Search Vacation Homes in Highland Park

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 1177 Vacation Homes in Highland Park with updated reviews, rates, and availability.

Beautiful home with white sand beach on stunning Crooked Lake

10.0 out of 10, Exceptional, (73)
"Unfortunately we didn’t stay long enough. Rented for 4 nights and was NOT ready to leave. We live on the east coast and had our daughter’s wedding in Lake Wales, so rented the house while we were there. This was probably the most relaxing stay we’ve ever had. The house is spacious, super clean, top notch decor, and the views were absolutely stunning! Unfortunately we didn’t get in until late the first night, but the host kept in touch and let us know it’s a dark area. We couldn’t have been...
Beautiful home with white sand beach on stunning Crooked Lake

Lake Retreat w/Pool & Hot Tub near Bok Tower

10.0 out of 10, Exceptional, (48)
"We have family in Lake Wales and this location allows us to stay close by in comfort. We bring our bikes and ride around the lake with our grandkids on the paved path. We love the pool, which can be heated in colder weather and the hot tub. One of the things that really attracted us is the dining table that seats 8 people - perfect for our family holiday meals. Kristy, the host is very responsive to inquiries. We will be back!"
The price is AED 825
AED 1,970 total
includes taxes & fees
20 May - 21 May
Lake Retreat w/Pool & Hot Tub near Bok Tower

Luxury 5 BR 4.5 BA Villa - Large Pool Area and Spa, Not Overlooked, Games Room

9.6 out of 10, Exceptional, (113)
"We got to this area of Florida annually for spring break, primarily to get away from the grayness of the long Michigan winter. We stayed 7 days at this property and had a great experience. The first several days were very hot (which we loved) but I’d did overload the community power grid and the entire area lost power for about three hours. I informed the property manager and they replied immediately with an estimated time of restoration. This happens at home in the summer so I didn’t find this...
Luxury 5 BR 4.5 BA Villa - Large Pool Area and Spa, Not Overlooked, Games Room

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

2.0 star property
6.8 out of 10, (10)
"In town for my son’s lacrosse game. Very quiet. Great accommodations. View of the lake is outstanding. "
The price is AED 294
AED 670 total
includes taxes & fees
29 Apr - 30 Apr
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.

Discover a fantastic 3BR property near Disney, Universal Studios, and Sea World!

9.0 out of 10, Wonderful, (61)
"Villa was neat & clean. Amenities were as describes. Host was very communicative."
Discover a fantastic 3BR property near Disney, Universal Studios, and Sea World!

Radiant retreat with private pool, on-site golf, board games, AC, & W/D

8.6 out of 10, Excellent, (10)
"Very nice area. Best of all worlds there"
Radiant retreat with private pool, on-site golf, board games, AC, & W/D

Charming 2-bedroom house in Downtown Lake Wales.

10.0 out of 10, Exceptional, (3)
"we stayed for a night passing by but even so it was a really nice accommodation and the area looks beautiful "
The price is AED 422
AED 547 total
includes taxes & fees
28 Apr - 29 Apr
Charming 2-bedroom house in Downtown Lake Wales.

NEW LISTING! Beautiful Lake View Retreat Drivable to Theme Parks

2.0 star property
9.0 out of 10, Wonderful, (4)
"This house was perfect for our stay! Unfortunately, we didn't get to enjoy all of the perks of the house. This house has more space than you can imagine. Very clean, stocked kitchen and plenty of things to stay entertained. "
The price is AED 566
AED 1,985 total
includes taxes & fees
5 May - 6 May
NEW LISTING! Beautiful Lake View Retreat Drivable to Theme Parks

6 Mi to Legoland: Retreat w/ Pool & Fenced Yard

9.6 out of 10, Exceptional, (5)
"It was a great house for our need .. we visited universal for two days and used the house to relax and swim after our fun filled days! "
6 Mi to Legoland: Retreat w/ Pool & Fenced Yard

Uniquely Chic home near Disney!

10.0 out of 10, Exceptional, (3)
"Quickly felt like home. Had everything I needed for our stay. Quiet neighborhood and was easy to find."
The price is AED 436
AED 1,074 total
includes taxes & fees
28 Apr - 29 Apr
Uniquely Chic home near Disney!

