
Villa vacation rentals in Winter Haven
Find and book unique villas on Airbnb
Top-rated villa rentals in Winter Haven
Guests agree: these villas are highly rated for location, cleanliness, and more.

Lakefront, Dock, 2 Kayaks, near Bok & Legoland
** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS

Luxury Fun Stay w/Pool/Spa/WaterPark
This stunning 5BR pool home is in the sought-after Champions Gate resort. Just 12 miles to Disney and 19 miles to Universal Studios, it's a short 9-min walk to the clubhouse, offering free access to the lazy river, fitness center, water park, movie theater, and more. With exceptional facilities, the villa comfortably accommodates up to 14 guests, making it perfect for family fun and gatherings. Enjoy a relaxing retreat near top restaurants, attractions, landmarks, and the famous Disney World!

South-Facing Pool & Spa | 4BR/4BA Near Disney
Minutes to Disney! Relax in our south-facing pool & spa after fun-filled days. Four spacious bedrooms each with private bath give every guest room to unwind. Fun for all ages: arcade games, pool table, hot tub, high-speed Wi-Fi and themed kids’ room keep everyone happy when you stay in. Fully stocked kitchen, washer/dryer and family gear (crib, highchair, safety gates, stroller) make travel easy. Just a short drive away from every attraction. Book your stay with Endless Summer Villa today!

Sunny Family Retreat ~ Peaceful Pool ~ Game Room
Unwind in this sunny 4 Bedroom 3 Bath house nestled in a serene family-friendly neighborhood. This prime location allows quick access to nearby restaurants and shops while being just a short drive away from Disney World, Universal, Legoland, and more. The lively pool deck and entertaining game room offer various relaxing and fun amenities. ✔ 4 Comfortable Bedrooms ✔ 3 Large Bathrooms ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Game Room ✔ Six TVs w/ Roku ✔ Sun Loungers Learn more below!

Magical Disney House-Pool & Hot Tub,Free Waterpark
Mickey Mouse & Star Wars bedrooms, gameroom, pool & hot tub with bbq, loungers,cozy couch and plenty of fun to be had under the sun or under the stars with outdoor lights over pool. 1st and 2nd floor master suites -great for two families. Our gated resort community at Solterra gives you access to FREE pool/lazy river/water slide/playground and much more Also own the house across the street for renting two homes at same time. ask about that home. Ask about our early check in/out options

Villa con piscina
Fabulosa villa de 4 habitaciones ,dos baños, con sala de juegos, BBQ y piscina privada. Completamente equipada para su conveniencia! Lugar céntrico. Solo a minutos de Disney y de los demás parques de atracción. A 3 minutos de Walmart, Publix y restaurantes variados. Venga con su familia y pase unas vacaciones inolvidables!La casa también cuenta con el disfrute de un área adicional en el área ,que tiene una piscina extra,canchas de tenis un parque para niños y rampa para botes y yeskit .

Beautiful 4 Bedroom Pool Villa Near Disney World
This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

Emerald City, No AirBNB Fees, Heated Pool
Stylish 4 bedroom and 3.5 bath home with emerald & gold decor. Outside you’ll cool down in an up-to 6ft pool with floaties. Pool heating is an extra feature for $30/night. Starter items provided: 2 toilet rolls/bathroom, 2 laundry pods & 2 dishwasher pods. ★ 11 mi from Disney ★ 22 mi from Universal ★ 27 mi from MCO Airport ★ 4.2 mi away from Golf course ★ 2.2 mi away from Liquor & Grocery ★ Check in after 4pm. Check out before 10am ★ NO PETS, NO SMOKING, & NO PARTIES

Sandy's Southern Dunes Villa
This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

House by the Mouse: Something for Everyone!
Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Mickey Fantasia Family Friendly w/accessibility
This home was designed with the idea of imagination in mind. Imagination can take you to places you otherwise could have only dreamt of being in; Walt Disney himself said, "If you can dream it, you can do it". The vibrancy and life that fills this house represents imagination. When you set foot in this house, the real world fades away. Here, life can be a rainbow. People of all abilities are welcome to sing, dance, and have fun here.
Popular amenities for Winter Haven villa rentals
Private villa rentals

Lakefront Victorian Hse for Time Travelers & Event

Fabulous 3 bed villa - Privacy & South facing pool

Villa w/ Pvt Pool & BBQ + Resort | 10 min Disney

Gated Resort, Lake View, Pool/Spa, Games Room

South facing Modern villa in quiet gated estate

Beautiful Lakeview 4 BR Vacation Home with Pool!

Luxury Villa w/ Hot Tub-Grill-Private Heated Pool

Tranquility at Lake Wilson Preserve, lake view
Luxury villa rentals

3mi to Disney Star Wars Galaxy Edge 7BDRM Villa

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

The Golden Bear Villa | Private Pool & Theater

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

Brand New 9Bd Mansion Pool/ Spa At Windsor Island

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub
Villa rentals with a pool

Lux 4BD/2BAVilla/Heated Pool/Private Backyard

5bedroom,pool,18min to Disney, Kissimmee davenport

Executive Disney Home on Highlands Reserve

Luxury Private Villa near Disney

Luxury, Fun & Comfort 7BD Home w/ Home Theater

6 BD/4.5 Ba Sleeps 14! Lily Pad At Solterra Resort

The Dorset Shire

Family Oasis 15 min to Disney Heated Pool• FirePit
Quick stats about villa rentals in Winter Haven

Nightly prices starting at
Winter Haven vacation rentals start at € 155 per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Haven rentals

5 Average rating
Winter Haven stays are highly rated by guests—averaging 5 out of 5!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Old Town Kissimmee
- Raymond James Stadium
- Walt Disney World Resort Golf
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Aquatica
- Amalie Arena
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park




