Vacation rentals with a kayak in Tarpon Springs

4.96 out of 5 average rating, 135 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

LocationValueAmenities

4.96 out of 5 average rating, 205 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

ValueLocationCheck-in

A charming coastal home is set among greenery, featuring a well-kept front yard with various plants and trees. A paved driveway leads to the entrance, which includes a door framed by decorative green shutters. Natural sunlight enhances the inviting atmosphere.

4.96 out of 5 average rating, 45 reviews

Tarpon Springs Beach Bungalow

Your getaway awaits! This lovely coastal home is ideally located less than a quarter mile from the beautiful Fred Howard Park. Enjoy the convenience of being just a short walk away from pristine beaches and scenic trails. The open-concept living area is perfect for gathering with family and friends, offering a comfortable seating area, a large-screen TV, and a dining space. The fully equipped kitchen has everything you need to prepare family meals. Book your peaceful and relaxing stay today!

LocationOutdoor spacesDecor

4.99 out of 5 average rating, 160 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.

LocationOutdoor spacesComfort

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

4.96 out of 5 average rating, 111 reviews

Paradise!Renovated waterfront pool home.Sunsets!

Sunsets to die for! Remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard & and spotting dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops. New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys. Fishing rods.Bonfire pit.Grill.Heated pool for a fee. Portable crib,stroller, high chair. Come,relax&enjoy No hurricane damage!

ValueOutdoor spacesQuiet

4.99 out of 5 average rating, 352 reviews

A spacious cabin is gently illuminated by string lights, creating a warm glow against the evening sky. Surrounding the home are trees and a hammock, with a grassy area leading up to the porch where seating is visible.

Farm stay in Odessa

Farm and lake stay at Maison de L'eau Douce

LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

LocationValueDecor

4.97 out of 5 average rating, 118 reviews

45% OFF- Pet friendly, waterfront, kayaks, fishing

• Private boat dock & floating dock – Bring your boat and keep it secured in the water! • Kayaks included – Explore the scenic canals and nearby waterways. • Tiki hut – Kick back in the shade with a cool drink. • Fenced in backyard - Paved and fenced in backyard. • Fishing right from the backyard – Cast a line and see what you can catch! • Spacious outdoor seating – Enjoy sunset views and coastal breezes. • Immediate access to the Gulf of Mexico - A short boat ride away.

LocationValueTV

Apartment in Tarpon Springs

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.

Waterfront Studio Apartment w/access to Gulf

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

LocationOutdoor spacesAmenities

5.0 out of 5 average rating, 107 reviews

4.96 out of 5 average rating, 135 reviews

A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.

Home in Dunedin

Heated saltwater pool|Spacious 4BR/3BA|

Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches.

LocationOutdoor spacesIndoor spaces

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.

4.92 out of 5 average rating, 121 reviews

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!

Outdoor spacesLocationSleep quality

4.88 out of 5 average rating, 104 reviews

Family Coastal Home w/ EV Charger, Bikes &Kayaks

🌴 Enjoy a spacious home perfect for adventure and relaxation! Charge your EV, fire up the BBQ, and make use of the fenced yard with plenty of space for your boat or water toys. Just minutes from historic Tarpon Springs, scenic parks, and beautiful beaches, this home is ideal for hiking, biking, fishing, and kayaking adventures 🛶. This is a single-story property. Relax in comfort after a day full of fun!

LocationValueGrill

Guesthouse in Downtown New Port Richey

An outdoor seating area is situated on a lawn, featuring a small black table and two chairs. The view includes the serene Pithlachascotee River, along with a dock and decorative features, framed by lush trees and greenery.

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

ValueOutdoor spacesNearby

5.0 out of 5 average rating, 210 reviews

Popular amenities for Tarpon Springs kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.9 out of 5 average rating, 176 reviews

A charming farmhouse exterior is showcased under large trees, with a welcoming front porch featuring red seating and decorative plants. A spacious gravel parking area is visible, complemented by a green landscape in the background, enhancing the tranquil setting.

Home in Palm Harbor

Peaceful Pet friendly 2 BR cottage with hot tub.

LocationOutdoor spacesIndoor spaces

4.98 out of 5 average rating, 106 reviews

A wooden deck is set up with tall bar stools around a circular table, surrounded by tropical plants. Palm fronds provide shade, while the open space creates a relaxed outdoor dining area. The vibrant green lawn enhances the tropical atmosphere.

Home in Port Richey

Waterfront home w/dock-Kayaks & Jon Boat included!

LocationValueAccess

The outdoor area is illuminated by soft lighting, showcasing a spacious lawn with lounge chairs and a red umbrella. The cozy patio area features seating, creating an inviting space for relaxation. A small dog is seen enjoying the yard, adding a touch of life to the scene.

