Vacation rentals with a kayak in Vaca Key

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Popular amenities for Vaca Key kayak rentals

House rentals with a kayak

Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 5 reviews

Keys Dream~ 37' Dock, Kayaks, Beach Club Included!

JenniferRating, 5 stars5 months ago
Loved the location. The kayaks and paddle boards were a hit. The easy access to ocean while renting a boat was great! Enjoyed riding the bikes and enjoying the local sunset beach to watch the sunset.
Guest favorite

Home in Key Colony Beach

4.98 out of 5 average rating, 111 reviews

Super Dec. savings, Key Colony Beach,Cabana Club.

JimRating, 5 stars1 month ago
Kari is a wonderful host. She communicated promptly and was very helpful with a last minute reservation. Her place is clean, very near the beach, with lots of ammenities. We will definitely be staying with her again. Highly recommend!
Guest favorite

Home in Marathon

4.95 out of 5 average rating, 124 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

DeniseRating, 5 stars1 month ago
The house is very well appointed. We maxed out the occupancy with three families converging for an annual get together. There was a bed for every body, plenty of towels (and the ability to dry them quickly), adequate cookware for our large feasts, tons of ice with the commercial ice maker, and enough space that we weren’t always on top of each other. It is in a convenient location to reach the bottom or the top of the Keys and a quick drive takes you to nearby shopping, beaches, and activities.
Guest favorite

Home in Marathon

5 out of 5 average rating, 12 reviews

Waterfront paradise w/Private Pool-Dockage-Beach

DaveRating, 5 stars1 day ago
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.
Superhost

Home in Marathon

4.79 out of 5 average rating, 28 reviews

Luxury Waterfront Retreat with Dockage & Pool

PattiRating, 5 stars1 month ago
This is a wonderful home. Naomi was very responsive. We will stay here again. The home is very clean and had everything we needed. The pool was wonderful. There was plenty of towels we were very comfortable. Great place for a girls trip.
Guest favorite

Home in Marathon

5 out of 5 average rating, 17 reviews

Ocean Isles Fishing Village #97

MarkRating, 5 stars4 weeks ago
We, as older adults truly enjoyed our stay in #97 . I must say that my wife was impressed by the cleanliness of our unit ... "spotless". Kudos to your cleaners. Everything was provided to make our stay easy, stress free and comfortable. Personals, food and clothing was all that was needed from home to make our stay complete. I'm sure we will choose to stay again in the future. 😊
Superhost

Home in Marathon

4.92 out of 5 average rating, 61 reviews

Blue Ocean Bungalow Spring discounts-NOW available

RainRating, 5 stars1 month ago
This place was perfect for a relaxing getaway. We had 5 adults and all slept comfortably and didn't feel crowded. Grocery stores were close by, as well as other amenities. This spot is perfect for kayaking, too. We were able to paddle to Sombrero Beach and 7 mile bridge. Overall, we loved our stay!
Guest favorite

Home in Marathon

4.96 out of 5 average rating, 25 reviews

COZY Family Home- 5 minutes from sombrero beach

JamieRating, 5 stars6 months ago
We stayed at JC’s home in Marathon with friends for our daughters 10th birthday. We absolutely loved the home especially the backyard area. It was very local to many great restaurants and we loved the tiki bar and taco truck in walking distance of the home. Everything was very clean and homey. We would absolutely stay here again.

Cottage rentals with a kayak

Guest favorite

Cottage in Islamorada

4.97 out of 5 average rating, 62 reviews

Islamorada bungalow 2 bed & pool

GraceRating, 5 stars3 weeks ago
We had a great stay! Perfect spot for a couples trip! Yasmin and Joe were very responsive and super friendly! We would love to go back soon!
Guest favorite

Cottage in Marathon

4.96 out of 5 average rating, 27 reviews

Catch n' Relax Canalfront Cottage in Marathon

JodiRating, 5 stars3 weeks ago
Great location. It was so nice having our boat slip right in front of the house. Tastefully decorated and close to a lot of activities. We enjoyed the Dolphin Research Center, Turtle Hospital, Crane Point being so close that we biked using bikes is at the house! 😀
Superhost

Cottage in Islamorada

4.81 out of 5 average rating, 165 reviews

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

KathyRating, 5 stars1 month ago
Magical. There was something so peaceful and charming about staying here. It was the perfect getaway from a challenging situation for a weekend. Being on the water, the ease of renting a boat for a day, walking around, the friendly resort dogs. I cant wait to go back.
Guest favorite

Cottage in Key Colony Beach

5 out of 5 average rating, 10 reviews

Luxurious Oasis: 2BR w/Pool, Tiki, Dock & Beach

DawnRating, 5 stars8 months ago
Leeann’s place exceeded our expectations! She was incredibly responsive to any concerns or inquiries we had throughout our stay. The added perk of access to Glunz Beach Resort with its beach, pool, and gym made our experience even more delightful. The house was equipped with everything we needed for a comfortable stay. Thank you, Leeann!

Cottage in Islamorada

New place to stay

Cottage on Bayfront Estate – Pool, Beach, & Dock

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Vaca Key
  6. Rentals with a kayak