
Holiday rentals with a kayak in St. Petersburg
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in St. Petersburg

Total holiday rentals
Explore 260 holiday rentals in St. Petersburg

Nightly prices starting at
St. Petersburg holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 8,000 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
260 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
Top-rated rentals with kayak in St. Petersburg
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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 BTR# 2089
Outdoor spacesLocationKitchen
4.97 out of 5 average rating, 183 reviews
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.
LocationValueAccess
4.92 out of 5 average rating, 132 reviews
Designer Waterfront Luxury Condo in resort w/dock
Designer Oceanfront condo right on Boca Ciega Bay. 1B/1B Condo has a new sleeper sofa that can sleep your extra guests. NO resort fees!! The condo comes with FREE parking & FREE high speed WiFi. The resort has a HEATED POOL, hot tub, gym, and private fishing pier/dock. Two KAYAK’s included with condo rental, great for exploring the bay or fishing. The Kayaks can be launched from the private dock. This condo is also right across from the public boat ramp and only 5 minutes to the amazing BEACH.
ValueLocationNearby
4.85 out of 5 average rating, 106 reviews
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.
ValueLocationKitchen
4.91 out of 5 average rating, 211 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.
Outdoor spacesLocationParks
4.95 out of 5 average rating, 175 reviews
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.
ValueLocationBiking
4.91 out of 5 average rating, 192 reviews
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.
Outdoor spacesLocationNearby
5.0 out of 5 average rating, 102 reviews
Luxury waterfront | Walk to beach • Private dock
Welcome to Villa Azule, a spacious luxury waterfront retreat where the beach and boating lifestyle come together. Walk to Indian Rocks Beach in about 10 minutes, then return to your private waterfront setting with a dock, boat, and WaveRunner lifts. This 4-bedroom home sleeps up to 10 and includes complimentary kayaks, bikes, fishing and beach gear. With generous indoor-outdoor living and beautiful water views, Villa Azule is made for an unforgettable Florida getaway.
ValueOutdoor spacesWalkability
4.89 out of 5 average rating, 166 reviews
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).
ValueOutdoor spacesBiking
4.93 out of 5 average rating, 147 reviews
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
Outdoor spacesLocationGetting around
4.97 out of 5 average rating, 236 reviews
Beautiful boho 2br townhome- pool, walk to beach!
Escape to comfort in this relaxing beach-style townhome, located in beautiful Indian Shores. This spacious townhome has all the amenities needed for a relaxing vacation for family, friends or a romantic getaway- just 2 min from beach access. Spacious renovated heated pool, and intercostal access for dolphin watching or kayaking ! Bike or walk to many shops and restaurants. The townhome is fully stocked so all you have to bring is yourself !
ValueLocationKitchen
4.92 out of 5 average rating, 128 reviews
Lux Mid-Century · Downtown St. Pete · Parking
Private Mid-Century Palm Springs-inspired duplex in the heart of downtown St. Petersburg — a short walk to restaurants, shops & nightlife! One-of-a-kind mid-century modern architecture, a spacious family room, luxurious king bedroom, full kitchen, laundry & stylish bath. Unwind in your private, fully fenced courtyard with secure parking. A safe, modern getaway with true mid-century vibes and all the comforts of home!
Outdoor spacesValueBiking
4.96 out of 5 average rating, 133 reviewsPopular amenities for kayak rentals in St. Petersburg
House rentals with a kayak

Waterfront Pool Oasis Kayaks, Games & Beach Vibe
LocationValueHot tub
4.95 out of 5 average rating, 172 reviews
Waterfront Resort with HEATED POOL!
LocationValueParking
4.93 out of 5 average rating, 152 reviews
Ocean Dreaming: Waterfront Home with Heated Pool,
Outdoor spacesLocationPool
4.97 out of 5 average rating, 147 reviews
Luxurious "Riverfront Oasis" - Waterfront w/pool
Outdoor spacesValueAir conditioning
4.92 out of 5 average rating, 231 reviews
River Oasis w/ Swim Spa & Hoop Court walk to Zoo
ValueLocationDecor
4.83 out of 5 average rating, 217 reviews
Hidden Oasis W Screened Heated Salt Pool / Hot Tub
ValueOutdoor spacesAccess
4.83 out of 5 average rating, 137 reviews
Heated saltwater pool|Spacious 4BR/3BA|
Outdoor spacesLocationLayout
4.96 out of 5 average rating, 135 reviews
The Olivia
LocationOutdoor spacesGrill
5.0 out of 5 average rating, 37 reviewsCottage rentals with a kayak

Bay Lake Cottage, Private Dock, Romantic, Fishing
ValueOutdoor spacesDecor
4.98 out of 5 average rating, 272 reviews
Steps2Beach-Walk everywhere-Bikes & gear Included
ValueOutdoor spacesBack garden
4.89 out of 5 average rating, 193 reviews
Little Manatee River Cottage
ValueLocationGrill
4.9 out of 5 average rating, 153 reviews
Coastal cottage within sea glimpse
LocationDecorComfort
4.9 out of 5 average rating, 40 reviews
Escondido Boutique Bungalow in Crystal Beach
LocationOutdoor spacesQuiet
4.96 out of 5 average rating, 73 reviews
Happy Camper Cottage | Cozy Oasis with Hot Tub
ValueLocationCheck-in
4.67 out of 5 average rating, 161 reviews
1839 2 Bedroom

Amazing on river cottage with dock to fish, kayak!
Other holiday rentals with a kayak

Private place in waterfront home
LocationOutdoor spacesAccuracy
4.78 out of 5 average rating, 49 reviews
Central Bungalow Near DTSP with Swim Spa!
LocationOutdoor spacesAmenities
4.96 out of 5 average rating, 48 reviews
St. Pete Isla Vista Verde North Mirada Townhome 3/2
LocationOutdoor spacesComfort
4.53 out of 5 average rating, 19 reviews
Canal Front Oasis w/ Heated Pool, Spa & Dock
Outdoor spacesLocationNearby
5.0 out of 5 average rating, 72 reviews
Waterfront pool home w/dock, firepit, kayaks
ValueLocationSleep quality
4.96 out of 5 average rating, 46 reviews
Driftwood Summer Getaway • Sleeps 6 • 3 Min Beach
LocationViewParks
5.0 out of 5 average rating, 10 reviews
Waterfront Boca Ciega Resort and Condo
ValueOutdoor spacesNearby
4.85 out of 5 average rating, 61 reviews
Ocean Breeze at Redington Beach
ValueLocationFamily
5.0 out of 5 average rating, 29 reviewsWhen is the best time to visit St. Petersburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £129 | £169 | £187 | £144 | £124 | £119 | £104 | £92 | £91 | £91 | £104 | £116 |
| 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 |
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- Rentals with a kayak Pinellas County
- Rentals with a kayak Florida
- Rentals with a kayak United States
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