
Villa holiday 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.

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.

Near Disney Gated LakeView Pvt Heated Pool
LIMITED PROMOTION! FREE CLEANING FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

❤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

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!

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 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.

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.

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**

4mi to Disney | Games | Private Pool
Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa.

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

Fun in the Sun-Dream Solterra Villa

Golfers! Updated! 4/3, grill, GR, pool&spa 136

Executive Disney Home on Highlands Reserve

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Luxury Private Villa near Disney

Disney Family Fun Resort, Pool/Game Room

Retreat w/ Pvt Pool + Avengers Game Room | Disney

Southern Dunes - Lake View Villa Private Pool
Luxury villa rentals

Storey Lake 10BR Villa Near Disney, Pool Waterpark

Premium 6BR | Theater, Games & Heated Pool

Poolside Movies | 3Min.Walk to Waterpark| Game Roo

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

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

Family Dream Vacation Villa w 6br + pool & Resort

Walk2Clubhouse|Pool Movies|Arcade|Theater|Themed

Magical 5-Bedroom Villa Near Universal's Wizarding
Villa rentals with a pool

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

Gorgeous spacious villa/ text for special offers

Watersong Villa w/ Pool & Resort Amenities

Best Value BnB Disney Villa W/ Private Pool & SPA

Toy Story Twin 4Bed 2Bath Pool Villa & Pool Table

Luxury 4 Bedrooms, 3.5 Bathrooms with pool.

Luxury home | Lakeside Landing

Upscale Family Home w/ Custom Arcade, Theatre
Quick stats about villa rentals in Winter Haven

Nightly prices starting at
Winter Haven holiday rentals start at $258 SGD 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cabin rentals Winter Haven
- Rentals with a firepit Winter Haven
- Cottage rentals Winter Haven
- Rentals with a patio Winter Haven
- Rentals with breakfast Winter Haven
- Waterfront rentals Winter Haven
- Fitness-friendly rentals Winter Haven
- House rentals Winter Haven
- Rentals with outdoor seating Winter Haven
- Hotel rooms Winter Haven
- Rentals with a fireplace Winter Haven
- Rentals with a hot tub Winter Haven
- Rentals with a kayak Winter Haven
- Apartment rentals Winter Haven
- Family-friendly rentals Winter Haven
- Guest house rentals Winter Haven
- Flat rentals Winter Haven
- Pet-friendly rentals Winter Haven
- Private suite rentals Winter Haven
- Rentals with lake access Winter Haven
- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Villa rentals Polk County
- Villa rentals Florida
- Villa rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Raymond James Stadium
- Magic Kingdom Park
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Busch Gardens Tampa Bay
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park




