Vacation rentals with breakfast in Winter Haven

4.96 out of 5 average rating, 142 reviews

The exterior of the single-family home features a manicured lawn with lush greenery and vibrant plants. A spacious driveway leads to a garage, while decorative landscaping enhances the inviting atmosphere of the front yard.

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!

4.88 out of 5 average rating, 156 reviews

Townhouse in Kissimmee

Luxury 4BD All-suites w/BBQ - minutes from Disney!

Welcome to our captivating 8 guest haven! Experience the seamless fusion of opulence and coziness at this spacious retreat! Our unbeatable location situates you just minutes from the magic of Disney World, the excitement of Universal Studios, an array of exclusive dining options, outlet shopping, and much more! Enjoy your private grill area, creating cherished family moments. This perfect property provides everything you need to relax! *Themed Breakfast service is optional at an additional fee.

5 out of 5 average rating, 4 reviews

A spacious community pool is surrounded by lounge chairs and seating areas, offering a relaxing atmosphere. Lush greenery and trees can be seen in the background, while a clubhouse with large windows is visible to the right of the pool.

Condo in Winter Haven

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

4.94 out of 5 average rating, 102 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

Home in Championsgate Village

A collage of vibrant images showcases various amenities, including a secluded pool area, themed rooms, and a whimsical tunnel. A playful Trolls-themed section captures children's creativity, while a modern game room highlights entertainment options. An inviting outdoor space complements the overall family-friendly atmosphere.

4.98 out of 5 average rating, 100 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, 19 reviews

A light and spacious living area is shown, featuring a sectional sofa accented with yellow pillows. A flat-screen television is mounted on the wall, with natural light filtering through the nearby window covered by sheer curtains. A small side table displays decorative items.

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!

Guest suite in Winter Haven

A serene outdoor space features a small pond with a fountain, enclosed by a white lattice. Two white chairs and a table are positioned beside a potted flower arrangement, creating an inviting spot for relaxation amidst the greenery.

4.95 out of 5 average rating, 21 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.

4.78 out of 5 average rating, 130 reviews

A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.

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! 😎

4.9 out of 5 average rating, 42 reviews

A private swimming pool is showcased within a screened enclosure, surrounded by a spacious patio. Sun loungers are positioned nearby, inviting relaxation. Lush greenery and palm trees create a serene backdrop, enhancing the outdoor ambiance of the property.

Home in Davenport

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.

4.99 out of 5 average rating, 134 reviews

A vibrant game room features arcade machines themed around racing and superheroes. Adjacent, an outdoor space showcases a heated pool and hot tub, complemented by a fully equipped kitchen. The playful bedrooms are designed for immersive adventures inspired by Toy Story and Marvel.

Home in Davenport

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.

4.92 out of 5 average rating, 199 reviews

A spacious bedroom is displayed, featuring a cozy bed adorned with neutral-toned bedding and green accents. Sliding wooden barn doors provide a modern touch, while natural light filters through partially curtained windows, highlighting the room's inviting atmosphere.

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!

Guesthouse in Winter Haven

An inviting sleeping area features a spacious bed adorned with decorative pillows and a quilt. A window allows natural light to fill the room, complemented by soft curtains. A ceiling fan circulates air, while a chair and mirror provide additional functional touches.

4.87 out of 5 average rating, 198 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 Winter Haven breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.92 out of 5 average rating, 25 reviews

Home in Clermont

New Resort | Themed | Private Pool | Near Disney

A hallway features light-colored tiled flooring, with natural light filtering through sheer curtains. A floral-patterned couch is positioned beside a small side table. Decorative plants and a lamp enhance the space, while a potted flower arrangement adds a touch of color.

Home in Lake Wales

4.8 out of 5 average rating, 55 reviews

Private Unit Safe Clean nr Bok Towers & Legoland

The collage features four images: a vast water park with slides and swimming areas, a gaming room with a starry ceiling and minimalist decor, a recreational space with sports equipment, and a private pool surrounded by a spacious patio and lush landscaping.

Home in Four Corners

5 out of 5 average rating, 3 reviews

Star War Room & Game Room + Waterpark Access

A single-story home with a light beige exterior and a two-car garage is depicted. Lush green grass surrounds the entrance, which features a covered porch. Symmetrical windows with white shutters and an arched window add to the architectural design, set against a backdrop of tall trees.

4.82 out of 5 average rating, 11 reviews

The Preserve a peace of nature

The exterior of the villa features a charming entrance with a distinctive arched doorway, adorned with a terracotta roof. Lush palm trees frame the entrance, and a smooth driveway leads to a spacious garage on the right.

