Vacation rentals with a kayak in Siesta Key

Find and book unique kayak rentals on Airbnb

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Popular amenities for Siesta Key kayak rentals

House rentals with a kayak

Guest favorite
Home in Port Charlotte
4.89 out of 5 average rating, 44 reviews

Dogs welcome, Pool, Canal, Kayaks, Fishing! Yard!

RaymondRating, 5 stars2 months ago
We really enjoyed our stay at David's place. It was clean and comfortably furnished. The neighborhood was safe to take walks and the people are friendly. The Bluetooth stereo is really neat to use, just put XM on the phone and it linked to the stereo. The pool is not heated but we did go in and it was refreshing after golf on a warm day. The kitchen is well stocked with essentials, except for wine glasses. We've never been puzzle people but we spent hours on one of the 1,000-piece puzzles David provided. There are Kayaks, horseshoes, and cornhole games to keep you busy, but we enjoyed sitting by the pool in the afternoon the most.
Top guest favorite
Home in Bradenton
4.98 out of 5 average rating, 45 reviews

15 Min to Beach Entire Home! Gracies Cottage

LizaRating, 5 stars1 week ago
The house was gorgeous! Also, Nicole was an amazing host. She made sure to make us feel at home and was very responsive to all of the questions that we have.
Guest favorite
Home in Apollo Beach
4.91 out of 5 average rating, 11 reviews

The white lagoon Relaxing waterfront home w/ pool

JasonRating, 5 stars1 week ago
Place was great. Eva was very responsive. Pool and backyard were great. Everything you need is within 10 minutes. A little unwelcoming in the neighborhood with all of the say no to air bnb signs around….But nothing anyone can do about that. We’d definitely go back!
Top guest favorite
Home in Coquina Key
4.96 out of 5 average rating, 26 reviews

Casa Coquina: waterfront, pool, hot tub, boat lift

KelliRating, 5 stars1 month ago
Casa Coquina is absolutely a beatiful place t and has everything you need for your stay at the home. Chuck and Jilla are very responsive and gave great recommendations on places to go and eat while you are in St. Petersburg. Besides loving the pool and spa we used the dock for fishing and was able to see a manatee , which was my favorite part of our trip.
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 19 reviews

Modern 3 Bed 2 Bath House Backyard + Pet Friendly

MaximilianRating, 5 stars1 week ago
Joe's place feels like a real home - many AirBnBs can feel like a hotel with a little more space - Joe's house was not that! Complete with a ton of my personal favorite books, tons of kitchen utensils/supplies, a desk, and more. The huge fenced in backyard was perfect for grilling and our dogs. The location is right off of a main road that takes you to shopping/amenities within minutes. If you're looking for a great place to feel comfortable while visiting Sarasota, we'd recommend Joe's property to anyone!
Top guest favorite
Home in Apollo Beach
4.98 out of 5 average rating, 134 reviews

5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach

MicheleRating, 5 stars3 days ago
Beautiful, well maintained and stocked property(toilet paper, trash bags etc)!! We enjoyed fishing off the dock as well as relaxing in the hot tub while the kids played in the pool! The beds were comfy home was clean and comfortable! Didn’t hear a complaint from anyone! We loved that the home was located walking distance to restaurants!
Superhost
Home in Ellenton
4.9 out of 5 average rating, 49 reviews

Waterfront Key West Style Home

NicoleRating, 5 stars3 weeks ago
beautiful home, pool and property
Superhost
Home in St. Petersburg
4.8 out of 5 average rating, 249 reviews

Bungalow near the sea

HeatherRating, 5 stars1 week ago
Great place and great location!

