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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

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)
"Great place"
United States
Bobby
The price is Rp1.546.421
Rp2.031.094 total
includes taxes & fees
19 Dec - 20 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)
"Yes this is an awesome place and especially clen we loved it "
United States
Bryson
The price is Rp1.251.825
Rp1.402.043 total
includes taxes & fees
19 Dec - 20 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 Rp1.001.460
Rp2.243.271 total
includes taxes & fees
19 Dec - 20 Dec
Jade Manor
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, (1004)
"Place was clean, staff great, cozy very nice area swimming pool"
United States
KRYSTLE
The price is Rp1.084.915
Rp1.610.266 total
includes taxes & fees
11 Jan - 12 Jan 2026
voco Kissimmee Orlando by IHG
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, (1747)
"Great place "
United States
Lauren
The price is Rp3.321.509
Rp7.110.738 total
includes taxes & fees
4 Jan - 5 Jan 2026
Margaritaville Cottages Orlando by Rentyl
3 outdoor pools
Disney's Beach Club Villas

Disney's Beach Club Villas

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

The Irlo

The Irlo
3.0 star property
Kissimmee
4.0 out of 10, (1)
"Room wasn't clean, bed had a wet spot in it and someone's hair that wasn't ours. It felt gross and we left and couldn't even stay."
United States
Cody
The price is Rp1.218.443
Rp3.719.674 total
includes taxes & fees
24 Dec - 25 Dec
The Irlo
2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers
The Village Resort Suite and Spa

The Village Resort Suite and Spa

The Village Resort Suite and Spa
2.5 star property
Orlando
The price is Rp1.732.693
Rp7.492.182 total
includes taxes & fees
19 Dec - 20 Dec
The Village Resort Suite and Spa
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
House (2 Bedrooms) | 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
The price is Rp1.636.012
Rp4.578.997 total
includes taxes & fees
21 Dec - 22 Dec
2BR Dog-friendly w/ Yard, Screened Porch, & Grill
Exterior
Modern Villa

Modern Villa

Modern Villa
2.5 star property
Haines City
The price is Rp2.553.723
Rp3.694.720 total
includes taxes & fees
1 Jan - 2 Jan 2026
Modern Villa
50-inch LCD TV with cable channels, TV, DVD player
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, (3028)
" Clean room and a great staff"
United States
Victor
The price is Rp2.407.140
Rp6.028.411 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
Lobby sitting area
The Berkley, Orlando

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2006)
"Recommended amazing stay."
United States
Elf
The price is Rp2.128.485
Rp2.584.022 total
includes taxes & fees
22 Dec - 23 Dec
The Berkley, Orlando
Exterior
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3105)
"Great place to stay"
United States
Jose
The price is Rp1.652.409
Rp2.292.843 total
includes taxes & fees
21 Dec - 22 Dec
Vacation Village Orlando, Celebration
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, (207)
"Room was great, staff friendly and grounds are clean. "
United States
DENNIS
The price is Rp4.256.205
Rp4.788.231 total
includes taxes & fees
7 Jan - 8 Jan 2026
Marriott's Sabal Palms
Terrace/patio
Disney's Animal Kingdom Villas - Kidani Village

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, (166)
"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
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

Margaritaville Resort Orlando

Margaritaville Resort Orlando

10/10 Excellent
"Loved the decor of the king suite overlooking the pool. The balcony was very spacious with 2 lawn chairs and 2 chaise loungers. The room was perfect for my significant other and me. Having a microwave in the room would have been helpful but not a deal breaker. The staff was very friendly and helpful. They did not hesitate to give us an upgrade from the king resort view room when asked."
EVELYN 1-night trip
Posted 1 day ago
Margaritaville Resort Orlando

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