TOP 30 Best Florida vacation rentals in Kissimmee, Florida
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Nick Carroll - Resort Home & New Construction Professional
● ClosedNick Carroll - Resort Home & New Construction Professional is a premier real estate agency located in Kissimmee, Florida. Specializing in resort homes and new construction properties, Nick Carroll offers unparalleled expertise and personalized service to clients looking to buy or sell in the area. With a deep understanding of the local market and a proven track record of success, Nick Carroll is the go-to choice for anyone seeking a seamless and stress-free real estate experience. Visit us at 8701 West Irlo Bronson Memorial Highway to discover your dream home or investment opportunity today.
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The Property Firm
● ClosedThe Property Firm, located at 241 Ruby Avenue in Kissimmee, Florida, is a top-tier real estate agency offering instant MLS access and new listing alerts directly to your inbox. With over 18 years of experience in buying and selling properties locally and internationally, our team of multi-lingual REALTORS® from nine different countries is dedicated to providing exceptional service based on integrity, trust, and communication. We pride ourselves on our proven track record and high standards in all price ranges, offering advanced technology and personalized service to both local and international clients. Whether you're looking for a private residence or a vacation home, The Property Firm is here to assist you every step of the way in achieving your housing or investment goals.
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Holiday Realty LLC & StoreyLakeResort.com
● ClosedHoliday Realty LLC & StoreyLakeResort.com is a renowned real estate and travel agency located at 5401 South Kirkman Road in Orlando, Florida, United States. With over 24 years of experience, Holiday Realty LLC is an independent Florida Real Estate Brokerage specializing in selling vacation homes near Disney World. At StoreyLakeResort.com, owned by Holiday Realty LLC, you can explore a wide range of vacation homes for rent and for sale at Storey Lake Resort in Kissimmee, Florida. Please note that StoreyLakeResort.com is not affiliated with The Hideaway Club or Lennar Homes. Visit us today to find your dream vacation home in Central Florida!
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Daniel Wilson - Top Orlando Living - RE/MAX
● ClosedDaniel Wilson - Top Orlando Living - RE/MAX is a premier real estate agency located at 1155 Louisiana Avenue in Winter Park, Florida. Our team of professional and experienced RE/MAX agents specialize in meeting the needs of home buyers and sellers in the Central Florida area. Whether you are a first-time buyer, local resident, relocator, or homeowner looking to sell or upgrade, we offer personalized service to ensure a smooth and enjoyable real estate transaction. We specialize in Downtown Orlando and surrounding areas such as College Park, Thornton Park, Winter Park, Maitland, Lake Nona, Oviedo, Winter Springs, Longwood, Lake Mary, Apopka, Altamonte Springs, Waterford Lakes, Kissimmee, Doctor Phillips, Winter Garden, Horizon West, and Windermere. Trust Top Orlando Living at RE/MAX 200 Realty for all your real estate needs.
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Solara Resort
● OpenSolara Resort is a luxurious lodging institution located at 9002 Sunset Palms Terrace in Kissimmee, Florida, United States. As soon as you enter through the guarded gates, you will be greeted with a world-class luxury experience. The 18-acre grounds offer top-notch amenities such as sports fields, a grand clubhouse, and an expansive water park, all designed to make your stay in Orlando magical and memorable. Each vacation villa at Solara Resort features over 4700 square feet of living space, up to 9 bedrooms, 6.5 baths, a private spa pool, outdoor lanai, and more. The sleek design, high ceilings, and designer furnishings create the perfect vacation oasis. The resort offers endless activities for guests of all ages, from sports and recreation to family-friendly fun.
