Vacation rentals with a kayak in Treasure Island

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Treasure Island

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Redington Shores

4.93 out of 5 average rating, 117 reviews

Saltwater Retreat, 3 minute walk to Gulf beaches!

This comfy 3 bedroom, 1 bathroom home is your perfect beach getaway! With 1000 sqft of living space, you’re sure to feel at home at Saltwater Retreat. The property is a short 3 minute walk across Gulf Blvd to the sandy beaches and warm waters of the Gulf of Mexico! The private backyard with covered patio makes a great place to grill a bbq dinner or just relax after a long day at the beach. We offer all the beach necessities, a two person kayak, and paddle board to make your stay more enjoyable!

Dec. 12 – 19

$334 CAD per night

Guest favourite

Cottage in Tampa

4.99 out of 5 average rating, 143 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, smart TV’s, blackout curtains,shampoo/conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Pet fee $50. Elope/Proposal packages IG lakepossibility

Oct. 31 – Nov. 7

$278 CAD per night

Guest favourite

Townhouse in Redington Beach

4.91 out of 5 average rating, 101 reviews

Modern Townhouse right across beach! Table tennis

3 Bedroom/2.5 Bath modern townhome across street from beach, 2 large balconies off of living room and master bedroom. Lush landscaping. Enjoy meals in the beautiful dining area. Full equipped kitchen! Parking garage 1 car and driveway parking available. Sleeps 10. We rent all year round due to beautiful Florida weather. Walking distance to beach, restaurants, parks, basketball court, volleyball. Close to Johns Pass, 1 mile - Indian Rocks Beach. Tampa, Clearwater and St. Pete are a short drive.

Jan. 8 – 15

$699 CAD per night

Superhost

Townhouse in St. Pete Beach

4.88 out of 5 average rating, 202 reviews

Steps to Beach+bikes VaCay getaway on PaG island

Welcome to your island beach escape! This charming coastal abode boasts all the island vibes you need for a relaxing getaway. Enjoy the quaint historic village (5 houses wide) while being just steps away from the most beautiful beach in Florida! Take a stroll through the picturesque streets of Pass a Grille and soak up the old beach charm. The rental home has hardwood floors, a screened-in porch, and a sun patio, 2 bikes to cruise around the area! open-concept kitchen + bar and smart TVs.

Nov. 11 – 18

$451 CAD per night

Guest favourite

Condo in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Oct. 11 – 18

$210 CAD per night

Guest favourite

Guest suite in Largo

4.97 out of 5 average rating, 316 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.

Aug. 16 – 23

$182 CAD per night

Guest favourite

Farm stay in Odessa

4.99 out of 5 average rating, 290 reviews

Farm and lake stay at Maison de L'eau Douce

LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Oct. 4 – 11

$245 CAD per night

Superhost

Condo in Saint Petersburg

4.85 out of 5 average rating, 407 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.

Mar. 20 – 27

$256 CAD per night

Guest favourite

Condo in Indian Rocks Beach

4.99 out of 5 average rating, 107 reviews

Villa Al Golfo Pristine Waterfront Oasis

Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & secured safe.

Apr. 21 – 28

$406 CAD per night

Guest favourite

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 181 reviews

Bayside Paradise Inn~ Water Views, Kayaks, Fishing

Private, separate in-law suite apartment on Boca-Ciega Bay has a complete kitchen, living room/dining area, bedroom and bathroom with private entryway. Wake up to Dolphins swimming by your window frolicking in the bay. Kayaks are furnished to be launched from backyard dock. Bring your fishing pole. Our concern for the safety of our guests during this pandemic, has caused us to adopt new enhanced cleaning methods recommended by AirB&B.

May 12 – 19

$281 CAD per night

Guest favourite

Guesthouse in Clearwater

4.98 out of 5 average rating, 191 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. 10 – 17

$190 CAD per night

Guest favourite

Guest suite in Gulfport

4.97 out of 5 average rating, 337 reviews

WATERFRONT SUITE WITH POOL

PLEASE READ THE LISTING and some reviews before booking, and ask questions...we love questions! . 'Like a private retreat on the water'. This is a Private Suite plus use of shared areas, pool, etc, IN A SHARED HOME, close to downtown Gulfport and convenient to all of Tampa Bay. Room 1 has a queen bed. Room 2, a double. The comfy bath features a ceiling fan and massage jets. The suite is all yours...not shared with other guests.

Jan. 26 – Feb. 2

$278 CAD per night