4 Mi to Legoland: Newly Built Home in Winter Haven

6.0 out of 10, (2)
"This home is brand new! Very modern and decorated beautifully. This home is maybe 5 minutes away from Legoland and any stores you might need.Our property manager responded to our messages right away and was very kind and professional. He was even able to get us checked in a little early since we were tired from our long drive.The coordinates for the home are a little confusing, but it is only necessary because the home and the community are so brand new that google doesnt know the address...
4 Mi to Legoland: Newly Built Home in Winter Haven

3 BR VILLA. Large pool. Hot tub. 25 min to Disney. 2 King Size Beds, 1 queen

10.0 out of 10, Exceptional, (122)
"We had a great time. Everything was just as advertised. Great host"
3 BR VILLA. Large pool. Hot tub. 25 min to Disney. 2 King Size Beds, 1 queen

"The Cutty Shack" Lake House on Kissimmee River

9.8 out of 10, Exceptional, (55)
"Great location "
"The Cutty Shack" Lake House on Kissimmee River

Family-Friendly Winter Haven Home w/ Pool!

9.6 out of 10, Exceptional, (13)
"This was our annual mission trip to be with our special needs family. This house provided the perfect place for us to rejuvenate every evening. Location was convenient. Praying next year we will not have to contend with so much road construction. "
Family-Friendly Winter Haven Home w/ Pool!

Modern Haines City Home w/ Pool & Lanai!

8.6 out of 10, Excellent, (30)
"This was a great property for my family to stay at. The place was clean and had every thing that we needed. We did have a couple issues during our stay but the property manager went above and beyond to make sure the issues were taken care of quickly so we could enjoy our stay. I would highly recommend this property."
Modern Haines City Home w/ Pool & Lanai!

Lakefront Winter Haven Retreat: Hot Tub & Patio!

9.6 out of 10, Exceptional, (13)
"The house was great! It was plenty spacious and was close enough to the softball fields for the Spring Games. Nothing beats having your own dock especially if you like to fish. Nelson, the property contact, was also super responsive. We needed paper towels and he had them delivered within minutes. The only down fall was after being there for one night, enjoying the fire pit and patio, there was a swarm of bugs that hatched and took over the garage port,entry way and patio grounds. It made...
Lakefront Winter Haven Retreat: Hot Tub & Patio!

4-bedroom pool home in peaceful Southern Dunes Country Club!

8.0 out of 10, Very Good, (7)
"The property was great. Loved it for 3 weeks. Everything looked good and worked and everything was as written on VRBO. Would definitely stay here again."
4-bedroom pool home in peaceful Southern Dunes Country Club!

Large home at Calabay Parc, Haines City, Fl Free WiFi

8.6 out of 10, Excellent, (82)
"Place was just as described Had great time. Automobile traffic in the area was very heavy Sometimes took 10 -20 minutes to travel just a few miles Was the only downside to staying there"
Large home at Calabay Parc, Haines City, Fl Free WiFi

Cheerful 4 Bed, 3 Bath Home with Screened Pool

9.8 out of 10, Exceptional, (13)
"Wonderful property with several beds, all spread out. "
Cheerful 4 Bed, 3 Bath Home with Screened Pool

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

9.6 out of 10, Exceptional, (57)
"Ideal place to stay next to Legoland. Nicely decorated condo."
The price is AED 478
AED 1,031 total
includes taxes & fees
28 Apr - 29 Apr
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
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.
Don't see what you're looking for?
See all available properties in Highland Park
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Highland Park

Camp Mack Lodge, Marina & RV Resort

3.0 star property
9.0 out of 10, Wonderful, (178)
"So peaceful , very friendly staff "
The price is AED 411
AED 460 total
includes taxes & fees
28 Apr - 29 Apr
Camp Mack Lodge, Marina & RV Resort

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (174)
"Very nice stay...2 days. Very comfortable. Recommend. "
The price is AED 262
AED 293 total
includes taxes & fees
28 Apr - 29 Apr
Lake Ida Beach Resort

7 Day Summer Sale! Book Ahead & Save 20%

8.4 out of 10, Very Good, (39)
"Relaxing neighborhood, clean property, but only had 4 forks 4 washclothes for 3 bedroom unit... thin sheets... stained towels"
7 Day Summer Sale! Book Ahead & Save 20%
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.