
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.

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.

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

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks
Welcome to Villa Azule, your luxurious Indian Rocks Beach retreat! - Spacious 2,646-square-foot waterfront haven with stunning canal views. - Two king master bedrooms and a queen bedroom, accommodating up to 10 guests. - Outdoor amenities include a boat lift, propane grill, fire pit, bikes, and kayaks. - Open concept living area perfect for relaxation and entertainment. - Close to local shops and a 10-minute walk to the beach. - Complimentary sparkling wine awaits your arrival.

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.

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

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.

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

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.

Sunrise Suite | Hot Tub | Kayak | SUP | Waterfront
☀ Bay View Duplex ☀ Shared Hot Tub ☀ Dock with Stand-up Paddle boards, Kayaks, Bikes ☀ Only 3 blocks to the sugary sands of Indian Rocks Beach ☀ Duplex- book independently or together ☀ Blackstone, 6 burner Charbroil Grill ☀ 10 Foot Custom Wood Bar w/ Jenga, Giant Connect 4, Corn Hole, Ringtoss ☀ Beach Wagons, Speaker, Zero Gravity beach chairs, beach towels, cooler ☀ Amazon Dot with Unlimited Amazon Music

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

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.
Popular amenities for kayak rentals in St. Petersburg
House rentals with a kayak

Peaceful Pet friendly 2 BR cottage with hot tub.

Silverking Keys Retreat!

Canal views, weekly and monthly Discounts

Billy's Beach Bungalow

Waterfront Manatees with Flamingo Flair, Paradise!

Sweet 1927 Colonial Cottage

Luxurious "Riverfront Oasis" - Waterfront w/pool

The Don | Fully Loaded Waterfront Wellness
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Little Manatee River Cottage

Steps2Beach-Walk everywhere-Bikes & gear Included

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
Other holiday rentals with a kayak

Waterfront | King Bds | Htd Pool | BBQ | 2 Kayaks

Sunrise & Sunset Water Front Condo

Amazing Waterfront Home 2BLKS 2 Beach & Restraunts

Waterfront • Walk to Beach • Pool • Kayaks • Bikes

Pool, Bay View, 5 min St Pete Beach @ Sand Dollar

Bahia Vista 4th Floor Bay View: Isla Del Sol 2

Historic Charm - Great location!

RBV 307 - Gulf View from balcony- Hot Tub!
When is the best time to visit St. Petersburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 SGD | $283 SGD | $314 SGD | $171 SGD | $163 SGD | $174 SGD | $175 SGD | $155 SGD | $152 SGD | $153 SGD | $175 SGD | $195 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a kayak in St. Petersburg

Total holiday rentals
Explore 250 holiday rentals in St. Petersburg

Nightly prices starting at
St. Petersburg holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 7,710 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
250 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 Tropicana Field, Vinoy Park and Jannus Live
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- Villa rentals St. Petersburg
- Rentals with pools St. Petersburg
- Rentals with a fireplace St. Petersburg
- Rentals with outdoor seating St. Petersburg
- Resort rentals St. Petersburg
- Rentals with a sauna St. Petersburg
- Rentals with a patio St. Petersburg
- Townhouse rentals St. Petersburg
- Rentals with an EV charger St. Petersburg
- Beach house rentals St. Petersburg
- Bungalow rentals St. Petersburg
- Flat rentals St. Petersburg
- Pet-friendly rentals St. Petersburg
- Smoking-friendly rentals St. Petersburg
- Hotel rooms St. Petersburg
- Beachfront rentals St. Petersburg
- Rentals with an accessible-height toilet St. Petersburg
- Cottage rentals St. Petersburg
- Fitness-friendly rentals St. Petersburg
- Tiny house rentals St. Petersburg
- Loft rentals St. Petersburg
- Bed and breakfasts St. Petersburg
- Rentals with an accessible-height bed St. Petersburg
- House rentals St. Petersburg
- Motorhome rentals St. Petersburg
- Rentals with a cinema St. Petersburg
- Rentals with a washing machine and dryer St. Petersburg
- Rentals with breakfast St. Petersburg
- Rentals with a hot tub St. Petersburg
- Rentals with a firepit St. Petersburg
- Serviced apartment rentals St. Petersburg
- Holiday home rentals St. Petersburg
- Boutique hotels St. Petersburg
- Beach apartment rentals St. Petersburg
- Rentals with lake access St. Petersburg
- Waterfront rentals St. Petersburg
- Rentals with beach access St. Petersburg
- Family-friendly rentals St. Petersburg
- Apartment rentals St. Petersburg
- Private suite rentals St. Petersburg
- Guest house rentals St. Petersburg
- Rentals with a kayak Pinellas County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Things to do St. Petersburg
- Sports activities St. Petersburg
- Tours St. Petersburg
- Food and drink St. Petersburg
- Nature and outdoors St. Petersburg
- Sightseeing St. Petersburg
- Art and culture St. Petersburg
- Things to do Pinellas County
- Food and drink Pinellas County
- Sports activities Pinellas County
- Art and culture Pinellas County
- Sightseeing Pinellas County
- Tours Pinellas County
- Nature and outdoors Pinellas County
- Things to do Florida
- Art and culture Florida
- Tours Florida
- Wellness Florida
- Food and drink Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Entertainment Florida
- Sports activities Florida
- Things to do United States
- Nature and outdoors United States
- Entertainment United States
- Art and culture United States
- Sightseeing United States
- Tours United States
- Wellness United States
- Food and drink United States
- Sports activities United States







