
Holiday rentals with a kayak in Boca Ciega Bay
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Top-rated Accommodation with a Kayak in Boca Ciega Bay
Guests agree: these holiday homes with a 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.
Outdoor spacesLocationFamily
4.92 out of 5 average rating, 132 reviews
On the Beach "Little Peace of Heaven" Beach Condo
Spacious - Complete Renovation - Come see!! Our building is on an Island and on the beach! Our unit faces East or the Inter-coastal but the beach is just downstairs. Our 8 unit building is ‘On the beach. Downstairs we have a beautiful semi-private patio area surrounded by sea grape plants. We have a table and chairs, 16 beach chairs, kayaks and paddleboards, outside shower, gas grill, & a firepit for all to enjoy. Wonderful & quiet for families & couples. No smoking in the unit. No pets.
LocationOutdoor spacesCleanliness
4.9 out of 5 average rating, 147 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.
ValueLocationDecor
4.98 out of 5 average rating, 173 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.
Outdoor spacesValueBiking
4.91 out of 5 average rating, 208 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.
LocationOutdoor spacesCheckout
4.9 out of 5 average rating, 187 reviews
Steps from the Sand - Clean, Stylish 2-BR Condo
AQUA BEACH CONDO - Only 90 steps from the beach, this beautifully updated and perfectly located beach condo offers you the very best of Indian Rocks Beach, a charming and intimate beach town located between Clearwater and St. Pete Beach. Two bedrooms with en-suite bathrooms and large walk-in closets, as well as the lofty living area and modern open kitchen will make you feel like at home. This condo is better equipped than your average vacation rental. Continue to read for more...
ValueOutdoor spacesSleep quality
4.95 out of 5 average rating, 231 reviews
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.
ValueLocationHospitality
4.97 out of 5 average rating, 143 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).
Outdoor spacesValueGetting around
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
ValueOutdoor spacesBackyard
4.97 out of 5 average rating, 233 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 !
ValueLocationAccuracy
4.92 out of 5 average rating, 126 reviews
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!
LocationValueRiver
4.76 out of 5 average rating, 215 reviews
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!
Outdoor spacesLocationTV
4.96 out of 5 average rating, 120 reviewsPopular amenities for Boca Ciega Bay kayak rentals
Holiday House Rentals with a Kayak

Hidden Oasis W Screened Heated Salt Pool / Hot Tub
Outdoor spacesLocationFamily
4.83 out of 5 average rating, 135 reviews
Fabulous Beach House 3BR, Bikes-Kayaks-SUP
LocationOutdoor spacesWalkability
4.86 out of 5 average rating, 118 reviews
Luxury waterfront | Walk to beach • Private dock
Outdoor spacesLocationWi-Fi
4.89 out of 5 average rating, 165 reviews
Canal-front Sanctuary | Manatees, Pool, Hot Tub
ValueOutdoor spacesBathroom
4.98 out of 5 average rating, 136 reviews
Steps 2 Beach- Cottage w/king bd +2bikes +parking
ValueOutdoor spacesSleep quality
4.82 out of 5 average rating, 188 reviews
Mangrove Haven | Pool + Hot Tub + Waterfront Dock
LocationOutdoor spacesPool
5.0 out of 5 average rating, 26 reviews
The Olivia
Outdoor spacesLocationCheck-in
5.0 out of 5 average rating, 37 reviews
Casa Coquina: waterfront, pool, hot tub, boat lift
LocationViewComfort
5.0 out of 5 average rating, 16 reviewsOther holiday rentals with a kayak

New Luxury 3BR Walk to Beach Pool, Spa + Parking
LocationValueNearby
5.0 out of 5 average rating, 47 reviews
Pool, Bay View, 5 min St Pete Beach @ Sand Dollar
LocationHospitalityAmenities
4.83 out of 5 average rating, 18 reviews
Watch dolphins from the balcony! Top modern! #410
Outdoor spacesValueQuiet
4.92 out of 5 average rating, 86 reviews
Private place in waterfront home
Outdoor spacesLocationCondition
4.76 out of 5 average rating, 46 reviews
Top Floor Waterfront Escape | Spectacular Views
LocationNearbyAmenities
4.92 out of 5 average rating, 12 reviews
La Coquina 105: Beachside Bliss - 2BD/2BA Retreat
Outdoor spacesLocationBathroom
4.88 out of 5 average rating, 24 reviews
Historic Charm - Great location!
LocationValueBackyard
4.81 out of 5 average rating, 102 reviews
Large Waterfront Estate w/pool, hot tub, and dock!
LocationOutdoor spacesFamily
5.0 out of 5 average rating, 14 reviewsDestinations to explore
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