TOP 30 Best Poolside villas in Orlando, Florida

Blue Sky Villas is a luxurious vacation home rental agency located at 7862 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our stunning properties offer guests the ultimate in comfort and style, with spacious accommodations and top-of-the-line amenities. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Blue Sky Villas has the perfect home for you. Our dedicated team of professionals is here to ensure that your stay is nothing short of perfect. Book your dream vacation with us today and experience the luxury and convenience of Blue Sky Villas.

Marriott's Imperial Palms Villas is a luxurious lodging option located at 8404 Vacation Way in Orlando, Florida, United States. This stunning resort offers spacious villas with upscale amenities, perfect for families or groups looking for a comfortable and convenient stay. Guests can enjoy access to a variety of on-site amenities, including a sparkling swimming pool, fitness center, and dining options. With its prime location near popular attractions and theme parks, Marriott's Imperial Palms Villas is the perfect choice for a memorable vacation in Orlando.

The Hilton Vacation Club Grande Villas Orlando is a luxurious lodging institution located at 12118 Turtle Cay Circle in Orlando, Florida. This resort offers spacious and elegant villas for guests to enjoy a relaxing and comfortable stay in the heart of the Sunshine State. With top-notch amenities, including multiple pools, a fitness center, and on-site dining options, guests can experience the ultimate vacation getaway. The convenient location also allows for easy access to popular attractions such as Walt Disney World and Universal Studios. Experience the magic of Orlando at the Hilton Vacation Club Grande Villas.

Villatel Orlando Resort is a luxurious lodging destination located at 5120 Del Verde Way in Orlando, Florida. This exclusive resort offers a range of upscale amenities and accommodations for guests looking to experience the ultimate vacation in the Sunshine State. From spacious villas with private pools to top-notch service and convenient access to Orlando's world-famous attractions, Villatel Orlando Resort provides a truly unforgettable stay for travelers seeking a blend of comfort and sophistication. Whether you're visiting for a family vacation, romantic getaway, or business trip, Villatel Orlando Resort is the perfect choice for a memorable stay in the heart of Florida.

Nestled in the heart of Orlando, Florida, Sheraton Vistana Resort Villas offers luxurious accommodations and a prime location near the excitement of Lake Buena Vista. The resort features spacious villas with modern amenities, multiple pools, a fitness center, and on-site dining options. Guests can enjoy easy access to top attractions such as Walt Disney World, Universal Studios, and SeaWorld. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Sheraton Vistana Resort Villas is the perfect choice for your stay in Orlando.

Margaritaville Resort Orlando is a luxurious island-inspired escape located at 8000 Fins Up Circle in Kissimmee, Florida. This resort offers high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities. Situated just minutes away from popular attractions like Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, Margaritaville Resort Orlando is the perfect destination for your dream getaway. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your preferences. Relax at the soothing spa, beach club, or Island H2O Water Park, and explore Sunset Walk for shopping, dining, and entertainment options. With a variety of room options available, including pool-view rooms, suites, cottages, and villas, Margaritaville Resort Orlando has something for everyone.

Hilton Vacation Club Mystic Dunes Orlando is a luxurious lodging destination located at 7600 Mystic Dunes Lane in Celebration, Florida, United States. This exceptional resort offers guests a perfect blend of comfort and convenience, with spacious accommodations, top-notch amenities, and unparalleled service. Situated near Orlando's world-famous attractions, including Walt Disney World and Universal Studios, guests can enjoy easy access to all the excitement while still enjoying a peaceful retreat. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby theme parks, Hilton Vacation Club Mystic Dunes Orlando is the perfect choice for your next vacation getaway.

Spectrum Resort Orlando is a luxurious lodging facility located at 7750 Sandy Ridge Drive in Four Corners, Florida, United States. This resort offers a range of accommodation options including spacious suites and villas, all equipped with modern amenities and stylish decor. Guests can enjoy on-site dining options, a sparkling swimming pool, fitness center, and a variety of recreational activities. With its convenient location near popular attractions like Walt Disney World and Universal Studios, Spectrum Resort Orlando is the perfect destination for families and vacationers looking for a comfortable and memorable stay in the Orlando area.

