Vacation rentals with a kayak in Key West
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Key West
Guests agree: these kayak rentals 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 Key West kayak rentals
House rentals with a kayak
Home in Cudjoe Key
4.81 out of 5 average rating, 220 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
Sep 20 – 27
Home in Key Largo
4.99 out of 5 average rating, 74 reviewsLittle Cottage on an island
Jul 18 – 25
Home in Key Colony Beach
4.95 out of 5 average rating, 79 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
Dec 21 – 28
Home in Marathon
4.95 out of 5 average rating, 21 reviewsComfortable 2/2 With Outdoor Shower~Bikes~Kayak
May 7 – 14
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
Nov 10 – 17
Home in Marathon
5.0 out of 5 average rating, 31 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Aug 19 – 26
Home in Key Largo
4.95 out of 5 average rating, 63 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
Sep 21 – 28
Home in Big Pine Key
4.92 out of 5 average rating, 13 reviewsHome in Big Pine Key
Feb 28 – Mar 7
Cottage rentals with a kayak
Cottage in Key Largo
4.9 out of 5 average rating, 40 reviewsKampground Paradise w/ Kayaks, Heated Pool, Marina
Aug 31 – Sep 7
Cottage in Key Largo
4.9 out of 5 average rating, 48 reviewsTHE PARADISE
Sep 7 – 14
Cottage in Marathon
4.95 out of 5 average rating, 22 reviewsCatch n' Relax Canalfront Cottage in Marathon
Oct 16 – 23
Cottage in Cudjoe Key
4.91 out of 5 average rating, 79 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Sep 25 – Oct 2
Cottage in Cudjoe Key
4.83 out of 5 average rating, 84 reviewsOCEANIA... water front cottage retreat ~
Oct 6 – 13
Cottage in Key Largo
4.59 out of 5 average rating, 17 reviewsNEW! 3BR/3BA RELAX - Key Largo Cottage by The Sea
Sep 25 – Oct 2
Cottage in Key Largo
5.0 out of 5 average rating, 10 reviewsThe Grand Lodge Right On The Water At Largo Resort
May 12 – 17
Cottage in Cudjoe Key
4.71 out of 5 average rating, 119 reviewsCalypso Cottage
Nov 28 – Dec 5
Quick stats about vacation rentals with a kayak in Key West
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
560 reviews
Nightly prices starting at
$110 before taxes and fees
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