Highland Park Holiday Rentals

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Our top choices for Highland Park holiday rentals

Elita Inn

Elita Inn
3.0 star property
Dundee
10.0 out of 10, Exceptional, (3)
"Have stayed here a few times rooms are clean, beds comfortable and staff is super friendly and helpful. Spend alot of time in hotels and only a few on list of places we come back to regularly this is on that list "
United States
Adrianne
The price is AU$132
includes taxes & fees
14 Jan - 15 Jan 2026
Elita Inn

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
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 AU$222
includes taxes & fees
17 Dec - 18 Dec
This old Florida feeling getaway is 420 friendly and a great place to just relax

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (190)
"We lived our stay and can't wait to come back soon"
United States
Ramona
Camp Mack Lodge, Marina & RV Resort

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (187)
"We have stayed here several times. "
United States
Martha
The price is AU$143
includes taxes & fees
15 Jan - 16 Jan 2026
Lake Ida Beach Resort

Luxury Cottage Near Legoland & Chain of Lakes

Luxury Cottage Near Legoland & Chain of Lakes
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 AU$313
includes taxes & fees
17 Dec - 18 Dec
Luxury Cottage Near Legoland & Chain of Lakes

Private/Spacious 1BR Central Near LegoLand 2 Miles

Private/Spacious 1BR Central Near LegoLand 2 Miles
Winter Haven
9.6 out of 10, Exceptional, (7)
"Location was great. Internet was great. Bed was good. Cleaned and comfortable.."
United States
Maria
The price is AU$262
includes taxes & fees
20 Dec - 21 Dec
Private/Spacious 1BR Central Near LegoLand 2 Miles

The Lake Alfred Citrus Wood Guest Cabin

The Lake Alfred Citrus Wood Guest Cabin
Lake Alfred
9.6 out of 10, Exceptional, (34)
"Great place!"
United States
Michael A.
The price is AU$183
includes taxes & fees
17 Dec - 18 Dec
The Lake Alfred Citrus Wood Guest Cabin

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
2.0 star property
Lake Wales
10.0 out of 10, Exceptional, (2)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is AU$196
includes taxes & fees
17 Dec - 18 Dec
Lake View•Gardens•Private Balcony Suite•Legoland

The Exclusive Tatman Evergreen Suite

The Exclusive Tatman Evergreen Suite
Lake Alfred
10.0 out of 10, Exceptional, (14)
"Cute little place, clean nice"
United States
Steve R.
The price is AU$138
includes taxes & fees
17 Dec - 18 Dec
The Exclusive Tatman Evergreen Suite

Modern Villa

Modern Villa
2.5 star property
Haines City
The price is AU$315
includes taxes & fees
14 Jan - 15 Jan 2026
Modern Villa

Tiny Paradise

Tiny Paradise
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 AU$190
includes taxes & fees
6 Jan - 7 Jan 2026
Tiny Paradise

Resort Villa, Pools Fun and relaxation/w Kingbed

Resort Villa, Pools Fun and relaxation/w Kingbed
Kissimmee
9.2 out of 10, Wonderful, (29)
"This host was very nice, accomodating and responsive. Great communication."
United States
yolanda t.
The price is AU$425
includes taxes & fees
21 Dec - 22 Dec
Resort Villa, Pools Fun and relaxation/w Kingbed

Cozy Lakeside Retreat with Water Views — Peaceful 2BR Top-Floor Cottage

Cozy Lakeside Retreat with Water Views — Peaceful 2BR Top-Floor Cottage
2.0 star property
Lake Wales
The price is AU$442
includes taxes & fees
18 Dec - 19 Dec
Cozy Lakeside Retreat with Water Views — Peaceful 2BR Top-Floor Cottage

⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance

⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance
Winter Haven
10.0 out of 10, Exceptional, (3)
"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 AU$200
includes taxes & fees
17 Dec - 18 Dec
⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance

Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.

Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.
2.0 star property
Lake Alfred
8.2 out of 10, Very good, (17)
"Very nice & peaceful "
United States
Kilean S.
The price is AU$264
includes taxes & fees
17 Dec - 18 Dec
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.

King bd / Modern Home sleeps 8 w/ private backyard

King bd / Modern Home sleeps 8 w/ private backyard
Kissimmee
8.6 out of 10, Excellent, (4)
"Very nice stay and very clean. Beds were super comfortable and the living space was cozy. Our host was accomodating and communicative wnd check in was as smooth as could be. Absolutely worth it."
United States
Jon W.
The price is AU$485
includes taxes & fees
17 Dec - 18 Dec
King bd / Modern Home sleeps 8 w/ private backyard

Modern Comfort, Pet Friendly, 2 King Beds

Modern Comfort, Pet Friendly, 2 King Beds
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"Great welcoming and answered every question I had. Highly recommend this lovely cottage. "
United States
Kristofer G.
The price is AU$393
includes taxes & fees
19 Dec - 20 Dec
Modern Comfort, Pet Friendly, 2 King Beds

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
2.0 star property
Winter Haven
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 AU$412
includes taxes & fees
1 Jan - 2 Jan 2026
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Charming 2-bedroom house in Downtown Lake Wales.

Charming 2-bedroom house in Downtown Lake Wales.
Lake Wales
9.8 out of 10, Exceptional, (9)
"Our stay was enjoyable and close to everything. "
United States
LaShunda M.
The price is AU$227
includes taxes & fees
18 Dec - 19 Dec
Charming 2-bedroom house in Downtown Lake Wales.
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

Find out more about Highland Park

Everything you need to know about Highland Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Park holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Highland Park holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland Park. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland Park holiday rentals we have selected for you start as low as AU$143 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Highland Park rentals

At Expedia, we put the best Highland Park holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Highland Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Park holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Belle and Lake Wailes.

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.