Villa holiday rentals in Vaca Key

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Popular amenities for Vaca Key villa rentals

Private villa rentals

Superhost
Villa in Duck Key
4.83 out of 5 average rating, 78 reviews

Villa 5034 on Duck Key BOAT SLIP available

MeganRating, 5 stars1 month 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!
Guest favourite
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
Guest favourite
Villa in Marathon
4.95 out of 5 average rating, 136 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

StefanieRating, 5 stars3 weeks ago
My family and I stayed for a week and the house had everything we needed and more! The space was clean, comfortable and had lots of extras for the outside like pool floats, bikes, paddle boards, kayaks and more. The added touches inside like dish soap, hand soap, cleaning supplies, shampoo and conditioner was unexpected and a huge help. I was slightly surprised that this was an attached home, but there was still plenty of privacy and the location was extremely convenient. The hosts were very friendly and responsive and we would definitely recommend to others.
Superhost
Villa in Duck Key
4.71 out of 5 average rating, 56 reviews

Villa 5086 on Duck Key BOAT SLIP available

EmmaRating, 5 stars1 month ago
Great spot! Frank is very responsive! Highly recommend!
Top Guest favourite
Villa in Key Colony Beach
5 out of 5 average rating, 27 reviews

Canal/Dock - Cabana Club - Pickleball - Remodeled

KathleenRating, 5 stars1 month ago
Very pleased with Brian 's rental, wonderful host. Unfortunately, we tried to rent for March 2026 after our first two weeks but, airbnb had already booked it to someone who wanted two months. This was our third year, i had no problem the other two years with rebooking , i was not aware of the rental practices of airbnb.
Guest favourite
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
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
Guest favourite
Villa in Duck Key
4.91 out of 5 average rating, 46 reviews

Villa 5028 on Duck Key BOAT SLIP available

EdwardRating, 5 stars4 weeks 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.

Luxury villa rentals

Guest favourite
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.
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.
Top Guest favourite
Villa in Marathon
5 out of 5 average rating, 21 reviews

Indigo Reef water view Villa- #1 Guest Favorite

CaitlinRating, 5 stars2 weeks ago
We absolutely loved our stay and can’t wait to return! The unit was pristine and we loved watching the sunsets from the porches. The pool was pristine and never crowded. The hosts were amazingly responsive and helpful.
Villa in Islamorada
5 out of 5 average rating, 3 reviews

Isla Mamey: Waterfront Htd Pool, Dock, Walkable

TanyaRating, 5 stars9 months ago
Our family of 4 stayed for 11 nights to celebrate our twins 10th birthday. We live in Miami and brought most of our kitchen but totally wasn’t needed! Villa #5 has anything and everything kitchen wise! Everything was so clean and comfortable - need to upgrade our home pillows to match! Shared pool was always clean and warm, met so many nice people. Evening dock was awesome for catching small fish with the kids. Location is perfect for all the dining Islamorada has to offer. We can’t wait to go back! Thanks again!
Guest favourite
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!!
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.

Villa rentals with a pool

Top Guest favourite
Villa in Islamorada
5 out of 5 average rating, 7 reviews

Isla Key Lime: Waterfront Htd Pool, Dock, Walkable

Ricky Rating, 5 stars2 days 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!
Villa in Duck Key
4.35 out of 5 average rating, 20 reviews

2BR water view with private pool, balcony & kayak

JennaRating, 5 stars2 months ago
very comfortable villa. Absolutely loved the little swimming pool. Clean and comfortable villa.
Guest favourite
Villa in Islamorada
5 out of 5 average rating, 6 reviews

Isla Guava: Waterfront Htd Pool, Dock, Walkable

JenRating, 5 stars3 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!!
Villa in Islamorada
4.67 out of 5 average rating, 49 reviews

Picturesque Villa Near History of Diving Museum

BethRating, 5 stars3 weeks ago
Beautiful accommodations and gorgeous grounds to relax by the ocean and pools. Highly recommend!
Guest favourite
Villa in Islamorada
4.83 out of 5 average rating, 6 reviews

Isla Mirabelle: Waterfront Pool, Dock, Walkable

JeffryRating, 5 stars2 months ago
The property was better than described. A great quiet getaway. At the same time a lot to do for all. For kids, a playground, park and library adjacent to the property. This is beyond what is available throughout the Keys. Looking forward to our next stay.
Guest favourite
Villa in Marathon
4.96 out of 5 average rating, 27 reviews

Discount Available! 4BR/3BA! Many Extra Amenities!

KathieRating, 5 stars3 months ago
The place was perfect for our group of 9. We enjoyed the pool and the view. The kitchen was very well stocked as we cooked most of the time. Loved the outside sitting area with the TV. So glad we found this place!

Destinations to explore

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