Highland Park Holiday Rentals

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Holiday Rentals in Highland Park

Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
3.0 star property
9.0 out of 10, Wonderful, (161)
"This was the first time I’ve ever did any type of camping in a sense. It was a wonderful experience."
The price is AU$208
includes taxes & fees
6 Nov - 7 Nov
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Lake Ida Beach Resort
3.0 star property
7.6 out of 10, Good, (159)
"The room could use an upgrade but it had everything I needed and I was comfortable staying there. The pool was really clean "
The price is AU$134
includes taxes & fees
6 Nov - 7 Nov
Lake Ida Beach Resort
Calabay Charm - sunny & private, great accommodation & space, south-facing pool/spa
9.6 out of 10, Exceptional, (18)
"Size of the home and set up was perfect for our 10 person family gathering. Management group was very responsive to the issues we identified. Two issues were noticed in the last 24 hours of our stay, so the management group had to opportunity to correct. Trash bins had trash bags from prior guests still in them, so no room for our trash bags. The outdoor grill was filthy, even though guests are asked to clean up after use, due to condition we were unable to use it. "
Calabay Charm - sunny & private, great accommodation & space, south-facing pool/spa
Modern Haines City Home w/ Pool & Lanai!
8.6 out of 10, Excellent, (24)
"Had to evacuate mobile home due to hurricane- this VRBO rental home made us feel safe and it was very clean"
Modern Haines City Home w/ Pool & Lanai!
The Lake Alfred Citrus Wood Guest Cabin
10.0 out of 10, Exceptional, (7)
"The owner was very kind!"
The price is AU$229
includes taxes & fees
6 Nov - 7 Nov
The Lake Alfred Citrus Wood Guest Cabin
Villa Bonita. Southern Dunes 4 golf courses. Disney area!
9.6 out of 10, Exceptional, (145)
"We thoroughly enjoyed our family stay on our trip to Legoland and Orlando attractions. The property was very clean and met our needs perfectly. The pool was the icing on the cake for when kids got back or had some down time. The owner communication was top notch and very friendly and professional. Would stay here again!"
Villa Bonita. Southern Dunes 4 golf courses. Disney area!
Fall Discount! Stay now through November 22 and enjoy 20% off your stay 5 nights or more!
8.4 out of 10, Very good, (33)
"Great ply"
Fall Discount! Stay now through November 22 and enjoy 20% off your stay 5 nights or more!
Lovely bright high ceilings condo
9.4 out of 10, Exceptional, (51)
"Overall out stay was assume. Had a hiccup our first night, but Angela diligently worked the kinks out. And because of us not staying out first night gave us another night. And VRBO refunded out money for our hotel stay."
Lovely bright high ceilings condo
Beautiful home with white sand beach on stunning Crooked Lake
10.0 out of 10, Exceptional, (58)
"It has good beds and great furniture. "
Beautiful home with white sand beach on stunning Crooked Lake
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
8.8 out of 10, Excellent, (70)
"Just an okay stay."
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Cheerful New Construction Home
8.8 out of 10, Excellent, (27)
"11 minutes from Legoland! Super nice beautiful area. The beds were firm and hard I felt Like I was sleeping on the floor but I know every ones bed type is different I like softer bouncy like a cushion. But other than that everything was wonderful! "
The price is AU$679
includes taxes & fees
6 Nov - 7 Nov
Cheerful New Construction Home
Family-Friendly Winter Haven Home w/ Pool!
9.6 out of 10, Exceptional, (8)
"Property was clean. Was perfect for what we needed on a short notice. Definitely recommend staying. "
Family-Friendly Winter Haven Home w/ Pool!
LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
9.2 out of 10, Wonderful, (63)
"no running water upon check in. Had to find someone to help with main water valve. Maintenance said it was not his job it was the owners (we could not get a hold of) still haven’t gotten any word from host. My husband had to find and dig up the main water line to turn it on! Thank god we checked in 30min prior, if it had been after hours I don’t know what we’d have done. I’m 6 months pregnant and we were traveling with a 3 year old. No contact with host at all during the 2 night stay. I ended up...
The price is AU$422
includes taxes & fees
30 Nov - 1 Dec
LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
Glamping in beautiful Bartow central FL
6.0 out of 10, (1)
"It was a camper, fenced inyard, nice little yard, fire pit, chairs, nice decor and nice lights around outside. Fridge and freezer very good. Bed was not comfortable for me. Store and grill there but not easily accessible and it said to bring pots to use. No towels, i missed that part i guess. Due to delays arrived at 3 am plus last night did not stay as not comfortable. 3 day booking should have been 2."
The price is AU$144
includes taxes & fees
8 Nov - 9 Nov
Glamping in beautiful Bartow central FL
Vacation Home in Haines City, Fl
9.4 out of 10, Exceptional, (8)
"There was aunt in the kitchen bad The pool was dirty seemed like the pump wasn’t working properly "
Vacation Home in Haines City, Fl
Luxury 5 BR 4.5 BA Villa - Large Pool Area and Spa, Not Overlooked, Games Room
9.6 out of 10, Exceptional, (103)
"Me and my family enjoyed our stay. House was very nice we really enjoyed the outside pool area. Location was great!"
Luxury 5 BR 4.5 BA Villa - Large Pool Area and Spa, Not Overlooked, Games Room
The ultimate Florida vacation in a tranquil, natural setting
9.0 out of 10, Wonderful, (63)
"This place was exactly what I desired for my family trip to Legoland. The place had a hot tub and multiple pools. The villa was nice, 3 bedrooms, kitchen, fridge, microwave dining room. Pretty much as described. It is in a gated community so the gate is a little of a hassle, but not terrible. It is a drive to either Disney or Legoland, but we did not mind the drive for the value we got. Would stay again. "
The ultimate Florida vacation in a tranquil, natural setting
3 Bed Villa at Southern Dunes golf course
4.4 out of 10, (14)
"The property was not clean and prepared for our arrival which I had to pay extra for to check-in in the am. blown bulbs dead batteries in more than one remote. TV not hooked up. Trash was full. house looked dirty. Pool area riddled with spider webs cigarette butts. Paid for the pool warming, it didn't happen until the afternoon before my morning departure. Worst of all my skin is shedding from the mites in the master bedroom"
3 Bed Villa at Southern Dunes golf course
Winter Haven Abode Near Lakes & Attractions
9.6 out of 10, Exceptional, (18)
"Nice, quiet, clean and comfortable. Would definitely stay again. "
Winter Haven Abode Near Lakes & Attractions
Comfy house private bedroom share bathroom
10.0 out of 10, Exceptional, (4)
"Is very good "
The price is AU$153
includes taxes & fees
14 Nov - 15 Nov
Comfy house private bedroom share bathroom
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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Other types of properties in Highland Park you may be interested in

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
9.4 out of 10, Exceptional, (583)
"Good affordable near Legoland. A lot of convenient restaurants and shops with 15 min drive."
The price is AU$190
includes taxes & fees
10 Nov - 11 Nov
Best Western Plus Winter Haven Inn & Suites 
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Will plan return"
The price is AU$182
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Winter Haven, an IHG Hotel
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, (1000)
"The staff were accommodating and super nice! "
The price is AU$159
includes taxes & fees
1 Dec - 2 Dec
Howard Johnson by Wyndham Winter Haven FL
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.

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?

Calabay Charm - sunny & private, great accommodation & space, south-facing pool/spa: This holiday home rental outside of Highland Park offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 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 Grand Hotel and Crooked Lake.

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.