Lakeland - Winter Haven Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lakeland - Winter Haven vacation rentals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,517 reviews)
"Great place to stay!!"
United States
Juan
The price is ¥22,744
¥25,587 total
includes taxes & fees
Jun 17 - Jun 18
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,163 reviews)
"Fanily friendly, great value, great location!"
United States
Marivette
The price is ¥12,140
¥17,750 total
includes taxes & fees
May 25 - May 26
Vacation Village Orlando, Celebration

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (565 reviews)
"Everything about this property is awesome! Clean, spacious, convenient, affordable!! We had a great stay!"
United States
Nina
The price is ¥18,583
¥23,659 total
includes taxes & fees
Jun 1 - Jun 2
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,969 reviews)
"Great place for families "
United States
Luis
The price is ¥33,970
¥70,328 total
includes taxes & fees
May 27 - May 28
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Marriott's Royal Palms

Marriott's Royal Palms
4.0 star property
Orlando
9.4 out of 10, Exceptional, (297 reviews)
"Great location for conference at Marriott world center Orlando "
United States
James
The price is ¥25,254
¥28,410 total
includes taxes & fees
Jun 9 - Jun 10
Marriott's Royal Palms

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
Orlando
9.4 out of 10, Exceptional, (1,514 reviews)
"Great resort!!"
United States
Nathaniel
The price is ¥15,874
¥22,323 total
includes taxes & fees
May 27 - May 28
Hilton Vacation Club Grand Beach Orlando

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (169 reviews)
"The animals are amazing and the location for Animal Kingdom was perfect! The room was clean and comfortable."
United States
Kelly
Disney's Animal Kingdom Villas - Kidani Village

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (300 reviews)
"Very nice clean place to stay"
United States
THOMAS
The price is ¥19,268
¥23,851 total
includes taxes & fees
May 27 - May 28
Barefoot'n Resort Kissimmee Orlando

Disney's Beach Club Villas

Disney's Beach Club Villas
5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveler
Disney's Beach Club Villas

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (208 reviews)
"Camp Mack is a wonderful place to stay!"
United States
Tommy
The price is ¥16,802
¥18,818 total
includes taxes & fees
May 20 - May 21
Camp Mack Lodge, Marina & RV Resort

Marriott's Sabal Palms

Marriott's Sabal Palms
4.0 star property
Orlando
9.6 out of 10, Exceptional, (218 reviews)
"the resort staff was very accommodating and helpful; always so friendly and willing to help."
United States
Vicki
The price is ¥27,780
¥31,253 total
includes taxes & fees
Jun 8 - Jun 9
Marriott's Sabal Palms

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.4 out of 10, Exceptional, (43 reviews)
"The property exceeded our expectations. There was communication with the host and the instructions provided were detailed and easy to navigate for a seamless stay. It was a quiet location close enough to the major parks. We will definitely look to stay here again when we return to Florida. The decor was clean and modern, felt like home away from home. "
United States
Cecilia
The price is ¥34,030
¥82,763 total
includes taxes & fees
May 27 - May 28
Doppio Westside

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Would stay again and so should you! "
United States
katie
The price is ¥15,525
¥38,908 total
includes taxes & fees
May 25 - May 26
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,224 reviews)
"Great place; great staff, easy check in"
United States
Jacquelynn
The price is ¥17,770
¥21,779 total
includes taxes & fees
Jun 4 - Jun 5
The Berkley, Orlando

Marriott's Imperial Palm Villas

Marriott's Imperial Palm Villas
4.0 star property
Orlando
9.2 out of 10, Wonderful, (62 reviews)
"Amazing property definitely worth it "
United States
Yves
The price is ¥44,288
¥49,823 total
includes taxes & fees
Jun 8 - Jun 9
Marriott's Imperial Palm Villas

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,876 reviews)
"Great for families"
United States
Frank
The price is ¥13,191
¥18,110 total
includes taxes & fees
May 26 - May 27
Barefoot Suites

WorldQuest Orlando Resort

WorldQuest Orlando Resort
4.0 star property
Orlando
8.4 out of 10, Very Good, (4,071 reviews)
"The hospitality was remarkable. The front desk attendants Odette and LaKetra were both so pleasant and helpful. My family and I really enjoyed our time on the property. Thank you again team for all you do."
United States
Mya
The price is ¥22,239
¥44,674 total
includes taxes & fees
Jun 5 - Jun 6
WorldQuest Orlando Resort

Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
9.0 out of 10, Wonderful, (75 reviews)
"Cute, tiny spot perfect for a couple to stay in the heart of Lakeland "
United States
Marissa W.
The price is ¥8,577
¥22,567 total
includes taxes & fees
May 20 - May 21
Charming Suite In The Heart Of Lakeland

Family Friendly Davenport Pool Villa

Family Friendly Davenport Pool Villa
4.0 star property
Florida Pines
The price is ¥21,728
¥82,476 total
includes taxes & fees
May 20 - May 21
Family Friendly Davenport Pool Villa

Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (213 reviews)
"Overall a good and clean house with lots of space "
United States
Tyquan
The price is ¥29,161
¥90,285 total
includes taxes & fees
May 20 - May 21
Formosa Valley Resort by UNE Homes
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lakeland - Winter Haven Hotel Reviews

Find out more about Lakeland - Winter Haven

Search for holiday rentals in Lakeland - Winter Haven on Expedia! You can easily find your home rentals, villas, holiday apartments in Lakeland - Winter Haven using one of the methods below:

  • View our selection of featured holiday rentals in Lakeland - Winter Haven
  • Use the map to find apartments and other holiday homes in the Lakeland - Winter Haven neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lakeland - Winter Haven while they last

Look no further and take a look at our great range of rental properties in Lakeland - Winter Haven!