4.97 out of 5 average rating, 103 reviews

Angele's House, Waterfront with direct Gulf access

LocationOutdoor spacesAir conditioning

The exterior of a freshly redone home is visible, featuring a combination of yellow siding and stone accents. A welcoming sign is positioned near the entrance, surrounded by colorful flower beds with various blooms and maintained landscaping, creating an inviting approach to the property.

4.83 out of 5 average rating, 145 reviews

Waterfront house near Gulf of Mexico

Outdoor spacesValueGrill

The kitchen features light turquoise walls and dark wood cabinetry. Open shelving displays dishware and decorative items. A stainless steel stove and microwave are installed, with a large sink beneath a window. Counter space is available for meal preparation and dining.

5.0 out of 5 average rating, 132 reviews

Rachel's Place

LocationValueKitchen

5.0 out of 5 average rating, 48 reviews

A wooden dock stretches over calm water, framed by white railings. One black Adirondack chair is positioned to enjoy views of the water and distant shoreline against a backdrop of a pastel sky at dusk.

Home in Palm Harbor

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

LocationOutdoor spacesCondition

An aerial view captures a stunning waterfront landscape, with lush green areas framing the calm waters. The covered boat dock is visible at the forefront, providing access to various water activities, while neighboring homes and boats dot the shoreline under a bright blue sky.

4.83 out of 5 average rating, 29 reviews

Boat house on the gulf 4B/3B

Outdoor spacesLocationIndoor spaces

A screened-in green room features two wooden chairs positioned around a small table, surrounded by various indoor plants. Natural light streams through the slatted roof, illuminating the view of the river visible through the openings in the walls.

4.83 out of 5 average rating, 94 reviews

Riverside Home with Kayaks

LocationOutdoor spacesIndoor spaces

Cottage rentals with a kayak

4.98 out of 5 average rating, 270 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, Private Dock, Romantic, Fishing

ValueLocationKitchen

4.97 out of 5 average rating, 145 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

Outdoor spacesValueParking

4.92 out of 5 average rating, 182 reviews

The image showcases a calm canal surrounded by lush greenery. The still waters reflect the sky, while gentle ripples indicate the presence of aquatic life. Smooth stones line the edge, creating a natural pathway to the water.

Cottage in Aripeka

The Aripeka Shack

LocationOutdoor spacesPets

4.96 out of 5 average rating, 73 reviews

The exterior of a bright green cottage is framed by lush greenery and ornamental plants. A welcoming porch features seating arrangements, and hanging flower baskets add a touch of vibrancy. Sunlight filters through the trees, creating a cheerful and inviting entrance.

Cottage in Crystal Beach

Escondido Boutique Bungalow in Crystal Beach

LocationOutdoor spacesDecor

4.9 out of 5 average rating, 40 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

Coastal cottage within sea glimpse

LocationBeachGetting around

4.86 out of 5 average rating, 21 reviews

A large, partially covered deck offers a view of the canal, accented by palm trees and a clear blue sky. Outdoor seating areas include a wooden rocking chair and several dining chairs, inviting relaxation by the water's edge.

Cottage in Hudson

Water Front Nautical Haven

LocationOutdoor spacesAccess

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

LocationViewIndoor spaces

4.86 out of 5 average rating, 160 reviews

A welcoming porch is framed by light blue walls and features a table with two chairs. A round mirror hangs on the wall, and a decorative lantern is attached beside the entrance. A set of steps leads down to the front yard.

Cottage in Hudson

My Happy Place!

Outdoor spacesValueSolo travel

Other vacation rentals with a kayak

4.8 out of 5 average rating, 5 reviews

Home in Palm Harbor

Sunset Waterfront Paradise | Kayaks, Dock, + Views

LocationAccuracyHospitality

4.83 out of 5 average rating, 12 reviews

Bubbles Bayou Get-away!

Outdoor spacesLocationPets

5.0 out of 5 average rating, 30 reviews

Waterfront Experience | Boatlift & Boat Rental

Outdoor spacesLocationWifi

5.0 out of 5 average rating, 20 reviews

Steps to Sponge Docks | Compound + Guest House

LocationOutdoor spacesNearby

A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.

4.95 out of 5 average rating, 86 reviews

*NEW* Riverside Retreat w/Pool

LocationValueParks

Guest suite in Tarpon Springs

An open concept living area features modern furnishings, including a brown sectional sofa and a round coffee table. The kitchen area is equipped with stainless steel appliances and dark cabinetry. Natural light streams through large windows, highlighting a dining table for four and two bar stools.

Waterfront Luxury Studio Tarpon Springs Bayou

Outdoor spacesLocationPets

5.0 out of 5 average rating, 44 reviews

4.97 out of 5 average rating, 79 reviews

A spacious living area is furnished with two comfortable sofas and a coffee table, complemented by a decorative rug. Artwork featuring seashells adorns the walls, and a large television provides entertainment. Natural light flows through the numerous windows, enhancing the open atmosphere.

Home in New Port Richey

Waterfront Getaway w/ Dock & Kayaks – Dog Friendly

Outdoor spacesValueComfort