TOP 30 Florida vacation villas in Kissimmee, Florida

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Orange Lake Resort is a premier lodging destination located at 14201 East Orange Lake Boulevard in Kissimmee, Florida, United States. This expansive resort offers luxurious accommodations surrounded by beautiful landscapes and top-notch amenities. Guests can enjoy spacious villas, multiple pools, golf courses, restaurants, and a variety of recreational activities. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Orange Lake Resort has everything you need for a memorable stay in sunny Florida.

Solara 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.

Magic Village Yards, Trademark Collection by Wyndham is a luxury concierge-style community located at 3151 Pantanal Lane in Kissimmee, Florida, United States. Offering 3 and 4 bedroom villas with exclusive services, privacy, and comfort, this upscale lodging option is just 2 minutes away from Disney’s Animal Kingdom Park. The villas feature stainless steel kitchens, stylish furnishings, luxury bedding, and private, furnished patios with BBQ grills. With amenities expected of the finest private homes, guests can enjoy a relaxing stay with the benefits of upscale hotel services. The multilingual staff, concierge, clubhouse, cleaning services, and other amenities will enhance your experience. ADA defined service animals are welcome, but no other pets are allowed. Guests must be 21 years of age with a valid ID to check-in, and a refundable deposit for incidentals is required. A cleaning fee applies to all stays. Magic Village Yards is the perfect setting for special events or group trips, with a concierge staff ready to tailor your visit to meet your specific needs. Contact [email protected] for booking inquiries. Experience the beauty of Magic Village Yards and make unforgettable vacation memories in this tranquil oasis in the heart of Orlando.

Located at 7430 Brooklyn Drive in Kissimmee, Florida, the Magic Village Views, Trademark Collection by Wyndham offers a chic and contemporary sanctuary just a mile away from Disney Parks. With floor-to-ceiling windows providing soothing views of the surrounding gardens, guests can enjoy a magical vacation experience in fully equipped villas that accommodate up to 6 or 8 people comfortably. The spacious accommodations include luxury bedding, furnished patios, free Wi-Fi, and free parking. The institution offers exclusive hotel services, including concierge, clubhouse, multilingual staff, cleaning services, and more to enhance guests' stay. ADA defined service animals are welcome, but no other pets are allowed. Guests must be 21 years of age with a valid ID for check-in, along with a refundable deposit for incidentals and a one-time cleaning fee per villa per stay.

Located at 8011 Fins Up Circle in Kissimmee, Florida, the Margaritaville Store is the perfect place to kick off your dream getaway at Margaritaville Resort Orlando. Offering high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities, this island-inspired escape is just minutes away from all the major attractions in Central Florida. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your relaxation style. Indulge in spa treatments, relax at the beach club, and explore the Sunset Walk for shopping, dining, and entertainment options. Dive into adventure at the Island H2O Water Park, open from March through November.

Ship Wreck Island Water Park is a thrilling pirate-themed amusement park located at 7700 Westgate Boulevard in Kissimmee, Florida. This two-level water park at Westgate Vacation Villas Resort offers a variety of exciting attractions for all ages, including Black Beard’s Pirate Ship water playground, Cannon Ball Falls dual enclosed tube slides, Lazy River, Paradise Cove kiddie water playground, and the heart-pounding Pirate’s Plunge Drop Slide. Surrounded by a splash pad and featuring a Pirate Ship, Lazy River, and Walk the Plank, this water park provides hours of fun and excitement for the whole family. Lifeguards are on duty at all times to ensure a safe experience for all guests. Westgate owners and guests staying on property can enjoy this amazing water park, making it a true Orlando water park hotel and resort. Please note that features and amenities may be subject to change. Visit Ship Wreck Island Water Park for a wet and wild adventure in Florida!

Windsor Island Resort is a luxurious vacation destination located at 1115 Aloha Boulevard in Davenport, Florida, United States. This stunning resort offers a range of accommodations including spacious villas and townhouses, all beautifully designed and fully equipped for a comfortable stay. Guests can enjoy a variety of amenities such as a sparkling swimming pool, fitness center, tennis courts, and a clubhouse with game room. The resort is conveniently located near popular attractions like Walt Disney World and Universal Studios, making it the perfect choice for families and couples looking for a memorable getaway in the Sunshine State.

