Villa vacation rentals in Kissimmee

A private pool area features a turquoise swimming pool and a spa, both enclosed by a screened lanai. Comfortable seating options include several lounge chairs and a propane grill is available nearby, creating an inviting space for relaxation and outdoor dining.

4.9 out of 5 average rating, 21 reviews

$99May So fac'g pool,spa,lovely,utd,grill pets 242

This 4 bdrm, 3 bath villa is perfect for a family vacation! It sleeps 8 in 4 bedrooms plus a sleeper sofa, private pool and spa. It's walking distance to the community amenities- a gym, a walk in pool, cabanas for shade, a hot tub, a play ground, volleyball court, and a basketball goal! Located in a dedicated wetlands it gives the best of both worlds. The resort is close to shopping and restaurants, yet serene. Go to the parks or play at home! Grill out or eat out! You will want to stay in FL!

A sprawling resort-style pool area is highlighted, featuring a large lagoon pool surrounded by seating options under shaded umbrellas. Water slides and a splash pad are visible in the background, along with lush landscaping and palm trees enhancing the vibrant atmosphere.

5 out of 5 average rating, 5 reviews

Gated|3m to Disney|Pool & Spa|FREE Resort Access

NEW TO MARKET!!! "Summer House" at Windsor Hills is an extra clean vacation home - recently upgraded with new floors, paint, decor, furniture and brand new Stearns & Foster mattresses in every room. The villa is a 4 Bedroom 4 Bathroom Ensuite property with an attached bathroom on every bedroom! The property has a private pool & hot tub, smart TV's in every room, a game room with a pool table, foosballs table, Smart Tv, 4 leather reclining movie theatre chairs with more space to spread out. Stun

An outdoor dining area features a large table surrounded by six woven chairs. Beyond, a screened pool area showcases a swimming pool with lounge chairs arranged around it, set against a backdrop of green trees and the golf course.

4.6 out of 5 average rating, 5 reviews

Luxury 5br/3ba Golf Course Villa S/W Private Pool

A Unique fully equipped luxury upgraded villa has a Large Extended SW facing deck with pool & spa & Tropical garden/Golf views.5 bedrooms 1 King, 2 Queens, 2 Twins with flat screen tv's and Roku streaming channels, 3 bathrooms. Games Room, 75" large flat screen TV Situated in the prestigious Highlands reserve Golf Community,10 minutes walk to bars/restaurants & a large Publix supermarket. Extremely private & secluded with fabulous views. Pool & spa heat advised Oct/April at an additional cost.

The villa features a distinct architectural style with a terracotta roof and a landscaped front yard. Lush palm trees are positioned around the entrance, while a spacious driveway leads to a three-car garage, all set against a tranquil evening sky.

5 out of 5 average rating, 106 reviews

Villa Sol Peaceful Pool/Hot tub Home

Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with the cabinet full of games, or play a little game of basketball right outside the pool. Enjoy the tennis courts, and playground. Stay in shape while you travel just steps away from the clubhouse gym. There is everything for the beach trips or the ball games. All of your baby's needs are covered as well.

The image showcases a private pool area encased in a screened enclosure, with a clear blue pool reflecting sunlight. Surrounding the pool are comfortable lounge chairs and a dining table set on a spacious deck, with greenery visible beyond the enclosure.

4.91 out of 5 average rating, 55 reviews

Disney Pool Home Kissimmee

Located in the beautiful Crescent Lakes of Kissimmee. Just minutes (12 miles) to Disney. Our 3 Bed, 2 full bath Villa will be sure to make your vacation enjoyable. Relax under the sun or the stars in the south/west facing pool. Lounge and dine on the oversized pool deck. 3 bed, 2 full bath Villa. Community has finishing ponds - catch and release policy. No swimming - we have gators Tennis court, basketball court, football/soccer field with baseball base. Playground and outdoor work out

The image showcases a collage of four distinct spaces. A bright children's bedroom features pink walls adorned with Disney Princess graphics. A themed room with a cosmic design includes multiple spacious beds. An outdoor area highlights a private pool surrounded by lounge chairs. A game room is equipped with a pool table and arcade games, illuminated with vibrant lighting.

