2,221 total
includes taxes & fees
14 Dec - 15 Dec
Single Level 5 Bedrm/Pool/SPA/3Miles Disney
Villa, Accessible | 4 bedrooms
Sebastian Pool Villa W Spa

Villa in Clermont

2.0 star property
Sebastian Pool Villa W Spa
Villa, 6 Bedrooms | Property grounds
Perennial Paradise At Solterra Resort 6 Bedroom Condo

Villa in Solterra Resort

3.0 star property
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Exterior
Windsor Hills Resort/3Bedrm/2miles Disney

Villa in Windsor Hills

9.6 out of 10, Exceptional, (19)
"Perfect spot for our family vacation. "
United States
philip s.
The price is AED 337
AED 1,714 total
includes taxes & fees
8 Dec - 9 Dec
Windsor Hills Resort/3Bedrm/2miles Disney
Pool
5BR Heated Pool & Grill w/ Pool Table & Darts!

Villa in Sandy Ridge

10.0 out of 10, Exceptional, (3)
"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"
United States
Stacy C.
The price is AED 492
AED 1,530 total
includes taxes & fees
23 Nov - 24 Nov
5BR Heated Pool & Grill w/ Pool Table & Darts!
Villa | 5 bedrooms
Luxury Modern Decor Best Location Private Pool

Villa in Kissimmee

2.0 star property
The price is AED 747
AED 1,956 total
includes taxes & fees
1 Dec - 2 Dec
Luxury Modern Decor Best Location Private Pool
Pool
2933 Fable Street · Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV

Villa in Kissimmee

10.0 out of 10, Exceptional, (14)
"Great accomodations"
United States
David H.
2933 Fable Street · Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV
Exterior
Close to Disney - shabby chic style villa with private pool!!

Villa in Lake Berkley

9.4 out of 10, Exceptional, (120)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is AED 621
AED 1,502 total
includes taxes & fees
22 Nov - 23 Nov
Close to Disney - shabby chic style villa with private pool!!
Outdoor pool, a heated pool
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

Villa in kissimmee

9.4 out of 10, Exceptional, (77)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is AED 551
AED 1,597 total
includes taxes & fees
1 Dec - 2 Dec
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
Exterior
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Villa in Kissimmee

8.8 out of 10, Excellent, (84)
"The property was nice ,our family needed more mixing bowls, utensils. On the last night the hot tub (spa) quite working we let the owner know.Our family had a great time overall and we will be back againg next year."
United States
Penny B.
The price is AED 760
AED 3,248 total
includes taxes & fees
23 Nov - 24 Nov
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
A heated pool
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Villa in Kissimmee

9.6 out of 10, Exceptional, (135)
"Our family of 5 stayed here (all 18) and it was perfect. Close to Disney which was nice. Pool and jacuzzi were utilized a lot in our short stay. "
United States
Jennifer S.
The price is AED 541
AED 1,571 total
includes taxes & fees
3 Dec - 4 Dec
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lakeland - Winter Haven Hotel Reviews

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"No balcony wish we did! Very clean room and very nice staff."
Peggy 2-night trip
Posted 17 hours ago
Embassy Suites By Hilton Orlando Sunset Walk

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between and per night for villas in Lakeland - Winter Haven. No matter your budget, a fantastic stay is just a few clicks away on Expedia. 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 villas are there in Lakeland - Winter Haven?
Take a look at our villas in Lakeland - Winter Haven and then book your favorite. Whether you're planning a family vacation or jet-setting with friends, Expedia has got you covered.
Why book your villa in Lakeland - Winter Haven with Expedia?
Booking a villa in Lakeland - Winter Haven is as simple as deciding on your travel dates and choosing an option that checks your boxes. Looking for something upscale or budget friendly, or a stay that also offers a pool and free WiFi? Use Expedia's search filters to narrow your results and find your perfect match.
How can I find cheap villas in Lakeland - Winter Haven?
The simplest way to compare cheap villas in Lakeland - Winter Haven is with Expedia's handy filter tool. Narrow your search by star rating, budget and amenities to discover unbeatable bargains in just a click or two.

Explore a world of travel with Expedia