
Villa holiday rentals in Winter Haven
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Top-rated villa rentals in Winter Haven
Guests agree: These villas are highly rated for location, cleanliness and more.

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney
Nestled in the peaceful 4 Corners community close to Disney & top rated attractions, Target, Publix & restaurants. Newly updated, inviting and modern 2 level, 5 bedroom/3.5 bath with comfortable luxurious beds! Equipped with a private pool (heat for an extra fee), game room, BBQ grill & free Nespresso. Out back is a mini golf putting green, corn hole and fire pit for the family to gather around under the warm vibe of string lights. A place for the family to retreat, relax, reset and have fun!

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!

9BR Memory Making Villa with Free Pool Heat!
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!

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema
The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

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!

Pool Movies|Water Park|Movie Theater|Arcade|Themed
Enjoy our Early Bird Sale and Save! ✨ Discover an enchanting escape at Ice Saber Manor-a stunning 6 bed Villa featuring FROZEN and SPIDER-MAN rooms, 4 gorgeous master suites and endless entertainment options! Immerse yourself in cinematic wonders with a Star Wars MOVIE THEATER, belt out your favorites in the KARAOKE area or revel in our POOLSIDE THEATER! Relax in your heated POOL&SPA or enjoy our WATERPARK! Discover Disney from the comfort of this modern home nestled in a beautiful resort!

9355 Splash Fun 4 Free near Disney in Champions G.
1800sf Ground floor unit! Hardwood floor throughout all bedrooms. Well stocked kitchen, Great for Snowbirds' lengthy stay! Water park back yard! Free Shuttle to Oasis Resort Daily! This Fully sanitized, newly furnished house is completely yours! Keyless, Code is given prior to your check in time. Standalone, private homes with no shared amenities. The cleaning is performed by a professional cleaning company that is taking extra precautions to avoid any risk of contagion from Covid-19.

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.

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.

Villa with pool
Fabulous 4 bedroom villa,two bathrooms, with games room, BBQ and private pool. Fully equipped for your convenience! Centrally located. Only minutes away from Disney and the other amusement parks. 3 minutes away from Walmart, Publix and varied restaurants. Come with your family and have an unforgettable vacation!The house also has the enjoyment of an additional area in the area ,which has an extra pool,tennis courts a children's park and boat ramp and yeskit .
Popular amenities for Winter Haven villa rentals
Private villa rentals

Fun & Vibrant 5BD/5BA w/ FREE Resort Access!

Golf Oasis-Game Room-Pool-Disney South Face Pool

Luxury 4 Bedrooms, 3.5 Bathrooms with pool.

Solara Villa – Themes, Arcade, Privacy | Sleeps 22

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

Luxury Villa! /Game Room/ Pool Heater

WaterView 4 miles to Disney 3Br 2Ba Pool Home

Quiet Villa w/ pool close to Theme Parks and golf!
Luxury villa rentals

4mi to Disney | Games | Private Pool

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

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

Rotating VR Machine, Arcade, Slide | 3mi to Disney

Brand New 10Bd Mansion At Windsor Island Resort

Luxury Themed Villa 9 BR | Close to Disney

Luxury Villa | Pool, Spa, Game Room | Near Disney

8 BR Villa, Private Pool, Theater, Min to Disney!
Villa rentals with a pool

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

Vacation 3 bedroom 2 bath Villa+pool

Cozy&Peaceful Family Getaway Near Disney and more!

Rest & Relax at Sunset by the Lake with SPA!

South facing Modern villa in quiet gated estate

Beautiful 4 bedrooms with South/West facing pool

Disney Family Retreat w/screened-in patio & pool

Epic Luxury Theme Home w/ Private Pool & Game Room
Quick stats about villa rentals in Winter Haven

Nightly prices starting at
Winter Haven holiday rentals start at $271 AUD per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Raymond James Stadium
- Old Town Kissimmee
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Amalie Arena
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




