Lakeland - Winter Haven Vacation Rentals

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Check prices for these dates

Tonight
15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Lakeland - Winter Haven holiday rentals

Property amenity
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

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, (502)
"Everything was great "
United States
Bobby
The price is RM434
RM560 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Lobby
Elita Inn

Elita Inn

Elita Inn
3.0 star property
Dundee
10.0 out of 10, Exceptional, (3)
"Have stayed here a few times rooms are clean, beds comfortable and staff is super friendly and helpful. Spend alot of time in hotels and only a few on list of places we come back to regularly this is on that list "
United States
Adrianne
The price is RM246
RM275 total
includes taxes & fees
16 Dec - 17 Dec
Elita Inn
Interior entrance
Jade Manor

Jade Manor

Jade Manor
2.5 star property
Solterra Resort
10.0 out of 10, Exceptional, (1)
"Amazing "
United States
Nilda
The price is RM246
RM551 total
includes taxes & fees
16 Dec - 17 Dec
Jade Manor
Outdoor pool
The Irlo

The Irlo

The Irlo
3.0 star property
Kissimmee
The price is RM262
RM871 total
includes taxes & fees
16 Dec - 17 Dec
The Irlo
Outdoor pool, pool umbrellas, pool loungers
Barefoot Suites

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1798)
"Barefoot Suites is just an overall an awesome place to stay."
United States
Loretta
Barefoot Suites
Lobby sitting area
The Berkley, Orlando

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2004)
"Recommended amazing stay."
United States
Elf
The price is RM522
RM634 total
includes taxes & fees
16 Dec - 17 Dec
The Berkley, Orlando
Free WiFi
Harmony Haven

Harmony Haven

Harmony Haven
2.5 star property
Kissimmee
The price is RM205
RM512 total
includes taxes & fees
16 Dec - 17 Dec
Harmony Haven
Exterior
voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.4 out of 10, Good, (1002)
"Place was clean, staff great, cozy very nice area swimming pool"
United States
KRYSTLE
The price is RM254
RM381 total
includes taxes & fees
17 Dec - 18 Dec
voco Kissimmee Orlando by IHG
Lobby
Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very good, (3026)
" Clean room and a great staff"
United States
Victor
The price is RM591
RM1,480 total
includes taxes & fees
5 Jan - 6 Jan 2026
Regal Oaks Resort Vacation Townhomes by IDILIQ
Interior
Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
Modern 3 Bed Villa, Newly Renovated, Prime Location
Interior
2BR Dog-friendly w/ Yard, Screened Porch, & Grill

2BR Dog-friendly w/ Yard, Screened Porch, & Grill

2BR Dog-friendly w/ Yard, Screened Porch, & Grill
2.0 star property
Dixieland
2BR Dog-friendly w/ Yard, Screened Porch, & Grill
Lake
Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (190)
"We lived our stay and can't wait to come back soon"
United States
Ramona
Camp Mack Lodge, Marina & RV Resort
Exterior
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3102)
"Great place to stay"
United States
Jose
The price is RM517
RM689 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vacation Village Orlando, Celebration
Interior
Solterra Swanky

Solterra Swanky

Solterra Swanky
3.0 star property
Solterra Resort
Solterra Swanky
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
Marriott's Sabal Palms

Marriott's Sabal Palms

Marriott's Sabal Palms
4.0 star property
Orlando
9.6 out of 10, Exceptional, (205)
"Room was great, staff friendly and grounds are clean. "
United States
DENNIS
The price is RM1,045
RM1,175 total
includes taxes & fees
5 Jan - 6 Jan 2026
Marriott's Sabal Palms
Exterior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1746)
"Great place "
United States
Lauren
The price is RM774
RM1,699 total
includes taxes & fees
16 Dec - 17 Dec
Margaritaville Cottages Orlando by Rentyl
Private kitchen
Davenport Vacation Homes by Shine FM

Davenport Vacation Homes by Shine FM

Davenport Vacation Homes by Shine FM
4.0 star property
Tuscan Hills
8.4 out of 10, Very good, (26)
"it was a great property to stay in!"
United States
Nancy
The price is RM447
RM986 total
includes taxes & fees
8 Jan - 9 Jan 2026
Davenport Vacation Homes by Shine FM
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

Orbit One Vacation Villas

Orbit One Vacation Villas

10/10 Excellent
"Unit we stayed in was excellent- came with a hot tub, "
Minseon 3-night trip
Posted 2 days ago
Orbit One Vacation Villas

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