Villa vacation rentals in Vaca Key

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Popular amenities for Vaca Key villa rentals

Private villa rentals

A serene waterfront scene is depicted, featuring paddle boards laid along a grassy area beside a concrete pathway. Palm trees and a sunset over the water contribute to the natural beauty, while boats are visible in a nearby dock.
Villa in Islamorada
5 out of 5 average rating, 3 reviews

The Nest Villa & Marina in the heart of Islamorada

JoanneRating, 5 stars1 week ago
This was our second stay at The Nest and we will be back! The interior is so soothing, comfortable, clean and very well stocked. Communication with the host was great and they were very responsive to questions. The surroundings are beautiful and peaceful, and the HUGE patio was so perfect for relaxing at the end of the day. Can’t wait to go back!
Superhost
An aerial view captures a row of white-roofed villas along a turquoise lagoon, surrounded by lush greenery. The serene waters extend towards the horizon, with a distant shoreline visible, creating a tranquil and spacious atmosphere.
Villa in Duck Key
4.83 out of 5 average rating, 78 reviews

Villa 5034 on Duck Key BOAT SLIP available

MeganRating, 5 stars3 months ago
Frank's place was just as listing shows! Perfect location on Duck Key. Beautiful sunsets right on Tom's Harbour. Would recommend to others!
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, 153 reviews

Sunset Villa in Duck Key

HeatherRating, 5 stars5 days ago
It was one of cleanliness Villas I have stayed in . We have been vacationing on Duck Key for 20 plus years and would definitely recommend 5085 - great location , very reasonable price and very simple easy check in and check out instructions. Thank you .
A bright living area is furnished with a gray sofa and a wooden coffee table, featuring decorative elements. A wall-mounted smart TV is visible, alongside a light fixture and a dining area in the background. Natural light enters through plantation shutters, enhancing the spaciousness.
Villa in Duck Key
4.73 out of 5 average rating, 64 reviews

Family Friendly Sunset Oasis!

JoyceRating, 5 stars1 month ago
Loved the Villa and its location. Host was excellent. A bit disappointed that we were not permitted to use the beautiful pool just behind the Villa. Also, second bedroom is very small (cannot tell from in-line photos) and while twin beds would serve children well, they are not suitable for adults.
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, 104 reviews

Waterfront villa for families * Family friendly*

ShanaRating, 5 stars1 month ago
The place was decorated very cute, it was clean, had all the amenities necessary for a comfortable stay, would definitely book again.
Superhost
A wooden table with round seating is positioned on a covered porch, framed by vibrant tropical landscaping. Lush palm trees and clear blue skies are visible, creating a serene outdoor space. The view extends to a community pool area in the background.
Villa in Duck Key
4.71 out of 5 average rating, 56 reviews

Villa 5086 on Duck Key BOAT SLIP available

EmmaRating, 5 stars2 months ago
Great spot! Frank is very responsive! Highly recommend!
Superhost
A spacious outdoor area is showcased, featuring a covered porch with a ceiling fan. A view of the calm blue water and landscaped greenery is highlighted, presenting a sense of tranquility. The distant horizon features low buildings and sailboats, enhancing the serene coastal atmosphere.
Villa in Duck Key
4.91 out of 5 average rating, 47 reviews

Villa 5028 on Duck Key BOAT SLIP available

EdwardRating, 5 stars2 months ago
This is a great spot. Very quiet and close to everything we wanted to do. The place was spotless and had everything we needed. Frank is very responsive. I highly recommend this place.
A comfortable living area features a gray sofa and a wicker chair, complemented by an orange accent wall. Large sliding doors provide access to an outdoor space, allowing natural light to fill the room. Neutral-toned tile flooring enhances the inviting atmosphere.
Villa in Marathon
4.56 out of 5 average rating, 16 reviews

Key Lime Cottage - Lovely Duck Key Villa, Dip Pool

DelphineRating, 5 stars2 days ago
Tina's place was beautiful and very comfortable. It was exactly as described and had everything we needed. The dip pool was so enjoyable throughout the day! The view of the canal was nice to enjoy while eating on the back patio. Highly recommend and would definitely look for availability for future travels to the Keys! Thank you Tina!