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Windsor at Westside Resort & Clubhouse
● OpenWindsor at Westside Resort & Clubhouse is a popular lodging destination located at 2100 Tripoli Court in Kissimmee, Florida. Established in 2015 by Pulte Homes, this resort community offers a unique experience for guests of all ages. The 10,000 sq.ft. clubhouse features a kid's activity center, Tu Casa Bar and Lounge, a game room, and a resort-style pool with a waterslide, lazy river, hot tub, and Kids' water playground. Tu Casa Bar & Lounge offers poolside dining with a variety of delicious food options and a full-service bar serving liquor, beer, wine, and frozen favorites. The resort includes single-family pool homes and townhomes ranging from 4 to 9 bedrooms, perfect for family vacations. With popular attractions like Disney, Sea World, Universal Studios, and Legoland nearby, Windsor at Westside Resort is the ideal destination for your next family trip.
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Windsor Hills Pool View Condo
● OpenWindsor Hills Pool View Condo is a luxurious lodging option located at 7650 Comrow Street in Kissimmee, Florida, United States. This three-bedroom, two-bathroom condo is situated near Walt Disney World and offers stunning poolside views. Guests can enjoy the resort's amenities such as the clubhouse, theater, game room, and full-size gym. The condo is Disney themed throughout, with stuffed Disney characters adding to the magical atmosphere. With its proximity to popular attractions like Magic Kingdom, Epcot, and Universal Orlando, Windsor Hills is the perfect choice for a family-friendly vacation. The property is meticulously cleaned and sanitized following the guidelines of leading health agencies, ensuring a safe and comfortable stay for all guests. With its unbeatable location and top-notch amenities, Windsor Hills Pool View Condo is a popular choice for families visiting the Orlando area.
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Apart Orlando Hotel
● OpenApart Orlando Hotel is a lodging institution located at 3001 Limbo Lane in Kissimmee, Florida, United States. Offering excellent furnished apartments in a gated resort complex, guests can choose from 1, 2, or 3 bedroom accommodations depending on the number of visitors. Situated just a 5-minute drive from Disney parks and a short distance from Walmart and major outlets, Apart Orlando Hotel provides convenient and comfortable accommodation for travelers exploring the area.
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Vip Orlando
● ClosedVip Orlando is a premier real estate and travel agency located at 4560 Spigold Court in Kissimmee, Florida, United States. Our team of experienced professionals is dedicated to providing top-notch services for all your real estate and travel needs. Whether you are looking to buy, sell, or rent a property in Orlando, or plan the perfect vacation in the Sunshine State, Vip Orlando is here to assist you every step of the way. Contact us today to experience the VIP treatment you deserve.
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Bass Pet Resort & Spa
● ClosedBass Pet Resort & Spa is a luxurious pet boarding facility located at 1043 South Bass Road in Kissimmee, Florida. Our resort offers top-of-the-line accommodations for your furry friends, including spacious suites, personalized care, and a range of amenities to ensure they have a comfortable and enjoyable stay. From grooming services to playtime in our outdoor play area, we provide everything your pet needs to feel pampered and loved while you're away. Trust Bass Pet Resort & Spa to provide the best care for your beloved pets in a safe and welcoming environment.
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ette hotel Orlando
● OpenEtte Hotel Orlando is a luxurious lodging and spa located at 3001 Sherberth Road in Kissimmee, Florida. Nestled in the heart of the Sunshine State, this upscale institution offers guests a tranquil retreat surrounded by lush landscapes and top-notch amenities. Whether you're looking to relax by the pool, indulge in a rejuvenating spa treatment, or explore the nearby attractions like Walt Disney World and Universal Studios, Ette Hotel Orlando provides the perfect blend of comfort and convenience for your stay in the United States.
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Orange Lake Resort North Village
● OpenOrange Lake Resort North Village is a charming lodging option located in Kissimmee, Florida. Situated at 8505 West Irlo Bronson Memorial Highway, this resort offers comfortable accommodations and a range of amenities to ensure a memorable stay. Guests can relax by the pool, enjoy a round of golf, or take advantage of the resort's convenient location near popular attractions such as Walt Disney World and Universal Studios. Whether you're looking for a family-friendly vacation spot or a romantic getaway, Orange Lake Resort North Village has everything you need for a fantastic stay in sunny Florida.
