
Villa vacation rentals in Vaca Key
Find and book unique villas on Airbnb
Top-rated villa rentals in Vaca Key
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Vaca Key villa rentals
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada
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!

Villa 5034 on Duck Key BOAT SLIP available
Frank's place was just as listing shows! Perfect location on Duck Key. Beautiful sunsets right on Tom's Harbour. Would recommend to others!

Sunset Villa in Duck Key
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 .

Family Friendly Sunset Oasis!
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.

Waterfront villa for families * Family friendly*
The place was decorated very cute, it was clean, had all the amenities necessary for a comfortable stay, would definitely book again.

Villa 5086 on Duck Key BOAT SLIP available
Great spot! Frank is very responsive! Highly recommend!

Villa 5028 on Duck Key BOAT SLIP available
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.

Key Lime Cottage - Lovely Duck Key Villa, Dip Pool
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

Villa Sombrero
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.

Indigo Reef water view Villa- #1 Guest Favorite
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!

Bayberry Key: FREE Boat Dockage Sep-Oct Only!
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.

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

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

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

Scenic Resort w/ Outdoor Pool | Florida Keys Stay
Very nice townhouse, it was also really convenient to call the golf cart and go to the larger resort, which was beautiful.

Discount Available-Pool/Dock/Bikes/Local Beach
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

Anglers Reef Islamorada
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!

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

2BR water view with private pool, balcony & kayak
We overall had an amazing stay! Beautiful views, clean house, & responsive hosts!

Isla Guava: FREE Boat Dockage Sept-Oct Only!
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!!

Florida Keys Sanctuary
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!

Luxury Waterfront Villa, Marathon, Florida Keys
Very clean quiet and an excellent pool area!

Duck Key *Bliss* Private Pool & Patio
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

Picturesque Villa Near History of Diving Museum
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!
Destinations to explore
- Florida Keys Vacation rentals
- Key West Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Central Florida Vacation rentals
- Tampa Vacation rentals
- Seminole Vacation rentals
- House rentals Vaca Key
- Waterfront rentals Vaca Key
- Rentals with lake access Vaca Key
- Rentals with pools Vaca Key
- Family-friendly rentals Vaca Key
- Kid-friendly rentals Vaca Key
- Beachfront rentals Vaca Key
- Condo rentals Vaca Key
- Rentals with a fireplace Vaca Key
- Rentals with a fire pit Vaca Key
- Rentals with outdoor seating Vaca Key
- Rentals with a patio Vaca Key
- Rentals with beach access Vaca Key
- Rentals with breakfast Vaca Key
- Fitness-friendly rentals Vaca Key
- Townhouse rentals Vaca Key
- Rentals with an accessible height toilet Vaca Key
- Apartment rentals Vaca Key
- Rentals with a washer and dryer Vaca Key
- Rentals with a hot tub Vaca Key
- Rentals with a kayak Vaca Key
- Pet-friendly rentals Vaca Key
- Villa rentals Monroe County
- Villa rentals Florida
- Villa rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- EAA Air Museum
- Cocoa Plum Beach
- Long Beach
- Far Beach
- Sea Oats Beach
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- Sugarloaf Beach
- Long Key State Park
- Keys' Meads