Villa holiday rentals in Winter Haven

4.95 out of 5 average rating, 105 reviews

Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema

Relax with the whole family at this peaceful place to stay. The villa has many amenities as heated pool, bbq grill, jacuzzi, movie theater, game room, Playground and a large fenced patio with fire pit, great for family picnics. It’s conveniently located 12 miles from Disney theme parks in Orlando, FL.(about 20 min drive) It’s in a quiet, safe and clean neighborhood. Space parking up to 4 cars. We have a room specially dedicated for kids with toys and games. We specialize in creating memories! ❤️

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A living area showcases comfortable seating and a flat-screen TV, with a vibrant green wall accentuating the space. The pool area is visible, featuring floating devices in a clear blue pool under sunlight. An inviting bedroom with a spacious bed is complemented by light streaming through the window. A chilled bottle of champagne and glasses are set inside the refrigerator, enhancing the welcoming environment.

4.87 out of 5 average rating, 163 reviews

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

FamilyValueBeach

4.98 out of 5 average rating, 210 reviews

The living area features a modern sectional sofa with colorful throw pillows in vibrant red and yellow. A matching ottoman sits in front, accompanied by stylish side tables with lamps. Bright blue walls create a lively backdrop, enhanced by a large abstract painting and adjacent dining space.

Villa in Lake Wales

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

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An entertainment area is visible with a pool table positioned under a modern light fixture. Nearby, a cozy seating arrangement surrounds a circular table, while large windows offer natural light. A vibrant themed room is accented with bunk beds, sporty decor, and a bold area rug.

4.95 out of 5 average rating, 189 reviews

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!

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A vibrant game room displays an air hockey table and foosball station, with colorful LED lights casting an engaging glow. An adjoining indoor theater features plush seating and a large screen, while a private pool area invites relaxation, surrounded by lush greenery and floatation devices.

4.97 out of 5 average rating, 128 reviews

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!

FamilyValueHot tub

A screened-in patio area features a private pool surrounded by comfortable lounge chairs. The inviting water reflects the colors of the sunset sky, and a small dining table is visible nearby. The home is designed for relaxation and outdoor enjoyment.

4.91 out of 5 average rating, 214 reviews

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.

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The exterior of a two-story home is framed by lush greenery and neatly manicured hedges. A brick driveway leads to the entrance, where a decorative door is flanked by two round windows. A balcony is visible above, surrounded by elegant railings.

4.92 out of 5 average rating, 216 reviews

Beautiful villa home near Disney

We Canadians built this luxurious Florida home. 6BR, sleeps 12, screened lanai, upgraded saltwater pool, wading pool, spa/hot tub (pool/spa heat $35/day.) Piano. Smart 4K TV's all rooms with Netflix, Disney, Prime, etc. Full kitchen seats 6+2 , dining room seats 10, second fridge in garage, hardwood & ceramic floors, 2 car garage with opener, 50amp plug for EV charging. Minutes to Disney/Universal, Margaritaville. Crib/playpen/highchair. Computer desk, chair. Blazing internet.

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4.85 out of 5 average rating, 183 reviews

A well-maintained villa is showcased, featuring a welcoming entrance with a single-car garage. Lush greenery and colorful shrubs line the brick pathway, while tall palm trees and vibrant landscaping enhance the cheerful exterior. Bright clouds are visible in a clear blue sky.

Villa in Haines City

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.

LocationFamilySleep quality

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

4.92 out of 5 average rating, 155 reviews

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**

FamilyValueHeating

A spacious dining area features a long glass table surrounded by white chairs, set for a large meal with blue and gold accents. A striking blue wall with geometric gold patterns creates a modern backdrop, while contemporary light fixtures illuminate the space.

4.94 out of 5 average rating, 135 reviews

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!

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4.91 out of 5 average rating, 152 reviews

A spacious living area features a sectional sofa in deep blue, complemented by two stylish armchairs. A wooden coffee table sits in the center, surrounded by a soft area rug. Natural light fills the room through large windows, enhancing the modern décor.

Villa in Four Corners

House Majestic, Luxury Villa 6b/5b near Disney

Welcome to our brand new 6-bedroom House Majestic Vacation Villa, which accommodates 16 people! Counts with a South & Lake-facing Private hot tub & swimming pool. Children's rooms are Disney-themed, this vacation villa will surely please everyone and make you feel part of the fairy tale! Located in the renowned Champions Gate resort with access to the Oasis Club & lazy river experience, slides, nightly events, celebrations and more!

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The open living area features high ceilings, large windows, and a cozy seating arrangement with a sofa and armchairs. Decorative wall art and plants enhance the design, while an elegant dining space and modern kitchen are visible in the background.