Luxury villa rentals

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 stars30 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.
Top guest favorite
A serene outdoor seating area features two white Adirondack chairs set around a round table. A glass of white wine and a cocktail sit on the table, accompanied by a book. A vibrant pillow with an anchor design rests on one chair, with views of lush greenery and the water beyond.
Villa in Marathon
5 out of 5 average rating, 22 reviews

Indigo Reef water view Villa- #1 Guest Favorite

MarthaRating, 5 stars1 month ago
Perfect location in the Middle Keys with easy access to all that Marathon has to offer, Key West or Islamadora. The home is well appointed and the views of the Gulf out the two back porches are spectacular! Very peaceful setting and close to the docks and pool. Would stay here again in a heartbeat!
A private outdoor terrace is shown with wooden flooring and a large ceiling fan. Two white chairs face a stunning sunset over lush greenery, with soft light illuminating the scene. The balcony railings feature a classic design, enhancing the serene waterfront view.
Villa in Islamorada
5 out of 5 average rating, 3 reviews

Bayberry Key: FREE Boat Dockage Sep-Oct Only!

PeterRating, 5 stars4 months ago
Great place, there are many bars, restaurants, stores and art galleries to walk to. The pool area is great. We rented kayaks and paddled every day.
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 stars2 months 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 charming waterfront property is framed by lush palm trees. This open dwelling features a dock extending into the water, with colorful kayaks resting alongside. Reflections of the house and trees are visible on the serene water surface, evoking a sense of tranquility.
Villa in Marathon
4.88 out of 5 average rating, 16 reviews

"Casa Sea Keys" -Oceanfront 8 Guests, Private Dock

RyanRating, 5 stars8 months ago
Very overgrown landscaping from the road that you won’t be able to appreciate until night time when it was lit up absolutely beautiful! Closet door was broken and all cleaning supplies were locked in a cabinet. If your staying for a week it would be nice to have provided cleaning products to maintain the place. Stunning views while drinking a 6am coffee out back are second to none! Dock was deep enough for a 24” draft all hours of the day regardless of the tides. Plenty of provided beach towels bath towels and kitchen supplies. By far the best stocked kitchen we have ever airbnb! Thank you so much for hosting our family on your beautiful property!! Ryan Cortazzo
A spacious outdoor area features a large swimming pool with an integrated hot tub, surrounded by a tiled deck. Lounge chairs and seating arrangements are visible, with palm trees providing natural shade. The property showcases a well-lit, modern architecture complemented by large windows.
Villa in Marathon
4.8 out of 5 average rating, 25 reviews

"Casa Azul Villa" Oceanfront-Marathon-8Guests-Dock

EdithRating, 5 stars4 months ago
This place was decorated beautifully! Very unique furnishings and decorations were fun! Outside area was beautiful. Spent every day there! Sunsets from the end of the dock were beautiful! The landscaping was spot on, even some orchids in the trees! Loved the colorful dishes and modern appliances, and the coffee pods were awesome! I am getting the same machine now! Privacy and quiet neighborhood is hard to find in some areas of the keys. Walked several days on the street. Nice towels, beach towels and comfortable sheets, pillows and throws. My husband loved the fake fur one in the LR! Thank you for the lovely stay!
An outdoor pool is surrounded by lounge chairs under palm trees, with the tranquil water reflecting the evening sky. The setting sun casts a soft light, enhancing the serene atmosphere of the pool area, which overlooks the bay.
Villa in Islamorada
4.71 out of 5 average rating, 7 reviews

Scenic Resort w/ Outdoor Pool | Florida Keys Stay

JackieRating, 5 stars3 months ago
Very nice townhouse, it was also really convenient to call the golf cart and go to the larger resort, which was beautiful.
An aerial view of the villa displays a private pool surrounded by lush greenery and paved patio. The building features bright white exteriors and multiple balconies, with seating areas visible on the patio. A tranquil canal runs alongside the property, enhancing the outdoor living space.
Villa in Marathon
4.74 out of 5 average rating, 35 reviews

Discount Available-Pool/Dock/Bikes/Local Beach

AlexandraRating, 5 stars1 month ago
We were extremely pleased with this amazing home. It was beautiful, soundproof, so clean and had extra towels, pool Towels, everything we needed but didn’t want to pack and take with us. We highly recommend Pineapple, and we will see you next April. So thrilled to have found an amazing host!! Thank you so much. Also, anytime we had a question, or we couldn’t figure something out, Chris the caretaker was there in MINUTES. Thank you again for helping us have a memorable vacation!!

