Default HTG hotel image

Highland Park Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Highland Park vacation rentals

1. Elita Inn

Elita Inn
3.0 star property
Dundee
7.2 out of 10, Good, (39 reviews)
"Great p"
United States
Gilles
The price is CA $95
CA $106 total
includes taxes & fees
Nov 12 - Nov 13
Elita Inn

2. Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake

Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Lake Wales
8.0 out of 10, Very good, (4 reviews)
"Room was spotless. Private entrance, the shuffleboard table game was fun, coffee and creamer was awesome. Bedding was so soft. You could tell there was construction going on with in the property however there wasn’t any noice and the room was clean clean clean!!! "
United States
Barbara
The price is CA $203
CA $246 total
includes taxes & fees
Nov 8 - Nov 9
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake

3. Deluxe Queen Bed | Dundee

Deluxe Queen Bed | Dundee
Dundee FL
10.0 out of 10, Exceptional, (124 reviews)
"Solid choice for budget travelers like us looking for comfort close to attractions nearby."
United States
Anonymous traveller
The price is CA $97
CA $125 total
includes taxes & fees
Nov 8 - Nov 9
Deluxe Queen Bed | Dundee

4. Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.0 out of 10, Wonderful, (12 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is CA $167
CA $204 total
includes taxes & fees
Nov 8 - Nov 9
Lake View•Gardens•Private Balcony Suite•Legoland

5. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (226 reviews)
"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."
United States
Terri
The price is CA $160
CA $179 total
includes taxes & fees
Nov 8 - Nov 9
Camp Mack Lodge, Marina & RV Resort

6. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
The price is CA $98
CA $197 total
includes taxes & fees
Nov 8 - Nov 9
Lakefront Tiny Cottage 4 Miles to LEGOLAND.

7. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
The price is CA $58
CA $320 total
includes taxes & fees
Nov 12 - Nov 13
BlockHaven near Legoland & Disney

8. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
United States
Jake D.
The price is CA $95
CA $283 total
includes taxes & fees
Nov 8 - Nov 9
The Russell Lake House

9. Dundee | King Bed Non Smoking

Dundee | King Bed Non Smoking
Dundee FL
10.0 out of 10, Exceptional, (122 reviews)
"Comfy beds really helped recharge after busy days at nearby attractions."
United States
Anonymous traveller
The price is CA $97
CA $123 total
includes taxes & fees
Nov 8 - Nov 9
Dundee | King Bed Non Smoking

10. Deluxe King Bed | Dundee

Deluxe King Bed | Dundee
Dundee FL
10.0 out of 10, Exceptional, (93 reviews)
"Fantastic access to nearby attractions!"
United States
Anonymous traveller
The price is CA $97
CA $123 total
includes taxes & fees
Nov 8 - Nov 9
Deluxe King Bed | Dundee

11. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
Dundee
The price is CA $130
CA $475 total
includes taxes & fees
Nov 8 - Nov 9
Modern Dundee Townhome Near Lakes & Legoland!

12. Tiny Paradise

Tiny Paradise
Winter Haven
9.6 out of 10, Exceptional, (17 reviews)
"Check in was easy, this little house had everything we needed! Owner very responsive to needs very quickly through app. We would stay again!"
United States
Cheryl K.
The price is CA $102
CA $159 total
includes taxes & fees
Nov 11 - Nov 12
Tiny Paradise

13. Premium Lake Wales Getaway!

Premium Lake Wales Getaway!
Lake Wales
9.8 out of 10, Exceptional, (6 reviews)
"Jill & Kayla, thank you do mich for the wonderful stay. I look forward visiting again"
United States
Dawn H.
The price is CA $189
CA $428 total
includes taxes & fees
Nov 11 - Nov 12
Premium Lake Wales Getaway!

14. This old Florida feeling getaway is 420 friendly and a great place to just relax

This old Florida feeling getaway is 420 friendly and a great place to just relax
Avon Park
8.0 out of 10, Very good, (4 reviews)
"We were very fascinated by the farm animals and the dogs "
United States
Debi D.
The price is CA $112
CA $222 total
includes taxes & fees
Nov 8 - Nov 9
This old Florida feeling getaway is 420 friendly and a great place to just relax

15. Queen Bed Non Smoking|Dundee

Queen Bed Non Smoking|Dundee
Dundee FL
10.0 out of 10, Exceptional, (89 reviews)
"Slept well here, comfortable beds do wonders after exploring all day long."
United States
Anonymous traveller
The price is CA $97
CA $125 total
includes taxes & fees
Nov 8 - Nov 9
Queen Bed Non Smoking|Dundee

16. Dundee FL | 2 Full Bed

Dundee FL | 2 Full Bed
Dundee FL
10.0 out of 10, Exceptional, (104 reviews)
"We enjoyed relaxing by the pool on our short trip. Clean accommodations were also a big plus!"
United States
Anonymous traveller
The price is CA $110
CA $139 total
includes taxes & fees
Nov 9 - Nov 10
Dundee FL | 2 Full Bed

17. Dundee | 2 Queen Bed Nmsk

Dundee | 2 Queen Bed Nmsk
Dundee FL
10.0 out of 10, Exceptional, (90 reviews)
"Location is close to Legoland, so perfect for families visiting with kids."
United States
Anonymous traveller
The price is CA $110
CA $139 total
includes taxes & fees
Nov 9 - Nov 10
Dundee | 2 Queen Bed Nmsk

18. Stilt House on the Shore at Lake Reedy

Stilt House on the Shore at Lake Reedy
Frostproof
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay. It was perfect for our family. Great spot on the lake. Very quiet and peaceful. Will definitely return in the future. "
United States
Thomas C.
The price is CA $177
CA $383 total
includes taxes & fees
Nov 17 - Nov 18
Stilt House on the Shore at Lake Reedy

19. Lake Front! Spacious Home w/heated pool & kayaks

Lake Front! Spacious Home w/heated pool & kayaks
Lake Wales
10.0 out of 10, Exceptional, (28 reviews)
"It’s a lovely, quiet location "
United States
Kathy M.
The price is CA $233
CA $644 total
includes taxes & fees
Nov 8 - Nov 9
Lake Front! Spacious Home w/heated pool & kayaks

20. View Private Suite near LEGOLAND & Hospital

View Private Suite near LEGOLAND & Hospital
Winter Haven
The price is CA $98
CA $182 total
includes taxes & fees
Nov 8 - Nov 9
View Private Suite near LEGOLAND & Hospital
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Park Hotel Reviews

Find out more about Highland Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Highland Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Disney Family Retreat, 3 Bedroom with Private Pool/Spa and Game Room: Visitors like this Highland Park vacation home rental. It offers an outdoor pool, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Make the most of the hot tub in this rental home to help you unwind.

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 Twin Lakes.

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.