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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Lakeland - Winter Haven vacation rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,190 reviews)
"Great place, great price. Would definitely stay again."
United States
Ebony
The price is NT$2,045
NT$3,110 total
includes taxes & fees
May 27 - May 28
Vacation Village Orlando, Celebration
6 outdoor pools, free cabanas, pool umbrellas

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, (5,559 reviews)
"Great place to stay!!"
United States
Juan
The price is NT$4,702
NT$5,289 total
includes taxes & fees
Jun 1 - Jun 2
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Lake

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 NT$3,374
NT$3,779 total
includes taxes & fees
May 25 - May 26
Camp Mack Lodge, Marina & RV Resort
Exterior

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
Orlando
9.4 out of 10, Exceptional, (1,517 reviews)
"Great resort!!"
United States
Nathaniel
The price is NT$3,155
NT$4,437 total
includes taxes & fees
May 31 - Jun 1
Hilton Vacation Club Grand Beach Orlando
Property amenity

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, (567 reviews)
The price is NT$3,944
NT$4,983 total
includes taxes & fees
Jun 3 - Jun 4
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,232 reviews)
"Excellent place to stay. Very clean with all the amenities. "
United States
Shari
The price is NT$3,686
NT$4,501 total
includes taxes & fees
May 27 - May 28
The Berkley, Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (304 reviews)
"Clean room would book again, great service"
United States
Alexandra
The price is NT$3,830
NT$4,741 total
includes taxes & fees
May 25 - May 26
Barefoot'n Resort Kissimmee Orlando
Outdoor pool, pool umbrellas, sun loungers

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 NT$2,545
NT$3,512 total
includes taxes & fees
May 25 - May 26
Barefoot Suites
Interior entrance

Family Friendly Davenport Pool Villa

Family Friendly Davenport Pool Villa
4.0 star property
Florida Pines
The price is NT$4,317
NT$16,385 total
includes taxes & fees
May 27 - May 28
Family Friendly Davenport Pool Villa
Deluxe Room, Non Smoking, Pets Not Allowed | Pool | Outdoor pool

King Ensuite Private Bath Shared Home

King Ensuite Private Bath Shared Home
2.0 star property
Solterra Resort
The price is NT$2,209
NT$4,367 total
includes taxes & fees
May 30 - May 31
King Ensuite Private Bath Shared Home
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

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 NT$5,522
NT$6,212 total
includes taxes & fees
Jun 14 - Jun 15
Marriott's Sabal Palms
Exterior

Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"The apartment is very nice, closed to Disney World resort, while in a quiet community."
United States
Joyce
The price is NT$3,282
NT$8,409 total
includes taxes & fees
Jun 1 - Jun 2
Bahama Bay 515 Rum run unit 515
Lounge

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, (3 reviews)
"Would stay again and so should you! "
United States
katie
The price is NT$3,031
NT$7,669 total
includes taxes & fees
May 28 - May 29
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"Great location. Great communication with host. "
United States
Reid
The price is NT$1,207
NT$7,112 total
includes taxes & fees
May 31 - Jun 1
BlockHaven near Legoland & Disney
Exterior

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, (1,979 reviews)
"Great place for families "
United States
Luis
The price is NT$6,910
NT$14,159 total
includes taxes & fees
May 27 - May 28
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Interior

Vista Grande - Resort&spa - 15 Min to Disney!

Vista Grande - Resort&spa - 15 Min to Disney!
3.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (1 review)
"Condo was clean and comfortable, location and amenities were nice. "
United States
Jessica
The price is NT$2,518
NT$10,194 total
includes taxes & fees
May 25 - May 26
Vista Grande - Resort&spa - 15 Min to Disney!
2 outdoor pools, pool umbrellas, sun loungers

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 NT$5,337
NT$6,005 total
includes taxes & fees
May 28 - May 29
Marriott's Royal Palms
Outdoor pool

Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car
2.5 star property
Kissimmee
The price is NT$1,388
NT$6,292 total
includes taxes & fees
May 28 - May 29
Harmony Ensuite Room Shared Home No Car
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Family friendly clean nice staff"
dayami 2-night trip
Posted 7 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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!