The Windsor Palms Resort Owners Group is a luxurious lodging institution located at 2300 Wyndham Palms Way in Kissimmee, Florida. This resort community offers private villas for rent in a safe and secure environment, with amenities such as billiard tables, ping pong, video games, and a recently remodeled arcade. Situated just 3.5 miles from the Disney World theme parks, this family-friendly resort offers free WIFI and resort-style accommodations. The newly renovated 4-bedroom, 3-bathroom villa features a private heated pool option and can accommodate up to 10 people. Enjoy the best of Windsor Palms, with its gated resort-style living just minutes away from Walt Disney World. Choose from a range of vacation homes, including condos, townhomes, and spacious pool villas, to suit your Orlando vacation rental needs.

Welcome to The Suite Retreat at Windsor Hills, located in Kissimmee, Florida. Our luxury 5 bedroom, 5 bathroom villa is the perfect accommodation for your next vacation. Situated in the prestigious, guard gated Windsor Hills Resort, you will be just minutes away from Disney and other top attractions. As our guest, you will have complimentary access to the resort's 5-star amenities, including a water park and double Olympic-sized, zero-entry pool. Our villa features a private screened pool with a spillover spa and covered lanai, complete with complimentary pool heat and a BBQ. Family game nights are covered in our game room, equipped with a 125-inch theater screen, Xbox Series S, arcade games, pool table with ping pong topper, and air hockey table. Kids will love our Harry Potter and Mickey & Friends themed bedrooms, along with the Cupboard Under the Stairs.

Westgate Town Center is a premier lodging destination located in Kissimmee, Florida, United States. This expansive resort offers luxurious accommodations and top-notch amenities, including multiple pools, restaurants, a spa, and fitness center. Guests can enjoy spacious villas with fully equipped kitchens, living areas, and private balconies. Situated just minutes away from Orlando's famous theme parks and attractions, Westgate Town Center is the perfect home base for a memorable vacation in the Sunshine State. Whether you're looking for relaxation or adventure, this resort has everything you need for a truly unforgettable stay.

Ohana House, located at 2631 Daulby Street, Kissimmee, Florida, is the ultimate Disney World rental house just 5 minutes away from the magical theme park. This 6 bedroom, 4 bathroom pool villa at Windsor Hills Resort combines hints of Disney's Polynesian Resort with a modern, upscale hotel feel. Completely renovated, Ohana House is a popular choice for families visiting Disney, Universal, or exploring Florida. This luxury vacation house comfortably sleeps 13 and features a fully-equipped kitchen, multiple large TVs, a private heated pool and spa-tub overlooking the lake, and a Star Wars themed game room with arcade games, video games, foosball, and air hockey. The house also boasts three professionally designed themed bedrooms: Moana, Disney, and Pirates of the Caribbean. Magical hints of Disney can be found throughout, including hidden Mickeys.

Emerald Island Resort is a luxurious lodging destination located in Kissimmee, Florida, United States. Nestled in a tropical paradise, this resort offers guests a tranquil and relaxing getaway surrounded by lush greenery and sparkling waters. With a range of accommodation options, from spacious villas to cozy condos, Emerald Island Resort provides the perfect retreat for families, couples, and solo travelers alike. Guests can enjoy a variety of amenities including a clubhouse, swimming pools, fitness center, and more. Whether you're looking for a fun-filled vacation or a peaceful escape, Emerald Island Resort has everything you need for a memorable stay in the Sunshine State.

JC Disney Home is a charming and comfortable house located just minutes away from the magical world of Disney in Kissimmee, Florida. Situated at 1057 Park Ridge Circle, this cozy lodging option offers a relaxing and convenient stay for guests looking to explore the enchanting attractions of Disney World. With its welcoming atmosphere and convenient location, JC Disney Home is the perfect choice for a memorable vacation experience.

Encantada Rose - villadirect is a charming lodging institution located on Secret Lake Drive in Kissimmee, Florida, United States. This enchanting property offers a tranquil and picturesque setting for guests to relax and unwind. The villas are beautifully appointed and provide all the comforts of home, making it the perfect destination for a family vacation or romantic getaway. With its convenient location near popular attractions and amenities, guests can enjoy easy access to everything Kissimmee has to offer. Experience the magic of Encantada Rose - villadirect and create unforgettable memories during your stay in Florida.

