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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.

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Top guest favorite
A spacious bedroom features a king-sized bed with crisp linens, complemented by a stylish accent wall in teal. Two bedside lamps provide soft lighting, while the large windows with plantation shutters allow natural sunlight to filter in. A wooden table is positioned nearby.
Home in Lakeland
5 out of 5 average rating, 15 reviews

Christina Casa - a South Lakeland Getaway

Welcome to Christina Casa, your ultimate vacation retreat! Nestled in a quiet South Lakeland Neighborhood, this charming 3-bedroom has 2 full baths. The fully stocked kitchen invites culinary adventures, while the cozy living room offers a plethora of games and books for endless entertainment. Step outside to the inviting patio area, complete with a grill for delightful outdoor dining experiences. Embrace relaxation and adventure at Christina Casa, where making memories await! Come be our guest!

Guest favorite
Guesthouse in Lakeland
4.95 out of 5 average rating, 195 reviews

Sunshine Studio + Courtyard, Firepit, near downtwn

Your cozy retreat awaits you in Sunshine Studio! It is centrally located in Lakeland, 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
The Tiny House is situated in a serene outdoor setting, featuring a light-blue exterior with a metal roof. A wooden porch with rocking chairs extends at the front, while the surrounding landscape includes lush green grass and landscaping along a gravel path.
Tiny home in Lakeland
4.99 out of 5 average rating, 120 reviews

Charming Tiny House on 5 acres with POOL/ HOT TUB

Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Top guest favorite
A bedroom showcases a leafy green accent wall, complemented by a light wood bed frame. Natural wood flooring adds warmth to the space. The bathroom features a modern vanity with dual sinks and a potted plant, while the outdoor area reveals a pool surrounded by a screened enclosure, illuminated by soft blue lighting.
Guest suite in Lakeland
5 out of 5 average rating, 94 reviews

Casa Planta Cozy Tropical Guest Suite

Casa Planta, is a tropical garden inspired oasis. Your getaway begins with a relaxing, peaceful walk through a lush, hidden tropical garden, surrounded by lots of greenery leading to your private entrance. From walking the grounds with a nice beverage, enjoying dozens of different plant species Florida has to offer, to cooling off by the pool, you can just relax and exist! This 2 bedroom 1 bath suite is attached to the main house but completely blocked off from it and has a private entrance.

Top guest favorite
A bright workspace is showcased with large windows offering views of the lake. Two yellow armchairs sit beside a glass-top table. A desk with a lamp is positioned against the wall, with a potted plant adding a touch of greenery.
Apartment in South Lake Morton Historic District
5 out of 5 average rating, 108 reviews

Romantic Lakefront – Feed Swans – Walkable Dining

Discover SWAN LAKE VACATIONS. Swan elegance meets city charm steps away. Highlights: • Lake Views • Downtown Stroll • King-sized bed • Modern Comfort • Full Kitchen • Semiprivate Patio • Between Tampa & Orlando Why Swan Lake Vacations? • Central Hub • Safety Assurance • Easy drive to beaches and Walt Disney World • Experienced Hosts Escape to Swan Lake Vacations—a place where swans grace the surroundings next to quaint downtown life. Book for a perfect blend of nature and urban comfort!

Top guest favorite
Guesthouse in South Lake Morton Historic District
4.89 out of 5 average rating, 127 reviews

Studio apt in Historic area of Lakeland

This second story studio is on our homes property. It has a Queen bed, bathroom and kitchen. It is nestled in the historic area of Lakeland, one block in from The "Frank Lloyd Wright" designed Florida Southern college, tours are available! Our Cobblestone streets take you to our neighborhood restaurants, the art museum, library, Hollis garden, we are between two lakes-Hollingsworth it has a great walking/running path, and Lake Morton a bird paradise. All within walking distance.

Top guest favorite
Apartment in Lakeland
4.92 out of 5 average rating, 78 reviews

Cozy Apartment Studio by South Lakeland

Nestled about halfway between two of Florida’s major cities, Tampa and Orlando. Lakeland’s laidback atmosphere is complemented by its close proximity to countless metropolitan attractions. Many Lakeland residents enjoy easy commutes, with the Publix corporate headquarters and Florida Polytechnic University situated within city limits. Direct access to I-4, Amtrak, Greyhound buses, and Lakeland Linder International Airport makes commuting and traveling from Lakeland simple.

