Holiday rentals with a kayak in Key West

Find and book unique kayak rentals on Airbnb

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Popular amenities for Key West kayak rentals

Holiday House Rentals with a Kayak

Top Guest favourite
Home in Key Largo
4.97 out of 5 average rating, 32 reviews

Keys Home, Boat Slip + Golf Cart

JodiRating, 5 stars2 weeks ago
Home away from home! Has everything you need. Golf cart was a huge asset! Boys loved it. They would take mini adventures. Brought our own firewood and made s’mores! Just a great experience!
Superhost
Home in Marathon
4.75 out of 5 average rating, 20 reviews

Sunset Views, Pool and Dock

AllenRating, 5 stars1 month ago
We really liked the location. It was peaceful and private and a great neighborhood to walk around and to walk our dog. Yet, a short drive into Marathon for restaurants or any other needs. The house isn’t new but it was exactly as represented and it was perfect for us. Frank was very responsive. There were a couple of issues that he addressed immediately. It wasn’t his fault that because of the location, receiving repair parts can take some time. But Frank took care of our situations.
Superhost
Home in Marathon
4.79 out of 5 average rating, 33 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars1 week ago
Had an amazing stay at this house with my husband and 4 small kids. The house was spacious and clean, with lots of natural light at soon as the sun came up. The pool was so warm and had a large shallow area that was perfect for our 3 year old. Naomi was a wonderful communicator. It was so sad to have to leave.. Would definitely recommend staying here.
Top Guest favourite
Home in Key Largo
4.94 out of 5 average rating, 78 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

CindiRating, 5 stars1 month ago
Stu’s place was not only beautiful but it had all the amenities we could have asked for. The location was perfect for all the things we wanted to do. It truly was a home away from home. If I could give more than 5 stars I certainly would. Loved it! Stu was extremely easy to communicate with.
Guest favourite
Home in Key Largo
4.83 out of 5 average rating, 59 reviews

Deckhouse

AlisonRating, 5 stars4 weeks ago
What a great place! The location was easy to find and central to all things Key Largo. Our unit was well equipped, clean and comfortable beds. I saw a dolphin, a manatee and plenty of iguanas sunning themselves. I would return again, and hope you all try this beautiful property
Guest favourite
Home in Marathon
4.89 out of 5 average rating, 19 reviews

Golf Coast Oasis

DanaRating, 5 stars2 weeks ago
Very nice place with excellent amenities. The heated pool was awesome! Worked out great for our family. The only minor issue was the noise from the nearby airport was loud at times and there were frequent construction trucks driving by. We live in rural area with no noise, so we were probably more sensitive to it, but we did get used to it and it wasn't a major problem. We would definitely stay here again.
Guest favourite
Home in Marathon
4.88 out of 5 average rating, 52 reviews

The Mini Coconut

ScottRating, 5 stars3 weeks ago
We had a great experience. The house was clean and beautiful. The area was peaceful and fun. The property caretaker was super responsive and bent over backwards to ensure our satisfaction. I would definitely stay with them again!
Guest favourite
Home in Marathon
4.98 out of 5 average rating, 45 reviews

Waterfront Heated Pool 120 ft Boat Dock

Paul and LynnRating, 5 stars2 weeks ago
Milton has to be one of the best hosts on Airbnb! Extremely responsive, very concerned we were more than satisfied with our stay. Thank you for a great stay, Milton.

Cottages with a kayak

Guest favourite
Cottage in Islamorada
4.96 out of 5 average rating, 73 reviews

Islamorada bungalow 2 bed & pool

ChristieRating, 5 stars1 week ago
Yasmin and Joe were very responsive and friendly in all of their communications. The bungalow was perfect for my daughter, cousin and I. The decorations and amenities were very well done and made you feel very welcome. Having the pool right next door was wonderful. The location is convenient to restaurants, boating activities and shopping. It is a bit close to A1A so there is road noise, but the hosts provide noise makers in the bedrooms which make it all go away. Overall a great place to have a vacation!
Cottage in Key Largo
4.7 out of 5 average rating, 10 reviews

1 Bedroom Home in Key Largo

NerysRating, 5 stars2 months ago
Beautiful cottage, everything you need for a home from home. Great base to explore the keys. Thanks for a wnderful stay
Top Guest favourite
Cottage in Marathon
4.97 out of 5 average rating, 32 reviews

Catch n' Relax Canalfront Cottage in Marathon

SandyRating, 5 stars5 days ago
We stayed for 11 nights at Wendy's beautiful home. We had everything we needed for our entire stay. The area is very quiet and peaceful. It was so lovely walking up on the water and enjoying breakfast outside. Extra touches like having bikes and kayaks to use were also sooo nice! Wendy was very helpful with local spots to check out as well. We will definitely be back!
Cottage in Key Largo
4.25 out of 5 average rating, 4 reviews

Tropical House By The Shore at Largo Resort

PeterRating, 5 stars12 months ago
Beautiful and very clean accommodation, well furnished, everything you need is included, and also the host was very friendly and helpful. I can recommend this accommodation with a clear conscience.
Superhost
Cottage in Islamorada
4.75 out of 5 average rating, 174 reviews

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

PaigeRating, 5 stars2 months ago
My husband and I had a great time here! We were amazed at all the fish and manatees we saw! My husband was in heaven getting to fish off the balcony and a manatee swam right up to us and went under the house! Such a cool experience! All the staff we interacted with were super friendly and great! Highly recommend!
Guest favourite
Cottage in Cudjoe Key
4.93 out of 5 average rating, 116 reviews

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

AmandaRating, 5 stars1 week ago
We loved our stay here! The house was very clean and so well stocked! We felt very safe in the gated community. Our kids loved the bikes, fishing rods, paddle boards, and sports equipment. The host was super friendly and great to give recommendations (that we took!) We had the best week here!
Cottage in Key Colony Beach
5 out of 5 average rating, 10 reviews

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

DawnRating, 5 stars11 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 Cudjoe Key
4.81 out of 5 average rating, 95 reviews

OCEANIA... water front cottage retreat ~

RachelRating, 5 stars5 months ago
If we could rate this 6+ stars out of 5, we would! Manuel was super easy to reach, he provided simple and clear instructions, the guards at the gate were easy to work with and available for 24/7 entry and check in.. the location is unbeatable for a boat owner! You dock right at your back door, clean your fish at the back door OR at the marina, immediate access to the Atlantic.. perfection. The home itself is extremely clean & beautiful. The kitchen and bathrooms were all stocked with anything you’d need as well as even the laundry room! We truly felt at home but twice as relaxed! Thanks Manuel!!

Quick stats about holiday rentals with a kayak in Key West

  • Total rentals

    20 properties

  • Nightly prices starting at

    $255 AUD before taxes and fees

  • Total number of reviews

    670 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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