Vacation rentals with a kayak in Gulfport

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Top-rated kayak rentals in Gulfport

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Guest favorite

Cottage in Tampa

4.98 out of 5 average rating, 168 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

Guest favorite

Home in Redington Shores

4.94 out of 5 average rating, 124 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!

Superhost

Home in Tampa

4.78 out of 5 average rating, 245 reviews

*Waterfront* Kayaks & Bikes - Papa’s Rustic Cabin

Experience True Old Florida! Papa’s Cozy, Rustic, Oceanfront Fishing Cabin. Brand new dock installed January 2024! 2 kayaks (individual rider), 2 bikes, & fishing rods provided. Traditional Old Florida style neighborhood, located near charming Oldsmar on a Saltwater Gulf canal, only a few houses down from open Bay. Great for the outdoorsy vacationer. The depth of the canal moves up and down with the tides. It’s usually shallow but has many fish in high tide. Central location to Tampa & beaches!

Superhost

Cottage in Pass-a-Grille Beach

4.8 out of 5 average rating, 255 reviews

Sunny PaG Island rental w/bikes-just steps2beach

Welcome to your perfect beach getaway! This charming cottage rental is just steps away from the beach. With a queen bedroom, private porch, and cozy living room, it's the perfect space for a couple or solo travelers. A fully equipped kitchen, living area, bedroom, and dining space. Step outside onto the upstairs porch/patio and you'll find the perfect spot to relax with a cold drink and take in salt air. Your downstairs patio is equipped with a BBQ grill and seating for a nice outdoor dinner.

Guest favorite

Villa in Largo

4.97 out of 5 average rating, 104 reviews

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Guest favorite

Home in Indian Rocks Beach

4.98 out of 5 average rating, 119 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Beach front house with a saltwater pool! This 2 bedroom, two bath house is equipped with a newly renovated kitchen and new appliances. You will have your own private beach access with 2 outdoor showers. The outdoor dining area is perfect for dinner under the sunset. We are stocked with beach chairs, umbrellas, pool/beach toys, & floats. Close to parks, restaurants, & across the street from a small grocery store. Perfect for families or couples looking for a getaway in the sunshine state.

Guest favorite

Tiny home in Ybor City Historic District

4.99 out of 5 average rating, 448 reviews

Cozy AF Tiny-House Oasis

Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

Superhost

Townhouse in Ruskin

4.93 out of 5 average rating, 213 reviews

Waterfront Townhome w/ Heated Pool & Balconies

Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

Guest favorite

Rental unit in St. Petersburg

4.83 out of 5 average rating, 116 reviews

Sunshine St. Pete | 400ft² | bikes | kayak|netflix

♡ 400ft² 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 ☞ Free kayaks + beach gear ☞ Beach gear provided ☞ Onsite parking ☞ Swivel 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

Superhost

Home in St. Petersburg

4.83 out of 5 average rating, 214 reviews

Bungalow near the sea

Welcome to our bungalow by the sea It is just 3 blocks away from waterfront Lassing Park, which can be enjoyed with kayaks and bicycles that are available for free, and perfect for exploring nearby downtown Saint Petersburg and the pier. The house is completely furnished with everything you need for a great stay. Charcoal grill, TV, coffee, Ironing board and iron , Wi-Fi Internet and Beach toys So kick back and relax and enjoy your stay.

Guest favorite

Guest suite in Oldsmar

5 out of 5 average rating, 125 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Guest favorite

Vacation home in Clearwater Beach

4.93 out of 5 average rating, 112 reviews

Coastal Waterview Condo 2 Blocks to Beach

Phenomenal Clearwater Beach condo with breathtaking Intracoastal views. Clean and newly updated with all the essentials for your beach get-away. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing! *Please be advised that property is currently undergoing renovations to 1st-floor units, some areas of the property and/or amenities may not be available, ask Host for details*