Holiday rentals with breakfast in Winter Haven

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!

Family · Location · Comfort

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!

Family · Location · Back garden

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry

Come wake up to birds singing, looking out your windows to a nice deep water canal view. The canal leads to Lake Hatchineha (great fishing). TVs in every room. Fully loaded kitchen; private entrance. There is a porch, laundry and deck area shared with one other apt. Free laundry . We are 45 min from MCO(airport) 45 min from Disney and 15 minutes to Legoland. Bok Towers is a unique park that is 18 miles away. Star gazing and bicycling or fishing. Port 27 is 20 min with fun food and drinks

Location · Value · Check-in

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

Value · Location · Grill

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

Location · Family · Beach

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!

Location · Family · Comfort

5BR Villa |2 Game Rooms |Heated Pool| 11 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!⭐️⭐️⭐️⭐️⭐️

Location · Family · Outdoor spaces

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.

Family · Location · Nearby

$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!

Family · Location · Kitchen

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.​

Family · Value · Heating

Cozy Family Vacation Villa

An Airbnb for the family. The guest villa is loaded with lots of extras and goodies to make your stay comfortable and convenient. The property 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.

Location · Family · Comfort

Hidden Springs retreat w/ pool & arcade

Step into this fun-filled Orlando area pool home! 🛏 Sleeps 10 | 4 bedrooms | 5 beds | 2 baths 🏊 Private pool & spa (heating available for a fee) w/ BBQ patio & outdoor furniture 🎮 Game room w/ arcade, pool table, ping pong & Smart TV 🎢 19 mins to Disney, 26 mins to Universal, 10 mins to Island H2O & Margaritaville 👨‍👩‍👧 Family-ready w/ pack 'n play, high chair, themed rooms & children's dinnerware 🐾 Pets welcome (approval required)

Location · Family · Nearby