Kissimmee Listings

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$Multi-Month Discount!

Monthly Rent $3,950

Large 4 bedroom home with pool, situated on 1.5 acres of land , quiet location large driveway with parking for RV Kissimmee, Florida, Listing ID: 25358

Property is situated on 1.5 acres of land, in a quiet area, It has a large private pool (heated at extra charge if required) with outside covered seating area The property has 4 large bedrooms with master bedroom having a dressing area, walk in wardrobe with en suite,...

  • Home
  • 2831 sq ft
  •  4
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,700 - $3,450

THANKYOU for looking at our beautiful villa Kissimmee, Florida, Listing ID: 20209

Our Villa Is our home away from home,situated at Hybrid Drive, Crescent Lakes fl. 34758,this area which is a peaceful safe and tranquil setting for your vacation set 8 miles from the busy 192 with its bars restaurants and shops. It is fully air conditioned and has ceiling fans...

  • Villa
  • 1400-1600
  •  3
  •  2
Monthly Rent $1,830 - $4,770

Luxurious 3BR | Pool | Hot Tub | Patio | W/D Kissimmee, Florida, Listing ID: 32706

Make the best memories with loved ones in no time at this stunning home sparing no attention to detail, style, and comfort! The family will enjoy a fresh and classy design. Enjoy preparing meals in the full kitchen. You'll also be able to enjoy the amenities of this resort-style...

  • Townhouse
  • 1300
  •  3
  •  2
Monthly Rent $3,490 - $4,770

Magical 3BR | Pool | Patio | Game Room | W/D Kissimmee, Florida, Listing ID: 32708

Nestled in the Indian Ridge Villas community boarding Mystic Dunes Golf Club, this family-friendly retreat is waiting to welcome you for a magical getaway to Central Florida. Boasting a private, fully screened pool, this three-bedroom home features easy access to Disney and...

  • House
  • 1628
  •  3
  •  2
Monthly Rent $2,100 - $4,500

Breezy 2BR | Pool | Hot Tub | Patio | W/D Kissimmee, Florida, Listing ID: 32709

If you're looking for adventure, this inviting townhouse is the perfect place to stay for your next Florida family vacation! With Walt Disney World Resort only six-and-a-half miles away and Disney's Hollywood Studios seven miles away, you're guaranteed to have a memorable time....

  • Townhouse
  • 1012
  •  2
  •  2
Monthly Rent $2,800 - $4,530

3BR water-view condo with pool, grills, spa, gym Kissimmee, Florida, Listing ID: 32710

Conveniently located just eight miles from Disney World, this renovated condo offers the perfect home base for a relaxing and unforgettable vacation with your family and friends! You are located just a short walk from the clubhouse, yet far away enough to avoid any undesirable...

  • Condo
  • 1220
  •  3
  •  2
Monthly Rent $2,910 - $4,470

Lovely 3BR | Pool | Central AC | W/D | Fast WiFi Kissimmee, Florida, Listing ID: 32711

Located just five minutes away from the entrance to Walt Disney, The Premium Outlets, shopping centers, and a wide selection of restaurants, this charming townhome provides you with plenty of quiet, tranquility, and security. With highly sought-after amenities such as a...

  • Townhouse
  • 1312
  •  3
  •  3
Monthly Rent $3,750 - $5,750

Caribe Cove Condominiums 20109: 3BR 1st-Floor Kissimmee, Florida, Listing ID: 32713

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $1,940 - $3,930

Caribe Cove Condominiums 20209: 3BR | Balcony Kissimmee, Florida, Listing ID: 32714

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,020 - $4,900

Caribe Cove Condominiums 20505: 3BR | Balcony Kissimmee, Florida, Listing ID: 32715

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Villa
  • 1614
  •  3
  •  2
Monthly Rent $2,010 - $4,860

Caribe Cove Condominiums 30206: 3BR Lakefront Kissimmee, Florida, Listing ID: 32716

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,010 - $5,200

Caribe Cove Condominiums 50105: 3BR 1st-Floor Kissimmee, Florida, Listing ID: 32717

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,010 - $5,750

Caribe Cove Condominiums 50202: 3BR | Balcony Kissimmee, Florida, Listing ID: 32718

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,910 - $5,070

3BR Lakeview | Balcony | Pool | Kissimmee, Florida, Listing ID: 32720

Enjoy a view of the lake from your own private balcony - when you're not heading out to enjoy all the shared amenities! This modern condo features several features to help make your stay comfortable, including a spacious full kitchen with an upscale French door refrigerator and...

