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Vacation rentals with a kayak in St. Petersburg

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Quick stats about vacation rentals with a kayak in St. Petersburg

  • Total vacation rentals

    Explore 260 vacation rentals in St. Petersburg

  • Nightly prices starting at

    St. Petersburg vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    260 of St. Petersburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Petersburg rentals

  • 4.8 Average rating

    St. Petersburg stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    St. Petersburg's top spots, include Tropicana Field, Vinoy Park, and Jannus Live

Top-rated kayak rentals in St. Petersburg

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious pool area features a heated saltwater pool and a hot tub surrounded by tropical landscaping. Lounge chairs are positioned nearby, and a grill is visible, providing an inviting outdoor space. The screened enclosure offers a sense of privacy and comfort.
Home in Belleair Bluffs

Hidden Oasis W Screened Heated Salt Pool / Hot Tub

Enjoy best of Florida in this Updated and Newly Furnished 4 bed, 3 bath with PRIVATE SCREENED HEATED SALT WATER POOL and HOT TUB + FLORIDA ROOM+ GAME ROOM located short 3 miles to the beach. This home is in the quiet neighborhood, close to shopping, restaurants, grocery shops and beach. House accommodates up to 10 guests and has 1 KING BED and 3 QUEEN BEDS and 1 Bunk Bed for sleeping arrangements Both Living room and Florida room have Large Sectional Sofas Grill is available in the backyard

4.83 out of 5 average rating, 136 reviews
Guest favorite
The image displays a serene pool area with clear water reflecting sunlight. Lush greenery and palm trees frame the space, while a view of the ocean is visible in the background. Sun loungers are arranged around the pool, inviting relaxation.
Condo in Tierra Verde

Charming 2BR Condo Near Ft. De Soto

Come enjoy your next vacation, holiday, or winter escape in Tierra Verde, Florida! Watch the sun rise over Boca Ciega bay from the balcony of this beautiful, updated first floor condo. This 2 bedroom/2 full bath unit has been thoughtfully designed and furnished with everything you need to enjoy an stress-free get-a-way that feels like home. This rental has an official Certificate of Use through Pinellas County as a Short Term Rental as well as a rental license through the state of Florida.

4.91 out of 5 average rating, 210 reviews
Top guest favorite
A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.
Home in St. Petersburg

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

4.91 out of 5 average rating, 191 reviews
Top guest favorite
A spacious living area features a large sectional sofa, complemented by decorative tables and potted plants. Expansive windows provide views of the water and outdoor seating, while natural light brightens the modern, open layout.
Home in Indian Rocks Beach

Walk to Beach! Waterfront Lux Retreat w/Kayaks

As seen on the Emmy award-winning show, Staycation. Experience the serene beauty of a waterfront Indian Rocks Beach Home. Wake up to breathtaking views of the water, right from your window. Enjoy the luxury of kayaking or fishing off your private boat dock. Spend evenings gathered around the fire pit or showcase your culinary skills with our grill. Just a 7-minute walk and you'll find yourself on the pristine white sands of Indian Rocks Beach. Kayaks and boat lift available.

5.0 out of 5 average rating, 100 reviews
Superhost
A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.
Tiny home in Ybor City Historic District

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, pond, fire pit, hammocks, greenhouse, and we even have rabbits! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

4.98 out of 5 average rating, 628 reviews
Top guest favorite
Home in Indian Rocks Beach

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

4.97 out of 5 average rating, 145 reviews
Guest favorite
Cottage in Pass-a-Grille Beach

Steps2Beach-Walk everywhere-Bikes & gear Included

Welcome to Paradise by the Sea 🌴 Your comfortable Florida beach cottage just steps from the sand in the heart of Pass-a-Grille. This charming island home offers the relaxed, old-Florida vibe guests love — with the convenience of being able to walk everywhere and rarely move the car. The beach is a quick, easy walk, and restaurants, coffee shops, ice cream, and the local market are all nearby. Guests often say it feels like settling into their home by the beach.

