Highland Park Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Highland Park

Outdoor pool, a heated pool
Disney's attractions while staying at an affordable resort and pet friendly!

Holiday Home in Kissimmee

9.2 out of 10, Wonderful, (70)
"Owner was very responsive place was easy to get in clean everything worked 30 minutes from LEGOLAND but most importantly beds were super comfortable and air was great nice and cold would def recommend ps pool area was beautiful"
United States
Laura H.
The price is HK$342
HK$1,565 total
includes taxes & fees
2 Dec - 3 Dec
Disney's attractions while staying at an affordable resort and pet friendly!
Outdoor pool, pool umbrellas, pool loungers
Lake Ida Beach Resort

Cottage in Winter Haven

3.0 star property
7.4 out of 10, Good, (185)
"This room served my needs well. I enjoyed the full kitchen and bathtub."
United States
Rafael
The price is HK$584
HK$654 total
includes taxes & fees
25 Nov - 26 Nov
Lake Ida Beach Resort
Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Cottage in Winter Haven

3.0 star property
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is HK$1,206
HK$2,921 total
includes taxes & fees
10 Dec - 11 Dec
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Lake
Camp Mack Lodge, Marina & RV Resort

Cabin in Lake Wales

3.0 star property
9.0 out of 10, Wonderful, (189)
"Clean room, staff was polite and courteous. Keep up the good work!"
United States
James
Camp Mack Lodge, Marina & RV Resort
Exterior
The Exclusive Tatman Evergreen Suite

Apartment in Lake Alfred

10.0 out of 10, Exceptional, (14)
"Cute little place, clean nice"
United States
Steve R.
The price is HK$483
HK$697 total
includes taxes & fees
1 Dec - 2 Dec
The Exclusive Tatman Evergreen Suite
Desk, laptop workspace, free WiFi
Elita Inn

Aparthotel in Dundee

3.0 star property
The price is HK$410
HK$460 total
includes taxes & fees
25 Nov - 26 Nov
Elita Inn
1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny Paradise

Apartment in Winter Haven

9.4 out of 10, Exceptional, (8)
"I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay."
United States
SUSAN
The price is HK$490
HK$966 total
includes taxes & fees
25 Nov - 26 Nov
Tiny Paradise
Fridge, microwave, oven, stovetop
Luxury Cottage Near Legoland & Chain of Lakes

Cottage in Lake Hamilton

10.0 out of 10, Exceptional, (6)
"This place is tiny but everything you need for a comfortable stay! Would definitely stay here again."
United States
Dallas C.
The price is HK$778
HK$1,594 total
includes taxes & fees
25 Nov - 26 Nov
Luxury Cottage Near Legoland & Chain of Lakes
Smart TV
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

Apartment in Winter Haven

10.0 out of 10, Exceptional, (2)
"The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!"
United States
Kaitlyn F.
The price is HK$490
HK$705 total
includes taxes & fees
30 Nov - 1 Dec
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
Property grounds
The Unique cozy studio

Apartment in Winter Haven

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
The price is HK$623
HK$1,424 total
includes taxes & fees
25 Nov - 26 Nov
The Unique cozy studio
Property grounds
This old Florida feeling getaway is 420 friendly and a great place to just relax

Cottage in Avon Park

10.0 out of 10, Exceptional, (2)
"We loved our stay at Kellie’s farm, the property is big and has a big pond or little lake at the back, the scenery looks like you’re somewhere in the wild side of Montana and feels like a grizzly bear can come out of the trees at any moment! Haha but it’s very safe, nothing to worry about. The farm has chickens, pigs, a calf, dogs, etc. if you love animals you will love this place for sure! We would definitely come back and we 100% recommend this place."
United States
Steve M.
The price is HK$595
HK$1,132 total
includes taxes & fees
25 Nov - 26 Nov
This old Florida feeling getaway is 420 friendly and a great place to just relax
Pool
Cozy RV Site with Pool, Lakes and Tiki Bar in enchanting Lake Wales

Camping in Lake Wales

1.0 star property
The price is HK$420
HK$888 total
includes taxes & fees
25 Nov - 26 Nov
Cozy RV Site with Pool, Lakes and Tiki Bar in enchanting Lake Wales
TV
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Cottage in Winter Haven

2.0 star property
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is HK$895
HK$2,170 total
includes taxes & fees
30 Nov - 1 Dec
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Property grounds
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.

Holiday Home in Lake Alfred

2.0 star property
8.2 out of 10, Very good, (17)
"Very nice & peaceful "
United States
Kilean S.
The price is HK$560
HK$1,350 total
includes taxes & fees
2 Dec - 3 Dec
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.
Fridge, microwave, oven, stovetop
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.

Holiday Home in Haines City

9.8 out of 10, Exceptional, (10)
"it was great and clean. Will stay again"
United States
parker h.
The price is HK$785
HK$2,435 total
includes taxes & fees
25 Nov - 26 Nov
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Outdoor pool
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Holiday Home in Winter Haven

9.8 out of 10, Exceptional, (38)
"We had a great stay!"
United States
Harper B.
The price is HK$981
HK$2,540 total
includes taxes & fees
30 Nov - 1 Dec
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
WiFi, bed sheets
Lake View•Gardens•Private Balcony Suite•Legoland

Condo in Lake Wales

2.0 star property
The price is HK$628
HK$859 total
includes taxes & fees
1 Dec - 2 Dec
Lake View•Gardens•Private Balcony Suite•Legoland
Fridge, microwave, oven, stovetop
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Holiday Home in Winter Haven

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place very convenient for us. Would stay again"
United States
John G.
The price is HK$973
HK$2,264 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Pool
Luxury and tranquility, just 30 min from Disney!

Holiday Home in Kissimmee

10.0 out of 10, Exceptional, (2)
"This property was very nice Joyce was a great host and very responsive. Thank you, Chris"
United States
Christopher Z.
The price is HK$891
HK$2,499 total
includes taxes & fees
25 Nov - 26 Nov
Luxury and tranquility, just 30 min from Disney!
Exterior
Charming 2-bedroom house with huge yard and firepit in Eagle Lake

Holiday Home in Eagle Lake

2.0 star property
9.6 out of 10, Exceptional, (10)
"The house was perfect for what we needed. We were able to bring our puppy and there was plenty of room for him to run. Would definitely stay again. "
United States
Lisa W.
The price is HK$895
HK$1,526 total
includes taxes & fees
25 Nov - 26 Nov
Charming 2-bedroom house with huge yard and firepit in Eagle Lake
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 Highland Park Hotel Reviews

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

10/10 Excellent
"The rooms were clean which is very important for me. "
Chantal 1-night trip
Posted 4 days ago
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Find out more about Highland Park

Search for holiday rentals in Highland Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland Park using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Highland Park?

Yes, there are holiday rentals where you'll be just 11.9 mi (19.1 km) from LEGOLAND® Florida, offering you a more remote option to escape the hustle and bustle. Highland Park is known for its restaurants.

What are some of the best holiday rentals that Highland Park has to offer?

Our Dream Home: This holiday home rental outside of Highland Park offers an outdoor pool, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Highland Park?

Explore the area and family-friendly sights such as LEGOLAND® Florida, or get out into nature at a spot like Lake Easy. In the wider area, you’ll find Lake Wailes and Grand Hotel.

What’s a holiday rental in Highland Park like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Highland Park. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family getaway.