Villa vacation rentals in Winter Haven

Emerald City, No AirBNB Fees, Heated Pool

Stylish 4BR, 3.5BA home w/ emerald & 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 of paper towels, 3 kitchen garbage bags, 2 toilet rolls per bathroom, 2 laundry pods, & 2 dishwasher pods. We don’t restock Booking guest must be 25+ & stay on-site 11mi to Disney 22mi to Universal 27mi to MCO 4.2mi to golf 2.2mi to liquor/grocery Check-in after 4pm, check-out before 10am NO pets, smoking, or parties

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!

*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.

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

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!

6BR Phenomenal Vacation Home- Free Spa/Pool Heat

Bring the family to this immaculate and well equipped Stargazer Villas vacation home, a guest favorite at Windsor Island Resort, which now features Pickleball! A quick drive to Disney & close to popular attractions, shopping and dining. This immaculately clean villa has a private free heated pool & spa to relax in after a busy day exploring the Orlando area. Family friendly featuring Mickey, Harry Potter, & Avengers themed bedrooms as well as two primary suites and a Star Wars game room!

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**

Modern Coastal Farm House/Pool+Jacuzzi/near Disney

Welcome to Florida!!! Have fun with the whole family at this stylish place, equipped with everything you need for your staying. Our gorgeous modern coastal farm house is sitting in one of the most desirable communities for those wishing to vacation around the Disney and Kissimmee/Orlando areas. Drive time to Disney is 10 to 15 minutes and the community is also nearby Hwy 192 with a variety of shopping, dining, and entertainment.

Hot tub, gameroom near Disney

I am chuffed to bits to host your family! The villa is a 15-minute drive to Disney and 25 to Universal. There are five golf clubs locally and plenty more things to do—why not check out one of Florida’s beaches or shop at Downtown Disney? There is so much to see in Orlando. If you choose to stay in, take advantage of the private swimming pool, spa, and spacious, family-friendly home with a fully equipped kitchen and game room.