Kissimmee Listings

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Monthly $3950.00

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
Monthly $3500.00

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

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
Monthly $1830.00 - $4770.00

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 $3490.00 - $4770.00

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 $2100.00 - $4500.00

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 $2800.00 - $4530.00

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 $2910.00 - $4470.00

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 $2010.00 - $5660.00

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 $3750.00 - $5750.00

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 $1940.00 - $3930.00

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 $2020.00 - $4900.00

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 $2010.00 - $4860.00

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 $2010.00 - $5200.00

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 $2010.00 - $5750.00

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 $2910.00 - $5490.00

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 $2910.00 - $5070.00

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 $2900.00 - $5680.00

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 $2910.00 - $5490.00

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 $2910.00 - $4340.00

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 $2180.00 - $4230.00

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 $4200.00 - $5120.00

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 $2100.00 - $3960.00

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
Monthly $2630.00 - $4500.00

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 $2910.00 - $6670.00

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 $2910.00 - $4300.00

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 $2800.00 - $3430.00

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 $2180.00 - $3960.00

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 $2800.00 - $4310.00

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 $2950.00 - $5220.00

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

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  •  3
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  • 924
  •  2
  •  1
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2BR dog-friendly home with patio and gas grill Sebastian, Florida, Listing ID: 33001

Set your sights on this quiet street home in the sunny city of Sebastian, Florida! Discover the magic of the nearby local attractions, such as the McLarty Treasure Museum, where a stunning collection of deep-sea plunders awaits. Enjoy the shores of the titular Sebastian Inlet...

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  •  2
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  • 975
  •  2
  •  2
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  • 922
  •  2
  •  2
Monthly $1990.00 - $8330.00

Walk to Beach 2BR 1st-Floor | Patio | Private Pool St. Augustine, Florida, Listing ID: 33006

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  • Condo
  • 1104
  •  2
  •  2
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Spacious 2BR Oceanview Crescent Beach | Balcony St. Augustine, Florida, Listing ID: 33007

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  • 1056
  •  3
  •  2
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  • 1040
  •  2
  •  2
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  •  2
  •  2
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  •  2
  •  2
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  •  2
  •  2
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  • Cottage
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  •  2
  •  1
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2BR Dog Friendly | Patio | W/D | Snowbird Friendly St. Petersburg, Florida, Listing ID: 33020

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  • 1032
  •  2
  •  1
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2BR Dog Friendly | Hot Tub | Patio | Firepit St. Petersburg, Florida, Listing ID: 33021

Colorful quarters, sparkling waters, and magical amusements can be found every day at your stay in Petersburg. Nearby, curate fun memories at the St. Petersburg Saturday Morning Market, Sunken Gardens, and Smugglers Cove Adventure Golf. Pulling up to your stay, quickly fall for...

  • House
  • 1218
  •  2
  •  2
Monthly $1800.00 - $4180.00

Wonderful 2BR Oceanfront 5th-Floor | Balcony Treasure Island, Florida, Listing ID: 33026

Get your fill of sandy toes and sun-kissed skin on a much-needed getaway to Treasure Island! As soon as you arrive, you will be drawn to the private balcony where you can easily sip a favorite drink in the salty air as you look out to blue waters as far as the eye can see....

  • Condo
  • 1270
  •  2
  •  2
Monthly $2851.00 - $5217.00

2BR bayfront condo with water views, dock, W/D, AC Treasure Island, Florida, Listing ID: 33027

The beach is calling and you must go! This second-floor, bayfront offers an unbeatable location just a short walk to the beach, grocery store, downtown Treasure Island with all the shops and restaurants, and ABC Fine Wine & Spirits. Another great perk about the location is that...

  • Condo
  • 950
  •  2
  •  2
Monthly $3500.00 - $3880.00

Dog-friendly home with enclosed lanai, & washer/dryer Port Charlotte, Florida, Listing ID: 33158

A charming, updated home tucked into a residential neighborhood, this sunny, one-level space positions you just minutes from golf courses, the beach, shopping, restaurants, and other amenities. Spend days with your toes in the sand at Port Charlotte Beach Park, around four miles...

