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Villa vacation rentals in Monroe County

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Monroe County villa rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

The outdoor space features a heated pool with a gentle waterfall, surrounded by a patio area and well-maintained landscaping. An outdoor kitchen is visible to one side, complemented by a covered seating area, all under a clear blue sky.
Villa in Miami
4.79 out of 5 average rating, 92 reviews

Beautiful Luxury Villa

The exterior of a modern villa is showcased, featuring a symmetrical design with a striking white facade and black accents. A spacious entryway is flanked by two decorative planters filled with vibrant red flowers. A large garage door is visible, set against a backdrop of a bright blue sky.
Villa in Miami
4.53 out of 5 average rating, 15 reviews

The Luxury Miami Vice Mansion

The exterior of the house is presented, featuring a modern two-story structure with a light-colored facade. A balcony is positioned above a front door, while two chairs are set by the entrance. A red car is parked in the driveway, which leads to a garage.
Villa in Homestead
4.52 out of 5 average rating, 266 reviews

Entire House - Florida City Near Keys 6 huéspedes

Guest favorite
A covered porch features four white Adirondack chairs positioned on a wooden deck. Lush green palm trees and landscaping provide a tropical backdrop, while a sparkling pool is visible in the distance, completing the serene outdoor setting.
Villa in Marathon
5 out of 5 average rating, 11 reviews

Waterfront Villa (38) w/ sunset views & boat slip

A sparkling pool is surrounded by tropical palm trees and lounge chairs, with a vibrant blue shade sail overhead. The ocean stretches into the distance, under a clear blue sky, creating a serene backdrop for relaxation and outdoor enjoyment.
Villa in Cudjoe Key
4.63 out of 5 average rating, 8 reviews

Atlantic View Luxury Villa with Pool & Spa

A large heated pool is set against a serene backyard, featuring a cascading hot tub and an outdoor seating area. Light reflects off the water's surface, while comfortable loungers are positioned along the pool's edge. A modern building is visible in the background, adding to the overall charm.
Villa in Marathon
5 out of 5 average rating, 4 reviews

Waterfront Villa: Serene Escape!

An aerial view of the resort showcases its layout along the waterfront. Sandy areas with loungers are lined with palm trees, and multiple pools are visible alongside the winding, turquoise waters. Bright blue skies complete the coastal setting.
Villa in Duck Key
4.8 out of 5 average rating, 5 reviews

FL Keys 2BR 2Lvl | Nr Spa+KidsClb | No Hidden Fees

Guest favorite
A coastal-style home features a light green exterior with a covered porch and white railings. Colorful chairs are arranged on the lower deck, while stairs lead up to the entrance. The property is adjacent to a calm waterway, enhancing its scenic appeal.
Villa in Cudjoe Key
4.96 out of 5 average rating, 26 reviews

Howard House on the Sea

Luxury villa rentals

Guest favorite
A tranquil pool area is surrounded by swaying palm trees and vibrant bougainvillea. Comfortable loungers with light wood frames are positioned near the water. White umbrellas provide shade over the seating, creating an inviting space for relaxation by the pool.
Villa in Key Largo
5 out of 5 average rating, 22 reviews

Key Largo 4BR Villa | Partial Ocean View +

Superhost
Villa in Miami
4.77 out of 5 average rating, 128 reviews

Miami 5BR Paradise | Heated Pool, Games & BBQ

Guest favorite
A two-story structure with a light-colored exterior is framed by well-maintained greenery. The front porch features a railing and is flanked by palm trees, creating a welcoming entrance. Large windows allow natural light to enter the home.
Villa in Islamorada
4.9 out of 5 average rating, 20 reviews

Islamorada house with best location. Lic # 24-0055

Top guest favorite
A spacious pool deck is shown, featuring a large swimming pool surrounded by a screen-covered patio. There are several lounge chairs and umbrellas for shade, along with a cozy seating area. Soft lighting and palm trees create a relaxing ambiance.
Villa in Miami
5 out of 5 average rating, 33 reviews

Villa in Miami “Villa Vetter”, Heated pool & salt.

