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Villa vacation rentals in Kissimmee

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Top-rated villa rentals in Kissimmee

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Villa in Kissimmee

4.89 out of 5 average rating, 18 reviews

* Beautiful Villa Near Disney w/Pool Sleeps 10

Fall in love with this spacious airbnb, that sleeps up to 10 Amazing 4 bedrooms, 3 baths with 2 MASTER BEDROOMS, in a gated community! Our location is one major bonus! Within 15 mins near Disney, 10 mins from H20 Water park and Margaritaville/Sunsetwalk strip. 15 mins from Old town, 25 mins from City walk/Universal and Seaworld, 30 min from down town Orlando and 20 mins from International drive. Rest easy knowing our airbnb is always professionally cleaned and sanitized after all departures.

Villa in Davenport

4.88 out of 5 average rating, 16 reviews

South facing pool & spa,lovely,utd,villa, 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!

Villa in Kissimmee

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

Villa in Davenport

4.67 out of 5 average rating, 3 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.

Villa in Kissimmee

4.8 out of 5 average rating, 59 reviews

Home w/ PVT Pool, Game Room & Resort access 2100

Our luxurious 5-bedroom, 5.5-bathroom home boasts a spacious living room with Smart TV, a fully-equipped kitchen and dining room, a cozy upstairs living area perfect for movie nights as well as an air-conditioned game room featuring a pool table and air hockey. Venture to the backyard to find even more amazing features such as a spacious private pool and SPA, sun loungers, a barbecue and a table with 6 seats where you and your guests will be able to enjoy some sun-filled al fresco dining.

Villa in Kissimmee

4.9 out of 5 average rating, 50 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

Villa in Davenport

5 out of 5 average rating, 15 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!

Villa in Kissimmee

4.81 out of 5 average rating, 31 reviews

Best Villa Closest to Disney with Amazing Resort

The most beautiful villa at Storey Lake, the #1 and closest resort to Disney. Super spacious, and perfect for multiple families. Brand new with an absolute modern feel and your own pool/jacuzzi with outdoor TV . Highest speed internet (1gb/s) compared to any other with wifi all across the property. On the resort with multiple adult & kids pools, water activities, gym, clubhouse, tiki bar, boating , turf soccer field, beach volleyball all included. Walking distance to shops.

Villa in Davenport

5 out of 5 average rating, 27 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.

Villa in Kissimmee

4.91 out of 5 average rating, 32 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.

Villa in Kissimmee

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!

Villa in Kissimmee

4.75 out of 5 average rating, 79 reviews

Disney area 4-bedrooms spacious villa for rent

Our villa offers a nice and relaxing place for families at an affordable price. Rent an entire very private villa with a gorgeous swimming pool in a family-oriented residential neighbourhood. It has a great conservation view and outdoor space with a small pond. This home is located in the community of Eagle Point on Poinciana Blvd. near the Walt Disney World Resort.

Vacation rentals for every style

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Apartments

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Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Kissimmee villa rentals

Free parking on premises

Air conditioning

Villa rentals with a pool

Villa in Kissimmee

4.96 out of 5 average rating, 170 reviews

4 bed villa w/private pool near Disney, sleeps 6+

Villa in Davenport

4.82 out of 5 average rating, 74 reviews

5bedroom,pool,18min to Disney, Kissimmee davenport

Villa in Davenport

4.93 out of 5 average rating, 45 reviews

Villa Casa Campo 4-beds with pool

Villa in Davenport

4.8 out of 5 average rating, 45 reviews

4 Bedroom Villa - with Pool - Near Disney & More

Villa in Davenport

4.95 out of 5 average rating, 40 reviews

Graystone Villa, 3 bedrooms with private pool

Villa in Kissimmee

4.84 out of 5 average rating, 67 reviews

Luxury 9Beds Villas With Pool Spa In Solara

Villa in Davenport

4.73 out of 5 average rating, 55 reviews

Private Villa with Pool near Disney

Villa in Kissimmee

4.79 out of 5 average rating, 77 reviews

Seasons Retreat, 5 Bed, 4 Bath, Private Pool Villa

Villa rentals with a hot tub

Villa in Davenport

5 out of 5 average rating, 15 reviews

Luxurious Relaxing Retreat with Private Pool & Spa

Villa in Davenport

4.98 out of 5 average rating, 48 reviews

Executive Disney Home on Highlands Reserve

Villa in Kissimmee

4.94 out of 5 average rating, 16 reviews

4 Suites Villa near Disney+ Hot Tub@ Magic Village

Villa in Kissimmee

4.89 out of 5 average rating, 96 reviews

Wonderful Villa at Storey lake Resort 6 Rooms Pool

Villa in Davenport

5 out of 5 average rating, 22 reviews

Luxury Villa Pool/Spa 2 Masters, Highlands Reserve

Villa in Four Corners

4.71 out of 5 average rating, 118 reviews

Tinkerbells Castle 2 Pool & Spa, Disney Fire Works

Villa in Kissimmee

4.76 out of 5 average rating, 49 reviews

Storey Lake Villa Oasis in Kissimmee

Villa in Kissimmee

5 out of 5 average rating, 29 reviews

Sharedale Lakeside Villa

Private villa rentals

Villa in Davenport

5 out of 5 average rating, 4 reviews

Villatel 081

Villa in Kissimmee

4.59 out of 5 average rating, 61 reviews

The Formosa Grand Mansion!

Villa in Davenport

4.83 out of 5 average rating, 6 reviews

Spacious Multi Family Villa- 6Br Sunny Pool Deck!

Villa in Kissimmee

4.87 out of 5 average rating, 15 reviews

6BR/4.5BA DisneyVilla,Pool+Spa,Game Room,Clubhouse

Villa in Davenport

4.74 out of 5 average rating, 76 reviews

Nr Disney pool/cinema room/outdoor kitchen

Villa in Davenport

4.9 out of 5 average rating, 62 reviews

Vast Tranquil Spanish Villa 20 mins to Disney fun

Villa in Kissimmee

5 out of 5 average rating, 13 reviews

Luxurious home 2 miles from Disney - Windsor Hills

Villa in Davenport

4.95 out of 5 average rating, 43 reviews

Memorable Moment: Watch Moana2 while @ Moana Villa

Quick stats about villa rentals in Kissimmee

Total rentals
790 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
18K reviews
Family-friendly rentals
770 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
730 properties have a pool

Destinations to explore