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Compare 1037 Vacation Homes in Highland Park with updated reviews, rates, and availability.

Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
Front Exterior
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
10.0 out of 10, Exceptional, (8)
"Everything was great today n the inside of the house!"
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
Winter Haven Home w/ Pool Near Legoland!
Winter Haven Vacation Rental | 3BR | 2BA | 1,700 Sq Ft | 2 Steps to Enter
Winter Haven Home w/ Pool Near Legoland!
9.6 out of 10, Exceptional, (4)
"N/A"
Winter Haven Home w/ Pool Near Legoland!
3br/2ba Haven away from home w/master suite, 6 mi. to Legoland & pet-friendly!
Living area
3br/2ba Haven away from home w/master suite, 6 mi. to Legoland & pet-friendly!
2.0 star property
9.4 out of 10, Exceptional, (3)
"Our stay was great. The home was so beautiful, well maintained and very clean. I did not have access codes with me enroute, so I texted Luke. As always, he answered right away, and we were able to access the home with no issues. The backyard shed could use a coat of paint, but sitting outside with a cup of coffee in the morning was so refreshing it was something to ignore. Directions on how to use the tv systems would have been helpful but we made do doing our stay. The location was great and...
3br/2ba Haven away from home w/master suite, 6 mi. to Legoland & pet-friendly!
Beautiful home with white sand beach on stunning Crooked Lake
Welcome to paradise in Central Florida!
Beautiful home with white sand beach on stunning Crooked Lake
10.0 out of 10, Exceptional, (59)
"This place is just the best! The house is set up so nice and comfortable. The beach area is fun and relaxing. It was a return visit for us and we loved it just as much as the first time! We will be back!!! "
Beautiful home with white sand beach on stunning Crooked Lake
Golf Resort Getaway w/ Lanai & Private Pool!
Haines City Vacation Rental | 4BR | 3BA | 1,730 Sq Ft | Step-Free Entry
Golf Resort Getaway w/ Lanai & Private Pool!
9.0 out of 10, Wonderful, (17)
"Nice place. The property manager was very responsive and was great to work with. He resolved the couple of minor issues we had fast. Thanks for letting us stay at your place!"
Golf Resort Getaway w/ Lanai & Private Pool!
Waterfront Winter Haven Home with Dock & Hot Tub!
Winter Haven Vacation Rental | 4BR | 3BA | 2,953 Sq Ft | 1 Step Required
Waterfront Winter Haven Home with Dock & Hot Tub!
10.0 out of 10, Exceptional, (56)
"Or family with young children stayed along with another family with young kids and we had an absolute blast! We loved the layout of the house, the pool, the video games and lots to do in the area. 5 stars!"
Waterfront Winter Haven Home with Dock & Hot Tub!
Lake Front! Spacious Home w/heated pool & kayaks
Beach
Lake Front! Spacious Home w/heated pool & kayaks
10.0 out of 10, Exceptional, (2)
"This home was perfect. My family and I were in town for my wedding celebration in a venue that was only 8 minutes away it was clean and so homie. Thank you for sharing your beautiful property with us."
The price is AED 932
AED 2,115 total
includes taxes & fees
17 Nov - 18 Nov
Lake Front! Spacious Home w/heated pool & kayaks
4-bedroom pool home in peaceful Southern Dunes Country Club!
Pool
4-bedroom pool home in peaceful Southern Dunes Country Club!
4-bedroom pool home in peaceful Southern Dunes Country Club!
Haines City Home w/ Lanai: 15 Mi to Legoland!
Haines City Vacation Rental | 3BR | 2BA | 1,150 Sq Ft | 1 Step Required
Haines City Home w/ Lanai: 15 Mi to Legoland!
2.5 star property
6.0 out of 10, (1)
"I'm very satisfied.They were close to everything"
Haines City Home w/ Lanai: 15 Mi to Legoland!
Modern Haines City Home w/ Pool & Lanai!
Haines City Vacation Rental | 4BR | 4.5BA | 2,537 Sq Ft | Step-Free Access
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!