  • Condo
  • 1428
  •  3
  •  2
Monthly Rent $2,900 - $5,680

3BR | Pool | Pool Table | Tennis | W/D Kissimmee, Florida, Listing ID: 32721

Unwind in a family-friendly condo all set up for your group to kick back after a day of exploring the parks. Fun Disney-themed touches adorn the walls, perfect for setting the tone of your stay. Set in a gated community, guests will enjoy access to several fun community...

  • Townhouse
  • 1296
  •  3
  •  2
Monthly Rent $2,910 - $5,490

Upgraded 3BR | Balcony | Pool | Kissimmee, Florida, Listing ID: 32722

Sunny days await at this lovely, first-floor, Windsor Palms condo. Adjacent to a sprawling conservation area, this family-friendly vacation rental has been upgraded with many amazing features -- from the beautiful granite countertops in the kitchen and baths, to the illuminated...

  • Condo
  • 1200
  •  3
  •  2
Monthly Rent $2,910 - $4,340

3BR | Pool | Hot Tub | Elevator | Patio Kissimmee, Florida, Listing ID: 32723

Enjoy prime access to Orlando theme parks and world-class golf from this three-bedroom condo at Windsor Palms Resort. Complex amenities include a pool, hot tub, clubhouse, sports, and fitness facilities. The bright, single-level interior features an open layout and comes...

  • Townhouse
  • 1268
  •  3
  •  2
Monthly Rent $2,180 - $4,230

2BR | Balcony | Pool | Hot Tub | Game Room Kissimmee, Florida, Listing ID: 32724

Enjoy easy access to nearby theme parks and golf courses, with resort amenities and entertainment waiting for you back at home. Ideally situated in the Windsor Palms Resort, this condo offers the perfect option for a fun-filled Central Florida getaway. Watch palm trees blow...

  • Condo
  • 1022
  •  2
  •  2
Monthly Rent $4,200 - $5,120

Gorgeous 3BR | Elevator | Balcony | W/D Kissimmee, Florida, Listing ID: 32725

Welcome to the perfect Florida getaway located in the tropical countryside. Conveniently located on a beautiful golf course and down the road from Orlando and Walt Disney World, this space can be the ideal space for you and your group to vacation. Play your days away at nearby...

  • Townhouse
  • 1344
  •  3
  •  2
Monthly Rent $2,630 - $4,500

3BR | Patio | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32727

When you visit Central Florida, you want the best of both worlds: non-stop fun and excitement at the theme parks during the day, and non-stop relaxation and recharging at night. And that's exactly what you'll get at this beautifully updated, family- and dog-friendly condo. Three...

  • Apartment
  • 1357
  •  3
  •  2
Monthly Rent $2,910 - $6,670

3BR Dog Friendly | Private Pool | Hot Tub | Patio Kissimmee, Florida, Listing ID: 32728

This stylish and eclectic townhome is full of fun Disney decor, perfect to get your friends and family excited about visiting Disney World! Experience this exciting resort and feel your cares melt away as you make memories with your loved ones. Not only do you have your own...

  • Townhouse
  • 1295
  •  3
  •  3
Monthly Rent $2,800 - $3,430

3BR dog-friendly stay with resort amenities Kissimmee, Florida, Listing ID: 32731

Experience the getaway of a lifetime at this charming and bright retreat in Kissimmee! This condo is perfect for those looking for the ideal home base to explore and experience Disney and all of its entertainment. Two comfortable couches are conveniently placed near a flatscreen...