4.71 out of 5 average rating, 45 reviews

Free Pool Heat! Themed Rooms|Game Room|Lazy River

Enjoy your stay at this spacious, family-friendly home! MINUTES to Walt Disney World, golf courses and outlet shopping. Beautiful themed interior, and enough space to entertain throughout. This impeccable 9 bedroom, 5 bath home sleeps up to 24. • 🎢 LAZY RIVER and WATER SLIDES • 🌟THEMED Bedrooms • 🌟GAME ROOM •🍴 Stocked Kitchen • 🏖️ Private patio with HEATED POOL • 🛏️ Memory foam mattresses • 📶 High Speed Wi-Fi • 🚼 Pack n play & kids high-chair (1) •👮‍♀️ Gated community

The collage features four areas: the screened-in pool area showcasing a shimmering pool beneath a grid of roof panels; a game room with vibrant lighting highlighting several game tables; a colorful children’s bedroom with Mickey Mouse decor; and the welcoming facade of a modern home with a paved driveway.

5 out of 5 average rating, 34 reviews

25 Minutes to Disney Parks!

Enjoy a perfect getaway in our modern, detached home located in a quiet gated community, just 25 minutes from Disney parks. Relax in the private pool and hot tub after a day of fun, or enjoy some friendly competition in the fully-equipped game room. With stylish interiors, spacious living areas, and all the comforts you need, this home is an ideal retreat for families and friends seeking both relaxation and adventure. Make lasting memories in a space that feels like your own!

Aerial view of the resort showcases a large swimming pool surrounded by lush greenery and sandy areas. Tiki huts provide shaded seating, while blue loungers are arranged neatly across the beach area, creating a relaxed outdoor space for guests.

5 out of 5 average rating, 35 reviews

1st level Pool/Beach Disney Area

* 1st floor Villa just steps To beach, Restaurant & Tiki Bar * Plush Towels & Linens * Full Kitchen * Free Cable & Internet & Parking * Wheelchair accessible * 4 Pools & 6 Hot tubs * Live entertainment 1-2 Day per week * Beach Volleyball * Tennis * Basketball * Fishing * Nature Trails * Shuffleboard * Lake & Ponds * Tiki Huts/Cabanas * Free EV Charging * Screened Lanai * Grilling Areas * Beach Loungers * * Walt Disney World 11 mi. * Universal Studios 22 Mi.

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.

4.91 out of 5 average rating, 101 reviews

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**

A vibrant collage presents the inviting exterior of Villa Marie, featuring a colorful water playground with slides and a lazy river. A large smart TV is also shown, indicating entertainment options. The image is accented by a promotional banner highlighting free pool heating and BBQ amenities.

4.91 out of 5 average rating, 43 reviews

Discover Magic & Elegance at Villa Marie!

As you step inside this freshly renovated 9-bedroom, 6-bathroom villa, you are immediately embraced by a blend of contemporary design and homely warmth. One of the highlights of this residence is its captivating themed rooms. Whether it's the Disney princess realm for the little dreamer or the Marvel superhero sanctuary for the young-at-heart, every room promises an unforgettable journey into the realms of imagination.

A modern two-story villa features a clean exterior with a light color palette. Palm trees frame the entrance, which is accentuated by two outdoor chairs and a welcoming doorway. A spacious garage is visible, complemented by a manicured lawn and clear blue skies.

4.78 out of 5 average rating, 9 reviews

3841 Stylish Villa 7BQ Pool and Game Room

Come to Orlando and stay in this lovely villa, specially thought and designed to give guests the feeling of being at home away from home. Fully equipped with the most pleasant and stylish furniture and decorations, stay in this villa comfortably, accommodating all your family and friends for the most complete experience possible on your trip, whether for work or vacation!

An open concept living area showcases modern furnishings, including a spacious sofa against light grey walls. A dining area with white chairs is visible, along with a contemporary kitchen featuring stainless steel appliances. Large windows allow natural light to brighten the space.