Cottage rentals with a kayak

Superhost
Cottage in Pass-a-Grille Beach
4.81 out of 5 average rating, 271 reviews

Sunny PaG Island rental w/bikes-just steps2beach

KarenRating, 5 stars1 month ago
Quaint place and location so perfect for beach! Will return for sure!!!
Guest favorite
Cottage in Holmes Beach
5 out of 5 average rating, 5 reviews

Anna Maria Cottage w/Golf Cart

RebeccaRating, 5 stars7 months ago
This was a great place to stay for the week, very clean and quiet. Good location to get to either side of the island and the beach. Having the golf cart and beach gear was very helpful! Lynda was a great host.
Guest favorite
Cottage in Pass-a-Grille Beach
4.87 out of 5 average rating, 166 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

CindyRating, 5 stars3 months ago
If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.
Top guest favorite
Cottage in Bradenton
5 out of 5 average rating, 28 reviews

2/2 Charming Riverfront Cottage w Deck & Kayaks

RenaeRating, 5 stars2 weeks ago
We love this little cottage! The view from the back is phenomenal - we even saw a couple gators. The set up is so good for pets. The cottage has everything you need and the primary bed is more comfortable than a hotel bed. 10/10 and would def stay here again!
Top guest favorite
Cottage in Englewood
5 out of 5 average rating, 23 reviews

The Coastal Oasis. Only 8 minutes from the Beach!

AnetaRating, 5 stars9 months ago
Absolutely fantastic stay! This Airbnb is a gem, located just 8 minutes away from the beach, making it incredibly convenient for beach lovers. The cleanliness of the place is impeccable – it was super duper clean and well-maintained. The hosts have thought of everything you could possibly need during your stay. From a fully stocked kitchen to cozy linens and even beach gear, they've got it all covered. The attention to detail and thoughtful amenities truly made our stay comfortable and enjoyable. Highly recommend this place for anyone looking for a perfect beach getaway!
Cottage in Holmes Beach
5 out of 5 average rating, 5 reviews

Steps To The Beach, Private & Heated Pool, Renovat

KrystalRating, 5 stars20 months ago
Location is great, less than 2 minute, very easy walk, to the beach. Quiet street and properties on either side were not disturbing. There is no grass, so if you bring your furbaby, there are walkable areas to let them do their business. The house itself was very clean and not cluttered. Kitchen is well stocked. There is a great washer/dryer combo. There is no screen for the pool, but a quick daily skimming was sufficient. The pool was clean....no algae. There's a beach cart, chairs, floats, beach towels, etc there, so no need to bring your own. The house is older and in the afternoons it gets very warm (78-80) despite keeping blinds closed and setting ac at 74. We were there in the middle of August and we live in the South so are used to the heat so it wasn't that big of a deal for us. There was a box fan that we used.
Guest favorite
Cottage in Sarasota
4.96 out of 5 average rating, 76 reviews

Cottage by the Bay - free charging, Level 2 EV

CathyRating, 5 stars4 months ago
The Cottage on the Bay was exactly as described. It was very inviting, clean and comfortable. Jack and Carmen were the most hospitable hosts that you could ever meet on your journey. Their communication as hosts was excellent and prompt from the beginning and throughout my stay. They explained that a welcome gift of food and drink is provided for each guest. I explained my food allergies to them. Jack thoughtfully provided substitutions for me instead. The kitchen had a generous array of utensils, pots, pans and essentials. This was an excellent plus for me since cooking was necessary due to my allergies. I considered the location excellent because it is near the airport. This made transportation convenient anywhere from there. The views of the Sarasota Bay sunset were wonderful. I loved walking around the scenic and quiet area. I enjoyed the best vacation stay at the Cottage. Jack & Carmen's hospitality and care took this trip over the top. They are the total package, 💯!
Guest favorite
Cottage in Anna Maria
4.89 out of 5 average rating, 35 reviews

Snail's Pace: On Canal, Kayaks & Dog Friendly

HalieRating, 5 stars7 months ago
awesome place and people! super responsive and friendly - let us check in early even asking last minute. SUPER clean - like cleaner than most hotels i have been in. very comfortable and awesome place to stay. we had neighbors on the other side of the building and never heard them once, and there was construction right next door that you could not hear inside. amazing appliances that looked and worked like new. super amazing place and would definitely book here again.

Quick stats about vacation rentals with a kayak in Siesta Key

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ514 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    30 properties have a pool

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