  • House
  • 1275
  •  3
  •  2
Monthly Rent $2,180 - $3,960

2BR | Balcony | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32732

Tell the whole family (including the pups) that they're going to Walt Disney World and reserve this charming condo with a furnished balcony, updated kitchen, and space for up to six guests. Everyone will also enjoy a number of on-site resort amenities including a shared swimming...

  • Condo
  • 1015
  •  2
  •  2
Monthly Rent $2,950 - $5,220

3BR Gulffront | Patio | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32734

Looking for quick access to theme parks and tons of amenities at home? Look no further than this three-bedroom condo in the Reunion Resort, an award-winning community with seven swimming pools, a spa and wellness center, a rooftop bar and restaurant, a hot tub, and much more....

  • Condo
  • 1757
  •  3
  •  3
Monthly Rent $2,600

Thank you for looking at our lovely home from home Lakeside view in Crescent Lakes Kissimmee.Wifi Games room Large Pool Kissimmee, Florida, Listing ID: 30412

FULLY AIR CONDITIONED WITH CEILING FANS FOR EXTRA COMFORT. FREE WI FI A GAMES ROOM WITH A POOL TABLE DARTS PING PONG TABLE AIR HOCKEY TABLE . A TV WITH A WII AND PLAY STATION WITH GAMES AND ALSO A SOFA SO WHILE PEOPLE ARE PLAYING YOU CAN SIT AND READ THE BOOKS . TV,S IN ALL...

  • Villa
  • 0
  •  3
  •  2
Monthly Rent $2,910 - $4,300

Dog Friendly 3BR | Pool | Laundry | Central AC Kissimmee, Florida, Listing ID: 32729

Enjoy your stay at this tranquil family home, set on the shores of a neighborhood lake! Relax inside central air conditioning and cook together in a spacious full kitchen (with plenty of counter space for all your dishes). A ceiling fan and TV in each room allow every guest to...

  • House
  • 1798
  •  3
  •  3
Monthly Rent $2,100 - $3,960

2BR dog-friendly condo with pools, W/D, fast WiFi Kissimmee, Florida, Listing ID: 32726

Conveniently located 10 miles away from Disney World, this marvelous and well-equipped condo is a must-see! Enjoy a prime location within the Tuscana Resort Orlando, featuring fantastic on-site amenities that include an outdoor pool, a children's pool, and a fitness center. A...

  • Condo
  • 1134
  •  2
  •  2

A fully air conditioned 3 bedroom town home, with 3 full bathrooms, this very nice town home very close to Disney Kissimmee, Florida, Listing ID: 28108

A fully air conditioned 3 bedroom townhome, with 3 full bathrooms, this very nice townhome is located just inside the gate of Crestwynd Bay, a gated community just minutes from US192, and Disney World.My Home Away sleeps 8 people comfortably, housing 1 King bed, 2 Queen beds,...

  • Home
  • 1200
  •  3
  •  3
Monthly Rent $1,998 - $3,917

1st floor condo w/ patio, shared pools, gym, limited-mobility access, & sauna Kissimmee, Florida, Listing ID: 28679

The images shown are a representation of the condo available to be booked, but please note each condo in this building is individually owned and decorated. This condo will be the same type as shown in the photos, complete with the advertised bedding arrangements and condo size,...

  • Condo
  • 1291
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,500

Budget Friendly 3 BR Disney Area Kissimmee, Florida, Listing ID: 31681

Enjoy all the comforts of this amazing 3 bedroom condo that accommodates comfortably up to 6 people! This spacious home comes with a spacious living/dining area and a fully equipped kitchen. This is definitely the best option to create the story of a perfect vacation with...

  • Home
  • 1287
  •  3
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4,500

A Villa to call it yours! All you need in one place. Make memories last a lifetime in our luxurious Home. Kissimmee, Florida, Listing ID: 29633

A Villa to call it yours! All you need in one place. Make memories last a lifetime in our luxurious 6 bedroom 5.5 bathrooms home (sleeps 12) at Orlando's premier vacation community. Nice pool. All rooms have a smart TV. Nice full kitchen for those who misses home cooked meals....

