Highland Park Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Highland Park holiday rentals

Interior

Cottage in Avon Park

This old Florida feeling getaway is 420 friendly and a great place to just relax
10.0 out of 10, Exceptional, (2 reviews)
"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$599
HK$1,139 total
includes taxes & fees
22 Mar - 23 Mar
This old Florida feeling getaway is 420 friendly and a great place to just relax
1 bedroom, WiFi, bed sheets

Cabin in Lake Alfred

The Lake Alfred Citrus Wood Guest Cabin
9.6 out of 10, Exceptional, (43 reviews)
"Private and cozy cabin-like stay ! Perfect for a weekend getaway for 2 people. "
United States
Flavio H.
The price is HK$698
HK$938 total
includes taxes & fees
19 Mar - 20 Mar
The Lake Alfred Citrus Wood Guest Cabin
1 bedroom, bed sheets

Apartment in Lake Alfred

THE SIGNATURE ORANGE GROVE SUITE
9.4 out of 10, Exceptional, (13 reviews)
"Friendly host, very accommodating "
Canada
Tina
The price is HK$564
HK$788 total
includes taxes & fees
18 Mar - 19 Mar
THE SIGNATURE ORANGE GROVE SUITE
Marina

Cabin in Lake Wales

Camp Mack Lodge, Marina & RV Resort
3.0 star property
9.0 out of 10, Wonderful, (202 reviews)
"Room was nice and clean. Property fun to walk around. Good food at onsite eatery. "
United States
Mary
The price is HK$781
HK$875 total
includes taxes & fees
24 Mar - 25 Mar
Camp Mack Lodge, Marina & RV Resort
Exterior detail

Apartment in Winter Haven

Tiny Paradise
9.4 out of 10, Exceptional, (9 reviews)
"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$493
HK$972 total
includes taxes & fees
18 Mar - 19 Mar
Tiny Paradise
Outdoor pool, pool umbrellas, pool loungers

Cottage in Winter Haven

Lake Ida Beach Resort
3.0 star property
7.2 out of 10, Good, (190 reviews)
"We have stayed here several times. "
United States
Martha
The price is HK$618
HK$693 total
includes taxes & fees
19 Mar - 20 Mar
Lake Ida Beach Resort
Living area

Holiday Home in Winter Haven

BlockHaven near Legoland & Disney
3.5 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great location. Great communication with host. "
United States
Reid
The price is HK$1,065
HK$2,622 total
includes taxes & fees
22 Mar - 23 Mar
BlockHaven near Legoland & Disney
Outdoor dining

Cottage in Winter Haven

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
8.6 out of 10, Excellent, (4 reviews)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is HK$900
HK$2,112 total
includes taxes & fees
12 Apr - 13 Apr
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Room

Condo in Lake Wales

Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
7.4 out of 10, Good, (3 reviews)
"Had an amazing stay! Property was exactly how it was described- clean, comfortable, very safe. (As a solo woman traveling alone feeling safe always makes a trip easier) The bed and sheets were sooo comfortable! Micki was kind, attentive, incredibly responsive and happily accommodated me, making my entire experience was seamless. I felt right at home, would happily return. 5 Stars is not enough to describe how wonderful Micki is as host!"
United States
Anonymous traveller
The price is HK$879
HK$1,141 total
includes taxes & fees
14 Apr - 15 Apr
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Property grounds

Holiday Home in Lake Alfred

Cozy 1/1 directly on peaceful Lake Alfred with AC, WiFi very secluded.
8.4 out of 10, Very good, (27 reviews)
"Very relaxing & great sunsets. We would definitely stay at this property again."
United States
Mark
The price is HK$528
HK$1,318 total
includes taxes & fees
23 Mar - 24 Mar
Cozy 1/1 directly on peaceful Lake Alfred with AC, WiFi very secluded.
Fridge, microwave, oven, stovetop

Holiday Home in Lake Wales

Charming 2-bedroom house in Downtown Lake Wales.
9.8 out of 10, Exceptional, (13 reviews)
"Clean and comfy, great stay!"
United States
Stanley
The price is HK$900
HK$1,165 total
includes taxes & fees
29 Mar - 30 Mar
Charming 2-bedroom house in Downtown Lake Wales.
WiFi, bed sheets

Condo in Lake Wales

Lake View•Gardens•Private Balcony Suite•Legoland
8.8 out of 10, Excellent, (8 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is HK$725
HK$969 total
includes taxes & fees
7 Apr - 8 Apr
Lake View•Gardens•Private Balcony Suite•Legoland
Fridge, microwave, oven, stovetop

Holiday Home in Avon Park

Charming house with lake. Welcome to a great place with lots of room for fun.
9.4 out of 10, Exceptional, (3 reviews)
"Very nice house plenty of space with beautiful view of the lake. "
United States
John S.
The price is HK$1,289
HK$3,100 total
includes taxes & fees
30 Mar - 31 Mar
Charming house with lake. Welcome to a great place with lots of room for fun.
Fridge, microwave, oven, stovetop

Holiday Home in Winter Haven

Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
9.8 out of 10, Exceptional, (28 reviews)
"Awesome look forward to future stay "
United States
cheryl d.
The price is HK$1,585
HK$3,777 total
includes taxes & fees
22 Mar - 23 Mar
Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
Dining

Holiday Home in Haines City

Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
9.6 out of 10, Exceptional, (14 reviews)
"We had a great time everything was perfect with the house . We will be staying here again "
United States
Roy Y.
The price is HK$789
HK$2,426 total
includes taxes & fees
18 Mar - 19 Mar
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Interior

Cottage in Winter Haven

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"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$1,339
HK$3,431 total
includes taxes & fees
28 Mar - 29 Mar
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Microwave

Apartment in Winter Haven

Cozy 1-Bedroom Retreat Near Downtown & Legoland
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,002
HK$1,367 total
includes taxes & fees
18 Mar - 19 Mar
Cozy 1-Bedroom Retreat Near Downtown & Legoland
Fridge, microwave, oven, stovetop

Holiday Home in Kissimmee

Uniquely Chic home near Disney!
9.2 out of 10, Wonderful, (7 reviews)
"wonderful place. definitely recommend it."
United States
Anthony C.
The price is HK$954
HK$2,447 total
includes taxes & fees
18 Mar - 19 Mar
Uniquely Chic home near Disney!
4 bedrooms, free WiFi, bed sheets

Holiday Home in Winter Haven

Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay in Winter Haven for our family Legoland trip, including our dog!The house was spotless, cozy, and easily accommodated all of us.Close to the park, would definitely stay again."
United States
Oscar G.
The price is HK$1,008
HK$2,592 total
includes taxes & fees
22 Mar - 23 Mar
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
Outdoor dining

Holiday Home in Babson Park

Cozy Retreat Near Crooked Lake with Gym, Games & Deck Views
9.2 out of 10, Wonderful, (10 reviews)
"Perfect for getaway with family dogs!"
United States
Jill E.
Cozy Retreat Near Crooked Lake with Gym, Games & Deck Views
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
"Todo muy limpio, tranquilo, el personal atento. El desayuno muy bueno, lo recomiendo mucho."
Mabel 2-night trip
Posted 2 hours 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?

Modern Villa : This holiday home rental outside of Highland Park offers an outdoor pool, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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 Grand Hotel and Lake Wales Library.

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.