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Holiday Homes in Lakeland - Winter Haven

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Lakeland - Winter Haven holiday homes

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

1. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (6 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The price is €225
includes taxes & fees
1 Sept - 2 Sept
BlockHaven near Legoland & Disney
A living room with a sofa, a kitchen area with a counter and chairs, and a TV mounted on the wall.

2. RED DOOR HOUSE!

RED DOOR HOUSE!
South Lake Morton
9.6 out of 10, Exceptional, (64 reviews)
"Conveniently located and clean"
United States
Rachel
The price is €228
includes taxes & fees
29 Sept - 30 Sept
RED DOOR HOUSE!
A modern kitchen with grey cabinets, stainless steel appliances, and a window with a metal screen.

3. Charming 2-bedroom house in Downtown Lake Wales.

Charming 2-bedroom house in Downtown Lake Wales.
Lake Wales
10.0 out of 10, Exceptional, (21 reviews)
"Clean and comfy, great stay!"
United States
Stanley
The price is €123
includes taxes & fees
13 Sept - 14 Sept
Charming 2-bedroom house in Downtown Lake Wales.
A modern living room with a grey sofa, a dining area with a round table and chairs, a kitchen with white cabinets, a clock, and a decorative wall piece.

4. Cozy 1 bedroom home in Winter Haven perfect for your getaway.

Cozy 1 bedroom home in Winter Haven perfect for your getaway.
Winter Haven
10.0 out of 10, Exceptional, (4 reviews)
"This is such a cozy 1 bedroom unit and the side yard was such a great bonus amenity."
United States
Christopher V.
The price is €167
includes taxes & fees
31 Aug - 1 Sept
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
A grassy area with a view of the sunset over a body of water, a covered structure, and a palm tree.

5. Cozy 1 Bedroom home on Beautiful Lake Alfred

Cozy 1 Bedroom home on Beautiful Lake Alfred
Lake Alfred
8.6 out of 10, Excellent, (38 reviews)
"We had a great stay "
United States
Kim U.
The price is €174
includes taxes & fees
31 Aug - 1 Sept
Cozy 1 Bedroom home on Beautiful Lake Alfred
A wooden house with a porch, steps, and a fenced area with plants.

6. The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (15 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The Old Haven - An Enduring Piece of Nostalgia
A hotel room with a bed, a sofa, a bedside table, a mirror, and a window with curtains.

7. Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler

Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
Lakeland Highlands
10.0 out of 10, Exceptional, (25 reviews)
"Room was clean and comfortable. Close to lots of stores and restaurants. Would definitely stay here again. "
United States
Melissa R.
The price is €144
includes taxes & fees
31 Aug - 1 Sept
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
An outdoor hot tub area with a pool, surrounded by chairs and a table.

8. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (69 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
Legoland Splash Escape with pool and hot tub!

9. New Haven 5 mi to Legoland & 0.5 mi to dwntwn

New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
The price is €244
includes taxes & fees
4 Sept - 5 Sept
New Haven 5 mi to Legoland & 0.5 mi to dwntwn
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

10. Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (12 reviews)
"Nice house for our stay."
United States
Debi K.
The price is €275
includes taxes & fees
12 Sept - 13 Sept
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
A dining area with a wooden table, four chairs, and a vase with yellow flowers.

11. Charming 2-bedroom house with huge yard and firepit in Eagle Lake

Charming 2-bedroom house with huge yard and firepit in Eagle Lake
Eagle Lake
9.2 out of 10, Wonderful, (17 reviews)
"Good place to stay for the weekend "
United States
Anonymous traveller
Charming 2-bedroom house with huge yard and firepit in Eagle Lake
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

12. Midway between Disney and the Gulf beaches

Midway between Disney and the Gulf beaches
Polk City
9.8 out of 10, Exceptional, (84 reviews)
"Property was close to everything we wanted tod do, easy access, clean and the host was great. "
United States
Herb
Midway between Disney and the Gulf beaches
A dining area with a wooden table set for six, surrounded by chairs, and large windows with blinds.

13. Lake Hunter Cozy Cottage, Sleeps 6, centrally located

Lake Hunter Cozy Cottage, Sleeps 6, centrally located
Lakeland
9.8 out of 10, Exceptional, (30 reviews)
"Really nice home and wonderful host. Would stay here again!"
United States
Brenda E.
The price is €238
includes taxes & fees
30 Sept - 1 Oct
Lake Hunter Cozy Cottage, Sleeps 6, centrally located
An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.

14. Splash Pool Townhome at Festival Resort

Splash Pool Townhome at Festival Resort
3.0 star property
Festival
The price is €296
includes taxes & fees
31 Aug - 1 Sept
Splash Pool Townhome at Festival Resort
A compact kitchen with white cabinets, a stainless steel dishwasher, a refrigerator, and a microwave.

15. 3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724

3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Winter Haven
9.4 out of 10, Exceptional, (68 reviews)
"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."
United States
Dwight
The price is €243
includes taxes & fees
31 Aug - 1 Sept
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
A living room with a high ceiling, a flat-screen TV, two dark sofas, a coffee table, and a patterned rug.

16. Green Roof House!

Green Roof House!
Lake Hollingsworth
10.0 out of 10, Exceptional, (29 reviews)
"Quaint home, close to everything, clean, lots of space, we would definitely stay again"
United States
Melissa C.
Green Roof House!
A covered porch with rustic wooden chairs and a view of a road and water body.

17. Lakefront Retreat on Lake Ariana w/ EV Charger

Lakefront Retreat on Lake Ariana w/ EV Charger
Auburndale
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay. Amazing view and neighborhood."
United States
David G.
Lakefront Retreat on Lake Ariana w/ EV Charger
A modern kitchen with white cabinets, a black stove, and a ceiling fan.

18. Fall Break Specials! 4beds; Perfect For Lake Myrtle Sports!!

Fall Break Specials! 4beds; Perfect For Lake Myrtle Sports!!
Auburndale
9.4 out of 10, Exceptional, (9 reviews)
"Very clean, great location for our activities, communication was excellent."
United States
Doug W.
Fall Break Specials! 4beds; Perfect For Lake Myrtle Sports!!
A living room with two blue sofas, a patterned ottoman, a ceiling fan, and a large abstract painting.

19. Cozy 3br 2ba Winter Haven Getaway Chain of Lakes Downtown

Cozy 3br 2ba Winter Haven Getaway Chain of Lakes Downtown
Winter Haven
10.0 out of 10, Exceptional, (14 reviews)
"The house was really great. It was also very clean, updated, comfortable and very close to great restaurants. Highly recommend this house."
United States
Felix P.
Cozy 3br 2ba Winter Haven Getaway Chain of Lakes Downtown
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

20. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
8.4 out of 10, Very good, (20 reviews)
"Absolutely great location for Legoland. The house had everything my family of 5 needed. Nice and quiet neighborhood. We would stay again! "
United States
Carolyn S.
The price is €177
includes taxes & fees
31 Aug - 1 Sept
Family-Friendly 2BR Near LEGOLAND with Parking
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

8/10 Good
"Our room we’re missing the pot and pan that seems to been pictured so we had to buy our own, and if anything the rooms could use more trash cans especially in the bathrooms"
Mariella 3-night trip
Posted 5 hours ago
The Grove Resort & Water Park Orlando

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Holiday Homes information

Number of reviews
530
Accommodation
1359 Holiday Homes
Lowest Price
€123
Highest Price
€296

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