  • Home
  • 2800
  •  6
  •  5 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,500

The perfect getaway! This 5 bedrooms 4 and 1/2 bathrooms Villa is inside Reunion Resort. Kissimmee, Florida, Listing ID: 29638

The perfect getaway! This 5 bedrooms 4 and 1/2 bathrooms Villa is inside Reunion Resort. Close to all Disney or Universal parks, malls and in the heart of Kissimmee. This is guaranteed fun for the whole family. Enjoy home cooked meals in the fully equipped kitchen. Have a cup of...

  • Home
  • 2700
  •  5
  •  4 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4,000

Reunion Villa By Disney- Encore Resort. This 8 bedrooms 7 bathrooms Contemporary Villa is perfect. Kissimmee, Florida, Listing ID: 29639

Luxury Reunion Villa By Disney- Encore Resort. This 8 bedrooms 7 bathrooms Contemporary Villa is located very close to Disney and has all the features you and your family needs. Our outstanding homes are equipped with game room, movie room, private pool and spa that can be...

  • Home
  • 3500
  •  8
  •  7

Amazing 5BR house in Gated Community w/ private pool, BBQ Grill and Garage for 2 Cars Kissimmee, Florida, Listing ID: 29997

Amazing 5-bedroom, 3.5-bathroom house in the gated community of Crystal Cove, sleeps 12 people, all furnished, free Wi-Fi, parking, private pool, BBQ Grill, bed sheets, towels, all included. All guests are welcome to use all the resort amenities free of charge. This house...

  • Home
  • 2351
  •  5
  •  3 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3,500

Come & Enjoy a beautiful, bright apartment with lake view from private balcony & many amenities Kissimmee, Florida, Listing ID: 29554

Your perfect Florida/Disney getaway starts here. Lovely condo fully furnished & equipped, ready for you and your family. An upstairs unit with private patio & spectacular water views of frequent visits  cranes, turtles and other fauna. Amenities including a beautiful clubhouse...

  • Apartment
  • 1220
  •  3
  •  2
Monthly Rent $2,010 - $5,660

Caribe Cove Condominiums 10309: 3BR | Balcony Kissimmee, Florida, Listing ID: 32712

Boasting a sprawling 1,600 square feet of comfort and style, the Curacao villa is a 3-bedroom unit that can sleep 8 guests comfortably. Architectural awe like vaulted ceilings and conveniences like three TVs with cable service and high-speed internet access make these villas...

  • Condo
  • 1614
  •  3
  •  2
Monthly Rent $2,910 - $5,490

Modern 2BR Waterview 1st-Floor | Patio | Pool Kissimmee, Florida, Listing ID: 32719

A sleek, modern stay combines with a convenient location to offer the ideal home base for your Central Florida adventures. Whether you're here to meet the Mouse, shop on I-Drive, or play a round of golf, this ground-floor, two-bedroom condo has you covered. Guests will have...

  • Condo
  • 1126
  •  2
  •  2
Monthly Rent $2,800 - $4,310

3BR townhome with pool, hot tub, foosball Kissimmee, Florida, Listing ID: 32733

Welcome to your Florida home away from home and your perfect hideaway while you experience Walt Disney World and Universal Studios just down the road! With access to a small community pool and hot tub, leisure and relaxation are at your fingertips. Kids will loved the...

  • Townhouse
  • 1862
  •  3
  •  3
Monthly Rent $5,607 - $14,584

Reunion 5 Bed 5 Bath Pool Home, 5 miles from Disney World with Games Area Kissimmee, Florida, Listing ID: 31224

Available January, February and March 2024 Please contact us for more Photos, Matterport Tour of the home and pictures of the resort. ** Restricted Age Limit applies: Please note to reserve this home you must be over the age of 28 (in compliance with Orlando Codes of...

  • Villa
  • 3300
  •  5
  •  5 1/2

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