4.89 out of 5 average rating, 193 reviews
Top guest favorite
Home in Indian Rocks Beach

Salty Air Retreat - Hot Tub | Walk to the Beach!

🌊 Salty Air Retreat | Walk to Indian Rocks Beach | Hot Tub + Kayak & Paddle Board ~ Managed by Sandy Feet Vacation Rentals Welcome to Salty Air Retreat, a spacious and family-friendly Indian Rocks Beach vacation home just a short walk from the Gulf Coast’s beautiful white sand beaches! Enjoy the best of Florida beach living with a private backyard, hot tub, beach gear, kayak, paddle board, and a location close to restaurants, parks, and attractions.

4.93 out of 5 average rating, 102 reviews
Top guest favorite
Condo in Treasure Island

SolMate 2/2, kayaks, beach, views, boat slip

Newly renovated beach home, bright and beautifully appointed 2 bed/2 bath second floor condo with balcony overlooking Boca Ciega Bay. Modern beach decor. Only few steps to Treasure Island’s white sandy BEACH. Incredible water views from every window. 3 KAYAKS available (must sign waiver). Fun activities including ping pong, corn hole, etc. in common area. Only 6 units on property. Featured on HGTV Beachfront Bargain Hunt (Season 27 Episode 10).

4.93 out of 5 average rating, 147 reviews
Top guest favorite
A decorative lamp features a mermaid holding a round, glowing orb. The lamp is set against a backdrop of a colorful wave painting and neatly folded towels, adding a touch of coastal charm to the workspace.
Bungalow in Indian Rocks Beach

Your private Waterfront Pool home!

Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

4.97 out of 5 average rating, 234 reviews
Superhost
A spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.
Villa in St. Petersburg

Dolphin Cove Waterfront St. Pete Beach w/ Pool

THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

4.76 out of 5 average rating, 218 reviews
Top guest favorite
Home in St. Petersburg

Lux Mid-Century Downtown Courtyard+Parking

Private Mid-Century Palm Springs-inspired duplex in downtown St. Petersburg, just a short walk to everything! Featuring one-of-a-kind mid-century modern architecture, a spacious family room, luxurious king bedroom, full kitchen, laundry, and stylish bathroom. Private, fully fenced courtyard with secure parking. Relax in this safe, modern getaway with mid-century vibes and all the comforts of home!

4.96 out of 5 average rating, 128 reviews

Popular amenities for St. Petersburg kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Top guest favorite
A screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.
Home in Town 'n' Country

Waterfront Resort with HEATED POOL!

4.93 out of 5 average rating, 152 reviews
Guest favorite
Home in Indian Rocks Beach

Luxury waterfront | Walk to beach • Private dock

4.89 out of 5 average rating, 165 reviews
Guest favorite
An outdoor area is showcased with a multicolored basketball court in the foreground, leading to a spacious yard. A dining set with an umbrella sits under a tree, and a swim spa is visible in the background, surrounded by manicured landscaping and stepping stones.
Home in Tampa

River Oasis w/ Swim Spa & Hoop Court walk to Zoo

4.83 out of 5 average rating, 217 reviews
Top guest favorite
A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.
Home in Dunedin

Heated saltwater pool|Spacious 4BR/3BA|

4.96 out of 5 average rating, 135 reviews
Guest favorite
A serene outdoor space is featured, showcasing a circular arrangement of Adirondack chairs surrounding a fire pit. Soft string lights illuminate the area, with a hammock positioned nearby. The backdrop includes the water, a boat dock, and trees under a colorful sunset sky.
Home in Tampa

Luxurious "Riverfront Oasis" - Waterfront w/pool

4.92 out of 5 average rating, 231 reviews
Top guest favorite
Home in Treasure Island

Waterfront Condo with Boat Slip & Fishing Dock

5.0 out of 5 average rating, 29 reviews
Guest favorite
Home in Coquina Key

Waterfront pool home w/dock, firepit, kayaks

4.96 out of 5 average rating, 45 reviews
Top guest favorite
Home in Gulfport

Sunset Cove Bungalow

5.0 out of 5 average rating, 17 reviews

Cottage rentals with a kayak

Top guest favorite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa

Bay Lake Cottage, Private Dock, Romantic, Fishing

4.98 out of 5 average rating, 271 reviews
Superhost
A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.
Cottage in Ruskin