Cheerful New Construction Home
Exterior
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 AED 661
AED 1,623 total
includes taxes & fees
17 Nov - 18 Nov
Cheerful New Construction Home
Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.
Exterior
Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.
9.8 out of 10, Exceptional, (23)
"So we evacuated from Clearwater beach because of Hurricane Milton. Eli was so communicative and helpful during the whole process. He even offered to let us invite others because of the storm. Great property and well appointed. "
Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.
Vacation Home in Haines City, Fl
Exterior
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
Lakefront Winter Haven Retreat: Hot Tub & Patio!
Winter Haven Vacation Rental | 4BR | 3.5BA | Stairs Required | 3,300 Sq Ft
Lakefront Winter Haven Retreat: Hot Tub & Patio!
9.4 out of 10, Exceptional, (6)
"This was our annual men's trip. It was 12 of us and the house accommodated us well. The grill had propane and everyone had a place to sleep. The host/property manager communicated well. I highly recommend this house if you are in the Tampa, Winter haven area."
Lakefront Winter Haven Retreat: Hot Tub & Patio!
Fishing For a Peaceful Lakefront Getaway
Miscellaneous
Fishing For a Peaceful Lakefront Getaway
9.2 out of 10, Wonderful, (11)
"This home was very clean and fully updated with many amenities and extra supplies of everything you could think of. The back yard opens up right on Lake Rosalie with about 75 feet of direct sandy lake front access along with a dock where you can park your boat. Lake does get shallow at times and we had to get out and walk our boat up since it is just a couple of feet deep for about 100 feet or so out into the lake. There is a great sitting area with fire pit right by the lake and we sat there...
Fishing For a Peaceful Lakefront Getaway
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Living area
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
9.8 out of 10, Exceptional, (18)
"We had a mandatory evacuation from the coast due to Hurricane Helene, so we had to find somewhere else to stay at short notice. Amy was so quick to respond to our request for availability and acces details it made the whole process very easy. "
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Relaxing Retreat Home Central FL
Private pool and patio
Relaxing Retreat Home Central FL
8.0 out of 10, Very Good, (5)
"Missed two days at home due to power outage. Host was very understanding and concerned. Torrential rain brought some very small ants into kitchen area but were not that bad to deal with. "
Relaxing Retreat Home Central FL
Charming 2-bedroom country house with AC, WiFi in Winter Haven
Living area
Charming 2-bedroom country house with AC, WiFi in Winter Haven
2.0 star property
2.0 out of 10, (1)
Charming 2-bedroom country house with AC, WiFi in Winter Haven
Winter Haven Retreat w/ Private Pool!
Winter Haven Vacation Rental | 3BR | 2BA | 1 Step to Enter | 1,936 Sq Ft
Winter Haven Retreat w/ Private Pool!
9.8 out of 10, Exceptional, (6)
"Perfect location for our weekend with friends! "
Winter Haven Retreat w/ Private Pool!
Lakefront, Sunsets, Sandy Beach, Private One Acre, Swim, Fish, Relax!
Terrace/patio
Lakefront, Sunsets, Sandy Beach, Private One Acre, Swim, Fish, Relax!
9.8 out of 10, Exceptional, (74)
"Wonderful stay, the only issue was internet couldnt get the Tv working and my guys needed to watch football game. Text the owner, and she did everything she could, but couldnt get it to work. Even called the company. But otherwise it was nice and enjoyable . Thank you for the use of your home Thank you for the use of your home"
Lakefront, Sunsets, Sandy Beach, Private One Acre, Swim, Fish, Relax!
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 property types in Highland Park

Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Marina
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 AED 448
AED 493 total
includes taxes & fees
17 Nov - 18 Nov
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Lake Ida Beach Resort
Room
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 AED 306
AED 337 total
includes taxes & fees
18 Nov - 19 Nov
Lake Ida Beach Resort
Calabay Charm - sunny & private, great accommodation & space, south-facing pool/spa
Pool
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
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.