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Holiday houses in Homeland

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Top-rated holiday rentals in Homeland

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

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Top Guest favourite
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!

Guest favourite
A modern three-bedroom home is showcased, featuring a sleek façade of white and wooden accents. A manicured lawn with decorative pathways leads to the entrance. A small putting green with flag markers is visible in the foreground, enhancing the outdoor golf experience.
Townhouse in Bartow
5 out of 5 average rating, 18 reviews

New Home: Family Friendly- Golfer’s Retreat

**Modern 3-Bedroom Home Across from Bartow Golf Course** Welcome to your luxurious home away from home! This stunning, newly-built 3-bdrm, 2-bathroom residence in Bartow, FL, is perfect for families, golf enthusiasts, & adventure seekers. Located across the street from Bartow’s 18-hole golf course, you’ll enjoy easy access to leisurely rounds of golf. **Location** Situated in a prime location, this home is just 30 minutes away from Legoland and conveniently positioned between Tampa & Orlando

Top Guest favourite
A charming yellow cottage is framed by a white picket fence, with a welcoming blue door at its center. Two windows flank the door, while a front porch features two rocking chairs. Lush flower beds bloom vibrantly in front, adding color to the inviting exterior.
Cottage in Homeland
4.99 out of 5 average rating, 180 reviews

Garden Cottage at The Garden Gate Bed & Breakfast

At the Garden Gate, a fully licensed and professional bed and breakfast, we hope you will find respite; a quiet place to rest, relax and reconnect. The 1905 Garden Cottage, carefully restored and beautifully appointed, will be your home while you are here. Enjoy the view of the cottage garden and its seasonal vegetables and flowers from your front porch rocking chair. Fresh baked cookies and chocolates will greet you upon arrival and you will enjoy a full gourmet breakfast in the morning.

Guest favourite
A quaint green cabin is nestled among tall trees, featuring a sloping roof and large windows that invite natural light. String lights are visible, adding a touch of charm, while the front porch offers a welcoming space for relaxation.
Home in Lakeland
4.87 out of 5 average rating, 153 reviews

The Woodsy Weekender

Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

Top Guest favourite
Guesthouse in Bartow
4.79 out of 5 average rating, 140 reviews

Simple Apartment in quiet suburb

This property is about 1 hour from Tampa & Orlando, away from traffic and noise. This 1 bedroom apartment offers a comfortable bed with simple amenities. We are not far from many attractions such as Disney, Universal Studios, LegoLand, Busch Gardens, Seaworld, and more. The property has its own private entrance to come and go as you wish. Pickelball are courts nearby as well as grocery stores, local coffee shops, and local restaurants - all within 5 min. driving distance of the property.

Guest favourite
Guesthouse in Winter Haven
4.82 out of 5 average rating, 282 reviews

Adorable 1 bedroom Guesthouse near Lego Land

This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

Top Guest favourite
An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.
Home in Winter Haven
4.91 out of 5 average rating, 210 reviews

Legoland Lakehouse Canoe & Kayak Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

Top Guest favourite
A wooden dock extends over the calm waters of Lake Howard, bordered by lush grass on either side. A sign indicating 'Private Property' stands at the dock's entrance, while the clear blue sky is dotted with fluffy white clouds in the background.
Guesthouse in Winter Haven
5 out of 5 average rating, 114 reviews

Charming Lakeside Cottage

Escape to our cozy lakeside cottage, featuring a dock that’s perfect for watching sunrises, fishing, and launching your kayak. The property is on Lake Howard, which is part of the Winter Haven Chain of Lakes. Inside, you’ll find a fully equipped kitchen and comfortable living space for unwinding. Located just a short drive from the excitement of Legoland and Disney World, you can easily explore the area’s attractions while having a peaceful haven to return to.

Top Guest favourite
A colorful triptych artwork displays the words 'Greetings from Florida' in a vintage postcard style. The image features iconic Florida elements, including palm trees, ocean scenes, and local attractions, creating a cheerful and welcoming focal point on the wall.
Home in Bartow
5 out of 5 average rating, 44 reviews

Dottie's Place, Comfy Home, Private Pool, BIG Yard

Peaceful comfy home on ¾ of an acre, tucked into a great neighborhood. Beat the FL heat with a dip in the saltwater pool. Enjoy relaxing on the front or back porch, or an evening by the firepit. Take a short walk in the neighborhood and you’ll find a pasture with animals. Downtown Bartow has many charming shops, antiques, a brewery, & restaurants and there are many more attractions nearby! Ask about camper hook-up for an extra lodging option.

Guest favourite
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
4.83 out of 5 average rating, 119 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!

Guest favourite
The image captures a serene lake view from a grassy area, with a wooden deck overlooking calm waters. Lush trees frame the scene, providing shade and a natural ambiance. Water lilies are visible on the surface, enhancing the tranquil lakeside setting.
Home in Crystal Lake
4.93 out of 5 average rating, 176 reviews

Charming Lakefront Cottage with Stunning 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.

Top Guest favourite
A two-story house is set among lush greenery, featuring a welcoming porch with black railings. Vibrant pink flowers hang from a planter, adding a touch of color. The open space underneath the house provides parking options, surrounded by trees and landscaped grounds.
Home in Plant City
4.98 out of 5 average rating, 625 reviews

The Strawberry Field Stilt House

555 square foot house overlooking 30 acres of strawberry fields and trees. Extra guest fee is $20 per person per night after 2. Dogs are allowed with pre-approval. NO cats allowed. There is a $100 pet cleaning fee. Yes you will have the house to yourself. I stay in another house on the same property so I’ll generally be around if you have any questions or issues.

Popular amenities for Homeland holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Homeland