Villa vacation rentals in Monroe County

Find and book unique villas on Airbnb

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Popular amenities for Monroe County villa rentals

Private villa rentals

Guest favorite
A two-story villa features a cheerful yellow exterior, showcasing a spacious front porch with white railings. Lush green landscaping surrounds the entrance, with vibrant plants adding color. The well-maintained structure stands alongside other similarly styled homes in a serene and inviting neighborhood.
Villa in Islamorada
5 out of 5 average rating, 32 reviews

Anglers Reef Islamorada

NicoleRating, 5 stars1 month ago
Our family of 5 loved our time in Islamorada. The community was beautiful and quiet. It was definitely mostly retired couples but everyone was friendly with our young kids. The condo was bigger than the pictures made it seem- we had more than enough space. Everything was clean and we had everything we needed.
A bright bedroom features a spacious bed with a floral throw across the bottom. Light-colored walls complement the wooden ceiling. A small armchair sits in the corner, and large glass doors lead to a balcony, allowing natural light to fill the room.
Villa in Key Largo
5 out of 5 average rating, 3 reviews

Dolphin 1-Bedroom Villa

KellyRating, 5 stars37 months ago
A beautiful quiet place to stay. Kayaking in the morning and swimming in the pool at night. We loved exploring other Florida Keys and coming back to sleep. Easy check in and out.
An aerial view of a beautiful villa surrounded by lush greenery and palm trees. The property includes a private heated pool, lounge chairs, and a tiki hut, all set against the tranquil waterfront, with a boat dock visible along the edge of the water.
Villa in Islamorada
4.86 out of 5 average rating, 7 reviews

3 EnSuite Bedrooms! Waterfront Resort, Pool, Dock!

MeghanRating, 5 stars4 weeks ago
This house was perfect for our family of 5 for Spring Break. The canal at the back was perfect for fishing, kayaking and SUP. The pool was lovely and warm. The house and grounds were so beautiful and comfortable! We had a wonderful time and would stay here again in a heartbeat!
The view from the patio showcases a vibrant sunset reflecting on the tranquil water. Lush palm trees frame the scene, with the illuminated pool area visible below. A distant pier extends into the water, enhancing the serene ambiance of the location.
Villa in Marathon
4.76 out of 5 average rating, 145 reviews

Sunset Villa in Duck Key

JamesRating, 5 stars3 days ago
Great place! Right on the water with great views of the pool and ocean. Extremely clean and well stocked with everything we needed. Well kept area and perfect for our stay in the keys. Good restaurants within a few minute drive. Highly recommended!
Top guest favorite
Villa in Miami
4.99 out of 5 average rating, 71 reviews

Studio apartment in 1927 Mediterranean Home

GabrielRating, 5 stars1 month ago
The Airbnb is in a beautiful area, nice central location with many walkable restaurants. Hoover was a very responsive and amazing host, he helped with everything that we needed and helped us feel like we were at home. Very clean. Great description and he was very accommodating, would 100% recommend and I would definitely book again. Easy access to many different locations for interviews I had.
A two-story villa is displayed with a combination of white and turquoise exterior. Large screened windows are visible on both levels, providing natural light. A gravel area surrounds the villa, complemented by lush greenery, while a small kayak is tucked nearby.
Villa in Key Largo
4.85 out of 5 average rating, 46 reviews

2bd/2ba Ocean Retreat in Kawama Yacht Club

JanetRating, 5 stars1 month ago
A beautiful unit, nice beds and everything as pictured! Paul was good on communication. However, the small community at Kawama is becoming over- crowded. Many times the pools are full and over capacity with screaming kids, and no chairs are available to just sit by the pool. Large parties are happening most every weekend, with a lot of drinking, smoking, and loud music. It’s not Paul’s fault, but the atmosphere here isn’t as quiet and kid friendly as it used to be!
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, 10 reviews

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

KatrinRating, 5 stars1 month ago
Great location on the property. Beautiful view of the water and the pool. Nice big porch to relax on with plenty of chairs. Provided plenty of towels and the kitchen had everything you needed. Could have used more TB, PT and some dishwasher soap but all good. This place is a favorite of ours to just relax and go boating! Highly recommend!!
A spacious living area features a comfortable gray sofa with decorative pillows, accompanied by a natural wood coffee table. A large television is mounted on a light wall, while a dining area with white chairs is visible in the background.
Villa in Duck Key
4.83 out of 5 average rating, 101 reviews

Waterfront villa for families * Family friendly*

FannyRating, 5 stars5 days ago
We had a great time at Marilin’s place. The Villa is very comfortable. She was very responsive and the place is located close to a lot of amenities. We will stay at her place again.