Guest favorite
A charming single-story home is presented, featuring a light-colored exterior and an expansive front yard. A large tree provides shade against the clear blue sky. The driveway is spacious, leading to a garage with multiple doors.
Home in Lakeland
4.9 out of 5 average rating, 62 reviews

The White House+Pet Friendly+Fenced yard

Pet friendly with fully fenced home! Discover our 3-bedroom, 2-bathroom home in Lakeland, designed for your ultimate relaxation. Unwind in the sunroom or the spacious living area, where comfort is a priority. The fully equipped kitchen and cozy bedrooms ensure a pleasant stay. Enjoy our coffee bar and outdoor BBQ grill, perfect for leisurely mornings and evening gatherings. With nearby amenities for outdoor fun, this retreat perfectly balances convenience and relaxation.

Top guest favorite
The modern kitchen is equipped with sleek white cabinetry and stainless steel appliances. A stylish backsplash adds a contemporary touch. Ample countertop space is available for meal preparation, while tile flooring enhances the overall aesthetic. A trash bin stands discretely in the corner.
Guesthouse in Lakeland
5 out of 5 average rating, 21 reviews

Private and Cozy Suite

Discover your home away from home in this elegant 1-bedroom, 1-bathroom apartment with a fully stocked kitchen! Located just minutes from Walmart (2 min), Southgate Shopping Center (6 min) and Merchants Walk (4 min). Enjoy dining options such as IHOP, Texas Roadhouse, and Chipotle, all within 5 minutes. With nearby universities and attractions like Downtown Lakeland and Sun n' Fun, this is the perfect base for your adventures. Book now for an unforgettable stay!

Top guest favorite
A craftsman style bungalow is depicted, featuring a blue exterior and a welcoming front porch with white railings. Lush greenery surrounds the house, complemented by colorful flowering plants. The structure is set under a bright sky, framed by large trees providing shade and a sense of tranquility.
Bungalow in Dixieland
4.96 out of 5 average rating, 112 reviews

Central Location, Charming Historic Bungalow

Craftsman style bungalow on quiet, cobblestone streets in a beautiful Historic District. Enjoy the neighborhood park, sip a latte at the Hillcrest Coffee Shop, enjoy the birds and wildlife of Lake Hunter or take a short walk to downtown Lakeland with it's many wonderful restaurants, entertainment venues and more beautiful lakes. The RP Funding Center is a 10 minute walk away and the location also provides easy access to I-4 for trips to Tampa or Orlando.

Top guest favorite
The quaint lakefront cottage is framed by large, leafy trees and draped with Spanish moss. A gravel entrance leads to a welcoming porch, featuring large screened windows. Lush greenery surrounds the property, creating a natural, serene setting.
Guesthouse in Lakeland
4.98 out of 5 average rating, 258 reviews

Modern lakeside retreat by SEU and FSC

This 1920’s 1 bedroom 1 bath lakefront historic cottage 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, pedal boat, and fishing poles and tackle are provided for your enjoyment. Come unwind and enjoy the lake views from the hammock and private beach!

Top guest favorite
A spacious bedroom features a large bed dressed in soft pink bedding, complemented by decorative pillows. A bedside table holds a modern lamp, and a full-length mirror reflects the soft ambiance. A wall-mounted television is visible, enhancing the room's functionality.
Guesthouse in Lakeland
5 out of 5 average rating, 50 reviews

An intimate and serene stay

Descansa en esta estancia íntima y serena, perfecta para dos huéspedes. Cuenta con un dormitorio con cama king, baño completo y cocina equipada. El diseño blanco transmite calma y frescura. Disfruta del patio privado con columpio y mesa al aire libre. Comienza el día con café bajo el cielo o relájate por la tarde en el columpio. Ideal para parejas o viajeros solitarios que buscan privacidad y tranquilidad.

Popular amenities for Lakeland Highlands vacation rentals