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Vacation rentals in Lakeland Highlands

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Top-rated vacation rentals in Lakeland Highlands

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Kissimmee

4.81 out of 5 average rating, 21 reviews

Florida Retreat 3BR Resort Cottage near WDW

RebeccaRating, 5 stars1 week ago
This location was ideal for frequent trips back and forth to ESPN for Cheer Nationals. So much better to prepare healthy foods in your Air BnB kitchen instead of eating Disney Resort food 24/7. Gorgeous place with everything we needed!
Guest favorite

Townhouse in Kissimmee

4.8 out of 5 average rating, 246 reviews

#5708 LakeFront, Two Master, Jacuzzi, Pool, Disney

MaryLouRating, 5 stars2 weeks ago
Townhome is in the perfect location. Close to Publix, restaurants, shops and parks. Very clean home, nicely decorated with a beautiful view of the pond. We even had the pleasure of seeing a family of deer! Pool area has a resort vibe with a clubhouse, restaurant and small arcade. Excellent communication with our hosts. Highly recommend !
Guest favorite

Home in Kissimmee

5 out of 5 average rating, 17 reviews

My Disney Villa

ShawnRating, 5 stars1 month ago
We recently stayed over Christmas at "My Disney Villa" hosted by Vanessa. It was perfect for our family as it was spacious, relaxing, and matched the description from the listing perfectly. The house itself had great themed rooms, game room, and games that the kids loved as well as a pool/hot tub that the adults loved too. The location was very close to the parks and had plenty of stores, places to eat, and things to do close by. The host Vanessa was amazing with her communication prior to arrival, during our stay, and when we were departing. We would highly recommend "My Disney Villa" to anyone coming down to visit the parks or just looking for a nice quiet vacation. Next time we are in Central Florida we will look for availability at this location first.
Guest favorite

Condo in Kissimmee

4.91 out of 5 average rating, 46 reviews

Perfect Kissimmee Kondo with Jacuzzi!

DRating, 5 stars4 weeks ago
We spent a very pleasant week at the property. After a long day of activities, it was great to get into the jacuzzi in the evening. The condo itself is pristine with all the needed amenities, to include a stocked kitchen. Shopping and restaurants are very close. The host is very responsive to any question that may arise. Well done and certainly recommend.
Superhost

Home in Kissimmee

4.89 out of 5 average rating, 53 reviews

Baby Safe w *Indoor PlayGround*

HeatherRating, 5 stars2 months ago
Outstanding stay! They were kind, attentive and even gave us a recommendation to do on our way out of town. My kids LOVED the rooms, it was spacious, and very clean. Definitely would recommend and plan to return.
Superhost

Villa in Thonotosassa

4.88 out of 5 average rating, 89 reviews

Paradise Luxury Resort Lakefront Pool spa Villa

ColtRating, 5 stars6 days ago
Thank you, Tom, for hosting my bachelor weekend at your spacious property. The house comfortably accommodated our large group, and its proximity to downtown Tampa offered the perfect balance between city access and suburban tranquility. We thoroughly enjoyed the well-designed layout, especially the heated jacuzzi and pool. The garage’s ping pong and pool tables provided additional entertainment, making our stay even more enjoyable.
Superhost

Home in Kissimmee

4.69 out of 5 average rating, 16 reviews

Cozy VacationHome - Disney Parks

ShelleyRating, 5 stars4 weeks ago
5 of us stayed in the condo for a birthday trip to Disney. Plenty of space for all of us. It was only about a 15-20 minute drive to all the parks. The kitchen had everything we needed. The beds were super comfortable. I am already planning another stay later this year.
Guest favorite

Home in Kissimmee

5 out of 5 average rating, 18 reviews

Disney Vacations Oasis

SuzanaRating, 5 stars6 days ago
The place was as described and the host was very responsive and respectful. The location is just ok and about 30 minutes from Disney parks. We had a few issues occur during our stay and Javier was super responsive and willing to assist. The lock was not secure and we had someone open the door to our place in the middle of the night. We were terrified for our safety, but Javier did respond the following morning and sent a crew out to fix the lock. We also had someone randomly leave trash on our door step one morning. Again, none of this is hosts fault and he was proactive about everything. I would not stay here again due to the location being so far from everything and lack of kitchen utensils. I would expect more items to be provided (pans, baking sheets, silverware, etc) for a place that sleeps 10 people.
Guest favorite

