Holiday rentals with a kayak in Tampa

4.98 out of 5 average rating, 161 reviews

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

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

4.81 out of 5 average rating, 330 reviews

A tranquil outdoor space features a private pool surrounded by lush greenery and lounge chairs. The vibrant sunset casts pink and orange hues over the water, with a boat docked in the background. Potted plants add a touch of nature to the serene setting.

Guest suite in Riverbend

The Riverfront Suite at Casa del Alma

The riverfront suite @ Casa Del Soul has something for everyone. Whether you’re traveling for business, on vacation exploring Tampa Bay, or wanting to get out of the house for a weekend stay-cation look no more. Casa del Soul is centrally located in trendy/ eclectic neighborhood of Seminole Heights just minutes away from Ybor, Hard Rock, Downtown, South Tampa, Hyde Park , Lowry Park Zoo, Busch Gardens, Adventure Island, the Amphitheater, Arena, International Mall, Stadium, Restaurants & More.

4.98 out of 5 average rating, 127 reviews

The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.

Barn in Odessa

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.

4.97 out of 5 average rating, 155 reviews

The exterior of a waterfront home is shown, featuring a spacious lawn with palm trees and a paved driveway. A screened gazebo is visible nearby, and the calm water reflects the surrounding greenery and sky. The house has a light-colored facade, enhancing its inviting appearance.

Home in Riverview

Beautiful Waterfront Home on the Alafia River.

Beautiful Waterfront Single Family home on the Alafia River leading to Tampa Bay and the Gulf of Mexico. Bring your boats, jetskis, Kayaks, water toys, fishing rods, etc. Riverview Civic Center and Boat Ramp is literally a couple of blocks away from the property and trailer parking is available at the property. If it’s your lucky day, you will see manatees, dolphins, snook, redfish and stingrays right from the dock. Excellent fishing, restaurants and nightlife all on the river or by vehicle.

4.97 out of 5 average rating, 132 reviews

A serene lakefront view is framed by tall trees draped with Spanish moss. A wooden dock extends into the calm water, providing a space for relaxation. Soft shadows are cast across the lush green lawn, inviting guests to enjoy the peaceful surroundings.

Cottage in Lutz

A little piece of Heaven

2 people max cozy cottage with all the amenities of home with a lakefront view. There's a firepit for those colder nights and kayaks & peddleboats for the more adventurous ones, or just sit back and take in some sun on our beautiful dock. Centrally located in between the Veterans Expressway and I 275, minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone, don't let your friends and family stay in a hotel, we've got it all waiting right here!

4.82 out of 5 average rating, 191 reviews

An outdoor area is showcased with a multicolored basketball court in the foreground, leading to a spacious yard. A dining set with an umbrella sits under a tree, and a swim spa is visible in the background, surrounded by manicured landscaping and stepping stones.

Home in Tampa

River Oasis w/ Swim Spa & Hoop Court walk to Zoo

Stay in this spacious 3 bed 2.5 bath 2-story home right across from the Hillsborough River and mins from Lowry Park Zoo & natural springs. Perfect for families or groups wood floors, large family room w/ fireplace. Stainless steel appliances fully stocked kitchen art deco cabinets, this home is as stylish as it is comfortable offering a one-of-a-kind stay. Step outside to enjoy a 24-foot heated swim spa, your own painted half-court basketball court, and a fenced backyard for total privacy

4.98 out of 5 average rating, 243 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

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.

Guest house in South Seminole Heights

4.86 out of 5 average rating, 969 reviews

Seminole Heights Riverside Paradise w/Pool

Our stunning waterfront views, pool, kayaks, paddle boards, and beach cruisers are a few of the many amenities that make our property perfect for your Florida vacation. Our convenient proximity to downtown Tampa, air & sea ports, beaches, and parks make the guesthouse at Isla de Dij the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

4.94 out of 5 average rating, 139 reviews

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Tiny home in Ybor City Historic District

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

4.99 out of 5 average rating, 555 reviews

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

Apartment in Indian Rocks Beach

A shaded lounging area features a comfortable chair with a patterned cushion, facing a serene waterfront view. In the background, a dock extends into the calm water, surrounded by lush greenery and decorative plants.

4.96 out of 5 average rating, 126 reviews

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.

5 out of 5 average rating, 147 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Popular amenities for kayak rentals in Tampa

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.88 out of 5 average rating, 148 reviews

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

Hibernate in our Bear Creek Home

4.95 out of 5 average rating, 40 reviews

A serene backyard oasis is presented, featuring a circular stone patio surrounded by lush tropical plants. A cozy seating area with a fire pit is visible, along with a tall blue umbrella offering shade. The view extends to a calm waterway, bordered by trees.

Home in Ozona

Casa Del Sole

Home in Indian Rocks Beach

A shared hot tub overlooks the water, with two guests enjoying beverages while gazing at scenic views. Lush greenery frames the scene, and a variety of kayaks and paddleboards are visible in the background, enhancing the outdoor atmosphere.

