Holiday rentals with a kayak in Spring Hill

A boat deck is presented with a shaded area featuring a built-in grill and multiple seating arrangements. Lush green grass leads from a paved pathway to the water's edge, while palm trees and tranquil waters create a serene setting.

4.99 out of 5 average rating, 130 reviews

Golf Cart, Kayaks, Pedal Boat Included •Waterfront

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

A charming pirate-themed home on stilts sits surrounded by lush greenery. The elevated structure features a porch with seating, providing a view of the tranquil river below, where kayaks can be seen ready for use. The inviting space offers a comfortable atmosphere for relaxation.

4.91 out of 5 average rating, 181 reviews

Weeki Wachee Pirate House-6703 W. Richard Dr.

Embellish in this once in a lifetime, perfect getaway on Weeki Wachee River. A local favorite! Fully furnished pirate themed, 500 sq ft home with 1 bedroom 1 bath full kitchen and sofa bed. It has everything needed to create unique memories. Swim with manatees in the crystal clear spring-fed river. Have your coffee on the porch over looking the water and your favorite drink around the fire at night. Kayaks are included. Minutes from Weeki Wachee mermaids, Pine Island Beach and Homosassa Springs.

Home in Sea Ranch on the Gulf

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.

4.85 out of 5 average rating, 117 reviews

Waterfront house near Gulf of Mexico

Freshly redone home that is yours to enjoy. 2 bedrooms and 2 bathrooms that can accommodate 4 guests. Enjoy the gorgeous sunsets from either the screened-in back porch or the dock on the canal. Or, jump into the kayak and paddle a very short distance (7 houses down the canal) to the Gulf of Mexico. Fishing tackle and poles are available. Friendly, quiet neighborhood that is great for walking or riding the bikes that are included with the house. Plenty of restaurants or shopping nearby.

A serene waterfront scene captures a vibrant sunset over calm waters, reflecting hues of pink and purple in the sky. The grassy bank leads to a wooden dock, inviting guests to enjoy the tranquil views and the peaceful ambiance of the surrounding nature.

4.96 out of 5 average rating, 102 reviews

Endless Summers |Direct Gulf Access |Oversized lot

Unwind at this beautifully newly renovated private waterfront home, perfectly situated on an oversized corner lot—ideal for relaxing or entertaining. Direct Gulf access, this peaceful retreat invites you to fish off the dock, catch live blue crab, or simply enjoy sightings of dolphins and birds. Watch breathtaking sunrises and sunsets from your backyard oasis, or head out on the water for an adventure. you’ll enjoy a quiet, coastal vibe just minutes from restaurants and nearby attractions.

A cottage featuring a light blue exterior is surrounded by greenery and mature trees. The front yard is spacious, with a gravel pathway leading to the entrance, and the sunset casts warm colors across the sky.

4.95 out of 5 average rating, 107 reviews

Weeki Wachee cottage getaway

Weeki Wachee cottage that sleeps 4. Bedroom has a king and the couch pulls out and sleeps 2(kids). Plenty of space outside to park your boat, trailer, or toys. There is a 10x20 RV pad with 30A hookup available for extra. No dump station. Two kayaks, fish cleaning table, fire pit, horseshoes, cornhole, netted gazebo, smartTV, propane grill, board games, laundry. 1 dog w/fee. Hammock outside. WW Springs Park- 3 min drive. Rogers Park - 6 mins /Jenkins, & Linda P are 7 mins. Bayport Park 10 min.

4.97 out of 5 average rating, 150 reviews

The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.

Cabin in Floral City

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

A serene canal setting is highlighted, featuring calm waters reflecting the surrounding greenery. Boating docks are visible along the banks, with multiple boats moored. Lush trees create a natural backdrop, while the peaceful atmosphere invites relaxation.

4.83 out of 5 average rating, 114 reviews

Flip Flop River Stop

Throw on the flip flops and take it easy at this unique and tranquil getaway! Canal front dock with ladder to enjoy the visiting manatees or a quick paddle to the beautiful, clear Weeki Wachee river In the provided kayaks. Paddle to the springs or enjoy quick boat access to the Gulf for fishing or scalloping. Visit Pine Island, Weeki Wachee mermaids and Buccaneer Bay. One hour north of Tampa. Pets allowed. Must be declared! Max 2 (under 50 pounds each). **Monthly/weekly discounts on booking!