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
South Beach Pool
● OpenSouth Beach Pool is a premier swimming facility located at 6000 West Osceola Parkway in Kissimmee, Florida. This state-of-the-art pool offers a refreshing escape from the Florida heat, with crystal clear waters and a spacious deck for lounging. Whether you're looking to swim laps, relax in the sun, or splash around with the kids, South Beach Pool has something for everyone. Come experience the ultimate aquatic oasis in Kissimmee at South Beach Pool.
6000 W Osceola Pkwy, Kissimmee, FL 34746, United StatesAdvertisements -
Solara Resort Clubhouse
● ClosedSolara Resort Clubhouse is a luxurious lodging option located at 1575 Carey Palm Circle in Kissimmee, Florida. This resort offers vacation home rentals near popular attractions such as Disney World, SeaWorld, and Universal Orlando. The clubhouse features a splash pad, volleyball court, fitness center, poolside Tiki bar, private poolside cabanas, and more for guests to enjoy. Whether you prefer sports or relaxation, Solara Resort has something for everyone. The resort's central location provides easy access to theme parks, dining, shopping, and entertainment. With a variety of amenities and activities available, Solara Resort Clubhouse is the perfect destination for a memorable Orlando vacation experience.
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Mila Realty Property Management
● ClosedMila Realty Property Management is a reputable real estate agency located at 1050 Plaza Drive in Kissimmee, Florida, United States. Our team of dedicated professionals specializes in property management, helping clients buy, sell, rent, and invest in real estate. With years of experience in the industry, we provide top-notch services to ensure our clients' needs are met efficiently and effectively. Whether you are looking to find your dream home, rent out your property, or make a sound investment, Mila Realty Property Management is here to help every step of the way. Contact us today to learn more about how we can assist you with all your real estate needs.
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Fiddlers Green RV Ranch
● ClosedFiddlers Green RV Ranch is a charming campground and lodging facility located in Altoona, Florida. Situated at 42725 West Altoona Road, this park offers a serene and picturesque setting for RV enthusiasts and nature lovers alike. Guests can enjoy spacious RV sites with full hook-ups, as well as amenities such as a swimming pool, clubhouse, and hiking trails. Whether you're looking for a peaceful retreat or a fun-filled outdoor adventure, Fiddlers Green RV Ranch is the perfect destination for your next getaway.
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Disney's Animal Kingdom Villas - Jambo House
● OpenDisney's Animal Kingdom Villas - Jambo House is a luxurious lodging option located at 2901 Osceola Parkway in Kissimmee, Florida, United States. Choose from a variety of accommodations, including villa-style options and rooms with Concierge service. Enjoy shared amenities such as pools, dining options, and recreational activities during your stay. Relax at the 11,000-square-foot Uzima Pool, surrounded by tropical foliage and featuring a waterslide and whirlpool spas. Kids will love the Samawati Springs Pool with its waterslide, whirlpool spas, and Uwanja Camp water playground. Explore award-winning dining options offering African specialties and classic American favorites.
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Terra Verde Resort
● OpenTerra Verde Resort is a luxurious lodging destination located at 109 Madiera Beach Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a tranquil oasis for guests looking to relax and unwind. With beautiful accommodations, top-notch amenities, and a prime location near popular attractions like Disney World and Universal Studios, Terra Verde Resort is the perfect choice for a memorable vacation experience. Whether you're lounging by the pool, exploring the nearby theme parks, or simply enjoying the peaceful surroundings, Terra Verde Resort provides a truly unforgettable stay in the United States.
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Kapp and Kappy B&B
● ClosedWelcome to Kapp and Kappy B&B, a charming lodging located at 21 North Clyde Avenue in Kissimmee, Florida. Our cozy bed and breakfast offers a home away from home experience with comfortable rooms, delicious breakfast options, and a warm and inviting atmosphere. Whether you are visiting for business or pleasure, our convenient location in the heart of Kissimmee allows easy access to all the attractions and activities in the area. Come stay with us and experience the hospitality and charm of Kapp and Kappy B&B.