Queenie’s Palace Villa in Florida is a stunning vacation home located at 125 Langham Drive, Davenport, Florida. This spacious pool villa offers a tranquil backyard to relax in after a fun-filled day at the nearby theme parks. With 4 beautifully furnished bedrooms and 3 bathrooms, this villa can comfortably accommodate up to 8 guests. Conveniently located in Orlando, Queenie’s Palace Villa is just a short drive away from popular attractions such as Animal Kingdom, Universal Studios, and Discovery Cove. The villa is also close to restaurants, shops, and supermarkets, making it easy to stock up on essentials during your stay.

Cosmos Villa is a stunning luxury vacation villa located at 385 Orange Cosmos Boulevard in Davenport, Florida. This four-bedroom, four-bathroom villa is situated in the peaceful Watersong community near Orlando, offering a private retreat for up to 9 guests. The villa features a games room, a south-facing pool and spa overlooking a conservation area, and a spacious patio with a covered lanai for outdoor dining. With its close proximity to Walt Disney World, Universal Studios, SeaWorld, and other Orlando attractions, Cosmos Villa is the perfect base for exploring all that the area has to offer.

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.

IHM Vacations Home Rental Orlando is a lodging, real estate, and travel agency located at 10345 Orangewood Boulevard in Orlando, Florida, United States. When you book directly with them, your booking is confirmed immediately without delay. You can also easily book attraction tickets, order pool heat, late checkout, or anything related to your stay from the comfort of your vacation rental. Booking directly with IHM Vacations Home Rental Orlando also ensures you have the best cancellation policy available for your travel dates. Guests have raved about the beautiful and modern townhouses, with comfortable beds and pillows, private pools, and access to a clubhouse with a stunning pool, poolside bar, lazy river, and more. The location is convenient, with grocery stores and restaurants nearby, and close to Disney. The spacious homes in a gated community are perfect for families, with enjoyable pool and spa facilities. Management is responsive to any questions or concerns, making for a highly enjoyable stay.

The Villas at College Park is a luxurious residential community located at 621 Lakeview Street in Orlando, Florida. Nestled in the heart of College Park, this upscale institution offers modern amenities and spacious living spaces for residents to enjoy. With a prime location near shopping, dining, and entertainment options, The Villas at College Park provides a convenient and vibrant lifestyle for its residents. Whether relaxing by the pool, working out in the fitness center, or socializing in the clubhouse, residents can experience a true sense of community in this beautiful setting. Experience resort-style living at The Villas at College Park.

Experience the ultimate in luxury at this stunning 6 bedroom, 4 bath villa located in the prestigious Windsor Hills Resort in Kissimmee, Florida. This spacious and beautifully appointed home features top-of-the-line amenities, including a private pool and spa, fully equipped gourmet kitchen, and multiple living and dining areas. Perfect for families or large groups, this villa offers plenty of space to relax and unwind after a day of exploring all that Orlando has to offer. With easy access to theme parks, shopping, and dining, this is the perfect home base for your next vacation in the Sunshine State.

Wyndham Vacation Resorts Reunion at Orlando is a luxurious lodging facility located at 7593 Gathering Drive in Kissimmee, Florida, United States. This resort offers spacious and well-appointed accommodations, including suites and villas, perfect for families and couples looking to enjoy a relaxing vacation in the Orlando area. Guests can take advantage of the resort's amenities, such as multiple swimming pools, a fitness center, on-site dining options, and easy access to nearby attractions like Walt Disney World and Universal Studios. With its convenient location and upscale accommodations, Wyndham Vacation Resorts Reunion at Orlando is the perfect destination for a memorable getaway.

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.

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.

Orlando Vacation Rentals is a premier real estate and travel agency located at 610 Sycamore Street in Celebration, Florida. We specialize in providing top-quality vacation rental properties in the Orlando area, offering a wide range of options to suit every traveler's needs. Whether you're looking for a cozy condo near the theme parks or a luxurious villa with a pool, we have the perfect accommodations for your stay. Our team of experienced agents is dedicated to helping you find the ideal vacation rental for your trip, ensuring a memorable and enjoyable experience in the Sunshine State. Contact us today to book your dream vacation rental in Orlando!

