Search Villas in Lakeland - Winter Haven

  • 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

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Lakeland - Winter Haven villas

Interior

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
The price is HK$881
HK$2,645 total
includes taxes & fees
23 Mar - 24 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location
Aerial view

Villa in Kissimmee

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
The price is HK$894
HK$4,397 total
includes taxes & fees
23 Mar - 24 Mar
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
4 bedrooms

Villa in Davenport

New 4BR Villa Themed Beds Magic
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is HK$1,716
HK$4,672 total
includes taxes & fees
24 Mar - 25 Mar
New 4BR Villa Themed Beds Magic
Interior

Villa in Kissimmee

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
The price is HK$1,253
HK$3,638 total
includes taxes & fees
23 Mar - 24 Mar
Emerald Garden - Resort - 15 Min to Disney - Pets
Exterior

Villa in Davenport

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
9.0 out of 10, Wonderful, (67 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is HK$952
HK$6,194 total
includes taxes & fees
23 Mar - 24 Mar
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
5 bedrooms

Villa in Kissimmee

Luxury Modern Decor Best Location Private Pool
2.0 star property
The price is HK$1,742
HK$5,045 total
includes taxes & fees
24 Mar - 25 Mar
Luxury Modern Decor Best Location Private Pool
Interior

Villa in Kissimmee

Magical Disney Getaway- Belle, Potter, & Minions
3.0 star property
The price is HK$1,372
HK$3,681 total
includes taxes & fees
24 Mar - 25 Mar
Magical Disney Getaway- Belle, Potter, & Minions
Pool

Villa in Kissimmee

2933 Fable Street · Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV
10.0 out of 10, Exceptional, (14 reviews)
"Great accomodations"
United States
David H.
The price is HK$2,209
HK$6,674 total
includes taxes & fees
23 Mar - 24 Mar
2933 Fable Street · Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV
Exterior

Villa in Watersong

Amazing Villa with south facing pool and conservation view
9.8 out of 10, Exceptional, (216 reviews)
"The property was very spacious. My family and I were able to get some much needed rest, while enjoying the Thanksgiving holiday. I wish our stay was longer."
United States
Kenya B.
The price is HK$1,480
HK$4,106 total
includes taxes & fees
31 Mar - 1 Apr
Amazing Villa with south facing pool and conservation view
Exterior

Villa in Solterra Resort

West Facing Pool and Spa
8.6 out of 10, Excellent, (85 reviews)
"The communication was great. The space was great for our family, for 14 of us very comfortably, but the house its self is pretty worn down. "
United States
Carla S.
The price is HK$2,669
HK$4,242 total
includes taxes & fees
23 Mar - 24 Mar
West Facing Pool and Spa
Front of property

Villa in Davenport

Champions Gate Oasis, 4BR Vacation Haven
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"This property is amazing to stay when you want to bring the whole family, nice amenities, personal pool and great price! Highly recommend!"
United States
ashley
The price is HK$1,496
HK$3,610 total
includes taxes & fees
29 Mar - 30 Mar
Champions Gate Oasis, 4BR Vacation Haven
Exterior

Villa in Solterra Resort

Perennial Paradise At Solterra Resort 6 Bedroom Condo
3.0 star property
The price is HK$1,111
HK$5,948 total
includes taxes & fees
23 Mar - 24 Mar
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Exterior

Villa in Kissimmee

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
9.8 out of 10, Exceptional, (8 reviews)
"Our stay was great , lose to everything we wanted to do."
United States
Nadine B.
The price is HK$1,232
HK$4,594 total
includes taxes & fees
1 Apr - 2 Apr
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Property grounds

Villa in Watersong

Premium home, pool and spa, with Inclusive Resort Amenities
9.8 out of 10, Exceptional, (11 reviews)
"Stayed here with family close to Easter 2025. House was clean and spacious. Kids loved the swimming pool and various games (video games, ping pong etc…). Would definitely book here again!"
United States
Steven S.
The price is HK$2,976
HK$4,616 total
includes taxes & fees
23 Mar - 24 Mar
Premium home, pool and spa, with Inclusive Resort Amenities
A heated pool

Villa in Kissimmee

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
8.8 out of 10, Excellent, (86 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is HK$1,712
HK$7,694 total
includes taxes & fees
23 Mar - 24 Mar
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Exterior

Villa in Reunion

VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay."
United States
Everick
The price is HK$1,465
HK$4,130 total
includes taxes & fees
20 Apr - 21 Apr
VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
Exterior

Villa in Lake Berkley

Close to Disney - shabby chic style villa with private pool!!
9.4 out of 10, Exceptional, (120 reviews)
"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 HK$1,324
HK$3,235 total
includes taxes & fees
23 Mar - 24 Mar
Close to Disney - shabby chic style villa with private pool!!
Outdoor dining

Villa in Solterra Resort

VedaHive Luxury Villa
3.0 star property
6.8 out of 10, (8 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
The price is HK$300
HK$1,303 total
includes taxes & fees
23 Mar - 24 Mar
VedaHive Luxury Villa
4 bedrooms

Villa in Kissimmee

New and Stylish Home Just 5 Minutes From Disney Parks
2.0 star property
The price is HK$1,650
HK$4,585 total
includes taxes & fees
23 Mar - 24 Mar
New and Stylish Home Just 5 Minutes From Disney Parks
Exterior

Villa in Davenport

Pelican by Migration Travel
10.0 out of 10, Exceptional, (6 reviews)
"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 HK$1,028
HK$3,658 total
includes taxes & fees
13 Apr - 14 Apr
Pelican by Migration Travel
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
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

Westgate Town Center Resort

Westgate Town Center Resort

8/10 Good
"Elevator situation was tough. Staff used them and you would be stuck waiting for elevators for a long time. Guest reserve all the pool seats and no seating. 1 pool you have to pay to use so really only 1 other pool that’s large. Otherwise really nice place. "
Kelly 6-night trip
Posted 1 hour ago
Westgate Town Center Resort

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Villas information

Number of reviews
11
Accommodation
253 Villas
Lowest Price
HK$1,303
Highest Price
HK$10,822

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between HK$1,303 and HK$10,822 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 253 villas in Lakeland - Winter Haven and then book your favourite. Whether you're planning a family holiday 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.
What is there to do near my villa in Lakeland - Winter Haven?
Whether you like food, shopping, history or sightseeing, Lakeland - Winter Haven offers it all, and more! The well-known city of Lakeland has loads of activities and attractions, including Polk Museum of Art, RP Funding Centre and Publix Field at Joker Marchant Stadium. If you're escaping to Winter Haven, Indigo's Family Fun Centre, Chain of Lakes Park and Theatre Winter Haven are worth putting on your itinerary.

Explore a world of travel with Expedia