Holiday rentals with a kayak in Florida Keys

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Florida Keys

House rentals with a kayak

Top guest favourite
Home in Key Colony Beach
4.98 out of 5 average rating, 124 reviews

Paradise found!Key Colony Beach,Cabana Club.

ColinRating, 5 stars3 days ago
We had a great week at Kari's place. We were blown away by the view from the terrace. The apartment was well appointed and had everything we needed. The use of the nearby Cabana club was a real bonus. Colony Key is about an hour from Key West, so it was well located for all sorts of activities. Would love to return one day. Thanks Kari. Colin & Lynne Moore. Buckinghamshire, UK
Superhost
Home in Marathon
4.85 out of 5 average rating, 26 reviews

Dock Pool Ramp Jacuzzi Ocean Views Kayaks

WillRating, 5 stars1 month ago
This stay was the perfect vacation I was looking forward to, I stayed 7 days at this water front property with a great balcony to enjoy evenings and a boat ramp to launch the boats in the back yard along with the pool to keep us cool. Plenty of room for our trucks and trailers, the inside of the home was comfortable and relaxing. Was truly a great vacation Thank you
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 26 reviews

Million Dollar View

JohnRating, 5 stars1 month ago
This home was everything we expected and more. Stunning location with absolute privacy. The extra long dock was amazing, the pool was fantastic, and the grounds were meticulous. It’s literally your own private resort. Roman, the host, was very quick with communication. He and his wife actually met us when we checked in to see if we had any questions and provided us with an arrival gift. If you have looked at the listing and are thinking of renting it, do it. You will not be disappointed at all. Excellent value all around.
Top guest favourite
Home in Key Largo
4.97 out of 5 average rating, 160 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

RebeccaRating, 5 stars2 weeks ago
We have found our home away from home when we visit the Keys! Penny’s house was not only exactly as described, but something about it just felt like home. We came home and immediately booked another stay. Penny was responsive, friendly and we enjoyed sending her pictures from our stay. Our daughter is 4 and learned how to fish during our stay - The core memories were endless! We enjoyed daily manatee visits, so much fishing, and visiting local restaurants! Princess the sweet community kitty has a special place in our heart, please feed her during your stay :)
Guest favourite
Home in Upper Sugarloaf Key
4.94 out of 5 average rating, 95 reviews

Lighthouse - Beach Houses Key West

AlexisRating, 5 stars1 week ago
We loved our stay at The Lighthouse! The place was clean, host was responsive, pool area was great, and the ocean was beautiful. While we were in heavy seaweed time, we enjoyed coffee on the deck every morning with beautiful sunrises and water scenes. The pool and BBQ area was amazing!! We grilled almost every night there and had all we needed. We enjoyed having bikes to ride the island! 10/10 stay and we will definitely be back!
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 34 reviews

Viamarhe House-Private beach, Kayak, yard games

AmandaRating, 5 stars1 week ago
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.
Guest favourite
Home in Key Largo
4.91 out of 5 average rating, 101 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

AshlynRating, 5 stars2 months ago
Martha was super helpful and responsive. The place was very nice, clean, and had incredible amenities. Kids loved it!
Top guest favourite
Home in Marathon
5 out of 5 average rating, 19 reviews

July 4 Deal! Serenity Oasis~Kayaks~Bikes!~HotTub!

CathyRating, 5 stars3 weeks ago
The house was fantastic! Every nook was well thought out, utilized, decorated and delivered beautifully. The kitchen is well appointed, the baths were gorgeous, the deck was quiet and one of our favorite spaces. Well done, we will miss Serenity Oasis!

Cottage rentals with a kayak

Top guest favourite
Cottage in Fort Lauderdale
5 out of 5 average rating, 61 reviews

Cozy Tropical Cottage. Your new Happy Place!

ToriRating, 5 stars1 month ago
Toni's place was exactly what my partner and I needed for our trip to Florida for a family memorial, and Toni herself was *extremely* helpful and communicative! The home itself was perfect, the amenities provided were fantastic, the walkability of the neighborhood was amazing, and the lovely outdoor area made me wish I could have orchids growing on trees in Illinois (there's also a GIANT staghorn fern ball hanging outside the back door - my jaw dropped when I saw it). Highly recommend the Riverside Market a few minutes walk from the home (make sure to try the fried chickpeas!) and the pizza spot across the street from there :)
Guest favourite
Cottage in Islamorada
4.96 out of 5 average rating, 85 reviews

Islamorada bungalow 2 bed & pool

AmandaRating, 5 stars1 day ago
The hosts were very responsive and accommodating to our needs. The pool was great and the place was pristine!
Superhost
Cottage in Cudjoe Key
4.8 out of 5 average rating, 5 reviews

Ocean Breeze at Venture Out 537

MelissaRating, 5 stars2 weeks ago
I had a wonderful stay at this Airbnb! The home was perfect for our occasion—just as advertised, and even more charming in person. The vibrant and inviting colors gave the space a warm, welcoming feel. There was a slight delay with check-in, but our host, John, responded quickly and resolved the issue right away, which we really appreciated. We also took full advantage of the amenities, which added to the overall experience. Everything was clean, comfortable, and well thought out. I would definitely stay here again and highly recommend it to others!
Top guest favourite
Cottage in Marathon
4.97 out of 5 average rating, 34 reviews

Catch n' Relax Canalfront Cottage in Marathon

DeborahRating, 5 stars1 week ago
We really enjoyed our stay at Wendy's place! It was clean, comfortable, and had everything we needed for our stay. We enjoyed riding the bikes to Seven Mile Bridge and exploring with the kayaks. Would definitely recommend it!
Guest favourite
Cottage in Key Largo
4.98 out of 5 average rating, 100 reviews

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

BeckyRating, 5 stars1 week ago
Enjoyed the stay. Was very well equipped with everything we needed. We had a question about one of the keys and host was very responsive.
Guest favourite
Cottage in Naples
4.95 out of 5 average rating, 149 reviews

Tropical Cottage by the Sea- No Storm Damage

NanichiRating, 5 stars1 day ago
This was an amazing place! Perfectly located and the views were breathtaking. Great place to unwind, relax and go on adventures! Very clean and felt just like home!
Top guest favourite
Cottage in Naples
4.9 out of 5 average rating, 246 reviews

Cottage Close to Vanderbilt Beach Heated Pool

BenjaminRating, 5 stars2 weeks ago
Great house in a nice quiet neighborhood close to the beach. House was exactly as the photos. Nice pool and backyard and covered lanai. Mercato less than a mile away, with great shopping and restaurants.
Guest favourite
Cottage in Cudjoe Key
4.93 out of 5 average rating, 129 reviews

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

DonnaRating, 5 stars4 weeks ago
We brought another couple with us. Had a relaxing enjoyable time. Felt like home. Definitely be back. Thank you

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