Vacation rentals with a kayak in Bradenton

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Top-rated kayak rentals in Bradenton

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Guest favorite

Guest suite in Sarasota

4.96 out of 5 average rating, 173 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

Aug 9 – 16

G$22,599 GYD per night

Guest favorite

Tiny home in Sarasota

4.9 out of 5 average rating, 173 reviews

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

Jun 4 – 11

G$28,097 GYD per night

Guest favorite

Guesthouse in Sarasota

4.97 out of 5 average rating, 410 reviews

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

Apr 25 – May 2

G$38,803 GYD per night

Guest favorite

Home in Ruskin

4.94 out of 5 average rating, 163 reviews

Private Beach Nature 2 ppl pets Work space remote

Unique, modern beachfront guest house-sits on a MULTI million $ property. Blend of Frank Lloyd Wright & Luis Barragan design. Located on Tampa Bay btwn Sarasota and Tampa/St Pete. Surrounded by palm trees, mangroves, birds chirping, dolphins, manatees, waves gently lapping and breezes. Sand from door to private beach. Fresh sheets, outdoor shower, small fridge, microwave, air fryer, & in and outdoor seating areas. Kayak and paddle board available. SUNRISE'S UNIQUE We are DOG FRIENDLY!

Dec 27 – Jan 3

G$54,319 GYD per night

Guest favorite

Guest suite in Largo

4.97 out of 5 average rating, 318 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee and tea. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Oct 25 – Nov 1

G$24,019 GYD per night

Superhost

Condo in Saint Petersburg

4.85 out of 5 average rating, 408 reviews

Waterfront condo on top floor @ Boca Ciega Resort

The view of water is fantastic. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking bay for the condominium guests or can stay indoors and enjoy puzzles and games. We have a kayak that can fit up to 2 adults for our guests to use.

Sep 3 – 10

G$27,144 GYD per night

Guest favorite

Home in Bradenton

4.92 out of 5 average rating, 119 reviews

Braden River Fishing Bungalow Oasis

Secluded bungalow situated on the Braden River, surrounded by a natural preserve. The river's hideaway is a real Floridian oasis, complete with a large deck that is directly on the river complete with outdoor furniture and grill. We supply everything for your Florida vacation, beach towels, chairs, toys & games. Just a few miles away are lots of shops, bars and restaurants for your enjoyment. We hope you love this oasis as much as our family and friends have.

May 14 – 21

G$30,841 GYD per night

Guest favorite

Home in Bradenton

4.93 out of 5 average rating, 145 reviews

4/2 house/pool close to the beaches IMG blake

Welcome to West Bradenton, 3.5 miles away from IMG Academy! Convenient vacation destination just 5 miles away from the beaches, top sites and the best fishing spots! Enjoy nice Florida weather and have best time in this newly and completely renovated 4/2 pool/TIKI bar house with a huge fenced in backyard! We have lounge chairs, hammocks and kayaks for your use! The house is set up to make your vacation relaxing and full of fun. Just bring your swimsuit!

May 17 – 24

G$43,666 GYD per night

Superhost

Farm stay in Myakka City

4.94 out of 5 average rating, 105 reviews

Florida Cracker Cabin on cattle ranch/Myakka River

We are located in Myakka City, FL, which is a short drive to Siesta Key and Lido Beach and Sarasota! Enjoy a peaceful stay in our newly built, unique, air-conditioned cracker cabin. The cabin sleeps 4, and is located in the middle of our 1,100 acre working cattle ranch. Step outside and you are right on the Myakka River and can sit by the fire-pit at night and enjoy the sounds of nature. While your visiting, enjoy a kayak down the Myakka River.

Aug 15 – 22

G$62,412 GYD per night

Guest favorite

Guesthouse in Clearwater

4.98 out of 5 average rating, 193 reviews

Guest House close To Clearwater Beach

Welcome to Clearwater! Located just a short distance from a variety of restaurants, unique shops, and grocery stores, we offer convenient access to anything you might need during your stay. Our studio is 4 miles from Clearwater & 5 miles to Indian rocks Beach. There is no shortage of things to do in the area, local parks, museums, cruises, and a variety of nightlife. Enjoy jet skis, bike trails, tennis, parasailing, and pier fishing!

Jul 22 – 29

G$24,147 GYD per night

Guest favorite

Apartment in Clearwater

4.86 out of 5 average rating, 104 reviews

Coastal Waterview Condo 2 Blocks to Beach

Wake up to your own water view with our comfortable direct waterfront 1 bedroom 1 bath villa on world-famous Clearwater Beach! Quiet & centrally located neighborhood on the edge of residential and commercial districts allowing for easy walking distance to everything on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

Sep 25 – Oct 2

G$22,903 GYD per night

Guest favorite

Apartment in Bradenton Beach

4.88 out of 5 average rating, 205 reviews

Las Palmas Beach Rentals Unit 1

Upstairs unit with limited beach view across the street. Just a few steps to the white powder sand beach. 1 parking spot provided. This unit is for Max 3 persons. Hot tub downstairs. Spa just a few buildings to the south great massage and wellness center. We offer luggage drop off if you plan to uber/lyft and arrive before the check in time. Free trolley will give you service around the island.

Jul 10 – 17

G$54,811 GYD per night