Highland City Vacation Rentals

    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

Vacation Rentals in Highland City

Comfortable Room Rentals Outlets & Kingsky Academy

2.0 star property
8.4 out of 10, Very good, (7)
"Excellent room and outstanding communication from the owners! Will definitely come back here!"
Comfortable Room Rentals Outlets & Kingsky Academy

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (175)
"Good sized cabins. A bit best up but very comfortable. "
The price is CA $111
CA $124 total
includes taxes & fees
Jul 27 - Jul 28
Lake Ida Beach Resort

Heated Pool and Hot tub-near Legoland, Disney, Theme parks

9.8 out of 10, Exceptional, (31)
"A clean, spacious home in a quiet cul-de-sac. The host was very easy to work with and would stay again. "
The price is CA $185
CA $462 total
includes taxes & fees
Jul 28 - Jul 29
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

3 Bedroom Magnolia Farmhouse- Cozy with a Perfect Patio

9.6 out of 10, Exceptional, (14)
"Great location to the baseball fields nearby. The house was spacious and we enjoyed the side porch and the park within walking distance."
3 Bedroom Magnolia Farmhouse- Cozy with a Perfect Patio

3 bedroom 2 bath Ranch with pool

8.2 out of 10, Very good, (71)
"Nice quiet neighborhood with location that allows you to reach many different destinations. Great fit for our stay and competitive price for the area. "
3 bedroom 2 bath Ranch with pool

The Lake Alfred Citrus Wood Guest Cabin

9.6 out of 10, Exceptional, (24)
"The manager was super friendly. Our two little dogs enjoy the extra large fenced in playground. The property was clean and quiet and private."
The price is CA $122
CA $163 total
includes taxes & fees
Jul 29 - Jul 30
The Lake Alfred Citrus Wood Guest Cabin

Relax in Heated Saltwater Pool w/ Screened Lanai

10.0 out of 10, Exceptional, (25)
"Beautiful home We had a fabulous time "
Relax in Heated Saltwater Pool w/ Screened Lanai

Villa Bonita. Southern Dunes 4 star golf course. Disney and Legoland area.

9.6 out of 10, Exceptional, (159)
"The property was very clean and comfortable. Neighborhood was quiet and friendly and the gate attendants were really nice. The owners were very responsive to all of our inquiries!"
Villa Bonita. Southern Dunes 4 star golf course. Disney and Legoland area.

Summer Specials! Pet Friendly, 7 Beds, Family Oasis

10.0 out of 10, Exceptional, (16)
"The house was perfect for our work trip. The neighborhood was a little rough, and a bit of a drive from Lakeland, but everything was what we expected. Would stay again."
The price is CA $198
CA $549 total
includes taxes & fees
Jul 27 - Jul 28
Summer Specials! Pet Friendly, 7 Beds, Family Oasis

Great quiet and comfortable, South Central Lakeland location.

9.8 out of 10, Exceptional, (160)
"The property is awesome, great location and very quiet. Will stay there again. "
The price is CA $104
CA $143 total
includes taxes & fees
Jul 27 - Jul 28
Great quiet and comfortable, South Central Lakeland location.

Family Fun Haven: 3 Bed/2 Bath/6 Mi to Legoland/Pet Friendly!

2.0 star property
9.8 out of 10, Exceptional, (17)
"We had a great stay. Everything was clean and functional. The neighborhood is quiet and safe. Beds were comfortable. Would stay again."
Family Fun Haven: 3 Bed/2 Bath/6 Mi to Legoland/Pet Friendly!

Midway between Disney and the Gulf beaches

10.0 out of 10, Exceptional, (51)
"Nice place to stay on our trip"
The price is CA $135
CA $255 total
includes taxes & fees
Jul 27 - Jul 28
Midway between Disney and the Gulf beaches

Auburndale Vacation Rental w/ Yard & Lake Views

9.6 out of 10, Exceptional, (16)
"Great location for us"
Auburndale Vacation Rental w/ Yard & Lake Views

Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand

8.8 out of 10, Excellent, (99)
"The house was a nice size for our group and had everything needed for a nice and relaxing week away."
Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand

Plant City Home & Guest House w/ Outdoor Pool!

9.0 out of 10, Wonderful, (22)
"Nice property. Needs a little tlc. Spa was not working. Master wallpaper peeling,May not have read description it is a house at a wedding/party venue propertyOverall enjoyable "
Plant City Home & Guest House w/ Outdoor Pool!

Tropical Disney Villa: Internet, pool, golf-view, games room &...a treasure hunt

9.0 out of 10, Wonderful, (94)
" pool waswonderful we used it everyday however the rule of 72 degrees for the AC was way too hot on these Florida afternoons we never did get the DVD or TV to work properly and the pool cues need to be replaced as the ones there are non-usable on the pool table. was right next to Walmart which was nice and food stops were everywhere. easy fixes for the house to upgrade"
Tropical Disney Villa: Internet, pool, golf-view, games room &...a treasure hunt

Vacation Home in Haines City, Fl

9.4 out of 10, Exceptional, (13)
"Perfect location. Extremely well cared for. Great communication with Property Host. Family really enjoyed it."
Vacation Home in Haines City, Fl

Lakefront Lego Land Estate

9.8 out of 10, Exceptional, (27)
"Ryan was a great host and accommodated our every need. I would strongly recommend booking and staying here"
Lakefront Lego Land Estate

Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven

The price is CA $116
CA $198 total
includes taxes & fees
Jul 31 - Aug 1
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven

The Blue House in Historic Downtown Lakeland

10.0 out of 10, Exceptional, (39)
"Clean with all you need for your stay. Host quite responsive. Great location"
The Blue House in Historic Downtown Lakeland
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland City Hotel Reviews

Frequently asked questions

Can I find a vacation rental in Highland City?

Yes, we have vacation rentals where you'll be just 11.5 mi (18.5 km) from LEGOLAND® Florida, offering you a more secluded option if you want a quiet place to stay.

What are some of the best vacation rentals that Highland City has to offer?

Comfortable Room Rentals Outlets & Kingsky Academy: This vacation home rental outside of Highland City comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Highland City?

Explore the area and family-friendly sights such as LEGOLAND® Florida, or get out into nature at a spot like The Circle B Bar Reserve. The Club at Eaglebrooke and Southgate Shopping Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Highland City like?

Vacation rentals are private properties you can book for a long or short time in Highland City. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.