Little Manatee River Cottage

4.9 out of 5 average rating, 152 reviews
Superhost
A cozy outdoor space is framed by lush greenery and bamboo, containing several chairs arranged around a circular table. A BBQ grill is positioned against the exterior wall of the cottage, and colorful inflatables are placed nearby, creating a relaxed environment.
Cottage in Crystal Beach

Coastal cottage within sea glimpse

4.9 out of 5 average rating, 40 reviews
Top guest favorite
The exterior of a bright green cottage is framed by lush greenery and ornamental plants. A welcoming porch features seating arrangements, and hanging flower baskets add a touch of vibrancy. Sunlight filters through the trees, creating a cheerful and inviting entrance.
Cottage in Crystal Beach

Escondido Boutique Bungalow in Crystal Beach

4.96 out of 5 average rating, 73 reviewsA charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.
Cottage in Crystal Beach

Happy Camper Cottage | Cozy Oasis with Hot Tub

4.67 out of 5 average rating, 159 reviews
Cottage in Ruskin

1839 2 Bedroom

A serene view of a calm body of water is captured at dusk, with the moon reflecting softly on the surface. Lush greenery, including palm trees, is visible along the shoreline, creating a tranquil natural backdrop.
Cottage in Ruskin

Amazing on river cottage with dock to fish, kayak!

Superhost
An inviting dining space displays a wooden table paired with white chairs, complementing light blue walls. A small sideboard houses essentials, while natural light streams through a large window. The open layout connects to a cozy living area with a television and tasteful decor.
Cottage in Pass-a-Grille Beach

Sunny PaG Island rental w/bikes-just steps2beach

4.81 out of 5 average rating, 316 reviews

Other vacation rentals with a kayak

Top guest favorite
An aerial view captures the Aqua Beach Condo location, highlighting proximity to both the Intracoastal Waterway and the beach. Lush greenery and the vibrant blue waters contrast with the nearby buildings, while the sandy shoreline stretches along the coast under a clear sky.
Condo in Indian Rocks Beach

Steps from the Sand - Clean, Stylish 2-BR Condo

4.95 out of 5 average rating, 232 reviews
Superhost
A spacious living area features large windows allowing natural light to fill the room. Two dark blue armchairs with yellow cushions face a light-colored TV stand. A cream ottoman adds comfort, while a patterned area rug anchors the space. Decorative shelves hold books and plants.
Home in St. Petersburg

Historic Charm - Great location!

4.81 out of 5 average rating, 105 reviews
Guest favorite
Home in Tierra Verde

Private place in waterfront home

4.77 out of 5 average rating, 47 reviews
Top guest favorite
Home in Madeira Beach

The Flamingo Waterfront Bungalow

5.0 out of 5 average rating, 38 reviews
Guest favorite
Condo in Isla del Sol

Top Floor Waterfront Escape | Spectacular Views

4.92 out of 5 average rating, 13 reviews
Top guest favorite
A spacious living area features a striped, blue and white sofa set with matching armchairs. Large sliding glass doors open to a balcony, providing views of the water. A flat-screen TV is positioned on a low table, and two lamps provide soft lighting.
Condo in Sunset Beach

Land's End 11-404: Gulf Front Gem - 2BD/2BA

5.0 out of 5 average rating, 35 reviews
Superhost
Condo in Treasure Island

Best Sunset View 3/3 Beachfront Penthouse Condo

4.81 out of 5 average rating, 37 reviews
Superhost
Home in Redington Beach

Redington Beach near beach on ICW w/pool & dock

4.9 out of 5 average rating, 10 reviews

When is the best time to visit St. Petersburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,564 GYDG$46,651 GYDG$51,881 GYDG$39,957 GYDG$34,309 GYDG$32,844 GYDG$28,870 GYDG$25,522 GYDG$25,104 GYDG$25,313 GYDG$28,870 GYDG$32,217 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

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