Vacation rentals in Eloise

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Top-rated vacation rentals in Eloise

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Guest favorite
The exterior of the home features a welcoming porch with seating, surrounded by lush greenery and colorful plants. A patio area with a black metal table and chairs invites outdoor gatherings, while the pathway is lined with decorative stones, enhancing the rustic charm of the property.
Home in Downtown Winter Haven
4.9 out of 5 average rating, 296 reviews

The Old Haven - An Enduring Piece of Nostalgia

This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfect for families and friends providing plenty of space to sleep 8 people comfortably. With games, puzzles and Dvds, backyard fun for kids while the parents watch from the porch. Enjoy downtown entertainment within walking distance! Home is centrally located to dining, shopping, and small town fare. 4 bar restaurants walking distance on the lake. Live music from Lake sometimes.

Guest favorite
The kitchen area features a modern design with wooden accents, including a small bar table with two stools. A black refrigerator and white microwave are present, alongside a sink and neatly arranged kitchen shelves. Natural light enters through a nearby window.
Guesthouse in Winter Haven
4.94 out of 5 average rating, 103 reviews

Winter Oasis

Escape to Winter Oasis, a serene retreat between Tampa and Orlando. Nestled in Winter Haven, our cozy guesthouse offers a haven for travelers seeking tranquility near major attractions. Whether you're exploring Disney's magic, enjoying Universal Studios' thrills, or simply unwinding in central Florida's beauty, our guesthouse is your perfect base. Relax in the comfortable outdoor area, cook in the fully equipped kitchen, or enjoy drinks on the private patio. Book your stay at Winter Oasis today!

Superhost
A comfortable living area features a leather couch accompanied by a vibrant area rug. A sleek floor lamp provides soft lighting, while a dining space is visible in the background with a light-colored table and modern chairs. Natural light enters through a nearby window.
Home in Downtown Winter Haven
4.9 out of 5 average rating, 193 reviews

Cozy Family Home Near Legoland

Relax with the fam after a fun day at LEGOLAND (just 4 miles away!) or Disney World (36 miles) in our cozy home complete with a well-stocked kitchen, fully-fenced backyard, and comfortable beds. We are proudly pet friendly! Spend a day on the famous Chain of Lakes (24 canal-connected lakes), catch a free ski show on Lake Silver, wander downtown to shop, or toast a pint at Union Taproom. Winter Haven is centrally located between Tampa and Orlando with plenty of fun nearby for the whole family.

Top guest favorite
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, 173 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.

Top guest favorite
A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.
Apartment in Winter Haven
4.98 out of 5 average rating, 165 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

Top guest favorite
Home in Winter Haven
4.97 out of 5 average rating, 108 reviews

Adult-Only Getaway w/ Mermaid Pool | 18+, Private

🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Guest favorite
A serene lakeside view is observed, featuring gently swaying palm trees on the left and a wooden dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and a clear blue sky.
Home in Winter Haven
4.95 out of 5 average rating, 109 reviews

Lakefront Home on the Winter Haven Chain O’Lakes!

Completely renovated 2 Bedroom, 1.5 bath home location on beautiful Lake Roy on the Winter Haven Chain O’Lakes. This is a mother-in-law suite that is connected to the main home. One bedroom on the lower level with a queen bed. Second story with king bed and twin bed. Full bath located upstairs). Comfortably sleeps 5. Dog welcome with prior approval and pet fee. Boat parking at dock. Boat rental available at Central Florida Water Sports. Private entry with keyless touchpad.

Top guest favorite
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 favorite
A spacious room features a queen size bed with a neatly arranged white blanket. Light tiles enhance the bright atmosphere, while a barn-style door leads to a private bathroom. A small kitchenette area with dark cabinetry and a modern sink is visible in the background.
Guesthouse in Winter Haven
4.82 out of 5 average rating, 269 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!

Guest favorite
Home in Downtown Winter Haven
4.8 out of 5 average rating, 10 reviews

Pet Friendly Lake House Near Legoland with Kayaks

Lake Silver Retreat III is a home with options ~ you can rent it as a 3 bedroom or a 5 bedroom (some holidays exclusions)! If you're ready for some Lake with a New Dock & Lego fun - Lake Silver Retreat in the Heart of the City will take your breath away! One moment you are surrounded by shops and restaurants and the next, you have found yourself nestled in this cozy retreat that is tucked away beneath the trees and close enough to touch the water of Lake Silver.

Top guest favorite
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, 98 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.

Superhost
Guesthouse in Winter Haven
5 out of 5 average rating, 4 reviews

Cozy Guest Home Resort

This stylish guest house blends modern luxury with cozy comfort. The bathroom finished with marble walls, a backlit round mirror, walk-in shower, and soaking tub for a spa-like feel. A hidden laundry nook with sliding barn doors. The bedroom is inviting with soft linens and natural light. The kitchen features butcher block counters, open shelving, and a farmhouse sink, opening to a cozy living area with seating and mounted TV. Perfect for a relaxing stay!

Popular amenities for Eloise vacation rentals

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