Luxury villa rentals

Guest favorite
A spacious dining area features a long wooden table paired with matching benches. Bright artwork adorns the white walls, while a chandelier hangs above. Large glass doors open to a view of the outdoor space, allowing natural light to fill the room.
Villa in Marathon
5 out of 5 average rating, 10 reviews

Harbor hideaway 50’dock 3Br/2Ba All amenities

TimRating, 5 stars1 month ago
Loved our stay here! Very private pool and the tiki bar/outside ice maker, was amazing. The house was clean and comfortable with the most comfortable beds ever! The only down side was the location for boating. The dock was excellent and the trip to the 7 mile bridge to fish was conveniently close, however, to do any ocean boating or fishing, the distance thru the sailboat/houseboat harbor was long and we encountered some not so friendly types through there. Over all, to stay and enjoy the privacy of the canal and pool, this was top notch!!!
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
4.88 out of 5 average rating, 17 reviews

Islamorada house with best location. Lic # 24-0055

LucaRating, 5 stars3 weeks ago
Very clean and spacious. Great hosts. We did not need them during the stay but all requests were responded to promptly leading up to the stay.
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, 31 reviews

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

MeghanRating, 5 stars4 weeks ago
The house was great! Exactly like the photos and very spacious for a family of 4. The amenities were great, lots of toiletries offered which was a great touch. The pool is amazing and we spent a lot of time in the patio area. Neighborhood is safe and nice. Only 40-ish mins away from the Everglades National Park. Thank you for the thoughtful touches and the welcome gift! Wonderful stay, great hosts, and would absolutely book again.
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
5 out of 5 average rating, 71 reviews

Duck Key *Bliss* Private Pool & Patio

HalieRating, 5 stars4 weeks ago
Miguel was an excellent host! The house was absolutely amazing. We enjoyed our stay and will definitely tell our friend and family about this house. The guest book was extremely helpful and all of the tips he sent while we were there. Thank you again for sharing your beautiful home with our family.
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, 57 reviews

New Paradise On Sombrero Beach

TonyaRating, 5 stars4 months ago
This place had everything we needed for a relaxing family vacation prior to the crazy Holiday season. we only had 6 people but it would easily accommodate more. Monica was responsive to any questions or concerns. The location was perfect. Easy access to sombrero Beach and Marathon amenities: bars, restaurants, and activities. we were able to experience a turtle release on Sombrero Beach from The Turtle Hospital. Highly recommend renting from Monica again and on Marathon Beach.
Guest favorite
The spacious backyard features a large swimming pool with a separate hot tub, surrounded by a tiled deck. Lounge chairs accommodate sunbathers. The two-story house stands in the background, flanked by palm trees and lush greenery.
Villa in Miami
4.97 out of 5 average rating, 30 reviews

Vacation villa in Miami

TheresaRating, 5 stars2 weeks ago
Altagracia was a wonderful host. Her place was clean, in good repair, and well-stocked. She was friendly, flexible and very responsive.
Top guest favorite
An aerial view of the property reveals a spacious layout beside a serene freshwater canal. The pool and gazebo are visible in the backyard, surrounded by lush greenery. Nearby neighbors’ homes and vegetation are shown, enhancing the tranquil atmosphere.
Villa in Cutler Bay
4.95 out of 5 average rating, 38 reviews

Waterfront Miami Resort : Pool, Spa, Kayaks & more

KellyRating, 5 stars3 weeks ago
We had such a wonderful time at this Airbnb! The outdoor space was definitely the highlight! We spent every day by the pool, and the cabana provided the perfect shady retreat when the sun got too hot. The backyard felt like a little tropical oasis, and we even had daily visits from iguanas — which the kids absolutely loved! The lighting at night made the space feel magical. Walking in late at night to find the lights on and music playing from the fridge was such a thoughtful and welcoming touch — it really set the tone for the week. The host was incredibly attentive, checking in with us throughout the week and sending local recommendations. Communication was always quick and helpful, which made everything stress-free. The location was also fantastic — a great central spot for easy day trips to Fort Lauderdale, Miami, the Keys, or even just to the coast for a morning sunrise. We had a great time.
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
4.93 out of 5 average rating, 84 reviews