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Berkley Lake Town homes
● ClosedBerkley Lake Townhomes is a luxurious lodging option located at 1049 Park Ridge Circle in Kissimmee, Florida. This institution offers spacious and beautifully designed townhomes for guests looking for a comfortable and convenient stay. With modern amenities, a tranquil lakefront setting, and close proximity to popular attractions in the area, Berkley Lake Townhomes provides a perfect retreat for vacationers and business travelers alike. Enjoy the comforts of home away from home at this charming accommodation in the heart of Kissimmee.
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Hippy Dippy Pool
● OpenHippy Dippy Pool is a vibrant and colorful pool institution located in Kissimmee, Florida, United States. This whimsical pool area is perfect for families and individuals looking to relax and have fun in the sun. With its retro decor, including tie-dye designs and funky patterns, Hippy Dippy Pool offers a unique and laid-back atmosphere for guests to enjoy. Whether you want to take a refreshing dip in the pool or lounge on a colorful poolside chair, this institution is the ideal spot for a day of relaxation and fun in the heart of Florida.
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Calypso Pool
● OpenCalypso Pool is a stunning aquatic oasis located in Kissimmee, Florida, United States. This institution offers a luxurious and relaxing environment for visitors to enjoy a refreshing swim or simply soak up the sun by the poolside. The crystal-clear waters and tropical surroundings create a serene atmosphere perfect for unwinding and rejuvenating. Whether you're looking to take a dip, lounge in a cabana, or sip on a refreshing cocktail, Calypso Pool is the ultimate destination for a day of leisure and relaxation. Come and experience the tropical paradise that awaits you at Calypso Pool in Kissimmee, Florida.
Kissimmee, FL 34747, United StatesAdvertisements -
Flippin' Fins Pool
● OpenFlippin' Fins Pool is a charming lodging institution located at 1850 Animation Way in Kissimmee, Florida, United States. This unique establishment offers guests a relaxing and fun experience with its beautiful pool area inspired by the enchanting underwater world. Guests can unwind and enjoy a refreshing swim in the pool surrounded by whimsical decor and a friendly atmosphere. Whether you're looking for a relaxing getaway or a family-friendly vacation, Flippin' Fins Pool is the perfect destination for a memorable stay in Kissimmee.
1850 Animation Way, Kissimmee, FL 34747, United States -
Southport Park
● ClosedSouthport Park is a picturesque campground, lodging, and park located at 2001 East Southport Road in Kissimmee, Florida. Nestled in the heart of nature, this institution offers a serene and tranquil environment for visitors to relax and unwind. With spacious campsites, cozy lodging options, and beautiful walking trails, Southport Park is the perfect destination for outdoor enthusiasts and nature lovers alike. Whether you're looking to spend a weekend camping under the stars or simply enjoy a peaceful stroll through the park, Southport Park has something for everyone. Come and experience the beauty of this hidden gem in the United States.
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Reunion Resort Tennis & Pickleball Center
● OpenThe Reunion Resort Tennis & Pickleball Center is a premier sports facility located at 1351 Centre Court Ridge Drive in Kissimmee, Florida, United States. This center offers top-notch tennis and pickleball amenities for guests staying at the resort. With state-of-the-art courts and professional instruction available, guests can enjoy a fun and active experience during their stay. Whether you're a seasoned player or just looking to try something new, the Reunion Resort Tennis & Pickleball Center is the perfect destination for sports enthusiasts of all levels.
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Lucaya Village Resort
● OpenLucaya Village Resort is a charming and luxurious lodging option located at 2941 Lucayan Harbour Circle in Kissimmee, Florida, United States. This resort offers a variety of beautifully furnished vacation homes and townhouses for rent or purchase, making it the perfect choice for those looking for a comfortable and convenient stay in the Orlando area. With its close proximity to popular attractions such as Walt Disney World and Universal Studios, Lucaya Village Resort is an ideal choice for families and groups looking to explore all that Central Florida has to offer. Whether you're looking for a relaxing getaway or a fun-filled adventure, Lucaya Village Resort is the perfect destination for your next vacation.
