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Vacation rentals with breakfast in Winter Haven

Find and book unique accommodations with breakfast on Airbnb

Top-rated accommodations with breakfast in Winter Haven

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

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Home in Four Corners

5 out of 5 average rating, 4 reviews

Disney; Heat Pool, BBQ Grill, EV, Spa, Waffle Bar.

Immerse yourself in the luxurious and entertaining ambiance of our 8BR, 5.5Bath home in the premier ChampionsGate community. It promises a fun and relaxing retreat 15 minutes from Disney World and many other adventure theme parks. Here's a glimpse of our offer: ✔ 8 Comfortable BR (2 Themed) ✔ Open Design Living ✔ Full Kitchen ✔ Heated Pool & Jacuzzi ✔ Game Room ✔ Home Cinema ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking + EV Charger ✔ Resort Amenities (Golf, Pools, Gym, Games...) Learn more below!

Guest favourite

Home in Lakeland

4.96 out of 5 average rating, 127 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!

Guest favourite

Home in Winter Haven

4.94 out of 5 average rating, 31 reviews

Bed and Breakfast Family Vacay Getaway

(See OTHER NOTES for menu 😎)This lockout style duplex was designed for vacation! Centrally located to everything great about Florida & less than 10 minutes from great restaurants / entertainment. Only 20 mins to Lego & Peppa Pig land. Big screen TVs in every bedroom, Xbox in the Bunk Bed room & a monster 80 inch TV in the private living room for the family to enjoy. Xbox & Unlimited Game Pass. Complimentary unlimited bottled water, Kcups (variety) hot teas, hot cocoa, cereals, bagels & muffins!

Guest favourite

Home in Davenport

4.98 out of 5 average rating, 61 reviews

FREE Pool/Spa Heat & Grill Use! Waffle/Coffee Bar!

Welcome to our unbelievable, one-of-a-kind home located in the highly sought- after resort, Champion’s Gate. This home is truly magical! It is the ideal accommodation for a multigenerational family vacation, perfect for making memories with loved ones that will last a lifetime. Every room is well-planned and themed to the extreme, ensuring every guest has a unique and unforgettable experience. Adults can fully relax while the kids stay entertained the whole time in this uniquely designed home.

Guest favourite

Apartment in Kissimmee

4.88 out of 5 average rating, 85 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

Condo in Kissimmee

4.64 out of 5 average rating, 143 reviews

★5 Star Disney/Potter Villa w/Balc View & Arcade★

This Villa is located 5 to 30 mins to ALL Major Orlando Theme Parks. 3B/2B w/ balcony that overlooks the heated pool, hot tub and tennis courts. Relax while the children enjoy the arcade in the family room. Tennis rackets/balls & pool toys provided. Family friendly and stocked kitchen with 2 waffle irons (some mix/syrup), 2 toasters, crock pot, spices. Baby gear is included. Plenty of space for 2 families. Netflix & High speed internet. Gym, gazebo & grills right next to your unit.

Home in Davenport

4.66 out of 5 average rating, 181 reviews

Villa REVO Orlando: all-in-one 5 star vacation!

** We're veteran hosts with over 530 ***** star reviews, family only managed. ** BEST home for 1-2 families, MAX. 16 guests (10 adults, 6 kids). ** 3 Masters, 2 kids rooms, 1 sofa bed, game room! ** Open concept living, over 2,200 sq. ft. ** FREE WiFi, optional heated pool & spa, FREE Grill! ** Fully stocked kitchen (spices, tea/coffee, etc). ** We will do food shopping for you! ** 15-25 min to parks, (access to discount tix). You have FUN! We are NOT Pet Friendly due to allergies.

Guest favourite

Apartment in Orlando

5 out of 5 average rating, 21 reviews

* Free Parking & Disney Shuttle

King & Queen Beds! FREE SHUTTLE * FREE PARKING * No Resort Fee * Coffee Bar * Waffle Bar * 76" & 70" Smart TV's * Pool & Hot Tub * Plush Towels & Linens * Gas BBQ Grill * King Bed Has Adjustable Base * Sleeper Sofa * 7 Miles TO Universal * 3 Miles to Sea World * Mini Mall walking distance * Kitchen & Cooking Supplies * Highchair * Pac N Play * On site stroller rentals! Close to OUTLET MALLS! * SUPER HOST CHECK OUR REVIEWS! * FREE SHUTTLE TO NEW EPIC PARK!

