
Villa holiday rentals in Winter Haven
Find and book unique villas on Airbnb
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, 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

❤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

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

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.

Relaxation Estate w/ Retro Arcade + Pool/Spa Oasis
Welcome to "The Relaxation Estate" Your modern, relaxing vacation hotspot packed with private amenities and an upscale feel-good vibe. Enjoy the Florida sun in the heated pool, a favorite beverage in the covered outdoor pergola, or dominate your friends and family in the arcade. When the day is winding down, retreat into one of our stylish bedrooms designed for a fantastic nights sleep. We welcome you to come and enjoy a perfect vacation at our Relaxation Estate home!!

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!

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 Winter Haven villa rentals
Private villa rentals

Lakefront Victorian Hse for Time Travelers & Event

Skyblue Villas

Private Pool Villa • Lake Views • Near Disney

5 Bed Villa | Private Heated Pool | Near Disney

Family 3BR Pool Home Near Disney w/ Private Patio

The Citrus Villa | An Entertainer's Delight

Ideal location on a golf complex (343830)

Southern Dunes - Lake View Villa Private Pool
Luxury villa rentals

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Supervilla at Championsgate | Waterpark | Themed

Epic Disney Villa • Hidden Arcade & Playroom!

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

Poolside getaway w/ game room | Walk to clubhouse

Pool Movies|Water Park|Movie Theater|Arcade|Themed

9BR Fantastic Family Fun Resort Home

Cozy Themed Villa 6 BR | Close to Disney
Villa rentals with a pool

Fun in the Sun-Dream Solterra Villa

Mins to Disney | Villa w/ Private Pool & Spa!

The Dunes at Southern Dunes Haines City

Disney Family Fun Resort, Pool/Game Room

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

Palm Villa | 6BR Disney Retreat + Heated Pool/Spa

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

5 Bed Villa South Pool 2 King Ensuites Near Disney
Destinations to explore
- Miami Holiday rentals
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Fort Lauderdale Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- St. Augustine Holiday rentals
- Cabin rentals Winter Haven
- Rentals with a fire pit Winter Haven
- Rentals with a hot tub Winter Haven
- Private suite rentals Winter Haven
- Fitness-friendly rentals Winter Haven
- Rentals with a patio Winter Haven
- Hotel rooms Winter Haven
- Guesthouse rentals Winter Haven
- Rentals with breakfast Winter Haven
- Rentals with a fireplace Winter Haven
- Apartment rentals Winter Haven
- Pet-friendly rentals Winter Haven
- Cottage rentals Winter Haven
- Rentals with outdoor seating Winter Haven
- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Condo rentals Winter Haven
- Rentals with a kayak Winter Haven
- Family-friendly rentals Winter Haven
- Rentals with lake access Winter Haven
- Waterfront rentals Winter Haven
- House rentals 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
- Raymond James Stadium
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Camping World Stadium
- Magic Kingdom Park
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Amalie Arena
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Tampa Convention Center
- Disney's Hollywood Studios
- University of South Florida





