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.

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Guest favourite
A bright living area features comfortable white seating arranged around a wooden coffee table. Built-in shelves display books and decorative items. A flat-screen TV is mounted on a shiplap wall, while a dining area is visible in the background, showcasing a rustic table and modern fixtures.
Townhouse in Redington Beach
4.92 out of 5 average rating, 130 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.

Top Guest favourite
An outdoor living space features string lights overhead, illuminating a comfortable sectional seating area and a fire pit. A large bar area with stools is seen alongside a mounted television, creating an inviting atmosphere for entertainment and relaxation.
Home in St. Petersburg
5 out of 5 average rating, 43 reviews

Central Bungalow Near DTSP with Swim Spa

Vacation like a local at this centrally located bungalow style residence. This 3BR 2 Bath home is set to entertain our guests. Indoor living space Includes two sitting areas, fireplace and workstation. The dining room and kitchen welcomes you home with all the amenities you need to keep everyone happy. For our outdoor lovers, we welcome you to the tavern. This fully functional outdoor living space includes a grill, tv, sectional seating, full size bar. Be our guest and enjoy St Pete like a local

Guest favourite
A serene view of Boca Ciega Bay is captured at sunset, with gentle ripples on the water reflecting orange and pink hues. Silhouetted palm fronds frame the scene, while a bridge spans across the bay in the background, creating a picturesque coastal atmosphere.
Condo in St. Petersburg
4.84 out of 5 average rating, 88 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.

Top Guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.97 out of 5 average rating, 184 reviews

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

Top Guest favourite
The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.
Villa in Largo
4.98 out of 5 average rating, 166 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.

Top Guest favourite
Guest suite in Largo
5 out of 5 average rating, 117 reviews

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

Guest favourite
An outdoor kitchen area features a grill and bar seating under bright blue umbrellas. Spacious deck space allows for unobstructed views of the waterfront, complemented by palm trees in the background. The scene is set against a clear blue sky with white, fluffy clouds.
Home in St. Petersburg
4.94 out of 5 average rating, 18 reviews

Waterfront /Pool /Golf Cart /Pet + Boat Friendly!

Joyful Vista is a waterfront escape in St. Petersburg, FL. Enjoy golden sunrises, dolphins at the dock, and relaxing poolside views. Each bedroom has a TV, plus extras in common areas. WiFi throughout, open living space with serene bay views and a full kitchen, indoor bar, ample dining area, and an outdoor bar/kitchen. Just 10 mins to St. Pete Beach and 15 mins to Downtown. Close to top restaurants, art, and nightlife — a perfect mix of relaxation and adventure. Book your stay today!

Top Guest favourite
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
4.89 out of 5 average rating, 167 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.

Guest favourite
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
4.95 out of 5 average rating, 222 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...

Guest favourite
Apartment in St. Petersburg
4.93 out of 5 average rating, 14 reviews

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

Wake up to breathtaking bayfront views at Sand Dollar Point, a 1-bedroom, 1-bath condo on the second floor with elevator. Relax on your private balcony overlooking the marina—perfect for spotting dolphins or enjoying a morning coffee. The cozy living room includes a sofa bed for extra guests, while the kitchen and dining area make you feel right at home. Guests enjoy access to the community pool and hot tub, making it easy to unwind after a day of exploring.

Top Guest favourite
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
4.96 out of 5 average rating, 219 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

Superhost
The living area features a light blue color scheme with a comfortable sofa and armchairs arranged around a glass coffee table. A wall-mounted TV is positioned above a white entertainment unit, and natural light filters through sheer curtains on the window.
Home in St. Petersburg
4.77 out of 5 average rating, 313 reviews

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.

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