Holiday rentals with breakfast in Winter Haven

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Winter Haven

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

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Top guest favourite
Home in Lakeshore
4.96 out of 5 average rating, 141 reviews

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

Top guest favourite
Flat in Orlando
4.94 out of 5 average rating, 101 reviews

5 Minutes to Disney Free Shuttle King & queen bed

* FREE SHUTTLES * PREMIUM OUTLET MALL * EPIC * DISNEY * UNIVERSAL & SEA WORLD * FREE PARKING * NO RESORT FEE* Margarita Machine * Coffee Bar * Kitchen * Private Pool View Suite * 1 Bath * 1 KING BED 1 QUEEN * ADJUSTABLE BASE BEDS! Disney Springs 2 miles, Universal & Epic 6 miles * Heated Pool * Hot Tub * Gas BBQ Grills & Pizza Oven * OnSite Stroller Rental * Onsite Laundry * Ice Machines * Basketball * Game Room * Walk to Restaurant's & Shopping * Plush towels & Linens * MCO airport 20 Minutes

Guest favourite
Home in Haines City
5 out of 5 average rating, 18 reviews

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!

Guest favourite
Flat in Kissimmee
4.88 out of 5 average rating, 122 reviews

*NrDisney*BrandNew*LakeFront*APT

Experience lakeside living in this BRAND NEW 5-star luxury apartment, boasting a modern design near Disney and the airport. Perfect for executive stays or Disney vacations, the property is located just 20 minutes from Disney and the airport. Enjoy private outdoor dining on the patio, and unwind in the hammock while soaking up the serene atmosphere. This 5-star apartment offers off-street parking and complimentary Wi-Fi. Step out directly to the lake for stunning sunset and sunrise views

Guest favourite
Home in Kissimmee
4.85 out of 5 average rating, 186 reviews

Amazing 3 BD home w/ Elevator & BBQ - near Disney!

Welcome to our fascinating home for 6! Experience the seamless fusion of opulence and coziness at this spacious retreat! Our prime location offers the best of the area, an array of exclusive dining options, outlet shopping, and much more! Enjoy your private grill area, creating cherished family moments. This perfect property provides all the amenities necessary and also a luggage elevator making your stay even more convenient. *Themed Breakfast service is optional at an additional fee.

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.

Superhost
Home in Haines City
4.78 out of 5 average rating, 125 reviews

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! 😎

Guest favourite
Home in Davenport
4.93 out of 5 average rating, 40 reviews

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

Modern 3BR Orlando villa 14 miles from Magic Kingdom with private screened pool (heat optional at 25$/day), BBQ, and a game nook (air-hockey & basketball arcade). Unwind on Casper mattresses with Egyptian-cotton linens, then greet the morning in a fully equipped kitchen; Ninja blender, waffle maker, coffee machine (ground coffee & K-cups provided), and starter pantry staples. Fast Wi-Fi, a gated community, and garage. Professionally cleaned with weekly professional pool service.

Top guest favourite
Home in Davenport
4.99 out of 5 average rating, 133 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.

Superhost
Cottage in Davenport
4.92 out of 5 average rating, 198 reviews

$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!

Guest favourite
Guest house in Winter Haven
4.87 out of 5 average rating, 197 reviews

Brutus Way Cottage, a cosy hide away

Enjoy a quick get away at Brutus Way Cottage. It is located to the rear of Lili Haven Bed N Breakfast. On your picturesque drive around Lake Howard, with its walking trail, you will take a right onto a quaint curvy lane known as S. Lake Cannon Drive NW . Be my guest at the cottage surrounded by flowers ; the cottage is nestled in the trees to the back past the Iron gates. Use of the Laundry room available upon request.

Popular amenities for rentals with breakfast in Winter Haven

Quick stats about holiday rentals with breakfast included in Winter Haven

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹5,328 before taxes and fees

  • Total number of reviews

    590 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore