TOP 10 Vacation rentals with pools in Orlando, Florida

Solara 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.

Launchpad's Landing is a luxurious 5 bedroom vacation home located in the gated resort community of Windsor Hills, just 2 miles from Disney World in Kissimmee, Florida. With two king bedrooms, a queen room, and two rooms with twin beds, all with private ensuite bathrooms, this home is perfect for multigenerational family groups. The backyard oasis features a private pool, spillover spa, screened lanai, propane grill, and plenty of space to relax. The fully equipped kitchen, high-speed wifi, cable, and smart TVs throughout the home ensure a comfortable stay. Guests can enjoy the resort amenities including a lagoon pool, waterpark, playgrounds, sport courts, and more. Just minutes from Disney World and other Orlando attractions, Launchpad's Landing is the ultimate family home for your vacation. Book now to experience a magical stay at Launchpad's Landing!

Marriott's Cypress Harbour Villas is a luxurious lodging option located at 11251 Harbour Villa Road in Orlando, Florida, United States. The resort offers spacious and well-appointed villas with modern amenities and stunning views of the surrounding area. Guests can enjoy a range of on-site facilities including multiple swimming pools, fitness center, restaurants, and a marina. The resort is conveniently located near popular attractions such as Walt Disney World and Universal Studios, making it an ideal choice for families and vacationers looking for a comfortable and convenient stay in Orlando.

Flagstone Villa is a newly remodeled luxury vacation rental located at 2558 Archfeld Boulevard in Kissimmee, Florida. This beautiful property features a south-facing pool with no rear neighbors, providing the ultimate privacy for guests. The villa is tastefully furnished with high-quality furniture imported from England and offers themed bed-linen in two twin rooms. Guests can enjoy a fully fitted granite kitchen, games room with a slate pool table and foosball table, and a computer with unlimited internet access. Optional extras such as pool heating, BBQ hire, and international calling are available for an additional charge. Conveniently located just 2 miles from Disney, Windsor Hills Resort offers a range of amenities including a luxury water park, club house with games room and movie theater, fitness center, and outdoor sports facilities. Guests can also take advantage of the Windsor Hills Shuttle to the theme parks for an additional fee. With easy access to all the attractions in Orlando and Tampa, Flagstone Villa is the perfect choice for a memorable vacation in Florida.

Villa By The Castle is a top-rated luxury vacation rental located at 2608 Daulby Street in Kissimmee, Florida. This 6-bedroom, 4-bathroom villa is just 2 miles from Disney World in the beautiful Windsor Hills Resort. The villa is equipped with a private pool and spa, a game room with a pool table and air hockey, and a great room with a 70" 3D LED Smart TV. With amenities like TVs in every bedroom, baby gear, and a fully equipped kitchen, Villa By The Castle provides a comfortable and welcoming home for your Disney vacation. As owner-operated, you'll have direct communication with us throughout your stay. Windsor Hills is the closest resort community to Disney World, offering resort-style amenities and a convenient location. Book your stay at Villa By The Castle and experience the best of Kissimmee and Orlando.

Windsor Hills Kissimmee Villa is a luxurious vacation rental located at 7757 Tosteth Street in Kissimmee, Florida. This stunning villa offers guests a comfortable and stylish retreat just minutes away from the world-famous attractions of Orlando, including Walt Disney World and Universal Studios. With spacious accommodations, modern amenities, and a private pool, Windsor Hills Kissimmee Villa is the perfect choice for families and groups looking for a memorable stay in the Sunshine State. Enjoy the convenience of a fully equipped kitchen, cozy living areas, and easy access to shopping, dining, and entertainment options. Experience the magic of Florida in comfort and style at Windsor Hills Kissimmee Villa.

The Disney Lillian House at Terra Verde Resort is a charming and cozy lodging option located at 117 Madiera Beach Boulevard in Kissimmee, Florida. This beautifully decorated house offers a unique Disney-themed experience for guests looking to immerse themselves in the magic of Disney. As a real estate agency, the Disney Lillian House also offers opportunities for guests to invest in their own piece of Disney magic by purchasing a vacation home in the Terra Verde Resort community. With a prime location near all of Orlando's major attractions, this resort is the perfect place to own a vacation property.

Villa del Sol is a charming lodging institution located at 2605 West Osceola Parkway in Kissimmee, Florida. This cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and friendly staff, Villa del Sol provides a home away from home for visitors exploring the nearby attractions of Kissimmee and the greater Orlando area. Whether you're visiting for a family vacation or a romantic getaway, Villa del Sol is the perfect place to unwind and recharge.

The Reserve at Vista Cay is a luxurious lodging institution located at 4012 Breakview Drive in Orlando, Florida. Situated in the heart of the vibrant entertainment district, this upscale property offers spacious and stylish accommodations for guests looking to experience the best of Orlando. With modern amenities, breathtaking views, and convenient access to top attractions, The Reserve at Vista Cay is the perfect choice for a memorable stay in the Sunshine State. Whether you're in town for business or pleasure, this exquisite property provides a comfortable and convenient home away from home.

Endless Summer Florida House is a versatile institution located at 8502 Blue Horizon Court, Kissimmee, Florida, United States. It serves as a lodging, real estate, and travel agency, offering discounted rates for May & June 2024. Whether you are traveling for business or pleasure, Endless Summer provides maximum convenience at competitive rates. The accommodations are flexible, suitable for small or large families and groups. The Kissimmee Florida Vacation Home is a spacious and well-appointed lakefront villa in the gated community of Sunset Lakes. The interior features an open foyer, living room, dining room, family room, full kitchen with new appliances, dinette, laundry room, and attached two-car garage. The five guest bedrooms and three full bathrooms on the second floor include two master bedrooms with en-suite bathrooms.

Welcome to Olivia's Dream Villa, a luxurious vacation rental located at 2657 Dinville Street in Kissimmee, Florida. This stunning property is the perfect getaway for families and groups looking to experience the magic of Orlando's theme parks and attractions. Featuring spacious bedrooms, a fully equipped kitchen, a private pool, and a game room, Olivia's Dream Villa offers all the comforts of home in a beautiful and serene setting. Guests can relax on the sun loungers by the pool, enjoy a BBQ in the outdoor dining area, or unwind in the hot tub after a long day of exploring the nearby attractions.

King Palm Villa is a luxurious vacation rental located at 8063 King Palm Circle in Kissimmee, Florida. This stunning villa offers guests a tranquil and elegant retreat, complete with spacious living areas, a fully equipped kitchen, private pool, and beautiful outdoor space. Perfect for families or groups looking for a relaxing getaway, King Palm Villa provides all the comforts of home while being just a short drive away from Orlando's world-famous theme parks and attractions. With its convenient location and upscale amenities, King Palm Villa is the perfect choice for a memorable Florida vacation.

Gardens Resort is a charming lodging institution located at 496 South Orange Blossom Trail in Orlando, Florida. Nestled amidst lush gardens and beautiful landscaping, this resort offers a tranquil escape from the hustle and bustle of the city. Guests can relax and unwind in comfortable accommodations, enjoy a refreshing dip in the outdoor pool, or take a leisurely stroll through the picturesque grounds. With its convenient location near major attractions and amenities, Gardens Resort is the perfect choice for a memorable stay in Orlando.

Sand Pebble Resort is a beautiful lodging option located at 12300 Gulf Boulevard in Treasure Island, Florida. Known as the "Sand Sculpture Capital of Florida", Treasure Island offers a perfect family vacation destination with plenty of fun activities in the Tampa Bay and St. Petersburg areas. The resort is just blocks away from the famous John's Pass Village and Boardwalk, where you can find a variety of restaurants, shops, and water activities such as deep sea fishing charters and jet ski rentals. Guests can enjoy direct access to the beach and stunning views of the Gulf of Mexico from the resort. Nearby attractions include Busch Gardens, Adventure Island, St. Petersburg Pier, Salvadore Dali Museum, and Tampa Bay Aquarium. For those looking for even more excitement, Orlando and Disney World are just a day trip away.

The Courtney at Lake Shadow is a premier real estate agency located at 545 South Keller Road in Orlando, Florida. Our experienced team of professionals is dedicated to helping clients find their dream homes in the beautiful Lake Shadow area. With a focus on exceptional customer service and attention to detail, we strive to make the home buying process as smooth and stress-free as possible. Whether you're looking for a cozy condo or a spacious waterfront estate, The Courtney at Lake Shadow is here to help you find the perfect property to suit your needs. Contact us today to start your search for your new home in Orlando!

Vista Cay Resort by Rent Sunny Florida is a luxurious lodging option located at 9902 Universal Boulevard in Orlando, Florida. This institution offers top-notch accommodations for travelers looking to experience the magic of Orlando. Whether you are visiting for business or pleasure, Vista Cay Resort provides a comfortable and convenient stay. As a real estate agency, they also offer opportunities for guests to invest in vacation properties in the area. Additionally, their travel agency services can help you plan the perfect getaway to this exciting destination. Experience the ultimate in relaxation and luxury at Vista Cay Resort by Rent Sunny Florida.

Storey Lake Resort is a premier real estate agency located at 4827 Romeo Circle in Kissimmee, Florida. This luxurious resort offers a variety of vacation homes and townhouses for sale or rent, perfect for those looking to experience the magic of Orlando. With top-notch amenities such as a lazy river, water slides, fitness center, and on-site dining options, Storey Lake Resort is the ideal destination for those seeking a relaxing and fun-filled getaway in the heart of the Sunshine State. Whether you're looking for a permanent residence, a vacation home, or an investment property, Storey Lake Resort has something for everyone. Come experience the ultimate in resort-style living at Storey Lake Resort.

Misty Oaks Apartments, located at 744 Spring West Road in Orlando, Florida, offers spacious one bedroom apartments for rent. Our community provides a peaceful and comfortable living environment with amenities such as personal patios, ample closet space, central air conditioning, and heating. Some of our upgraded floor plans feature granite countertops and stainless steel appliances. Residents of Misty Oaks can enjoy a beautiful swimming pool and sun deck with a great view, as well as barbecue areas and well-maintained landscaping. Our thoughtfully designed homes provide all the little pleasures that make life more convenient and enjoyable.

The Oasis at Moss Park is a premier real estate agency located at 10955 Moss Park Road in Orlando, Florida. Our dedicated team of professionals is committed to helping clients find their perfect oasis in the beautiful Moss Park area. Whether you are looking to buy, sell, or rent a property, we are here to provide expert guidance and personalized service every step of the way. With a focus on customer satisfaction and a deep knowledge of the local market, The Oasis at Moss Park is your trusted partner in all your real estate needs. Contact us today to start your journey towards finding your dream home in this idyllic location.

Camden Lee Vista Apartments is a luxurious real estate agency located at 5901 Bent Pine Drive in Orlando, Florida. Our spacious one, two, and three-bedroom apartment homes are conveniently situated near major roadways, making it easy to explore all that Orlando has to offer. When you choose Camden Lee Vista, you will enjoy modern comforts in your newly renovated apartment. With features such as soft-close cabinets, stainless steel appliances, quartz countertops, and spacious closets, you will feel right at home. Our residents can also take advantage of our tropical swimming pools, fitness center, outdoor living spaces, and pet grooming stations.

The Oasis at Crosstown is a premier real estate agency located at 1124 Crosstown Way in Orlando, Florida. Our team of experienced agents are dedicated to helping clients find their perfect oasis in the bustling city. Whether you are looking for a cozy apartment, a spacious family home, or a luxurious vacation rental, we have a wide range of properties to suit your needs. With a focus on personalized service and attention to detail, The Oasis at Crosstown is your go-to destination for all your real estate needs in the Orlando area. Visit us today and let us help you find your dream home!

Welcome to Avery Place Villas, located in the heart of Orlando, Florida. Our townhome-style rental homes offer spacious layouts with modern updates and amenities. With 10 different floor plans to choose from, there is something for everyone. Enjoy the convenience of attached garages, private entrances, and patios in each home. At Avery Place Villas, you can enjoy resort-style living with two swimming pools, a 24-hour fitness center, tennis courts, a business center, internet cafe, and a bark park for your furry friends. Located in the Gateway District of Orlando, you are just minutes away from shopping, dining, theme parks, and the airport.

TrustHome Properties is a leading finance and real estate agency located in Orlando, Florida. Our team of experienced professionals is dedicated to providing top-notch services to help clients achieve their real estate goals. Whether you are looking to buy, sell, or rent a property, TrustHome Properties is here to assist you every step of the way. Visit us at 3837 North Econlockhatchee Trail to learn more about how we can help you with all of your real estate needs.

Lennar at Storey Lake Sales Office is a premier real estate agency and travel agency located at 4715 Kings Castle Circle in Kissimmee, Florida, United States. Our experienced team of professionals is dedicated to helping clients find their dream vacation home or investment property in the beautiful Storey Lake community. Whether you are looking to buy or sell a property, our knowledgeable agents are here to assist you every step of the way. Visit us today to start your journey towards owning a piece of paradise in sunny Florida.

Gallery 54 Realty is a finance and real estate agency located at 227 North Joanna Avenue in Tavares, Florida. Our institution serves a variety of vibrant communities in Central Florida, including Mount Dora, Seaplane City, Eustis, Howey Mansion, Orlando, Winter Park, Leesburg, and more. Each of these areas offers unique attractions and amenities, from quaint small-town charm to bustling city life. Our team of real estate advisors is dedicated to helping clients find their perfect home in these diverse communities. Whether you're looking for a retirement retreat, a lakefront property, a modern construction, or a historic mansion, we have the expertise to guide you through the process. With homes ranging in price from $95,000 to over a million, we can help you find a property that fits your budget and lifestyle.

VillaKey is a real estate and travel agency located at 1420 Celebration Boulevard in Celebration, Florida, United States. Specializing in Orlando vacation rentals for all types of families, VillaKey offers a wide selection of affordable homes with private pools, townhomes, and condos just minutes away from popular attractions like Disney World, Universal Studios, and SeaWorld Orlando. Their vacation rental homes feature game rooms, themed rooms with favorite characters, and resort amenities like resort-style pools and clubhouses. With a focus on providing clean, comfortable, and well-equipped rental homes, VillaKey ensures that families have a special place to bond and relax while on vacation. Their team is available 24/7 for assistance and questions, and they also offer a unique vacation rental management program for homeowners.

Ventura Resorts & Properties is a premier institution located at 2750 Taylor Avenue in Orlando, Florida. We specialize in providing top-notch lodging accommodations, real estate services, and travel planning assistance. Whether you are looking for a luxurious vacation rental, seeking to buy or sell a property, or planning your next getaway, our team of experienced professionals is here to assist you every step of the way. With a focus on customer satisfaction and personalized service, Ventura Resorts & Properties is your one-stop destination for all your lodging, real estate, and travel needs in the beautiful city of Orlando, Florida.

Plenitude Villas - Vacation Homes at Disney is a premier real estate agency located in Orlando, Florida, just minutes away from the magical world of Disney. Our luxurious vacation homes offer the perfect combination of comfort and convenience for families looking to experience the magic of Disney World. With spacious accommodations, modern amenities, and a prime location, Plenitude Villas is the ideal choice for your next vacation in Orlando. Book your stay with us today and create unforgettable memories with your loved ones at the happiest place on earth.

The Florida Lounge is a prestigious real estate agency located at 6965 Piazza Grande Avenue in Orlando, Florida. Our experienced team of professionals specializes in helping clients buy, sell, and rent luxury properties in the Sunshine State. With a focus on personalized service and attention to detail, we strive to make the home buying and selling process as seamless and stress-free as possible. Whether you're looking for a waterfront estate, a golf course villa, or a beachfront condo, The Florida Lounge is here to help you find your dream home in the beautiful state of Florida. Contact us today to start your real estate journey with us!

Watersong Resort Villa for rent House of Orange is a stunning vacation rental located at 916 Orange Cosmos Boulevard in Davenport, Florida, United States. This beautiful property is managed by a real estate and travel agency, offering vacation villas for rent directly from the owner. The House of Orange villa in Holten, The Netherlands, can accommodate up to 6 people in 3 bedrooms. The vacation villa at Watersong Resort in Davenport, near Orlando, Florida, can accommodate up to 8 people in 4 bedrooms. Both properties offer a luxurious and comfortable stay for guests looking to enjoy a relaxing holiday.