Orlando Fun Villas is a charming vacation rental institution located at 7070 Spring Park Drive in Winter Garden, Florida, United States. Offering a variety of spacious and beautifully decorated villas, guests can enjoy a comfortable and luxurious stay while exploring all that Orlando has to offer. With convenient access to major attractions such as Walt Disney World, Universal Studios, and SeaWorld, Orlando Fun Villas is the perfect home base for a fun-filled vacation. Whether you're seeking relaxation by the pool or excitement at the theme parks, this institution has everything you need for an unforgettable getaway.

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.

Villatel Village at Solterra Resort is a luxurious lodging destination located at 1713 Oak Blossom Drive, Davenport, Florida, United States. This one-of-a-kind vacation community is nestled within the gated enclave of the state-of-the-art Solterra Resort. Each home in Villatel Village is designed to offer the ultimate resort-style vacation experience, with custom high-end décor and top-notch service provided by a dedicated concierge team. With up to 12 beautiful bedrooms, scenic views, grand living spaces, and premium amenities, luxury is infused into every aspect of Villatel Village. The surrounding Solterra Resort offers outstanding perks such as a clubhouse, pool, fitness center, and more. Additionally, Villatel Village will soon feature its own unique amenities, currently under construction.

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.

Marriott's Grande Vista is a luxurious lodging institution located at 5925 Avenida Vista in Orlando, Florida, United States. This resort-style property offers spacious and beautifully appointed accommodations, including villas and suites, for guests looking for a comfortable and upscale stay. With a range of amenities such as multiple pools, a golf course, restaurants, and fitness facilities, Marriott's Grande Vista provides a relaxing and enjoyable experience for visitors looking to unwind and enjoy all that Orlando has to offer. Whether you're traveling for business or pleasure, this institution is the perfect choice for your next stay in the Sunshine State.

Resort World is a luxurious lodging institution located at 2800 North Poinciana Boulevard in Kissimmee, Florida, United States. This resort offers guests a truly unforgettable experience with its stunning accommodations, top-notch amenities, and unparalleled service. Whether you're looking to relax by the pool, enjoy fine dining, or explore the nearby attractions, Resort World has something for everyone. Experience the ultimate in comfort and relaxation at this exquisite resort in the heart of Florida.

Elevated at Sonoma Resort by Park Square Homes is a luxurious lodging destination located at 3901 Sonoma Boulevard in Kissimmee, Florida. This stunning resort offers guests a truly elevated experience with upscale accommodations, top-notch amenities, and impeccable service. Whether you're looking for a relaxing getaway or a fun-filled vacation, Elevated at Sonoma Resort has everything you need to make your stay unforgettable. From spacious rooms and suites to a sparkling pool and fitness center, this resort has it all. Come and experience the ultimate in comfort and hospitality at Elevated at Sonoma Resort by Park Square Homes.

The Grove at Millenia Apartments is a luxurious residential community located at 4701 Walden Circle in Orlando, Florida. With a prime location near the Mall at Millenia and other popular shopping and dining destinations, residents can enjoy a convenient and vibrant lifestyle. The apartment complex offers a variety of spacious floor plans with modern amenities, including a resort-style pool, fitness center, and outdoor grilling area. With beautifully landscaped grounds and a friendly community atmosphere, The Grove at Millenia Apartments is the perfect place to call home in the heart of Orlando.

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.

The Lava Pool at Polynesian Village is a tropical oasis located in Orlando, Florida, United States. This stunning pool features a cascading waterfall, lush landscaping, and a beautiful lava rock structure that adds a touch of exotic flair to the surroundings. Guests can relax and unwind in the crystal-clear waters while soaking up the warm Florida sun. The pool area also offers convenient amenities such as cabana rentals, poolside dining options, and a pool bar serving up refreshing drinks. Whether you're looking to cool off after a day of exploring the nearby theme parks or simply want to enjoy a leisurely day by the pool, the Lava Pool at Polynesian Village is the perfect destination for a relaxing getaway.

Welcome to Dunedin Village: Your Ideal 55 Community in Dunedin, Florida Nestled in the heart of Dunedin, Florida, at 52 Lone Pine Avenue, Dunedin Village is a charming 55 community offering a unique blend of small-town living and modern conveniences. Located along the Gulf Coast’s stunning clear waters and powdery white-sand beaches, Dunedin is a popular retirement destination known for its friendly atmosphere and vibrant community.