Villa in Kissimmee

4.81 out of 5 average rating, 63 reviews

Home w/ PVT Pool, Game Room & Resort access 2100

LenieseRating, 5 stars1 month ago
This place was wonderful. It’s was beyond what I expected it to be. My family and I had a great time at this place. Very clean and well maintained. I would recommend this place to anyone and the host was the best with any questions I had.
Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 155 reviews

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

ZhiweiRating, 5 stars1 month ago
We are very happy to stay here and the house condition is the same as what the photo described. We had a great Christmas holiday in here and highly recommended., reasonable prices. Thank you.
Superhost

Apartment in Kissimmee

4.86 out of 5 average rating, 224 reviews

Modern Great Villa near Disney & Parks

YvonneRating, 5 stars4 weeks ago
We enjoyed our stay at Maayan's place. Apartment was well maintained with amenities that made our stay comfortable and relaxing. I appreciated the attention to detail. The bedroom was spacious, comfortable, bathroom was stylish with modern amenities, internet was strong and reliable, the kitchen came with a coffee maker and tea pot. We were visiting Disney parks so this location was ideal.
Superhost

Apartment in Davenport

5 out of 5 average rating, 3 reviews

Bahama Bay Resort * Disney Area

OpalRating, 5 stars6 months ago
The unit was very comfortable for five adults and one child. It was clean and the snacks were a plus for little one. Ray was a great host and didn't hesitate to answer my questions. We did visit the bar on the property for some refreshing beverages. There was a lot to do in driving distance from the property.

Popular amenities for Lakeland Highlands vacation rentals

Stay near Lakeland Highlands's top sights

Walgreens23 locals recommend
Walmart Supercenter14 locals recommend
Family Fun Center9 locals recommend
Sonny's BBQ8 locals recommend
Publix Super Market at Imperial Lakes Plaza7 locals recommend
Tea Largo Beverage Co.5 locals recommend

Other great vacation rentals in Lakeland Highlands

Superhost

Home in Davenport

4.75 out of 5 average rating, 65 reviews

Holiday home

Debra LynneRating, 5 stars2 months ago
Miguel helped us move in quickly after our home was destroyed by Hurricane Milton. He was very responsive to any question or issue.
Guest favorite

Townhouse in Kissimmee

4.94 out of 5 average rating, 115 reviews

Meriggiare! Perfect for Disney Vacation! FREE WiFi

KellyRating, 5 stars1 month ago
My family and I had a lovely time. We had all the amenities we needed, the beds were comfortable and the sound proofing between the upstairs and downstairs is fantastic. The tennis courts near the unit were a bonus!
Guest favorite

Condo in Kissimmee

4.76 out of 5 average rating, 89 reviews

Waterview Condo Close to Disney

JamieRating, 5 stars1 month ago
Wow! Susana is an absolutely amazing host. She is responsive, quick to answer and overall very friendly. The place was just a pictured and described. Absolutely beautiful. My husband and I were camping at Fort Wildnerness for the holidays and rented Susana's place for our family to stay. The condo was only 20 minutes (easy drive) from Fort Wilderness. Our family was impressed and really liked the property. Would definitely try to stay at any of Susana's locations should the occasion arise. Thank you Susana! The Eyrich's
Guest favorite

Home in Davenport

5 out of 5 average rating, 5 reviews

New! Windsor Island Resort with pool by Disney 03

IrynaRating, 5 stars13 months ago
Nice house with good layout of rooms. It is very convenient to come with children as there is a lot of entertainment on the territory of the complex. I also liked the themed design of the rooms. Overall, this is a good house for a large and friendly company.
Guest favorite

Townhouse in Kissimmee

4.94 out of 5 average rating, 185 reviews

Beautiful family home near all attractions.

PatriciaRating, 5 stars4 weeks ago
Great hosting! You've met all of our expectations and needs! Very helpful hosts! My family really enjoyed it
Superhost

Home in Kissimmee

4.68 out of 5 average rating, 22 reviews

Vacation Home with Pool & Spa near Disney

StephanieRating, 5 stars3 months ago
It was very peaceful and a nice house! Thank you
Guest favorite

Home in Kissimmee

5 out of 5 average rating, 7 reviews

Lovely home away from home!

ChristaRating, 5 stars3 weeks ago
Great place. Very kid friendly and the layout was perfect. Not too far from Disney properties also. It worked out very well for our group. Resort was nice too. Property managers were very responsive. Overall I would recommend.
Superhost

Home in Four Corners

4.85 out of 5 average rating, 13 reviews

DisneyVacationHomeLazyRiver9021

DominiqueRating, 5 stars1 month ago
Everything was good. We had no problem at all with the place.

Destinations to explore