
Villa holiday rentals in Winter Haven
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Quick stats about villa rentals in Winter Haven

Nightly prices starting at
Winter Haven holiday rentals start at £144 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!
Top-rated villa rentals in Winter Haven
Guests agree: these villas are highly rated for location, cleanliness and more.

25%off/Close to Disney/Hot Tub/Private Pool/Fenced
Enjoy this beautiful home thoughtfully detailed for the whole family. There is lots of space for everyone to spread out but still be together. A living room to gather in, TV room with a 65" screen, bedrooms, kitchen, bathrooms, laundry room, pool/spa area & much more; all decorated with the a peaceful Birds and Blossoms theme throughout. A privacy fence offers a secluded area around the pool & hot tub in this quiet community. You will be delighted with the 5* experience we provide for you & pet.

Emerald City, No AirBNB Fees, Heated Pool
Stylish 4BR, 3.5BA home w/ green & gold decor. Enjoy a private pool up to 6ft deep w/ floaties. Pool heat available for $30/night (2-night min) Starter items provided: 1 roll paper towels, 3 kitchen bags, 2 toilet rolls per bathroom, 2 laundry pods & 2 dishwasher pods. Not restocked Please review photos & listed amenities before booking. If not shown or listed, it is not provided Booking guest must be 25+ & stay on-site Check-in after 4pm, check-out before 10am NO pets, smoking, or parties

Palm Villa | 6BR Disney Retreat + Heated Pool/Spa
This spacious family friendly villa next to the 5600 sf resort clubhouse is the perfect place to make lasting memories for an unforgettable Orlando vacation for your friends & family. The villa is located near restaurants, shopping & less than 20 mins to your favorite Disney attractions. There is a Mickey & Minnie themed room, a SOCCER room, & a children's playroom with chalkboard wall. Step out onto the large and airy pool deck with BBQ grill, outdoor dining, swimming pool and relaxing spa.

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

9BR Fantastic Family Fun Resort Home
9BR Stargazer Villas Guest Favorite! Your family will love this vacation home in Champions Gate Resort just outside Orlando! Occupancy up to 16 beautifully decorated masterpiece. A short drive to Disney Magic Kingdom and close to attractions, shopping and dining. This villa has a heated pool (no extra charge) to relax in after a day at the parks. Themed rooms featuring Frozen, Guardians of the Galaxy, and Lilo & Stitch bedrooms as well as two primary suites & full size Harry Potter game room!

Magical Disney House-Pool & Hot Tub,Free Waterpark
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 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

Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

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.

Zen Inspired Villa near Disney
A haven of tranquility. Here simplicity meets elegance in a minimalist design that integrates natural materials. Large spaces with abundant natural light that invite you to relax. Comfortable furniture and comfortable sheets. We have taken care of every detail to offer you a complete experience, from yoga/meditation mats, books and games for the little ones in the house to board games to share with the family. A private pool with a great view and lights complete the place.

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.

Cozy 3 bed, 2 bath home 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**

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm
Welcome to Blue Paradise Villa! This stunning 6,800 sq. ft. retreat features 15 bedrooms and 11 full bathrooms, comfortably accommodating up to 36 guests. Located in Solterra Resort, the villa offers a private pool and spa, a game room, and a theater room for endless entertainment. Enjoy resort amenities including a lazy river, beach-entry pool with water slide, fitness center, tennis courts, and more—perfect for an unforgettable getaway!
Popular amenities for villa rentals in Winter Haven
Private villa rentals

Lakefront Victorian Hse for Time Travelers & Event

Private Pool Villa • Lake Views • Near Disney

Family 3BR Pool Home Near Disney w/ Private Patio

Ideal location on a golf complex (343830)

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Robins Nest

Southern Dunes - Lake View Villa Private Pool

Beautiful Lakeview 4 BR Vacation Home with Pool!
Luxury villa rentals

Batman’s Cave w/ Pool + BBQ | Game Room Fun

Disney 8-bedroom Villa Pool Resort BBQ Game Room

15min2parks/Karaoke/Theater/*Summer Special

5/3 Luxury Oasis - Fire pit- Full Gym - Balcony

Luxury Resort Villa, Themed Arcade Theater Fun

Epic Disney Villa • Hidden Arcade & Playroom!

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Pool Movies|Water Park|Movie Theater|Arcade|Themed
Villa rentals with a pool

Fun in the Sun-Dream Solterra Villa

Skyblue Villas

Best Value BnB Disney Villa W/ Private Pool & SPA

The Dunes at Southern Dunes Haines City

5 Bed Villa | Private Heated Pool | Near Disney

Luxury 4 Bedrooms, 3.5 Bathrooms with pool.

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

Disney Family Fun Resort, Pool/Game Room
Destinations to explore
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Raymond James Stadium
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
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- ESPN Wide World of Sports
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- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- University of South Florida





