Holiday rentals with a kayak in Pinellas County

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Pinellas County

Guests agree: these holiday homes 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!

12 – 19 Dec

$2,613 AUD total

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.

2 – 9 Dec

$1,641 AUD total

Guest favourite

Holiday home in Clearwater

4.88 out of 5 average rating, 112 reviews

Waterfront Courtyard Condo 2 Blocks to Beach

Renovated and conveniently located Clearwater Beach courtyard condo with water views of the Mandalay channel. Kitchenette and additional pull out sofa to easily accommodate additional guests if needed. Central location, being on the edge of residential and commercial districts, allowing for short walking distances to all popular attractions and food on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

16 – 23 June

$2,102 AUD total

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.

16 – 23 Aug

$1,423 AUD total

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.

20 – 27 Mar

$2,003 AUD total

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.

21 – 28 Apr

$3,173 AUD total

Guest favourite

Apartment in St. Petersburg

4.9 out of 5 average rating, 116 reviews

Walk score 82 | bikes | kayak | 214mbps | foam bed

♡ 400ft²/38m² private craftsman studio apartment on shared property ♡ ☞ Walk Score 82 (walk to cafes, dining, shopping..) ☞ Bike Score 75 (2 bikes provided) ☞ Memory foam mattress + sofa couch ☞ Fully equipped + stocked kitchen (K-cup) ☞ Free kayaks + beach gear ☞ Onsite parking ☞ Smart TV w/ Netflix ☞ 214Mbps Wi-Fi ☞ AC & Heat 5 min → Salvador Dall Museum, Vinoy Park, St. Pete Pier 15 min → Airport & St Pete Beach ***Send me a message for current promos***

20 – 27 Sept

$2,111 AUD total

Guest favourite

Farm stay in Odessa

4.98 out of 5 average rating, 173 reviews

Farm and lake stay at Malfini Cay

PRIVATE GUESTHOUSE...Lakefront -full kitchen living room-very large bedroom-full bath-2.5 acres. Newly decorated/remodeled. 2 flat screen TVs-Roku (Netflix and Spectrum app)-WIFI -laminate flooring-high thread count sheets-comfy queen bed. IKEA sleeper sofa in livingroom. All kitchen appliances with coffee bar/Keurig-W/D. Wooded setting-beautiful views of ski lake. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

24 – 31 Oct

$1,859 AUD total

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.

12 – 19 May

$2,194 AUD total

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!

10 – 17 July

$1,486 AUD total

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.

26 Jan – 2 Feb

$2,173 AUD total

Guest favourite

Home in Tarpon Springs

4.95 out of 5 average rating, 176 reviews

Tree House Treasure

We're a quiet, small, serene old neighborhood on the end of a cul-de-sac and nearly floating on a lagoon! Florida nature at it's finest. The home is just 4 feet off the sea wall so the home is best suited for adults that are looking for that quiet get-a-way. Upper has 2 beds & a tri-fold mattress. The lower is an office for the maintenance team. No smoking, vaping, or illegal drugs permitted.

19 – 26 Aug

$1,515 AUD total