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Vacation rentals in Lakeland Highlands

Find and book unique accommodations on Airbnb

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 Highlands
5 out of 5 average rating, 32 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!

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, 149 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.

Guest favorite
Home in Lakeland
4.94 out of 5 average rating, 179 reviews

Cute, Historic District Home - GREAT LOCATION

Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!

Top guest favorite
A bright workspace is featured, highlighted by large windows allowing natural light to fill the room. A simple desk is paired with a chair, and a vibrant plant adds a touch of greenery. The tranquil view of Lake Morton is visible through the windows.
Apartment in Lakeland
5 out of 5 average rating, 175 reviews

Top 1% Stay – Cozy Lakefront with Hand-Fed Swans

In the Heart of Lakeland, FL... on the Banks of Lake Morton! Nestled between the Historic District and beautiful South Lake Morton Historic District... (or as we like to call it, "Swan Lake") this property is located in easy walking distance to: Restaurants & Shopping Lakeland Public Library The Polk Museum of Art Historic Downtown Lakeland Lake Hollingsworth Florida Southern College Lake Mirror Hollis Gardens AND of course... Lake Morton Take it easy at this unique and tranquil getaway.

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, 114 reviews

CasaPlanta Cozy Tropical Guest Suite plantsinrehab

Casa Planta is a garden-inspired oasis where nature & relaxation meet. Our tropical landscape is currently in a seasonal restoration phase due to extreme winter freezes, w/ an evolving garden setting. Recovering plants won't be pruned until April. Enjoy a peaceful walk to your private entrance & unwind poolside in your 2BR/1BA suite. The pool and interior remain exactly as pictured—private, comfy, & serene. The guest suite is attached to the main house but completely blocked off from it.

Top guest favorite
A modern kitchen is showcased with white cabinetry and stainless-steel appliances. A central island features bar stools, and a decorative bowl adds color. Natural light filters through a window above the sink, highlighting the granite countertops and tiled backsplash.
Home in Lakeland
4.99 out of 5 average rating, 84 reviews

Pets Welcome. Cozy Sail Away Retreat!

This little oasis is rejuvenating to our guests! It's located just 2 miles from Lake Hollingsworth & Florida Southern College. The property is centrally located, so you're just minutes away from places such as Lakeside Village, RP Funding Center, Bonnett Springs Park, & just a mile from Polk Pkwy where you can easily get to Tampa, Florida beaches, Orlando, Disney, or Legoland. May you embrace the tranquility of our home as you create cherished memories in Lakeland!

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
4.99 out of 5 average rating, 88 reviews

Intimate and peaceful 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.

Guest favorite
A spacious living area features a sectional sofa with an ottoman and two accent chairs, set on a soft, light rug. A ceiling fan provides cooling, while natural light filters through a large window dressed with sheer curtains. A small side table with a lamp complements the decor.
Home in Lakeland
4.84 out of 5 average rating, 122 reviews

Heart of South Lakeland in adorable neighborhood!

In the heart of South Lakeland, in one of the most sought out locations. Easy access to a variety of restaurants, shopping and minutes away from the Polk Parkway and South Florida Ave. Whether your destination is here in Lakeland, to the beach, or off to see Mickey, our goal is to make you feel at home! The home features a newly remodeled kitchen, a smart tv, memory foam mattresses, and all the coffee!

Top guest favorite
Guesthouse in Lakeland
4.92 out of 5 average rating, 114 reviews

La Casita Azul

The Little Blue House is a studio,guest house in our backyard. Separate entrance on the opposite side of the main house. This cozy comfortable room has a microwave, small refrigerator/freezer, and Kurig coffee maker( coffee included).It is perfectly located in the historic East Lake Morton, walking distance to Lake Morton, Lake Mirror, and downtown Lakeland. Perfect location to enjoy Lakeland.

Top guest favorite
Guesthouse in Lakeland Highlands
5 out of 5 average rating, 32 reviews

Charming Guesthouse

Unwind in a serene, stylish South Lakeland retreat nestled in a prime neighborhood. Enjoy the comforts of home, lightning-fast WiFi, and a peaceful space designed for relaxation. Perfectly located near lakes, dining, shopping, amusement parks, and exciting Central Florida attractions.

Guest favorite
A spacious living area features a large, comfortable seating arrangement with neutral-colored sofas and decorative cushions. An intricately designed coffee table rests on a vibrant area rug, while lamps provide soft lighting. Art pieces adorn the walls, contributing to a welcoming atmosphere.
Apartment in Lakeland
4.95 out of 5 average rating, 80 reviews

Matty’s Citrus Connection 2

You are going to love our Citrus Connection hideaway that provides that warm Florida feeling in a quiet little neighborhood that is centrally located in convenient for staying in Lakeland or hoping on interstate to beaches and theme parks .

Top guest favorite
A cozy living area features a dark futon sofa adorned with striped cushions, a wooden dining table with stationery, and a small kitchenette equipped with essential appliances. A partial divider provides privacy to the sleeping area, which contains a full-sized bed, contributing to the space's functional design.
Apartment in Lakeland
4.97 out of 5 average rating, 280 reviews

Karen's Cottage

Enjoy a stylish experience at this centrally-located place. Private entrance and fenced back yard. Between Tampa and Orlando so there’s a lot of things to do. Lakeland has a wonderful and thriving community.

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