Holiday rentals with breakfast in Winter Haven

4.96 out of 5 average rating, 141 reviews

Home in Lakeshore

Clean Lakeland Home w/ Water Views & RV Parking!!!

This super clean, cute as a button Single Family Home provides ample parking with a huge fenced in backyard perfect for your short-term stay! You will find thoughtful touches throughout like USB Wall Outlets and complimentary bicycles! Conveniently located at the center of Lakeland, just minutes of a walk to Lakeland Regional Medical Center (Hospital) along with the newly constructed Carol Jenkins Women's Center. This home has it all and anxiously awaits your arrival to begin making memories!

Superhost

Apartment in Winter Haven

5 out of 5 average rating, 4 reviews

Condo on Lake Lulu

This upstairs condo is the perfect getaway, offering a spacious and comfortable stay with lakefront views of Lake Lulu on the Chain of Lakes. Featuring two bedrooms, each with its own attached ensuite master bathroom. The fully stocked kitchen includes everything needed for home cooking. Step outside to enjoy the screened-in balcony. Located in a community with a heated pool, this rental offers relaxation and resort-style amenities, making it ideal for extended stays. Only 3.7 miles to Legoland

Home in Championsgate Village

4.98 out of 5 average rating, 97 reviews

Disney Magic Awaits- Featured in WDW Magazine!

Welcome to Your Custom-Crafted Dream Vacation! Our uniquely designed home offers an extraordinary experience for your family’s ultimate getaway. Thoughtfully curated, it creates a serene retreat while your kids enjoy themed rooms, play areas, and activities. We’ve brought Disney magic to your doorstep, ensuring cherished family memories. With personalized touches and exclusive amenities, our home delivers a vacation like no other—proudly featured in WDW Magazine! See the magic in photos!

5 out of 5 average rating, 15 reviews

Home in Haines City

Haines City Lakeview Getaway!

Escape to this lakeside oasis in Haines City! Wake up to serene lake views and enjoy your morning coffee on the screened-in patio. With 3 spacious bedrooms, a game room stocked with Xbox, Wii, and board games, plus a fully equipped kitchen and cozy coffee corner, this two-story retreat has it all. Relax across from a playground, and unwind in the comfort of a true home away from home. Perfect for families and friends looking to explore Florida or just relax in style. Book your stay today!

Superhost

Dome in Davenport

4.88 out of 5 average rating, 112 reviews

Modern Domes | Pool | Hot Tub- Private Retreat!

Reserve your stay with us now and take advantage of the following amenities: Newly Built- Our facilities are completely new Climate Control- Enjoy cold AC/heat with fans and full insulation for comfort Complete Privacy Pool with pool toys and floats Hot Tub High-Speed WiFi Coffee Bar Hammock for Two Entertainment- TV with Netflix, Hulu, etc. Private Outdoor Shower- Enjoy a hot shower in a secluded setting. Private Fire Pit Variety of Games Secure Location- Gated area with keypad entry

4.95 out of 5 average rating, 20 reviews

Lovely villa/Ideal for long stay/txt for discounts

The tranquil atmosphere, combined with convenient access to major attractions, shopping, and grocery stores, makes this property highly attractive to travelers. Its location directly off Highways US-27 and 192 ensures easy access to transportation networks, further enhancing guest convenience. Our dedicated housekeeping and management team is committed to providing a seamless and enjoyable stay. Please do not hesitate to contact us with any questions or concerns regarding this villa.

Superhost

Guest suite in Winter Haven

4.95 out of 5 average rating, 20 reviews

Cozy Family Vacation Villa

An Airbnb for the family. Loaded with lots of extras and goodies to make your stay comfortable and convenient. Every cable channel possible including all the premiums. The house comes to life at night with mood lighting in the yard and villa. Private self check in and parking w free laundry facilities on the property. Designed with families in mind offering something for everyone. Family parties and events welcome. Lots of parking. Ask about complimentary chef services for my guests.

4.92 out of 5 average rating, 119 reviews

Spacious Family Retreat Near Disney Just~ 8 Miles

Experience a splendid stay at this 3BR family-friendly home, located at a prime location of Davenport. Explore the exciting world of central Florida where Disney World, Universal Studios Orlando, LegoLand, multiple golf courses, shopping malls & restaurants are super close to your doorstep. Equipped with high-end luxuries, this modern haven is perfect for families to enjoy a relaxing getaway. Book with us for an extraordinary Davenport stay, we await you at your next holiday trip.

4.79 out of 5 average rating, 118 reviews

Home in Haines City

Stylish 3BR: Pool, Golf Views, Disney, Legoland

Welcome to your ultimate 3BR/2BA getaway—where every day feels like a highlight reel! 🏡💫 💦 Dive, splash, repeat in your private pool ⛳ Sip, savor & soak in those dreamy golf views 🎢 Disney, Universal & Legoland? Just minutes away! Perfect for family fun or golf-lover escapes, this stylish retreat brings modern vibes, a chef-ready kitchen 🍳, and oh-so-comfy chill zones 🛋️. ✨ Like a resort, but all yours! Book now & let the good times roll! 🌴🎉 🌟 Let the memories begin! 😎

4.99 out of 5 average rating, 129 reviews

Spectacular! Disney/Universal Themed Home

Welcome to a truly unforgettable, one-of-a-kind Luxury themed home!! Inside, discover a custom-built pool table made from real car parts, two professional Mario Kart arcade machines, and 14 strategically placed TVs—guaranteeing nonstop entertainment in every room. Step outside into your private oasis, complete with a fully equipped summer kitchen, immersive surround sound, and outdoor TVs perfectly positioned so you can enjoy your favorite movies from the hot tub or pool.

4.89 out of 5 average rating, 120 reviews

6 BD Insta-Worthy home - pool/cine/BBQ near Disney

Welcome to your dream getaway home for 18! Your family will embark on an incredible vacation in this extraordinary residence. Offer an incredible experience for your kids as they choose to sleep in the Star Wars, Nemo, or Mickey bedrooms, where each room offers a realm of imagination! Elevate your stay with extraordinary movie nights in our incredible theater or indulge a friendly competition in the game room! *Themed Breakfast service is optional at an additional fee.