Highland Park Vacation Rentals

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Vacation Rentals in Highland Park

Property grounds
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
10.0 out of 10, Exceptional, (1)
"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.
$132 nightly
The price is $145
Nov 5 - Nov 6
Total with taxes and fees
This old Florida feeling getaway is 420 friendly and a great place to just relax
Smart TV
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
10.0 out of 10, Exceptional, (2)
"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.
$90 nightly
The price is $98
Nov 4 - Nov 5
Total with taxes and fees
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
Outdoor pool, a heated pool
Disney's attractions while staying at an affordable resort and pet friendly!
Disney's attractions while staying at an affordable resort and pet friendly!
9.2 out of 10, Wonderful, (70)
"I had a great stay with no issues. Rental is just as listed and Randy was very quick to respond with questions!"
United States
Kristen S.
$175 nightly
The price is $193
Dec 3 - Dec 4
Total with taxes and fees
Disney's attractions while staying at an affordable resort and pet friendly!
Property grounds
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
8.2 out of 10, Very Good, (17)
"Very nice & peaceful "
United States
Kilean S.
$157 nightly
The price is $173
Nov 5 - Nov 6
Total with taxes and fees
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.
Lake
Camp Mack Lodge, Marina & RV Resort
Camp Mack Lodge, Marina & RV Resort
3.0 star property
9.0 out of 10, Wonderful, (189)
"Clean room, staff was polite and courteous. Keep up the good work!"
United States
James
$126 nightly
The price is $141
Nov 4 - Nov 5
Total with taxes and fees
Camp Mack Lodge, Marina & RV Resort
1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny Paradise
Tiny Paradise
9.4 out of 10, Exceptional, (8)
"Comfortable stay at this CLEAN studio. Host was great with communication and has thought of every amenity you would need. Highly recommend!"
United States
Ricardo M.
$113 nightly
The price is $124
Nov 4 - Nov 5
Total with taxes and fees
Tiny Paradise
Outdoor pool, pool umbrellas, sun loungers
Lake Ida Beach Resort
Lake Ida Beach Resort
3.0 star property
7.4 out of 10, Good, (184)
"Ac was out of reach, whole area was in total disarray trash etc. we did not stay and should be taken off your list. "
United States
Phil
$75 nightly
The price is $84
Nov 4 - Nov 5
Total with taxes and fees
Lake Ida Beach Resort
Exterior
The Exclusive Tatman Evergreen Suite
The Exclusive Tatman Evergreen Suite
10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay here it was private and there's a nice little fishing pier at the end of the street the host was friendly and accommodating. Would stay again! "
United States
kristyne p.
$82 nightly
The price is $90
Nov 4 - Nov 5
Total with taxes and fees
The Exclusive Tatman Evergreen Suite
Fridge, microwave, oven, stovetop
Luxury Cottage Near Legoland & Chain of Lakes
Luxury Cottage Near Legoland & Chain of Lakes
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay in this cosy cottage. It has everything you need for a stay. Clean and very responsive to any issues. We would definitely recommend."
Germany
Stephanie B.
$188 nightly
The price is $208
Nov 4 - Nov 5
Total with taxes and fees
Luxury Cottage Near Legoland & Chain of Lakes
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors
BlockHaven near Legoland & Disney
BlockHaven near Legoland & Disney
3.5 star property
$215 nightly
The price is $241
Nov 6 - Nov 7
Total with taxes and fees
BlockHaven near Legoland & Disney
TV
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
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay here! The house was well stocked with lots of games, movies, toys. All combined with the piano, foosball table, screened in porch and private backyard gave us plenty to do as a family with all ages. Everything was of very high quality and comfortable. We also really appreciated how responsive, friendly, and accommodating our hosts and their staff were. We will definitely stay here again!"
United States
Deanna N.
$256 nightly
The price is $281
Nov 4 - Nov 5
Total with taxes and fees
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
WiFi, bed sheets
Lake View•Gardens•Private Balcony Suite•Legoland
Lake View•Gardens•Private Balcony Suite•Legoland
2.0 star property
$101 nightly
The price is $110
Nov 30 - Dec 1
Total with taxes and fees
Lake View•Gardens•Private Balcony Suite•Legoland
Property grounds
The Unique cozy studio
The Unique cozy studio
2.0 star property
10.0 out of 10, Exceptional, (1)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
$171 nightly
The price is $184
Nov 4 - Nov 5
Total with taxes and fees
The Unique cozy studio
Exterior
Cozy 2-bedroom condo in a gated community in lovely Poinciana
Cozy 2-bedroom condo in a gated community in lovely Poinciana
$135 nightly
The price is $149
Nov 7 - Nov 8
Total with taxes and fees
Cozy 2-bedroom condo in a gated community in lovely Poinciana
A heated pool
3/2HoMe @ORLANDO/Heated POOL/LAKE view/Golf Course/Near THeMe PaRkS/PET Friendly
3/2HoMe @ORLANDO/Heated POOL/LAKE view/Golf Course/Near THeMe PaRkS/PET Friendly
10.0 out of 10, Exceptional, (1)
"Clean and comfortable place for a few nights of rest while on a work trip. Felt very secure with 24/7 guard at the entrance. Thank you for making the check in and check out process extremely easy!"
United States
Blair G.
$324 nightly
The price is $358
Dec 2 - Dec 3
Total with taxes and fees
3/2HoMe @ORLANDO/Heated POOL/LAKE view/Golf Course/Near THeMe PaRkS/PET Friendly
Living area
Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL
Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL
9.6 out of 10, Exceptional, (7)
"Was very clean and well equipped, well kept (besides missing toilet paper but Walmart was right there so no worries!) "
United States
Amanda K.
$237 nightly
The price is $262
Nov 4 - Nov 5
Total with taxes and fees
Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL
Porch
Modern Villa
Modern Villa
2.5 star property
$215 nightly
The price is $240
Nov 4 - Nov 5
Total with taxes and fees
Modern Villa
Interior
New Modern Studio/Guest House in serene Dundee, Great Location, Smoke-Free
New Modern Studio/Guest House in serene Dundee, Great Location, Smoke-Free
2.0 star property
$106 nightly
The price is $116
Nov 7 - Nov 8
Total with taxes and fees
New Modern Studio/Guest House in serene Dundee, Great Location, Smoke-Free
Living area
The Lake Alfred Citrus Wood Guest Cabin
The Lake Alfred Citrus Wood Guest Cabin
9.6 out of 10, Exceptional, (30)
"Great place!"
United States
Michael A.
$109 nightly
The price is $120
Nov 4 - Nov 5
Total with taxes and fees
The Lake Alfred Citrus Wood Guest Cabin
Fridge, microwave, oven, stovetop
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
9.8 out of 10, Exceptional, (8)
"We loved it here. Wish we cold have stayed more than 1 night"
United States
Craig S.
$286 nightly
The price is $316
Nov 4 - Nov 5
Total with taxes and fees
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
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

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

10/10 Excellent
"clean and convient if you are visiting Legoland"
Yutong 1-night trip
Posted 3 days ago
Courtyard by Marriott Winter Haven

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 $84 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?

Cozy Home by a Golf Course with pool and 20 min from Disney, not party property: 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 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games 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 Blue Lake 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.