Some info has been automatically translated. Show original language

Holiday houses in Lakeland-Winter Haven Metropolitan Area

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lakeland-Winter Haven Metropolitan Area

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
Home in Lakeland
5 out of 5 average rating, 5 reviews

2BR + Guest Room/Office | Pet Friendly

Your family will be close to everything when you stay at this centrally located home in beautiful Lakeland, Fl. Tucked away in a quiet, family-friendly neighborhood. Whether you're here to relax or explore, you'll love being just minutes from the vibrant and walkable Downtown Lakeland. Stroll around Lake Mirror, enjoy a picnic in Hollis Garden, or catch a show at the Polk Theatre. You’ll also find seasonal farmers markets, local festivals, and live music events that bring the community to life.

Top Guest favourite
The bedroom features a large tufted bed with soft linens, complemented by a decorative bench at the foot. Industrial-style accents are visible in the exposed brick wall and ceiling beams, while natural light fills the space through floor-to-ceiling windows, framed by navy curtains.
Apartment in Lakeland
4.94 out of 5 average rating, 79 reviews

Downtown Lkld-Urban Luxury Loft

Discover urban comfort in our Downtown Lakeland Studio Loft! This trendy third floor apartment accommodates 4 guests, boasting open industrial ceilings and historic brick walls that add a chic touch to the space. The floor to ceiling windows bring in gorgeous natural sunlight. Step outside and immerse yourself in the heart of the city, with cafes, shops, and attractions just a stroll away. Whether you're here for business or leisure, our loft offers the perfect blend of style and convenience!

Top Guest favourite
Guesthouse in Lakeland
4.93 out of 5 average rating, 104 reviews

La Casita Azul

The Little Blue House is a studio,guest house in our backyard. The backyard, which includes a covered deck, comfortable furniture, and a TV, is yours to enjoy. 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 favourite
Apartment in Lakeland
4.99 out of 5 average rating, 101 reviews

Matty’s Citrus Connection

You are going to love this Citrus themed hideaway with its Old Florida feel that takes you back to simpler times. Rest and relax in this backyard paradise while enjoying all that Lakeland has to offer. Whether you choose a relaxing day enjoying the many local activities , take a day trip to a beautiful Florida-beach , or decide to visit one of Florida’s theme parks , this is the place to stay . We are centrally located and have quick access to Polk Pkwy , so your adventures are unlimited .

Top Guest favourite
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 Lakeland
5 out of 5 average rating, 121 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!

Guest favourite
The living area features a dark blue couch adorned with a light throw blanket, positioned on a vibrant orange rug. A sliding barn door is visible, leading to the bedroom. A potted plant adds greenery next to the entrance to the kitchen, showcasing warm wood cabinetry.
Guesthouse in Lakeland
4.83 out of 5 average rating, 130 reviews

Charming Dixieland Casita

Charming one bedroom one bath guest house with separate living room located in the historic district of Dixieland. Just a few blocks from downtown Lakeland and only one mile from the beautiful 168 acre Bonnet Springs Park and the Florida Children's Museum. This cozy home is surrounded by all the best coffee shops, restaurants, beautiful lakes, and shopping/entertainment that Lakeland has to offer. For our coffee lovers, Hillcrest Coffee is only 500 feet from our Dixieland Bungalow.

Top Guest favourite
A view of the blue lake house is presented with a well-manicured lawn leading up to it. The house is framed by mature trees, providing shade. A wooden walkway extends toward the entrance, while the serene lake is visible in the background.
Cottage in Eagle Lake
4.99 out of 5 average rating, 289 reviews

Roe Family Lake House (Lake Mcleod)

We can't wait for you to enjoy our fully renovated, family friendly lake house. It's a happy home that provides a wonderful backdrop to any vacation. Centrally located to many Florida destinations- Legoland is only 7 miles away, Disney World is 35 miles away, and you are less than 50 miles from Tampa. The house is located on over an acre of lakefront property. The lake has a public boat launch if your family enjoys water sports or fishing or use the kayaks we provide on site!

Guest favourite
A cozy seating area features a plush loveseat adorned with decorative pillows. A patterned area rug lies beneath, and wall-mounted lights provide soft illumination. Bookshelves filled with various items flank the space, while a small desk and chair are positioned nearby.
Shipping container in Plant City
4.88 out of 5 average rating, 141 reviews

Life in a Shipping Container!

Peace and quiet on a small country farmstead. Off the beaten path yet conveniently located halfway between Disney World and Clearwater Beach. Historic Plant City, famous for their strawberry farms, has a cute downtown area with antique shops, bistros and cafes. Relax on your private back deck overlooking our organic vegetable garden. Say good morning to a variety of birds (including welcoming our newest chicks) living on the property and goats, cows and horses living nearby.

Top Guest favourite
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 Lakeland
4.96 out of 5 average rating, 114 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.

Guest favourite
A cozy living area is highlighted by a brown couch with turquoise cushions, complemented by a woven area rug. A flat-screen TV is mounted on the wall, while a small table sits between the couch and a decorative cabinet. Natural light enhances the inviting space.
Guesthouse in Lakeland
4.93 out of 5 average rating, 43 reviews

Downtown Stylish Studio (Florida Southern College)

Walking distance to Florida Southern College and Lake Mirror, our trendy and cozy studio guest house offers everything you need for a memorable stay. Stylishly decorated open-concept living space. Plenty of natural light. Full kitchen equipped with all the essentials. Access to private parking and a separate entrance that adds to your privacy and allows you to come and go as you please. Come be our guest! We are pet friendly with a paid pet fee!

Guest favourite
A living area features a blue sofa adorned with decorative pillows, a wooden coffee table, and a cozy armchair. A wall-mounted television is positioned above a white fireplace. Natural light filters through a window with sheer curtains, while a wooden table stands against the wall.
Apartment in Lakeland
4.88 out of 5 average rating, 226 reviews

Adorable 1 bed/1bath with office and free parking

This beautiful duplex is located in a Historic Bungalow built in the late 1920s, centrally located in Lakeland downtown. Nice park across the street for exercising or spending time with kids. Walgreens is one block away, and local bars, restaurants, antique stores, and lots of beautiful historic bungalows

Top Guest favourite
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, 247 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.

Popular amenities for Lakeland-Winter Haven Metropolitan Area holiday rentals