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Homes4uu
● ClosedHomes4uu is a premier real estate and travel agency located in Kissimmee, Florida. Our dedicated team is committed to helping you find the perfect vacation rental or investment property in the beautiful Sunshine State. Whether you're looking for a cozy condo for a weekend getaway or a luxurious villa for a family vacation, we have a wide selection of properties to choose from. With our expertise in the local real estate market and our top-notch customer service, Homes4uu is your go-to agency for all your real estate and travel needs. Visit us at 1120 Mann Street and let us help you find your dream home away from home in Florida.
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Shingle Creek Regional Park - Babb landing
● ClosedShingle Creek Regional Park - Babb Landing is a beautiful park and tourist attraction located at 2491 Babb Road in Kissimmee, Florida, United States. Nestled along the picturesque Shingle Creek, this park offers visitors a tranquil escape into nature with lush greenery, scenic walking trails, and opportunities for birdwatching and wildlife observation. Whether you're looking for a peaceful spot for a picnic, a leisurely stroll along the creek, or a place to launch your kayak or canoe, Shingle Creek Regional Park - Babb Landing is the perfect destination for outdoor enthusiasts of all ages. Come and explore this hidden gem in the heart of Florida's natural beauty.
2491 Babb Rd, Kissimmee, FL 34746, United StatesAdvertisements -
Reunion Resort & Golf Club
● OpenReunion Resort & Golf Club is a luxurious lodging institution located at 7593 Gathering Drive, Kissimmee, Florida, United States. Our vacation homes offer a refined and unique stay with exclusive features and amenities ranging from 3 to 15 bedrooms. The resort features three signature golf courses, a 5-acre water park, tennis center, and a variety of dining options. With seven swimming pools, two playgrounds, and a range of activities, Reunion Resort is the ultimate family-friendly vacation destination. Enjoy delicious cuisines at various restaurants on-site, and explore nearby attractions such as Walt Disney World®, SeaWorld Orlando, and Universal Orlando Resort. Choose from a selection of villas with one to three bedrooms, or vacation homes with three to 14 bedrooms, each offering a unique living experience. The resort also features a water park, fitness classes, and various activities for guests to enjoy. Host your next event at Reunion Resort, which offers a stunning setting for business conferences, golf retreats, or social celebrations. With its prime location and upscale amenities, Reunion Resort is the perfect destination for an unforgettable vacation experience.
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Go Legacy Dunes
● OpenGo Legacy Dunes is a premier lodging, real estate, and travel agency located at 8902 Legacy Court in Kissimmee, Florida. Our institution offers luxurious accommodations in the heart of the Sunshine State, perfect for vacationers and property investors alike. With top-notch amenities and a prime location near all of the area's attractions, Go Legacy Dunes is your go-to destination for a memorable and stress-free stay in Florida. Contact us today to book your next getaway or to explore real estate opportunities in this beautiful part of the United States.
Nearby cities:
- Miami
- Orlando
- Tampa
- Jacksonville
- Pensacola
- Naples
- Fort Myers
- St. Petersburg
- Clearwater
- Sarasota
- Fort Lauderdale
- Tallahassee
- Boca Raton
- West Palm Beach
- Bradenton
- Gainesville
- Cape Coral
- Ocala
- Lakeland
- Hialeah
- Largo
- Hollywood
- New Port Richey
- Panama City
- Coral Springs
- Pompano Beach
- Pembroke Pines
- Miami Beach
- Spring Hill
- Delray Beach
- Boynton Beach
- Bonita Springs
- Winter Park
- Doral
- Brandon
- Palm Harbor
- Jupiter
- Plantation
- Homestead
- Winter Haven
- Coral Gables
- Port Charlotte
- Palm Beach Gardens
- Venice
- Clermont
- Davie
- Lake Worth Beach
- Pinellas Park
- Panama City Beach
- Orange Park
- Fort Walton Beach
- Sunrise
- Lehigh Acres
- Destin
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