
Vacation rentals in Lakeland Highlands
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Top-rated vacation rentals in Lakeland Highlands
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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!

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!

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.

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.

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!

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.

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.

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.

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!

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.

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!

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
Other great vacation rentals in Lakeland Highlands

Family & Pet-Friendly Stay Near Tigertown

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

Modern 2BR/2BA Near Downtown Lakeland.

South Lakeland 4 Bedroom Pool Home w/ Gameroom

your home your stay

Modern private Guesthouse, mins from SEU

Cumberland Manor- Lovely 1 Bedrm in historic home.

Charming Guesthouse
Destinations to explore
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Raymond James Stadium
- Old Town
- Epcot
- ESPN Wide World of Sports
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Vinoy Park
- Aquatica
- Amalie Arena
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Jannus Live
- Southern Dunes Golf and Country Club




