Villa vacation rentals in Kissimmee

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Top-rated villa rentals in Kissimmee

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Guest favorite

Villa in Kissimmee

4.87 out of 5 average rating, 142 reviews

Minutes from Disney Gated LakeView Pvt Heated Pool

Lowest Cleaning fee! Special wkly, military & AirBnB Host discnts. New Sofa set, Dolby Home theatre, new 65" HD LED TV w/ Airplay. A separate Remote office setup! Sunset Lakes is a secured gated community ~12 min from Disney & other parks. Updated Villa offers Lake View pvt pool, gorgeous sunset, BBQ Grill, Fishing dock. Fully furnished & sparkling clean with 4 beds - 1 King, 1 Quen, 3 baths, kitchen & laundry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

Oct 4 – 11

G$32,615 GYD per night

Guest favorite

Villa in Kissimmee

4.78 out of 5 average rating, 406 reviews

7BD with Movie Theater Pool & Jacuzzi near Disney!

Have your own private Movie Theater, Pool and Spa 4miles from Disney. 7 Bedrooms and heated Pool this is the house of your dreams in a DISNEY vacation. Placed at The Emerald Island Resort, one of the most traditional and beautiful community in the DISNEY AREA, house is surrounded by nature since the community was build in a preservation area, your kids and family will gonna love every minute of your stay, fun and relax are waiting. Comfort with huge space... We hope that you enjoy our house!

Feb 3 – 10

G$67,485 GYD per night

Guest favorite

Villa in Kissimmee

4.95 out of 5 average rating, 37 reviews

Orlando Blossom 4br/3 ba, Private pool, Resort!

Luxury 4 bedroom Pool Home situated in a private gated Resort near Disney. This well maintained property offers the convenience of all bedrooms and living areas on one main floor, including the indoor game room, for your enjoyment and hours of fun. The home also features a fully equipped kitchen for easy meal preparation; high-end furnishings such as a marble top dining table, a granite countertop, leather chairs and sofas as well as all white hotel quality linens and towels for your comfort.

May 15 – 22

G$32,421 GYD per night

Guest favorite

Villa in Kissimmee

4.85 out of 5 average rating, 370 reviews

Amazing Cozy 4Bed/3Bath, Disney Area, Private Pool

A modern, comfortable, cozy and spacious house with a lot of and amenities. 4 bedrooms, 3 full bathrooms, game room/PS4, private pool, 3 parking spaces, WiFi, Smart TVs, well equipped Kitchen and Laundry. The house is located at Crystal Cove, a gated community, considered one of the best location at Disney area. The house is perfect! You’ll be at Walmart block and few minutes from Target, Sams Club, Publix, restaurants and Celebration. Are you going to MAGIC KINGDOM? Only 20 minutes driving!

Dec 5 – 12

G$40,046 GYD per night

Guest favorite

Villa in Davenport

4.9 out of 5 average rating, 63 reviews

Emerald City: Heated Pool, Near Disney & Universal

Stylish 4 br/3.5b home with green & gold decor in the kitchen, living room, & dining room. Upstairs you’ll find an oasis not far from Avengers and Disney princesses. Outside you’ll cool down in an up-to 6ft pool with floaties. Pool heating is an extra feature for $30/night. ★ 19 mins from Disney ★ 27 mins from Universal ★ 35 min from MCO Int’l Airport ★ 9 min away from Golf course ★ 6 min away from Liquor & Grocery ★ Check in after 4pm. Check out 10am ★ NO PETS, NO SMOKING, & NO PARTIES

Sep 12 – 19

G$27,532 GYD per night

Guest favorite

Villa in Kissimmee

4.96 out of 5 average rating, 167 reviews

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

Lovely, updated Vacation Villa, near Disney & Universal Studios. Located on the beautiful, resort-style property of Trafalgar Village. It's your "home-away-from-home" equipped with complimentary high-speed Wifi and flat-screen TVs in every bedroom. You can relax at the home's private pool w/spa or venture off to the clubhouse's community pool, spa, fitness center, game room, and movie theater, just steps away from the villa. The home is 10mins in both directions to shops and restaurants.

Aug 22 – 29

G$31,887 GYD per night

Guest favorite

Villa in Four Corners

4.9 out of 5 average rating, 69 reviews

9355 Walk to Splash Fun/Resort 4 Free near Disney

1800sf Ground floor unit! Hardwood floor throughout all bedrooms. Well stocked kitchen, Great for Snowbirds' lengthy stay! Water park back yard! Free Shuttle to Oasis Resort Daily! This Fully sanitized, newly furnished house is completely yours! Keyless, Code is given prior to your check in time. Standalone, private homes with no shared amenities. The cleaning is performed by a professional cleaning company that is taking extra precautions to avoid any risk of contagion from Covid-19.

Sep 3 – 10

G$25,509 GYD per night

Guest favorite

Villa in Kissimmee

4.79 out of 5 average rating, 67 reviews

Doorway to Disney

ON Disney's doorstep. Just 3 miles from Disney. Situated on a private gated resort with manned security 24/7 for your peace of mind. 4 bed villa sleeps 8 + baby, crib provided. Universal approx. 20 minutes away, close to outlet malls and all attractions. Fully equipped games room which is air conditioned along with the rest of the villa. Large heated pool and spa . Restaurants are short drive ,Gym, internet café as well as bar , pool , volleyball, basketball and tennis courts on site.

Sep 10 – 17

G$26,727 GYD per night

Guest favorite

Villa in Kissimmee

4.97 out of 5 average rating, 130 reviews

Close To The Mouse: Something for Everyone!

Are you ready for four amazing bedrooms, three full baths, a fully equipped kitchen, formal dining area, reclining seats on the new couch and love seat, Tempur-Pedic mattresses on every bed, a beautiful pool, and a game room that will make you want to stay home for the day? Everything is close by: Disney World, Universal , and Sea World. No need to share the space with others, this is your own private oasis for your time here. Additional health and safety standards in place.

Feb 19 – 26

G$36,592 GYD per night

Guest favorite

Villa in Davenport

4.94 out of 5 average rating, 111 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.

Oct 8 – 15

G$39,057 GYD per night

Guest favorite

Villa in Kissimmee

4.96 out of 5 average rating, 103 reviews

Mr. Clean's Cozy Disney Home w/ Luxury Finishes

• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

Jan 25 – Feb 1

G$50,068 GYD per night

Guest favorite

Villa in Davenport

4.89 out of 5 average rating, 53 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**

Feb 27 – Mar 6

G$32,118 GYD per night