Holiday rentals in Homeland

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Top-rated holiday rentals in Homeland

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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
The charming yellow cottage is framed by a white picket fence, featuring a porch with two rocking chairs. The entrance is marked by a light blue door, with windows reflecting a bright and cheerful ambiance. Lush greenery and flowers create a welcoming landscape.
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
A living area features a beige sofa adorned with decorative pillows, positioned across from a wooden dresser and a flat-screen television. A geometric area rug is placed on the light wood flooring, while a soft light enters through sheer curtains covering a window.
Guest house 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
A spacious living area showcases a comfortable sofa, armchairs, and a coffee table. A ceiling fan and overhead lights provide illumination. A large window allows natural light, while a dining table and chairs are positioned in the corner, enhancing the open layout.
Townhouse in Bartow
4.94 out of 5 average rating, 62 reviews

Historic Heights - Downtown Family Golf Retreat

Your cozy retreat awaits in this charming 3-bedroom, 2.5-bathroom, 4-bed townhome adorned with vaulted ceilings and an airy open floor plan, ready to accommodate up to 8 guests during your stay. The best part? You're just an hour away from major cities like Orlando and Tampa, ensuring endless possibilities for adventure! You and your guests will be nestled within walking distance from the heart of town where you'll find quaint shops, savory local eateries, cozy coffee houses, and more!

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, 301 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
Home in Lakeland
4.87 out of 5 average rating, 15 reviews

Cozy 3BR Home |Pet-Friendly |Near Legoland & Tampa

Welcome to your perfect Lakeland getaway — where comfort meets convenience in the heart of Central Florida. This beautifully updated 3-bedroom home is ideally located just minutes from Downtown Lakeland, Lake Mirror, Florida Southern College, SUN ’n FUN, and Legoland Florida — making it the perfect home base for families, couples, and business travelers alike. Enjoy a peaceful neighborhood setting while staying close to everything. Quick access to Tampa & Orlando attractions

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.
Guest house 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.

Guest favourite
A serene lakeside sunset is captured, displaying a blend of pink and orange hues across the sky. The still water reflects the vibrant colors, while the silhouette of a dock and a palm tree frame the scene, creating a tranquil atmosphere.
Home in Eagle Lake
4.96 out of 5 average rating, 23 reviews

30 minutes to Disney and Universal Studios

Conveniently located between Orlando and Tampa Bay, Vanderlake provides the perfect getaway for a relaxing weekend with the family. Egrets, sand cranes and ducks make their way through our yard everyday, so enjoy the view of wildlife and aquatic life that love to swim by. A spacious kitchen, paddle boards, an outdoor lanai with a grill and an open concept living space is calling your name! Come stay a while and relax with us! We would love to have you!

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 Lakeland
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

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