
Holiday rentals with a kayak in St. Petersburg
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in St. Petersburg
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Cypress Lakes Barn Retreat
Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

Waterfront tiny in St Petersburg - The ‘V’
The ‘V’ is your perfect getaway to make fun memories. Note: You MUST have a 5 star rating on airbnb ! Take yourself back to the good old days of simplicity and relaxation. Paddle-board from your own private mangrove beach through the canals and to Tampa Bay. Experience dolphins swiming along side you, manatees feeding on sea grass or baby sharks out by the sandbar just 200 yards from the beach. The ‘V’ rests in a culd-de-sac in a quiet waterfront neighborhood just 10 minutes south of DT.

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.

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike
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.

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, WiFi, 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. Dogs okay, sorry no cats, pet fee $50.

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.

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.

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 king bed & secured safe.

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).

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

Waterfront Courtyard Condo 2 Blocks to Beach
🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴♂️🏄♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.
Popular amenities for kayak rentals in St. Petersburg
House rentals with a kayak

Casa Del Sole

Private Dock~Covered Pool~Hot Tub~Game Room Fun!

Waterfront, Hot tub, Bush Garden

Waterfront Manatee Home Pool, Dock, Optional Boat

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!

Casa Coquina: waterfront, pool, hot tub, boat lift

Southern Comfort close to Beach!

Waterfront Duplex- kayaks, SUP, 3 blocks to beach
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Sleep 7 Steps to Beach Pets OK Real Beach Cottage

Happy Camper Cottage | Cozy Oasis with Hot Tub

Elegant Crystal Beach cottage within sea glimpse

1 Bd Immaculate Gulf front BOHO Beach Cottage

Escondido Boutique Bungalow in Crystal Beach

Little piece of Heaven 2
Other holiday rentals with a kayak

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Coquina Key tropical paradise

Coastal Farmhouse & Pool

Key Rossman

*New* Waterfront Retreat: Pool, Spa, Dock & Views

Charming Intracoastal Condo - 3 min walk to beach!

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona

Beautiful boho 2br townhome- pool, walk to beach!
Quick stats about holiday rentals with a kayak in St. Petersburg
Total holiday rentals
Explore 320 holiday rentals in St. Petersburg
Nightly prices starting at
St. Petersburg holiday rentals start at £22 per night before taxes and fees
Verified guest reviews
Over 6,640 verified reviews to help you choose
Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 90 rentals that welcome pets
Holiday rentals with a pool
250 properties feature pools
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Wifi availability
320 of St. Petersburg holiday rentals include wifi 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 Vinoy Park, Tropicana Field and Jannus Live
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