Home in Davenport

4.75 out of 5 average rating, 95 reviews

7 Bdrs, 14 beds, 7 baths heated pool & near Disney

Luxury 9BR Home with Pool & Resort Amenities Near

Home in Lakeland

5 min to Lake Hollingsworth 1GB WiFi Covered Patio

4.9 out of 5 average rating, 10 reviews

Pool and Themed Home! Disney Game Room Garage BBQ

Apartment rentals with breakfast

A spacious bedroom features a large bed with neutral bedding and a decorative wall art piece. A wooden dresser is positioned against the wall, and a television sits atop it. Natural light enters through a large window, complemented by sheer curtains. A bench is placed at the foot of the bed.

4.7 out of 5 average rating, 57 reviews

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

Apartment in Kissimmee

New place to stay

Epic Stay Near Disney

A colorful water park features dual waterslides alongside a large swimming pool. A spacious deck with lounge chairs is visible, and shaded area beneath a thatched roof provides seating. Lush palm trees and landscaped gardens complete the tropical ambiance, enhancing the resort experience.

5 out of 5 average rating, 3 reviews

2 bedroom villa resort near disney world

A panoramic view captures the resort's stunning architecture surrounding a serene lake. Colorful buildings reflect warm hues under a clear sky, while a fountain in the lake adds a tranquil charm to the picturesque landscape.

5 out of 5 average rating, 5 reviews

Bonnet Creek Resort

A spacious living area features a comfortable leather sofa set arranged around a coffee table. Large windows provide views of the outdoors, with a dining area for four visible on the balcony. Natural light fills the room, and a television is mounted on the wall.

2 BR Westgate Lakes Resort near Disney!

The entrance to WorldQuest Resort is visible, featuring a decorative sign against a backdrop of lush greenery and palm trees. A circular driveway leads into the resort, under a clear blue sky dotted with fluffy clouds.

5 out of 5 average rating, 3 reviews

Disney Condo w/Great Views- 70

Apartment in Kissimmee

Relax, in Comfort. Enjoy!

A well-appointed bedroom features a spacious bed dressed in nautical-themed bedding. Two nightstands with lamps are placed on each side of the bed. A television is positioned on a dresser, and natural light enters through a window adorned with blinds.

4.4 out of 5 average rating, 5 reviews

Tropical Essence

Other vacation rentals with breakfast

An outdoor space featuring a private tub surrounded by a patio area with two chairs. Inside, a bunk bed with blue bedding is complemented by wall decor. A dining area is seen with a round table set for six, while a cozy living room is furnished with a spacious couch and a TV.

4.7 out of 5 average rating, 33 reviews

Minutes to Disney/Universal w/private tub(not hot)

A charming Tudor-style home is presented with a teal exterior and a brown gabled roof. Lush greenery surrounds the property, with flowering shrubs and palm trees visible. A large front window, topped with a decorative arch, allows natural light to illuminate the interior.

Bungalow in Lakeland

4.83 out of 5 average rating, 23 reviews

Charming whole house near Florida Southern College

The exterior of a rustic cabin is adorned with warm string lights, creating a welcoming ambiance. A porch with steps leads up to the entrance, flanked by lush greenery. The wooden structure features a lighted wheel decoration and bright windows, giving it a charming appearance at dusk.

Cabin in Kissimmee

5 out of 5 average rating, 4 reviews

Authentic Disney Fort Wilderness Cabin near WDW

5 out of 5 average rating, 7 reviews

A cozy living space features rustic sliding barn doors that open to reveal a stylish sleeping area. A queen-sized bed is neatly arranged with soft bedding, while ample natural light enters through large windows, illuminating the wooden ceiling and floor.

Cabin in Davenport

Relax Away Retreat | Cozy Cabin

A comfortable living area features a gray sectional sofa accompanied by decorative pillows. A wooden coffee table and a small decorative piece are positioned in front. Natural light enters through a large window, with a view of greenery visible beyond the sheer curtains.

Bungalow in Davenport

4.85 out of 5 average rating, 33 reviews

Disney Vacation Home 20 mins away from Parks !

5 out of 5 average rating, 5 reviews

Condo in Orlando

Sea World Orlando Apt - Minutes From The Parks

A serene pool area is framed by tall trees, featuring a large swimming pool surrounded by lounge chairs. Vibrant red chairs are positioned on the patio, providing space for relaxation under shaded umbrellas. Lush greenery enhances the peaceful setting.

Townhouse in Championsgate Village

4.74 out of 5 average rating, 46 reviews

Cozy Townhome Fast Wifi Pools+Jacuzzi Near Disney

A four-seat golf cart is parked in front of a well-maintained rental unit at Mill Creek Resort. The outdoor steps and porch feature a welcoming design, inviting guests to explore the property. Clear signage highlights rental options and amenities available to guests.