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!

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

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!

4.95 out of 5 average rating, 21 reviews

Home in Davenport

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.

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.

4.79 out of 5 average rating, 123 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! 😎

Home in Championsgate Village

5 out of 5 average rating, 52 reviews

Minnie Mansion Luxury Disney Home Arcade Pool BBQ

Our Disney themed “Minnie Mansion” 6 bedroom, 6 bathroom pool home is meticulously clean and newly renovated. It's only a 10 mile drive away from Mickey and all his friends, located on the fabulous Champions Gate Resort. 1st floor Kitchen - Mickey themed 1. King bed 2. Queen bed Game Room - Avengers Lanai - Finding Nemo 2nd floor Loft - Mickey themed 3. Princess - 4 twin beds 4. Pirates - 1 full bed, 2 twin beds 5. Toy Story - 1 Queen bed, 1 twin bed 6. Primary bedroom - King bed

4.99 out of 5 average rating, 131 reviews

Home in Davenport

9BR, Sleeps 24 | Arcade | Disney/Universal Themed

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.

4.93 out of 5 average rating, 40 reviews

Home in Davenport

Modern, Clean Home | Pool & BBQ|14 Miles to Disney

Sparkling clean retreat just 14 miles from Magic Kingdom! Enjoy a private pool (with option: heating), BBQ grill, and game area featuring a hockey table and basketball arcade. Relax on luxury Casper mattresses and Egyptian cotton linens for ultimate comfort. The fully equipped kitchen includes a Ninja blender and everything needed for family meals. Perfect for Disney vacations, with high-speed WiFi, free parking, and family-friendly amenities. Book your magical stay now!

4.92 out of 5 average rating, 197 reviews

Cottage in Davenport

$69! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

4.8 out of 5 average rating, 114 reviews

Townhouse in Davenport

5BD Sleeps 14 – Mickey Home w/ Arcade, Pool&BBQ!

Welcome to your dream vacation home for 14! Immerse yourself in comfort and elegance in our extraordinary home. Our prime location places you just minutes away from the magic of Walt Disney, Universal Studios, a wide array of exclusive dining options, outlet shopping and more! Test your gaming skills in your private game room, or escape to your own pool and grill area for quality family time! *Themed Breakfast service is optional at an additional fee.