Highland Park Vacation Rentals

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Check prices for these dates

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Highland Park

Outdoor pool, pool umbrellas, sun loungers
Lake Ida Beach Resort

Cottage in Winter Haven

3.0 star property
7.4 out of 10, Good, (185)
"We have stayed here several times. "
United States
Martha
The price is ￥11,635
￥13,031 total
includes taxes & fees
Dec 6 - Dec 7
Lake Ida Beach Resort
Lake
Camp Mack Lodge, Marina & RV Resort

Cabin in Lake Wales

3.0 star property
9.0 out of 10, Wonderful, (190)
"Clean room, staff was polite and courteous. Keep up the good work!"
United States
James
Camp Mack Lodge, Marina & RV Resort
Living area
The Lake Alfred Citrus Wood Guest Cabin

Cabin in Lake Alfred

9.6 out of 10, Exceptional, (33)
"Great place!"
United States
Michael A.
The price is ￥13,818
￥18,579 total
includes taxes & fees
Dec 7 - Dec 8
The Lake Alfred Citrus Wood Guest Cabin
Fridge, microwave, oven, stovetop
Our Dream Home

Vacation Home in Poinciana

9.6 out of 10, Exceptional, (15)
"Excellent stay. Communicated everything perfectly. Definitely recommend! "
United States
Doug C.
Our Dream Home
Desk, laptop workspace, free WiFi
Elita Inn

Aparthotel in Dundee

3.0 star property
The price is ￥8,169
￥9,150 total
includes taxes & fees
Dec 6 - Dec 7
Elita Inn
Interior
Lake Front: Charming 3-bedroom house with WiFi and AC in wonderful Winter Haven

Vacation Home in Winter Haven

9.6 out of 10, Exceptional, (4)
"Nice, peaceful place right on the lake. Would rent it again. "
United States
Erikka H.
Lake Front: Charming 3-bedroom house with WiFi and AC in wonderful Winter Haven
Interior
Modern Lux Villa near Disney-Lego Land

Vacation Home in Haines City

The price is ￥14,888
￥23,250 total
includes taxes & fees
Dec 15 - Dec 16
Modern Lux Villa near Disney-Lego Land
Property grounds
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.

Vacation 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 ￥11,169
￥26,905 total
includes taxes & fees
Dec 6 - Dec 7
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.
Exterior
Cozy 2-bedroom condo in a gated community in lovely Poinciana

Condo in Poinciana

The price is ￥10,083
￥23,083 total
includes taxes & fees
Dec 6 - Dec 7
Cozy 2-bedroom condo in a gated community in lovely Poinciana
Smart TV
Casa De Augustine - Newly renovated 3 bed pool home with FREE POOL HEAT

Villa in Haines City

2.0 star property
9.8 out of 10, Exceptional, (9)
"Lovely house! Everything you need and more is there."
Netherlands
Lottie R.
Casa De Augustine - Newly renovated 3 bed pool home with FREE POOL HEAT
Exterior
Charming 2-bedroom house with huge yard and firepit in Eagle Lake

Vacation Home in Eagle Lake

2.0 star property
9.4 out of 10, Exceptional, (11)
"Great for a relaxing weekend"
United States
Melissa g.
The price is ￥17,834
￥30,395 total
includes taxes & fees
Dec 7 - Dec 8
Charming 2-bedroom house with huge yard and firepit in Eagle Lake
Fridge, microwave, oven, stovetop
Luxury StayComfy at WinterHeaven

Vacation Home in Winter Haven

8.4 out of 10, Very Good, (19)
"It was amazing. The beds felt and slept so good. It was just perfect. "
United States
Linda P.
Luxury StayComfy at WinterHeaven
Fridge, microwave, oven, stovetop
Vacation house in Haines city

Vacation Home in Haines city

9.6 out of 10, Exceptional, (14)
"It was perfect. It felt like home. The kids had fun in the pool"
United States
Theresa T.
Vacation house in Haines city
Outdoor pool
The Russell Lake House

Cottage in Winter Haven

9.4 out of 10, Exceptional, (3)
"Backyard Condo and Shared property lot. Nice veiw, with access to a backyard pool. Parking across the street next to the garbage. "
United States
Zachary
The Russell Lake House
Dining
Cozy Home by a Golf Course with pool and 20 min from Disney, not party property

Vacation Home in Haines City

10.0 out of 10, Exceptional, (9)
"my family and I loved this property, it was our first time renting in the area & we chose the best option, the house was beautiful, super cozy & had everything we needed since we traveled with kids. i definitely recommend staying here if you’re looking for a comfy place that feels like home. "
United States
Janice
Cozy Home by a Golf Course with pool and 20 min from Disney, not party property
Fridge, microwave, oven, stovetop
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*

Cottage in winter have

9.0 out of 10, Wonderful, (35)
"The property was amazing, a very cozy tiny home that was beautifully stocked and furnished. 20/10 would stay again! "
United States
Ezra H.
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
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 ￥17,834
￥41,833 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Microwave, oven, stovetop
3-bedroom campground in charming River Ranch with AC sleeps 8

Camping in Lake Wales

9.0 out of 10, Wonderful, (2)
"Just as advertised! Will be back "
United States
Ryan M.
3-bedroom campground in charming River Ranch with AC sleeps 8
Outdoor pool
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Vacation Home in Winter Haven

9.8 out of 10, Exceptional, (39)
"We had a great stay!"
United States
Harper B.
The price is ￥18,150
￥49,213 total
includes taxes & fees
Dec 9 - Dec 10
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
House (3 Bedrooms) | Interior
Family Home w/ Resort-style Perks in Kissimmee

Cottage in Kissimmee

3.0 star property
Family Home w/ Resort-style Perks in Kissimmee
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
"Room was clean! Excellent room service and free breakfast with lot of different items. My family enjoyed the stay! "
Pratikkumar 3-night trip
Posted 3 days ago
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Find out more about Highland Park

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Frequently asked questions

Are there vacation rentals in Highland Park?

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

What's the top vacation rental in Highland Park?

Our Dream Home: Visitors like this Highland Park vacation home rental. It 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 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 larger area, you’ll find Lake Wailes and Grand Hotel.

What’s a vacation rental in Highland Park like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Highland Park. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.