American Sunshine Disney Area Executive is a luxurious lodging institution located in Kissimmee, Florida, just minutes away from the world-famous Walt Disney World Resort. Situated at 5299 West Irlo Bronson Memorial Highway, this executive-style accommodation offers top-notch amenities and services for a truly unforgettable stay. Guests can enjoy spacious rooms, modern facilities, and impeccable service in a convenient location near all the excitement and magic of Disney. Whether visiting for business or pleasure, American Sunshine Disney Area Executive is the perfect choice for a comfortable and memorable stay in the Sunshine State.

The Retreat at Sunset Walk is a luxurious resort located at 8050 Fins Up Circle in Kissimmee, Florida. Nestled in the heart of the bustling Sunset Walk entertainment district, this institution offers a tranquil oasis for guests looking to escape the hustle and bustle of everyday life. With beautifully appointed rooms, top-notch amenities, and stunning views of the surrounding area, The Retreat at Sunset Walk is the perfect destination for a relaxing getaway. Whether you're looking to unwind by the pool, indulge in a spa treatment, or explore the nearby attractions, this institution has something for everyone. Come experience the ultimate in relaxation and luxury at The Retreat at Sunset Walk.

Secret Lake Resorts is a luxurious vacation destination nestled in the heart of Kissimmee, Florida. Located at 3176 Feltrim Place, this exclusive resort offers a tranquil escape from the hustle and bustle of everyday life. With stunning views of a serene lake, guests can relax and unwind in style. The resort features a range of upscale accommodations, including spacious villas and cozy cottages, all equipped with modern amenities. Guests can enjoy a variety of on-site activities, such as swimming in the crystal-clear pool, fishing in the lake, or simply lounging in the sun. With its convenient location near popular attractions like Walt Disney World and Universal Studios, Secret Lake Resorts is the perfect choice for a memorable vacation in Florida.

Viva Orlando Rentals is a premier real estate agency located at 610 Sycamore Street in Kissimmee, Florida. Specializing in vacation rentals in the Orlando area, Viva Orlando Rentals offers a wide range of properties to choose from, including luxury villas, condos, and townhomes. With a commitment to providing top-notch customer service and personalized attention to each client, Viva Orlando Rentals is dedicated to helping visitors find the perfect accommodation for their stay in the sunshine state. Whether you're planning a family vacation, a romantic getaway, or a group trip, Viva Orlando Rentals has the perfect property for you. Book your dream vacation rental with Viva Orlando Rentals today and experience the magic of Orlando in style and comfort.

Emerald Lake Court is a reputable real estate agency located at 2691 Emerald Lake Court in Kissimmee, Florida. Our experienced team of agents are dedicated to helping clients find their dream home or investment property in the vibrant and diverse Kissimmee area. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Whether you are looking for a cozy family home, a luxurious vacation property, or a profitable investment opportunity, Emerald Lake Court is here to help you every step of the way. Contact us today to start your real estate journey with confidence and peace of mind.

M&M Legacy Rentals LLC is a real estate and travel agency located at 2613 Daulby Street in Kissimmee, Florida, United States. Our luxurious lakeview villa offers 6 bedrooms and a new massage chair for ultimate relaxation. With stunning pool views and newly updated features, our villa aims to provide a tranquil and rejuvenating experience for our guests. We offer overflow parking with prior approval, fully stocked kitchen supplies, new appliances, and entertainment options such as a Star Wars mini theater game room and massage chairs. Additionally, we provide complimentary pool heat, BBQ, and essential household items. Our payment schedule and cancellation policy ensure a seamless booking process, and we highly recommend travel insurance. Guests can communicate with us via email or text, and we provide a secure numeric door lock for easy access. Our property is located in a gated community with security measures in place, including Ring cameras and a security fence around the pool. We also offer a safe for valuables and assistance with planning Walt Disney World trips. Guests must obtain wristbands for access to community amenities, and day visitors are subject to approval and an additional fee. Amazon delivers packages to the community regularly, ensuring convenience for our guests. Visit our website to book your stay and experience the ultimate resort vacation at M&M Legacy Rentals LLC.

Magical Memories Manor is a prestigious real estate and travel agency located in the heart of Kissimmee, Florida. Nestled at 8917 Caroline Bay Court, this institution specializes in providing luxurious vacation rentals and properties for those seeking the ultimate magical experience in the Sunshine State. With a team of dedicated professionals, Magical Memories Manor offers top-notch services to ensure that every client creates unforgettable memories during their stay. Whether you're looking for a dream vacation home or planning the perfect getaway, Magical Memories Manor is your one-stop destination for all your real estate and travel needs.