5 out of 5 average rating, 91 reviews

Waterfront Duplex- hot tub, bikes, kayaks, SUP

4.91 out of 5 average rating, 197 reviews

A serene outdoor space is featured, showcasing a circular arrangement of Adirondack chairs surrounding a fire pit. Soft string lights illuminate the area, with a hammock positioned nearby. The backdrop includes the water, a boat dock, and trees under a colorful sunset sky.

Home in Tampa

Luxurious "Riverfront Oasis" - Waterfront w/pool

4.92 out of 5 average rating, 102 reviews

An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.

Home in Holiday

Lakefront Paradise with Heated Saltwater Pool

5 out of 5 average rating, 17 reviews

Home in Palm Harbor

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

4.77 out of 5 average rating, 195 reviews

The kitchen features rich wood cabinetry and gray tile backsplash. Essential appliances include a stove, microwave, and dishwasher. Counter space is enhanced by a wooden cutting board. Open shelving displays glassware, while a drawer reveals kitchen utensils. Ample natural light enters through a nearby window.

Home in Old Southeast

Cottage near the sea

4.89 out of 5 average rating, 46 reviews

A serene view of Lutz Lake is displayed at sunset, with soft hues reflecting on the calm water. A wooden deck and a small round table with a chair are visible in the foreground, while the peaceful shoreline is framed by lush trees.

Home in Lutz

Little Lutz house on the lake

Cottage rentals with a kayak

Cottage in Pass-a-Grille Beach

A serene beach scene shows soft, white sand stretching along the shoreline, meeting gentle turquoise waves under a clear blue sky. A few people are visible enjoying the beach, with vibrant green vegetation and distant structures lining the coast.

4.81 out of 5 average rating, 299 reviews

Sunny PaG Island rental w/bikes-just steps2beach

Cottage in Clearwater Beach

4.77 out of 5 average rating, 158 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

4.91 out of 5 average rating, 130 reviews

A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.

Cottage in Ruskin

Little Manatee River Cottage

A charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.

Cottage in Crystal Beach

4.8 out of 5 average rating, 115 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

A comfortable living area features light-colored leather seating arranged around a softly textured rug. Natural light fills the space through large windows, complemented by a ceiling fan and neutral wall tones. A dining area and kitchen are visible in the background.

Cottage in Port Richey

5 out of 5 average rating, 4 reviews

Riverfront Home w/ Putting Green & Boat Dock!

4.93 out of 5 average rating, 89 reviews

A cozy living space features a dark leather couch and a decorative wooden coffee table. Natural light streams through large windows adorned with blue patterned curtains. A flat-screen TV is mounted on the wall, and a wooden cabinet displays nautical-themed decor.

Cottage in Riverview

Alafia River Cottage

4.89 out of 5 average rating, 36 reviews

A cozy outdoor space is framed by lush greenery and bamboo, containing several chairs arranged around a circular table. A BBQ grill is positioned against the exterior wall of the cottage, and colorful inflatables are placed nearby, creating a relaxed environment.

Cottage in Crystal Beach

Elegant Crystal Beach cottage within sea glimpse

Cottage in Tarpon Springs

An aerial view showcases the peninsula of Seabreeze Island, surrounded by tranquil blue waters. The landscape is dotted with homes and docks, with greenery visible in the background. The horizon presents a soft gradient of colors as the sun sets, creating a peaceful atmosphere.

Seaside Cottage- Gulf Waterfront with heated pool

Other holiday rentals with a kayak

5 out of 5 average rating, 88 reviews

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

Flat in Tarpon Springs

Waterfront studio w/Hot Tub and Putting Green

4.98 out of 5 average rating, 48 reviews

A cozy living area showcases a blue sofa paired with a decorative pillow and a wooden coffee table. Sliding glass doors lead to a bedroom. A wall-mounted television is positioned above an electric fireplace, contributing to a comfortable setting.

Guest house in Odessa

Breathtaking Lakefront Glass Cottage

Home in Indian Rocks Beach

5 out of 5 average rating, 14 reviews

Waterfront Manatee Home Pool, Dock, Optional Boat

4.88 out of 5 average rating, 32 reviews

An aerial view showcases the guest house and surrounding yard area. The property features a separate entrance and spacious fenced yard. Nearby structures are visible, along with a driveway that curves through the greenery, enhancing privacy and separation from other homes.

Guest house in Tampa

Relaxing Getaway. 2 Story Guesthouse w/yard

4.87 out of 5 average rating, 71 reviews

Three kayaks are positioned on the grassy shore, facing a calm waterway lined with mangroves. The kayaks include a white single, a blue single, and a green double. Lush vegetation and a clear blue sky complete the serene coastal setting.

Home in Gibsonton

Kayaking at Bullfrog Creek

4.93 out of 5 average rating, 29 reviews

A fire pit surrounded by four blue adirondack chairs sits on a brick patio, overlooking a calm waterway. Lush green vegetation is visible in the background, providing a natural and peaceful setting.

Home in Bay Crest Park

Waterfront Home with Kayaks, Dock & Boatlift

4.84 out of 5 average rating, 51 reviews

An aerial view captures the waterfront property nestled in a scenic area bordered by Old Tampa Bay. The layout includes canals, docks, and surrounding residential structures, illustrating the peaceful environment and accessibility of the location.

Home in Bay Crest Park

Waterfront | private pool & dock | fireplace |