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  • 1028
  •  2
  •  2
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Updated 2nd-floor home with high-speed WiFi & great location West Palm Beach, Florida, Listing ID: 33159

Bright and sunny, this fully updated getaway offers convenience and charm all rolled up into one package. You'll be within just a mile or two of the airport, Clematis St., and all the shops, restaurants, and bars at The Square. Lots more restaurants are within walking distance,...

  • Apartment
  • 450
  •  1
  •  1
Monthly $2760.00 - $7140.00

Placid 3BR | Patio | W/D | Firepit | Grill Englewood, Florida, Listing ID: 33276

What better way to spend your vacation than at this quiet residential home? This house is conveniently situated in a peaceful neighborhood, perfect for a nice relaxed visit to nearby parks like Tringali Park and Ann & Chuck Dever Regional Park, both less than five miles away. Be...

  • House
  • 1609
  •  3
  •  2
Monthly $2800.00 - $3100.00

2BR Waterview | Patio | W/D | AC Englewood, Florida, Listing ID: 33277

Recharge with a dose of sunshine and waterfront living at this Manasota Key hideaway. Just minutes from gorgeous Gulf beaches, this two-bedroom retreat boasts waterfront views and direct canal access for launching SUPs or kayaks to explore the Intracoastal. A large grassy lawn...

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  • 920
  •  2
  •  1
Monthly $2910.00 - $4650.00

3BR 2nd-Floor | Balcony | Dog Friendly | W/D Orlando, Florida, Listing ID: 33280

All the magic of Orlando is right at your doorstep in this comfortable, second-floor condo located in the Worldquest Resort. Start your day on your covered balcony, cup of coffee in hand. Take your time – you’re on vacation. When you start getting hungry, head inside to your...

  • Condo
  • 1421
  •  3
  •  2
Monthly $3080.00 - $4400.00

Large 3BR Lakefront Dog Friendly | Patio Tampa, Florida, Listing ID: 33282

This charming, lakefront home is well-prepared to host your next getaway! Located in vibrant Tampa, the opportunities for fun are truly endless. During your stay, take a walk over to the University Area Community Park and the Gregory Drive Butterfly Garden. Practice your game at...

  • House
  • 1412
  •  3
  •  2
Monthly $2500.00 - $4170.00

3BR Dog Friendly | Tennis | W/D Tampa, Florida, Listing ID: 33283

This darling home sits on a grassy piece of property in the Oakford Park neighborhood of Tampa. It is full of color, style, and just the right amount of whimsy. Enjoy a shaded front porch and a spacious backyard, great for families and furry companions, as well as community...

  • House
  • 910
  •  3
  •  1
Monthly $3720.00 - $6810.00

Dog Friendly 3BR | Private Pool | Screened Porch Tampa, Florida, Listing ID: 33284

Laid-back Florida living awaits you at this gorgeous Tampa home. Within steps Bonnie Brae Park, this three-bedroom retreat comes complete for modern comfort, with highlights including a fully fenced yard and sparkling, in-ground pool. The surrounding patio is furnished for...

  • House
  • 1821
  •  3
  •  2
Monthly $4453.00 - $6490.00

Dog Friendly 3BR | Kayaks | SUP | Walk to Beach Venice, Florida, Listing ID: 33285

Nestled in the shade of mature trees just two blocks from the Gulf of Mexico, this three-bedroom Venice home is so close to the beach, you can greet each morning with a sunrise swim. This single-level home was designed to make the most of the beautiful Florida weather. There are...

  • House
  • 1749
  •  3
  •  3
Monthly $4061.00 - $5667.00

2BR Oceanfront 6th-Floor | Pool | Venice, Florida, Listing ID: 33286

This newly renovated and furnished condo in Venice offers the perfect escape for friends and families alike. This retreat boasts a beautiful full kitchen and central air-conditioning, making it ideal for those hot summer days. With a shared washer/dryer, you won't have to worry...

  • Condo
  • 867
  •  2
  •  2