Vacation rentals in Highland City

4.86 out of 5 average rating, 139 reviews

A kitchen area is equipped with a coffee maker and a variety of condiments and packaged items. Shelves showcase a small plant and decorative elements, while a granite countertop offers a clean and functional space for meal preparation.

Guest suite in Lakeland

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

The image reveals an inviting courtyard with a patio table and umbrella, surrounded by greenery. Inside, a modern dining area is visible with a wooden table and sleek black chairs, complemented by tasteful wall art and bright lighting.

4.96 out of 5 average rating, 178 reviews

Sunshine Studio +Private Courtyard, near SEU, FSC

Nestle into this 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) The studio comes fully equipped with everything you need to enjoy a relaxing or adventurous stay! Cook a dinner for two in the well appointed modern kitchen! Enjoy a glass of wine in the warm lit courtyard to cap the night! Private parking is just a few steps down the pathway through the courtyard from your door!

A view from inside the dining area showcases a sliding glass door leading to a wooden deck. Two white chairs and a round table are visible on the patio, surrounded by a lush green yard and distant trees under a clear blue sky.

5 out of 5 average rating, 17 reviews

Tranquility! Cozy and quiet home

Spacious house on a quiet street where you can relax and recharge during your central Florida vacation. Sleeps up to 8 people. Guests have access to a full kitchen, a dining room, a large living room and a patio. Guests can also park up to two cars in the enclosed garage and do laundry in the laundry room. Master bedroom has a king size bed, an en-suite bathroom and a walk-in closet for anything you need to store. bedroom two has a king size bed. bedroom three has one queen and one double bed.

4.89 out of 5 average rating, 173 reviews

Cozy patio level studio In Historic district

This cozy, Patio level studio is on our homes property, it has a KITCHENETTE, WITH LIMITED COOKING. It is nestled in the Historic District of Lakeland and mere steps from Florida Southern a Frank Lloyd Wright designed campus, a tour is recommended! Our cobblestone streets take you to unique neighborhood restaurants. We are walking distance of beautiful downtown Lakeland. We are between two lakes- Lake Hollingsworth, a great 3+ mile walking/running path and Lake Morton which is a bird paradise.

4.86 out of 5 average rating, 28 reviews

Modern Retreat in South Lakeland

Book a fun-filled Florida getaway at this Lakeland vacation rental! This 4-bedroom, 2-bathroom home has all the comforts you'll need to enjoy quality time with your crew, along with a convenient location near Florida Southern College. Venture out and you will find the Frank Lloyd Wright Visitor Center, spend afternoons at the surrounding lakes, and visit Busch Gardens or Walt Disney World! After active days, unwind with a movie night or a home-cooked meal in the well-appointed interior.

4.95 out of 5 average rating, 237 reviews

The image captures a sunset sky adorned with soft hues of purple, pink, and orange. Silhouettes of palm trees and other foliage frame the scene, creating a serene and tranquil atmosphere that complements the natural beauty of the setting.

Apartment in Auburndale

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

4.96 out of 5 average rating, 982 reviews

Treehouse in St. Cloud

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

4.84 out of 5 average rating, 281 reviews

Guest suite in Lakeland

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!

4.97 out of 5 average rating, 73 reviews

A wall-mounted dispenser holds three clear containers labeled for body wash, conditioner, and shampoo. Each container is filled with distinct colors: light blue for body wash, white for conditioner, and light turquoise for shampoo, positioned for easy access in the bathroom.

Apartment in Lakeland

Hidden Sapphire-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, porch sitting area, washer & dryer, work station, and a children-safe environment. This apartment was designed to accommodate all of your needs.

Superhost

A serene indoor pool area features a rock waterfall cascading into the clear water. Lush greenery surrounds the space, and bright light filters through the screened enclosure, creating a refreshing atmosphere.

4.87 out of 5 average rating, 112 reviews

Luxury Cottage on Prestigious Million$ Property

Close to everything. Away from it all. Situated on 5 grassy acres and home to the Lewman family, this pristine south Lakeland home is fully fenced with a gated entry. The Guest House sits detached next to the main house with plenty of shared parking. Enjoy the outside without the worry of traffic. Free Wifi. We pride ourselves in providing a clean and safe home for you to make your own while you are here.

4.95 out of 5 average rating, 22 reviews

A winding gravel path is framed by large, overhanging oak trees draped in Spanish moss. Lush green grass flanks the trail, creating a tranquil setting that invites exploration and connection with nature.

Barn in Lakeland

Pastoral, Private Barn Bungalow in Lakeland, FL

Escape to The Barn Bungalow at Crews Lake! Experience the tranquility of nature with all the comforts of home at this charming 1 bedroom, 1 bath bungalow, nestled on a 240-acre ranch with its own private lake. Perfect for outdoor lovers and those seeking a peaceful retreat, this cozy hideaway sleeps up to 4 guests, offering an ideal Central Florida getaway just between Tampa and Orlando.

