Vacation rentals in Highland City

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Highland City

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Lakeland

4.93 out of 5 average rating, 43 reviews

Private Studio Suite

🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

Jul 20 – 27

$80 per night

Guest favorite

Guesthouse in Lakeland

4.96 out of 5 average rating, 141 reviews

Cozy Studio + Secluded Courtyard, SEU, FSC, dwntwn

Enjoy your stay in Lakeland in our cozy, newly remodeled studio! It is centrally located in Lakeland and a short drive from downtown, Florida Southern College (1.4 miles) Southeastern University (1 mile) It comes fully equipped with everything you will need to enjoy a relaxing or adventurous stay! Cook a dinner for two in the cozy modern kitchen! Enjoy a glass of wine in the warm lit courtyard to cap the night! Parking is just a few steps down the pathway through the courtyard from your door!

Oct 4 – 11

$91 per night

Superhost

Apartment in Bartow

4.86 out of 5 average rating, 14 reviews

"Luxury Urban Escape”

Welcome to our apartment, ideally situated near the heart of Bartow, just moments away from downtown Bartow and Lakeland. You'll find yourself surrounded by a variety of dining options, and the convenience of nearby hospitals and banks. For family fun, LEGOLAND Florida is just a short drive, and you'll have easy access to both Orlando and Tampa, with their respective airports within a one-hour drive. Additionally, pharmacies are conveniently close by. Discover comfort, convenience.

Nov 24 – Dec 1

$68 per night

Guest favorite

Farm stay in Lakeland

4.94 out of 5 average rating, 109 reviews

The Barn at Crews Lake Ranch, near Tampa & Disney

Situated on a 240-acre working ranch with a private lake, this 1-bed, 1-bath modern farmhouse sleeps 4 and offers fishing and nature walks! The 725 sq. ft. cottage-style home includes an open floor plan with full kitchen, washer/dryer and two 250 sq. ft. porches, perfect for coffee or a glass of wine. The home boasts a relaxed, cozy atmosphere in a rustic setting. This private ranch estate will create a memorable stay for your Central Florida getaway. Pets welcome for a small fee!

Sep 10 – 17

$102 per night

Guest favorite

Apartment in Auburndale

4.96 out of 5 average rating, 212 reviews

Ariana Place - Tree House Like Lakefront Views

An Upstairs Sumptuous Tree house (like) Apt on Lake Ariana Waterfront. Upper Outside Deck with chairs & table. Quiet and tranquil with Hi-Speed Wifi for Business Travelers, Smart Antenna TV and Incredible Views for Romantic Get-Aways. Located near Disney, Legoland & Busch Gardens in Central Florida. Luxurious Bedding, Full Kitchen with Coffee & Wine Bar. One Complimentary Bottle of Cabernet per Stay. Sorry, No Pets. No Smoking inside Apt but allowed on property. Save 5% monthly

Oct 13 – 20

$77 per night

Guest favorite

Guesthouse in Winter Haven

4.84 out of 5 average rating, 145 reviews

Adorable 1 bedroom Guesthouse near Lego Land

This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

Oct 16 – 23

$75 per night

Guest favorite

Guest suite in Lakeland

4.81 out of 5 average rating, 205 reviews

Cozy Suite in the Heart of Lakeland

This amazing, private suite is located on one of the most desired streets in all of Lakeland, and right near the beautiful Lake Hollingsworth. It is less than a block away from both the lake and Commonground Park. It is located along the I-4 between Tampa (40 min drive) and Orlando/Disney and its attractions (1 hr drive). It has close access to route 98 and the 570 Polk Pkwy and many other attractions, shopping, restaurants, and entertainment. You will love this place!

Jun 13 – 20

$84 per night

Guest favorite

Guesthouse in Lakeland

4.95 out of 5 average rating, 101 reviews

Hidden Emerald-Apartment with Kitchen and Laundry

Your family will be close to everything when you stay at this centrally-located place. Within walking distance to restaurants, major grocery stores, parks, and much more. Midway between the major cities of Orlando and Tampa for the urban seekers. Reserved guest parking, yard sitting area, washer & dryer, work station, and a children-safe environment. This apartment was designed to accommodate all of your needs.

Sep 4 – 11

$81 per night

Guest favorite

Guesthouse in Lakeland

4.98 out of 5 average rating, 212 reviews

Modern lakeside retreat by SEU and FSC

This 1/1 lakefront historic cottage, built in 1920, is separate from the main house with its own entrance, parking, front porch & beach. The queen bed and large couch sleeps 3 adults. Only 1 mile from Southeastern University and 3 miles to Florida Southern College. Kayaks and fishing poles are provided for your enjoyment during your stay. Come unwind and enjoy the lake views from the hammock and private beach!

Jul 29 – Aug 5

$96 per night

Guest favorite

Guest suite in Winter Haven

4.96 out of 5 average rating, 256 reviews

Horse Farm on a Beautiful Lake

Small Thoroughbred Race Horse Farm on a beautiful lake. Fishing available on site. New dock just finished with plenty of benches for fishing, picnicking, or just dreaming. There is a Swimming pool right out your door, horse paddocks and patio overlooking the lake for hanging out or quiet time. Please note price is for studio (sleeps 3 or more with sofa beds)

Nov 26 – Dec 3

$100 per night

Guest favorite

Home in Lakeland

4.9 out of 5 average rating, 41 reviews

Cheerful four bedroom, two bath home newly built.

Bring the whole family to this great place in south Lakeland, with lots of room for fun. Three bedroom plus den and two bath home. Luxurious kitchen, outdoor space with grill, jacuzzi master bath. Smart amenities, comfortable a/c, and ceiling fans. This is the getaway you’ve been looking for. Spacious, quiet. You’ll want to visit again!

Mar 10 – 17

$138 per night