Search Private Holiday Homes in Lakeland - Winter Haven

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Lakeland - Winter Haven holiday homes

5 bedrooms
Super Cool- Sleeps 17 Newly Built Near Parks

Super Cool- Sleeps 17 Newly Built Near Parks

Super Cool- Sleeps 17 Newly Built Near Parks
2.0 star property
Kissimmee
Super Cool- Sleeps 17 Newly Built Near Parks
Lobby
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
Terrace/patio
Modern Villa

Modern Villa

Modern Villa
2.5 star property
Haines City
Modern Villa
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
Indoor pool, pool umbrellas, pool loungers
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
5.0 star property
Lindfields
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
Living area
BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
The price is RM411
RM1,209 total
includes taxes & fees
17 Dec - 18 Dec
BlockHaven near Legoland & Disney
Living area
Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse

Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse

Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse
3.0 star property
Loughman
The price is RM583
RM3,240 total
includes taxes & fees
19 Dec - 20 Dec
Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse
Exterior
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
4 bedrooms
Super Liked - 4BD 3 5b 6 Miles To Disney Springs

Super Liked - 4BD 3 5b 6 Miles To Disney Springs

Super Liked - 4BD 3 5b 6 Miles To Disney Springs
2.0 star property
Kissimmee
The price is RM642
RM1,834 total
includes taxes & fees
20 Dec - 21 Dec
Super Liked - 4BD 3 5b 6 Miles To Disney Springs
Private kitchen
FL- 1844 GOBI DR

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
FL- 1844 GOBI DR
Outdoor pool, pool loungers
South Facing W/ Private Pool & Spa

South Facing W/ Private Pool & Spa

South Facing W/ Private Pool & Spa
4.0 star property
Crescent Lakes
South Facing W/ Private Pool & Spa
Pool
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse
3.0 star property
Kissimmee
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse
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

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Private Holiday Homes information

Number of reviews
2,232
Accommodation
71 Private Holiday Homes
Lowest Price
RM634
Highest Price
RM3,240

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