A serene screened-in patio offers comfortable seating with plush cushions, overlooking tranquil waters. Large glass windows frame sweeping views of the lake, allowing natural light to fill the space. A dining table can be seen in the distance, providing an inviting spot for meals.

4.95 out of 5 average rating, 133 reviews

Cozy Lake House Retreat - Amazing Views !

Welcome to our lake house retreat in Lakeland, Florida. You can enjoy a peaceful getaway with beautiful sunset views and tranquil waters during the evenings, and still visit major cities such as Orlando and Tampa during the day which are less than an hour away. Minutes from Southeastern University, Florida Southern, Lake Hollingsworth, and other attractions in the Lakeland area.

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Popular amenities for Highland City vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Highland City

An aerial view captures the spacious home with a well-maintained roof and surrounding greenery. A scenic lake borders the property, with trees and open space visible nearby. The outdoor area features landscaping that complements the serene environment.

4.95 out of 5 average rating, 201 reviews

1Lake, king suite, priv bath,by parkway, colleges

CarlosRating, 5 stars4 weeks ago

Kary was very pleasant, helpful and resposive to messages. Room was very pleasant, roomy, and had many amenities. Didnt have time to get in the pool but it was a nice pool. Thank you Kary for allowing me to stay in your home.

4.99 out of 5 average rating, 93 reviews

A welcoming entrance features a decorative wreath and a sign requesting guests to remove shoes. Inside, warm lighting illuminates a cozy living space adorned with a green chair and various shelves, while a modern washer is visible, complementing the home's rustic charm.

Tiny home in Lakeland

Charming Tiny House on 5 acres with POOL/ HOT TUB

PhillipRating, 5 stars1 week ago

Absolutely lovely! We were so comfortable and happy. Fantastic decorating, use of space, attention to detail. Great place.

4.76 out of 5 average rating, 17 reviews

Quiet Guesthouse in S. Lakeland, Fast Wi-Fi.

José LucasRating, 5 stars1 month ago

It was a wonderful stay. Thank you so much.

5 out of 5 average rating, 15 reviews

Private Heated-Pool, 12PPL, Disney, TPA, CentralFL

JessicaRating, 5 stars1 week ago

Our 3 night stay was everything we wanted for in our weekend full of softball games and relaxing. The house was absolutely beautiful, very clean, and always smelled clean even with 3 stinky girls that played softball all weekend. The kids loved the pool, playground and soccer net in the side lot. So much for them to do and a great spot for parents to sit around the back porch to watch them. We felt right at home. The only thing that stunned us was no actual oven but the host was very accommodating for us and we made everything work. Don’t let that stop you from booking this beautiful home. We couldn’t have found a better place to stay for our long weekend.

5 out of 5 average rating, 8 reviews

A coffee maker sits on a light-colored countertop, accompanied by a bag of breakfast blend coffee and a white bowl. The backsplash features gray tiles that enhance the kitchen's modern design.

Apartment in Lakeland

Brisa sur

TaniaRating, 5 stars1 week ago

everything was as expected, thank you!!

Double doors with decorative glass panes, showcasing intricate floral designs, are situated at the entrance to a room. The doors are flanked by light-colored walls, and a patterned area rug is visible on the hardwood floor beneath.

5 out of 5 average rating, 100 reviews

Private Master Suite w/ King Bed + Pool Access

Dawn BurdickRating, 5 stars1 month ago

We loved our first stay at Shae's place so much we came back! This is a wonderful spot to just relax and enjoy the area of Lakeland. We will definitely book here again. The neighborhood is very quiet and a nice place to walk . I appreciate that Shae leaves extra linens and towels and such so we don't have to keep asking for more. She really pays attention to detail here. Highly recommended!

An enclosed outdoor pool area features a sparkling blue pool under a screened structure. Colorful lounge chairs surround the pool, complemented by decorative plants and a fountain. A spacious deck offers a relaxing atmosphere for guests to enjoy time outdoors.

4.95 out of 5 average rating, 211 reviews

Desirable South Lakeland Location.

LillieRating, 5 stars2 weeks ago

We stayed at Chris' place after flying into Lakeland. It was close to the airport and easy to find. We loved the place. It's well decorated and very clean. I stayed there with my mother and two children on the pull-out couch. I'd definitely go back again!

The entrance features steps leading to a porch painted in soft blue tones, surrounded by greenery. Sunlight casts gentle shadows across the walkway. A small seating area with a decorative item is visible to one side, adding to the welcoming ambiance of the space.