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

VidhiRating, 5 stars2 weeks ago
I had an absolutely wonderful stay at this beautiful Airbnb! The space was spotless, stylish, and thoughtfully designed—every detail made it feel like a home away from home. The host was kind, responsive, and made check-in a breeze. The location was perfect for what I needed, and I truly appreciated the little touches that made the stay extra special. I would absolutely stay here again and highly recommend it to anyone looking for a comfortable and memorable experience!

Villa rentals with a pool

A sparkling pool is set against a backdrop of lush greenery and calm water. A hammock is suspended between palm trees, inviting relaxation. Surrounding the pool, well-maintained landscaping features vibrant plants and manicured grass, enhancing the serene outdoor space.
Villa in Marathon
4.67 out of 5 average rating, 3 reviews

Villa Sombrero

NikkiRating, 5 stars28 months ago
We had a wonderful time. The neighborhood is beautiful, super quiet and nice to walk around. We used the provided paddle boards to go to nearby Sombrero Beach which was lovely. We also walked to Publix and Walgreens. The house itself is really two houses - one upstairs and one downstairs - each with their own kitchens, bedrooms and bathrooms. The house itself is simple and utilitarian, but backyard area is really spectacular. We spent the vast majority of our time outside lounging, playing tennis or swimming in the pool. The location also makes for an easy day trip to Key West. The property manager Jesús was extremely responsive and took care of everything we needed.
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
4.77 out of 5 average rating, 83 reviews

Beautiful Luxury Villa

MichaelRating, 5 stars1 month ago
place was great for hosting the family would definitely book again..
Guest favorite
Villa in Duck Key
4.95 out of 5 average rating, 86 reviews

Waterfront Island Escape with Private Plunge Pool

ChristineRating, 5 stars3 weeks ago
Very well decorated, super cute, plenty of towels and extras, the outdoor porch was an amazing place to hang out. There was plenty of seating, right on the water, a fun little pool to relax in, and just the right amount of space. The beds are comfortable and the kitchen was well stocked. Everything was clean. Perfect location to visit Key West and Key Largo. We very much enjoyed our stay! Thank you
Superhost
A spacious outdoor area features a bright yellow umbrella providing shade by a clear blue pool. The surrounding patio is paved with large white tiles, complemented by patches of green grass. A seating area is visible near the pool, ideal for relaxation.
Villa in Miami
4.64 out of 5 average rating, 36 reviews

Sunny Resort Oasis with Heated Pool & Ping Pong

NauticaRating, 5 stars2 weeks ago
This place was so beautiful! Lovely back area space. Even with other guests in the duplex beside us it was more than accommodating! There were a few minor issues I did have and I wound up needing to check out early, but the hosts were so understanding and very easy to communicate with despite anything going on. Made the whole thing as easy as possible and even refunded me for having to leave early. I really really loved this property and wish I could have stayed longer!
Guest favorite
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
4.85 out of 5 average rating, 41 reviews

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

CherylRating, 5 stars2 months ago
Susan and Dale were on-site, extremely responsive and helpful. We had a great sunset boat ride, great conversation, the pool was clean and warm and lots of sand toys everything we needed and more. We would absolutely stay again.
Superhost
A large, inviting pool reflects the blue sky and palm trees surrounding it. Comfortable lounge chairs line the deck, and a shaded cabana is visible in the background, offering a place to relax and enjoy the outdoor atmosphere.
Villa in Marathon
5 out of 5 average rating, 9 reviews

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

JaredRating, 5 stars11 months ago
John had all the details covered. beach toys, chairs, towels, cornhole
Superhost
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
4.94 out of 5 average rating, 32 reviews

Coral Palm by AvantStay | Mins From DT Key West

LuciaRating, 5 stars2 weeks ago
All of my family on vacation commented this was the best vacation we have had and the accommodations were excellent-

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