Vacation rentals in Highland City

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Top-rated vacation rentals in Highland City

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Guest favorite

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

4.86 out of 5 average rating, 139 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

Guest favorite

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.

Guesthouse in Lakeland

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!

Top guest favorite

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.

Home in Lakeland

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.

Guest favorite

Guesthouse in Lakeland

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.

Guest favorite

Home in Lakeland

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.

Top guest favorite

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

4.95 out of 5 average rating, 237 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

Top guest favorite

Treehouse in St. Cloud

4.96 out of 5 average rating, 982 reviews

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.

Guest favorite

Guest suite in Lakeland

4.84 out of 5 average rating, 281 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!

Top guest favorite

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

4.97 out of 5 average rating, 73 reviews

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.

Guesthouse in Lakeland

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.

Guest favorite

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

4.95 out of 5 average rating, 22 reviews

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.

Guest favorite

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.

Home in Lakeland

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.