Guest favourite

Cottage in Davenport

4.93 out of 5 average rating, 159 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

Guesthouse in Davenport

4.91 out of 5 average rating, 172 reviews

Winsome Farm Guest House

*Rest, *Relax, *Refresh, *Renew Here! Business travel? Vacationing? Escape the hectic pace but be nearby to all Central Florida amusements, restaurants, shopping, theater. Mid-way between east and west coast beaches. Large screened back porch overlooks nature conservancy. Farm to table fresh vegetables and fruits in seasonal garden right out your door and daily fresh eggs, should you choose to cook in fully outfitted kitchen or electric grill outside.

Guest favourite

Cabin in Davenport

4.92 out of 5 average rating, 216 reviews

$69! Cozy Cabin- Disney 20 Miles Away!

Book with us now and receive access to all of these amenities✨: •Fast Internet •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions, Theme Parks, and Malls •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •And Much More! Book with us now!

Guest favourite

Guesthouse in Winter Haven

4.87 out of 5 average rating, 172 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.

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Popular amenities for Winter Haven accommodations with breakfast

Free parking on premises

Air conditioning

House rentals with breakfast

Home in Haines City

4.75 out of 5 average rating, 40 reviews

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

Guest favourite

Home in Davenport

5 out of 5 average rating, 19 reviews

BRAND NEW! Near Magic Kingdom – Family Games & Fun

Guest favourite

Home in Davenport

4.88 out of 5 average rating, 17 reviews

Brand New Upscale Getaway Home!

Guest favourite

Home in Kissimmee

5 out of 5 average rating, 20 reviews

Disney Vacation w/Hot Tub, Private Pool & Theater!

Guest favourite

Home in Plant City

5 out of 5 average rating, 10 reviews

Farmhouse Oasis w/ Pool, Heated Spa & Arcade I-4

Guest favourite

Home in Davenport

4.88 out of 5 average rating, 16 reviews

Disney Epcot World Showcase with Heated Pool

Guest favourite

Home in Davenport

4.99 out of 5 average rating, 92 reviews

Spectacular! Disney/Universal Themed Home

Guest favourite

Home in Davenport

5 out of 5 average rating, 43 reviews

Minnie Mansion Luxury Disney Home Arcade Pool BBQ

Apartment rentals with breakfast

Apartment in Orlando

4.7 out of 5 average rating, 50 reviews

2BR. Condo-Resort, 2min. from Disney World!!- 72

Guest favourite

Apartment in Kissimmee

5 out of 5 average rating, 15 reviews

Pool - WiFi - Gym - Parking - Best Location !

Apartment in Orlando

5 out of 5 average rating, 5 reviews

Bonnet Creek Resort

Apartment in Orlando

4.4 out of 5 average rating, 5 reviews

Tropical Essence

Apartment in Kissimmee

New place to stay

A Place for Magical Adventures

Bed and breakfast rentals with breakfast

Private room in Plant City

5 out of 5 average rating, 13 reviews

State Theatre Room

Guest favourite

Private room in Orlando

5 out of 5 average rating, 42 reviews

1 Bedroom near Universal, Disney, Seaworld

Guest favourite

Private room in Plant City

4.82 out of 5 average rating, 17 reviews

Wild West Room, Historic Strawberry House

Guest favourite

Private room in Winter Haven

4.92 out of 5 average rating, 118 reviews

The Peach Room * Pool * WiFi * Romantic Lakeside

Guest favourite

Private room in Lake Wales

5 out of 5 average rating, 34 reviews

Modern cozy, private room, w/ frig & Hot Tub

Private room in Kissimmee

5 out of 5 average rating, 6 reviews

Kapp and Kappy B&B - Verona Room

Hotel room in Kissimmee

5 out of 5 average rating, 5 reviews

Kapp and Kappy B&B - Dancing Horse Room

Quick stats about vacation rentals with breakfast included in Winter Haven

Total rentals
20 properties
Nightly prices starting at
$87 CAD before taxes and fees
Total number of reviews
520 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

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