Vacation rentals with breakfast in Winter Haven

4.95 out of 5 average rating, 153 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!

4.85 out of 5 average rating, 125 reviews

Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.

Home in Kissimmee

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

5 out of 5 average rating, 47 reviews

The farmhouse features a navy blue exterior with a welcoming front porch. Rocking chairs are positioned on either side of the entrance, which is framed by large windows, allowing natural light to enhance the inviting appearance of the home.

Home in Plant City

Farmhouse Oasis w Treehouse, Spa, Pool & Arcade i4

Adventure Farmhouse w/ Pool, Game Room & Treehouse – Near Tampa & Lakeland Welcome to your ultimate getaway—a stunning navy blue farmhouse set on over an acre of private land, just minutes from both Tampa and Lakeland. This isn’t just a home—it’s a full-scale adventure retreat designed for families, friends, and unforgettable memories. Relax under oak trees, dive into the huge pool, grill on the deck, or enjoy movies in the treehouse theater—this unique retreat has something for everyone!

4.98 out of 5 average rating, 114 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!

4.92 out of 5 average rating, 26 reviews

Dome in Davenport

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

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.

4.88 out of 5 average rating, 26 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.

A vibrant children's bedroom is designed as Al's Toy Barn, featuring a red barn structure with blue and white accents. A slide descends from the upper bed area, complemented by string lights and playful wall decor, creating an inviting and fun atmosphere.

5 out of 5 average rating, 57 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

4.98 out of 5 average rating, 42 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

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

A charming villa exterior is displayed, featuring a spacious driveway and a manicured lawn. Palm trees frame the entrance, adding a tropical touch. The home is painted in warm tones, with large windows that enhance natural light. A serene sunset sky fills the background with subtle hues.

4.98 out of 5 average rating, 43 reviews

5BR Villa |2 Game Rooms |Heated Pool| 10 min Parks

✨ LUXURY 5BR DISNEY VILLA | Sleeps 16 | 10min to Parks! 🏰 🎪 THEMED ROOMS: Mickey Master, Frozen Princess, Harry Potter & Nautical 🎮 TWO GAME ROOMS: Pool table, air hockey, ping-pong, Pac-Man arcade & gaming console 🏊‍♀️ PRIVATE HEATED POOL with screened lanai & tropical landscaping ✨ Smart TVs | High-speed WiFi | Gourmet kitchen | Free parking 📍 10min to Disney | 15min to Universal | 5min to restaurants Perfect for families & groups! Book your magical vacation!⭐️⭐️⭐️⭐️⭐️

4.9 out of 5 average rating, 133 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.

4.92 out of 5 average rating, 218 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!

5 out of 5 average rating, 8 reviews

Townhouse in Davenport

THE EPIC OASIS • Game Room • Pool • Near Disney

Welcome to The Epic Oasis, your modern family retreat just minutes from Disney! This beautifully designed home offers the perfect blend of comfort, fun, and style — featuring a full game room, themed bedrooms, and access to a resort-style pool, mini golf, water park, and more. Whether you’re here for the parks, the amenities, or a relaxing getaway, this home has everything you need for an unforgettable stay.

Popular amenities for Winter Haven breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.75 out of 5 average rating, 44 reviews

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.

Home in Kissimmee

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

5 out of 5 average rating, 3 reviews

3Ks Sweet Escape – A Cozy Slice of Paradise

4.78 out of 5 average rating, 23 reviews

Home in Osceola County

The Paradise Retreat8 by Disney/Universal/seaworld

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.

4.78 out of 5 average rating, 63 reviews

Modern Family Pool Home 14 Miles From Disney

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

4.76 out of 5 average rating, 145 reviews

Highly Rated: Pool, Golf Views, Disney, 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, 4 reviews

Star War Room & Game Room + Waterpark Access

Home in Polk County

4.72 out of 5 average rating, 43 reviews

Sunnyside at Sunridge

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.

4.71 out of 5 average rating, 108 reviews

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

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.

4.63 out of 5 average rating, 65 reviews

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

5 out of 5 average rating, 6 reviews

FREE Breakfast & Parking! Only 10 mins to Disney!

4.5 out of 5 average rating, 6 reviews

A crystal-clear pool is surrounded by lush palm trees and a spacious deck with lounge chairs. The pool area is bathed in sunlight, featuring a gentle slope into the water and adjacent clubhouse with shaded areas for relaxation.

Apartment in Kissimmee

15 Mins or less from Universal/Disney/Convention

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.

4.5 out of 5 average rating, 4 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

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.

4 out of 5 average rating, 4 reviews

Disney Condo w/Great Views- 70

A modern kitchen is featured with dark cabinetry and a spacious granite countertop. Stainless steel appliances, including an oven and microwave, are present. Two barstools with colorful upholstery are situated at the countertop, providing a cozy dining area.

Apartment in Kissimmee

Family fun in spacious 1BR Vacation Village

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 at Vista Cay Inn

Other vacation rentals with breakfast

A spacious pool area features a clear blue pool surrounded by a screened enclosure. Comfortable lounge chairs are arranged beside the water, while a covered seating area includes a table and chairs. The warm tones of the villa's exterior complement the serene outdoor environment.

Villa in Clermont

5 out of 5 average rating, 7 reviews

Vacation Villa 4 Bedroom With Pool and Spa

A private pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by several lounge chairs arranged nearby. Lush greenery is visible outside the enclosure, creating a serene environment. A basketball hoop can be seen beside the pool.

4.83 out of 5 average rating, 29 reviews

Lovely villa/Ideal for long stay/txt for discounts

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

4.79 out of 5 average rating, 39 reviews

Disney Vacation Home 20 mins away from Parks !

A refreshing cocktail garnished with fruit and an umbrella rests beside a bowl of strawberries near the edge of a private screened pool. Brightly colored beach toys float in the water, creating a cheerful atmosphere.

Villa in Davenport

4.75 out of 5 average rating, 24 reviews

*Last Minute deal!40% off Villa w/Pool near Disney

Townhouse in Championsgate Village

4.76 out of 5 average rating, 49 reviews

Cozy Townhome Fast Wifi Pools+Jacuzzi Near Disney

4.83 out of 5 average rating, 321 reviews

A peaceful outdoor deck area features two orange wire chairs with soft black cushions positioned around a round table. A small potted flower arrangement adds a touch of color, creating an inviting space for relaxation surrounded by bamboo accents.

Farm stay in Kissimmee

Container home -near Disney WIFI Bamboo Farm

A welcoming entryway is adorned with a vibrant wreath featuring flowers and bright fabrics. Inside, a spacious living area is visible, furnished with comfortable seating and a large TV mounted on a feature wall. Natural light brightens the open space, enhancing the inviting ambiance.