Villa rentals with a pool

Guest favorite
Villa in Islamorada
5 out of 5 average rating, 35 reviews

Anglers Reef Islamorada

KatherineRating, 5 stars1 month ago
What a great place to stay! The community was well kept and the amenities were wonderful. There are great restaurants close by and it's location is perfect. We had a wonderful time and met some really wonderful people. We plan on returning, next year!
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, 7 reviews

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

Ricky Rating, 5 stars1 month ago
Key Lime Villa & Newman Hospitality were all around fantastic! We really enjoyed our weeklong stay at this beautiful property! They were a great host, very helpful and easy to deal with, super responsive too. The property itself was just as described, very nice, spacious and squeaky clean, very comfortable, we were able to settle in right away. Being big dog friendly was really nice as well, our boys were very comfortable and really enjoyed the place. We really love the pool and the fire pit area along with the dock area for sunset, it was very peaceful. Also, the location is perfect, it was right in the heart of the island so we were able to do a ton of walking to all of our restaurants and bars. We will definitely be back to stay here again for another trip soon! Thanks again to the team at Newman for making our stay a great one!
The living area features a comfortable gray sofa and a patterned armchair surrounding a wooden coffee table. Sliding glass doors provide access to the pool area, allowing natural light to fill the room and offering views of the lush greenery outside.
Villa in Duck Key
4.38 out of 5 average rating, 21 reviews

2BR water view with private pool, balcony & kayak

StefanieRating, 5 stars3 months ago
We overall had an amazing stay! Beautiful views, clean house, & responsive hosts!
Guest favorite
The exterior of the villa features a welcoming front porch with a ceiling fan and white railings. Lush palm trees and tropical foliage frame the entrance, complemented by light-colored siding and colorful accents.
Villa in Islamorada
5 out of 5 average rating, 6 reviews

Isla Guava: FREE Boat Dockage Sept-Oct Only!

JenRating, 5 stars4 months ago
Amazing place, you can’t beat the location and property. The house was exceptionally clean and the host was very friendly and easy to communicate with. We will definitely return!!
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, 3 reviews

Florida Keys Sanctuary

VictoriaRating, 5 stars2 weeks ago
I celebrated both my mom’s birthday and mine here, and from the moment I booked until check-out, the experience was nothing short of amazing. The property manager was incredibly helpful, responsive, and made everything seamless. Highly recommend!
Two comfortable white Adirondack chairs are positioned on a wooden deck, overlooking a lush green lawn and palm trees. A canal with a boat can be seen in the background, completing the serene waterfront view.
Villa in Marathon

Luxury Waterfront Villa, Marathon, Florida Keys

ShawnRating, 5 stars5 months ago
Very clean quiet and an excellent pool area!
Top guest favorite
A private swimming pool is surrounded by a wooden deck and tropical landscaping, featuring palm trees for shade. Lounge chairs are positioned near the pool, while the two-story home with a covered balcony overlooks the serene outdoor space.
Villa in Duck Key
5 out of 5 average rating, 72 reviews

Duck Key *Bliss* Private Pool & Patio

JamieRating, 5 stars1 month ago
We enjoyed all the little extra touches around the house also loved the privacy of the back yard with the pool.We would definitely stay here again
A modern living area features a light color palette and tasteful decor. Two woven armchairs are positioned around a circular coffee table, complemented by a dining area with a wooden table and chairs. A well-equipped kitchen is visible in the background, with stainless steel appliances.
Villa in Islamorada
4.67 out of 5 average rating, 51 reviews

Picturesque Villa Near History of Diving Museum

ElizabethRating, 5 stars1 month ago
Beautiful place on Islamorada halfway between Key West and Fort Lauderdale...so peaceful and great views... the heated pool was also very nice... the Lavazza coffee maker made our morning since its not really a place you can walk to/from... there is a flight of stairs just in case you have mobility issues... bathroom amenities are very nice!

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