Vacation rentals with a kayak in Siesta Key
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Siesta Key
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 Siesta Key kayak rentals
House rentals with a kayak
Home in Bradenton
4.94 out of 5 average rating, 109 reviewsHistoric Wares Creek 3 bedroom with dock access
Nov 14 – 21
Home in Siesta Key
5.0 out of 5 average rating, 7 reviewsVintage Coastal
Dec 14 – 21
Home in Sarasota
4.95 out of 5 average rating, 59 reviewsBeach + Downtown! Saltwater Pool, Spa, Bikes
Aug 13 – 20
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
Aug 14 – 21
Home in Holmes Beach
4.92 out of 5 average rating, 25 reviewsBackyard Bliss Anna Maria Island
Mar 5 – 12
Home in Sarasota
4.88 out of 5 average rating, 78 reviewsIncredible Oasis in the Heart of Downtown Sarasota
Jun 24 – Jul 1
Home in Sarasota
4.95 out of 5 average rating, 59 reviewsRita Retreat - Beautiful 2/2 with private pool
Jan 7 – 14
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
Jan 16 – 23
Cottage rentals with a kayak
Cottage in St. Pete Beach
4.79 out of 5 average rating, 244 reviewsSunny PaG Island rental w/bikes-just steps2beach
Aug 16 – 23
Cottage in Sarasota
5.0 out of 5 average rating, 18 reviewsLido Key Beach Bungalow with Private Heated Pool!
May 3 – 10
Cottage in Nokomis
5.0 out of 5 average rating, 49 reviewsNew Pool Tropical Waterfront Dock & Optional Boat
Oct 25 – Nov 1
Cottage in Anna Maria
4.96 out of 5 average rating, 24 reviewsSnail's Pace: On Canal, Kayaks & Dog Friendly
Feb 15 – 22
Cottage in Venice
4.86 out of 5 average rating, 22 reviewsThe Myakka River Cottage!
Oct 11 – 18
Cottage in Holmes Beach
Anna Maria Cottage w/Golf Cart
Mar 26 – Apr 2
Cottage in Bradenton
5.0 out of 5 average rating, 15 reviewsAdorable cottage in Cortez Village
Jun 16 – 23
Cottage in Sarasota
4.96 out of 5 average rating, 74 reviewsCottage by the Bay - free Level 2 EV charging
Nov 29 – Dec 6
Cabin rentals with a kayak
Cabin in Sarasota
Tiny house / cabin skoolie
Jul 15 – 22
Cabin in Sarasota
4.87 out of 5 average rating, 476 reviewsPrivate Charming Cottage w/ Kayaks
Jun 3 – 10
Cabin in Ruskin
New place to stayRiver Cabin Million Dollar View! New Management!
Jul 5 – 12
Cabin in Ruskin
Two Bedroom Cottage close to river
Aug 7 – 14
Quick stats about vacation rentals with a kayak in Siesta Key
Total rentals
40 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
$140 before taxes and fees
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