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Highland Park Vacation Rentals

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Our top choices for Highland Park vacation rentals

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (211 reviews)
"Camp Mack is a wonderful place to stay!"
United States
Tommy
$113 nightly
The price is $126
Jul 5 - Jul 6
Total with taxes and fees
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, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
$70 nightly
The price is $79
Jul 4 - Jul 5
Total with taxes and fees
Lake Ida Beach Resort

Golf, Dine & Unwind Poolside! Haines City Getaway

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
$374 nightly
The price is $419
Jun 29 - Jun 30
Total with taxes and fees
Golf, Dine & Unwind Poolside! Haines City Getaway

Premium Lake Wales Getaway!

Premium Lake Wales Getaway!
Lake Wales
9.8 out of 10, Exceptional, (6 reviews)
"Lovely condo....close to famous Cherry Pockets!!"
United States
patty h.
$289 nightly
The price is $320
Jul 2 - Jul 3
Total with taxes and fees
Premium Lake Wales Getaway!

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (6 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
$214 nightly
The price is $240
Jun 29 - Jun 30
Total with taxes and fees
BlockHaven near Legoland & Disney

Elita Inn

Elita Inn
3.0 star property
Dundee
7.2 out of 10, Good, (31 reviews)
"Very nice accommadations..friendly staff"
United States
lance
$80 nightly
The price is $90
Jul 27 - Jul 28
Total with taxes and fees
Elita Inn

Charming 2-bedroom house in Downtown Lake Wales.

Charming 2-bedroom house in Downtown Lake Wales.
Lake Wales
9.8 out of 10, Exceptional, (19 reviews)
"Charming is a great adjective for this property! We felt just like a guest in someone’s home. All the little extras were a nice touch. We would definitely stay again if ever in the area. "
United States
Carol
$118 nightly
The price is $130
Jun 29 - Jun 30
Total with taxes and fees
Charming 2-bedroom house in Downtown Lake Wales.

3br Modern home w/hot tub>5min from LEGOLAND

3br Modern home w/hot tub>5min from LEGOLAND
Winter Haven
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Glenn C.
$402 nightly
The price is $445
Jun 29 - Jun 30
Total with taxes and fees
3br Modern home w/hot tub>5min from LEGOLAND

Cozy 2-bedroom & 1bathroom w. mini kitchenette in fantastic Lake Wales with AC

Cozy 2-bedroom & 1bathroom w. mini kitchenette in fantastic Lake Wales with AC
Lake Wales
9.0 out of 10, Wonderful, (2 reviews)
"For the cost , it was exactly what I needed , very hospitable, and any issue you may have gets addressed very fast"
United States
Joseph P.
$217 nightly
The price is $240
Jul 15 - Jul 16
Total with taxes and fees
Cozy 2-bedroom & 1bathroom w. mini kitchenette in fantastic Lake Wales with AC

Southern Dunes Pool Home w Golf Cart Available

Southern Dunes Pool Home w Golf Cart Available
2.0 star property
Haines City
$455 nightly
The price is $510
Jun 29 - Jun 30
Total with taxes and fees
Southern Dunes Pool Home w Golf Cart Available

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.
$132 nightly
The price is $145
Jun 29 - Jun 30
Total with taxes and fees
This old Florida feeling getaway is 420 friendly and a great place to just relax

Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.

Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Haines City
9.8 out of 10, Exceptional, (20 reviews)
"It was very nice.there I love it.I would definitely stay again"
United States
Henry A.
$311 nightly
The price is $344
Jul 5 - Jul 6
Total with taxes and fees
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
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
$360 nightly
The price is $403
Jul 13 - Jul 14
Total with taxes and fees
Hook, Line & Leisure: Lakefront Gem w/ Porch!

Large Family Home, Legoland, Pet Friendly, 7 Beds

Large Family Home, Legoland, Pet Friendly, 7 Beds
Winter Haven
10.0 out of 10, Exceptional, (24 reviews)
"Everything was very nice and comfortable. "
United States
Gary B.
$384 nightly
The price is $425
Jun 29 - Jun 30
Total with taxes and fees
Large Family Home, Legoland, Pet Friendly, 7 Beds

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.2 out of 10, Wonderful, (11 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
$139 nightly
The price is $154
Jun 29 - Jun 30
Total with taxes and fees
Lake View•Gardens•Private Balcony Suite•Legoland

3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724

3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Winter Haven
9.4 out of 10, Exceptional, (67 reviews)
"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."
United States
Dwight
$240 nightly
The price is $265
Jun 29 - Jun 30
Total with taxes and fees
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724

Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events

Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
Winter Haven
9.8 out of 10, Exceptional, (33 reviews)
"The house was great!"
United States
Kristin H.
$428 nightly
The price is $473
Jun 29 - Jun 30
Total with taxes and fees
Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events

Uniquely Chic home near Disney!

Uniquely Chic home near Disney!
Kissimmee
9.2 out of 10, Wonderful, (9 reviews)
"Very nice place. Clean, well equipped, comfortable beds, decent neighborhood and close to a couple nice strip malls.Our host was very punctual in returning messages and very accommodating. Would stay again if ever in the area. "
United States
Mark A.
$311 nightly
The price is $320
Jun 29 - Jun 30
Total with taxes and fees
Uniquely Chic home near Disney!

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
8.8 out of 10, Excellent, (5 reviews)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
United States
Rachel B.
$254 nightly
The price is $279
Jun 29 - Jun 30
Total with taxes and fees
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Cozy 1 Bedroom home on Beautiful Lake Alfred

Cozy 1 Bedroom home on Beautiful Lake Alfred
Lake Alfred
8.6 out of 10, Excellent, (34 reviews)
"We had a great stay "
United States
Kim U.
$176 nightly
The price is $195
Jun 29 - Jun 30
Total with taxes and fees
Cozy 1 Bedroom home on Beautiful Lake Alfred
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland Park vacation 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 low season months. For more hustle and bustle, you may prefer to visit Highland Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highland Park rentals

At Expedia, we put the best Highland Park vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!: Visitors like this Highland Park vacation home rental. It offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Blue Lake and KICCO Wildlife Management Area.

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.