Love Rentals is a reputable real estate agency located at 1142 Celebration Boulevard in Kissimmee, Florida. Specializing in vacation rentals and property management, Love Rentals offers a wide range of luxurious and affordable properties for short-term stays or long-term leases. Our experienced team is dedicated to providing exceptional customer service and ensuring a seamless rental experience for both tenants and property owners. Whether you are looking for a cozy apartment, a spacious family home, or a beachfront villa, Love Rentals has the perfect property to suit your needs. Contact us today to find your dream rental property in beautiful Kissimmee, Florida.

Emerald Island Resort Orlando is a luxurious real estate and travel agency located at 8532 Sunrise Key Drive in Kissimmee, Florida. Our resort offers a range of stunning vacation homes and villas for rent, perfect for families and groups looking to experience the magic of Orlando. With top-notch amenities such as a clubhouse, swimming pools, and sports facilities, guests can enjoy a relaxing and unforgettable stay just minutes away from the world-famous theme parks and attractions. Come experience the beauty and convenience of Emerald Island Resort Orlando for your next vacation getaway.

Access Hideaways is a premier real estate and travel agency located at 8970 Candy Palm Road in Kissimmee, Florida. Specializing in luxury vacation rentals and property sales, our team of experts is dedicated to helping clients find the perfect hideaway for their next getaway. Whether you're looking for a cozy cabin in the mountains or a beachfront villa, we have a wide range of options to suit every taste and budget. With personalized service and attention to detail, Access Hideaways is your go-to destination for creating unforgettable travel experiences. Contact us today to start planning your dream vacation or investment property.

Terra Verde Resort Rentals is a premier real estate and travel agency located at 104 Madiera Beach Boulevard in Kissimmee, Florida. Our agency specializes in offering luxurious vacation rentals within the beautiful Terra Verde Resort community. With a wide range of accommodations to choose from, including spacious villas and townhouses, guests can enjoy a relaxing and unforgettable stay in the heart of Florida. Our dedicated team is committed to providing exceptional service and ensuring that every guest has a memorable experience during their visit. Experience the ultimate Florida getaway with Terra Verde Resort Rentals.

Mad Men Magic Kingdom House is a unique lodging institution located at 2751 Emerald Island Boulevard in Kissimmee, Florida, United States. Our properties have a mid-century modern feel with signature features like swing chairs, record players with Bluetooth capability, outdoor string lights, and custom painted geometric wall designs. One of our properties is a 3 bedroom, 2 full bath bay front home that sleeps 8 and is only a short walk to the beach. Another property is an 8 bedroom, 4.5 bath villa with a Disney Glam theme, located just 6 miles from Walt Disney World. We also offer a 6 bedroom, 4 full bath lakefront home near Wisp Ski Resort with a modern rustic vibe and a retro game room.

Homes4uu 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.

Premier VRBO is a top-rated real estate and travel agency located at 7862 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Specializing in vacation rentals, Premier VRBO offers a wide range of properties for short-term stays in the popular tourist destination of Kissimmee. With a reputation for superior customer service and a vast selection of rental options, Premier VRBO is the go-to agency for travelers looking for the perfect accommodation for their Florida vacation. Whether you're looking for a cozy condo, a luxurious villa, or a spacious townhouse, Premier VRBO has the perfect property for your needs. Book your dream vacation rental with Premier VRBO and experience the best of Kissimmee in comfort and style.

Floridian Oasis, located at 7766 Tosteth Street in Kissimmee, Florida, is a luxurious villa offering 5 bedrooms and 5 baths, perfect for a family vacation or a getaway with friends. This real estate and travel agency provides access to all the amenities of the Windsor Hills Resort, including water slides, a resort pool, and a movie theater. The villa itself features a spacious living room, game room with pool table and gaming options, and a private pool for relaxation and fun. The fully-equipped kitchen is ideal for preparing meals and enjoying time together. With its close proximity to Walt Disney World and 24-hour secure gated community, Floridian Oasis is the ultimate vacation escape in the Sunshine State. Contact us at 866-723-3894 for more information or to book your stay.

Paradise Properties is a premier travel agency located at 52 Riley Road in Kissimmee, Florida. Our dedicated team of professionals specializes in providing top-notch vacation rental properties in the beautiful Sunshine State. Whether you're looking for a cozy beachfront condo or a luxurious villa near Disney World, we have the perfect accommodations to suit your needs. With years of experience in the industry, we strive to make your vacation experience unforgettable. Contact Paradise Properties today to start planning your dream getaway in Florida!