Top guest favorite
A private swimming pool reflects the clear sky, surrounded by lush tropical landscaping. Lounge chairs are positioned on a wooden deck, providing a relaxing area near the pool. The home's exterior features multiple balconies, framed by palm trees and vibrant foliage.
Villa in Duck Key
4.99 out of 5 average rating, 78 reviews

Duck Key *Bliss* Private Pool & Patio

Guest favorite
A private pool is positioned in the foreground, featuring crystal clear water and blue mosaic tiles. In the background, a covered patio area furnished with outdoor seating and blooming plants creates a relaxing environment. Sun loungers are arranged around the pool on a grassy area.
Villa in Miami
4.91 out of 5 average rating, 100 reviews

D'Mauchi House/Coral Gables/Miami/Pool/Beach20min

Guest favorite
A shared pool area is surrounded by lush tropical landscaping, featuring palm trees and vibrant greenery. Lounge chairs are arranged around the pool, which reflects the bright blue sky and fluffy white clouds, creating a relaxed atmosphere for guests.
Villa in Key West
4.95 out of 5 average rating, 37 reviews

Coral Palm by AvantStay | Mins From DT Key West

Guest favorite
A serene pool area is framed by lush greenery and palm trees, with a softly shaped pool surrounded by a light-colored stone deck. The outdoor seating area features a table and chairs, offering a perfect spot for relaxation.
Villa in Miami
4.84 out of 5 average rating, 69 reviews

Tropical MIAMI Oasis BBQ/ Pool/Games and More

Villa rentals with a pool

Top guest favorite
A serene pool area features a heated swimming pool with lounge chairs arranged nearby. A tiki hut stands at the edge, with vibrant sunset colors reflected on the water's surface, framed by lush palm trees.
Villa in Islamorada
5 out of 5 average rating, 10 reviews

Isla Key Lime: FREE Boat Dockage Sept-Oct Only!

Guest favorite
A spacious outdoor area features a private pool surrounded by a wooden deck. Loungers invite relaxation under the shade of palm trees. The home, with two stories, showcases a covered patio equipped with dining furniture, complemented by lush greenery for added privacy.
Villa in Duck Key
5 out of 5 average rating, 14 reviews

Florida Keys Sanctuary

Guest favorite
A bright and spacious living area features a large dining table with wooden chairs and a central coffee table. Soft seating is arranged around a sliding glass door that opens to the outdoor patio. Decorative curtains frame the windows, enhancing natural light.
Villa in Duck Key
4.96 out of 5 average rating, 93 reviews

Waterfront Island Escape with Private Plunge Pool

Superhost
Villa in Miami
4.71 out of 5 average rating, 48 reviews

Grand Villa Resort B 2BR, Heated pool and sleeps 6

Guest favorite
The two-story villa presents a light green exterior with multiple large windows, allowing natural light to enter. Elevated on stilts, ample space underneath offers shade, while the stairway leads to the main entrance. Architectural details emphasize a welcoming coastal style.
Villa in Marathon
4.88 out of 5 average rating, 59 reviews

New Paradise On Sombrero Beach

Superhost
An aerial view captures a marina community surrounded by lush greenery and clear blue waters. The scene includes multiple townhomes lined along the waterfront, with boat slips visible along the shoreline. A resort-style pool can also be seen in the center of the community.
Villa in Marathon

Refreshed & Elevated Indigo Reef Luxury Villa 15,

Top guest favorite
Aerial view of the Indigo Reef gated community, showcasing rows of villas surrounded by lush greenery. Crystal-clear waters are visible, with docks leading to the ocean. The vibrant blue sky extends over the scene, reflecting the peaceful coastal environment.
Villa in Marathon
5 out of 5 average rating, 13 reviews

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

Superhost
A serene scene features palm trees silhouetted against a vibrant sunset sky. Warm hues reflect on the water's surface, while string lights hang delicately, adding a soft glow to the beachfront area. A sandy space below invites relaxation and enjoyment of the coastal view.
Villa in Marathon
4.86 out of 5 average rating, 43 reviews

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

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