4.98 out of 5 average rating, 165 reviews

A screened-in outdoor space features a large patio area with several lounge chairs and a dining table, all overlooking the river. A kayak is stored nearby, and a built-in ladder leads down to the water for convenient access.

Home in Weeki Wachee

Wasted Time on the Weeki Wachee - Kayak & Manatees

Manatees, fishing, kayaks, crystal clear water and the best location await you at "Wasted Time," our waterfront retreat on the beautiful Weeki Wachee river, minutes from Rogers Park. This 2/2 stilt home is comfortably furnished, sleeps 6 and comes complete with all the essentials and toys you could imagine, including boat dock. It features a large, screened in balcony patio overlooking the river, and an entire screened in entertaining space underneath the home. Direct access to the Gulf!

4.97 out of 5 average rating, 227 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.

A modern kitchen features blue cabinets and stainless steel appliances. Natural light fills the space, highlighting the countertop's clean design. The open layout connects seamlessly to a living area, which includes light-colored furnishings and decorative rugs, creating a welcoming environment.

4.95 out of 5 average rating, 110 reviews

Weeki Wachee River Escape Waterfront Home w/Kayaks

Stay at this Weeki Wachee River Escape! 2 BR, 2 BA, updated coastal-themed home on the river that sleeps up to 6 people with a floating dock! The main house has a large master BR with king bed, full bath, beautiful kitchen and living room with bunk beds (twin and full) The patio is screened-in and has a dining and seating area. The little house has a queen bed, full bath and washer/dryer. Relax out back by a fire pit or cookout on the grill and enjoy the 5 kayaks and paddle board!

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

5 out of 5 average rating, 153 reviews

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

A wooden dock extends into a serene canal, flanked by lush palm trees and vibrant greenery. A gazebo and outdoor seating area are visible in the background, providing inviting spaces for relaxation amidst the tranquil surroundings.

4.99 out of 5 average rating, 137 reviews

PARADISE POINT on Weeki Wachee (Boat Welcome)

Find tranquility at Paradise Point, a charming, private STUDIO home so there is not a separate bedroom. Our canal feeds into the Weeki Wachee River just before Rodgers Park. Short, easy paddle, (less than a quarter mile) to the amazingly clear, turquoise rivers. Stunning views from the back porch. Don't miss breathtaking sunsets on the water and watch for manatees, dolphins, and otters. ⭐️ PLEASE NOTE: 🐾 NO pets!

Popular amenities for kayak rentals in Spring Hill

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Two kayaks, one red and one orange, are anchored near a wooden dock by a turquoise building. Four blue Adirondack chairs are positioned on the patio, which overlooks a grassy area and a canal. Large windows allow natural light into the space.

4.93 out of 5 average rating, 171 reviews

Little Bohemia! Waterfront+kayaks+dock+tikitub

Aerial view of the Seascape Oasis home showcases the expansive Gulf waters alongside a lush green landscape. The property is surrounded by palm trees and features neighboring homes. The scenery highlights the serene waterway and vibrant greenery, offering a glimpse of the tranquil environment.

4.89 out of 5 average rating, 110 reviews

Oasis on the Gulf- screened heated pool & jacuzzi!

4.84 out of 5 average rating, 105 reviews

A view of the private dock features wooden posts and a boat lift, with calm water reflecting the surrounding waterfront homes. The scene captures a mix of greenery and colorful buildings in the background, under a cloudy sky that hints at a serene atmosphere.

Home in Hudson

Hudson Beach waterfront house, boat lift, Tiki Hut

Home in Gulf Island Beach and Tennis Club

A modern kitchen is showcased with gray cabinetry and sleek marble countertops. An island with a matching countertop provides additional workspace. Recessed lighting brightens the area, while large windows offer an outside view. The adjacent room remains partially visible in the background.

5 out of 5 average rating, 14 reviews

marinita Sweet Home, Beach

A heated pool is framed by a spacious deck, offering access via a sturdy ladder. Colorful loungers line the pool area, alongside a picnic table under a shaded umbrella. Lush green grass and water views enhance the outdoor setting, inviting relaxation.

5 out of 5 average rating, 94 reviews

Waterfront | Dock | Heated Pool | Kayaks | Beach

4.94 out of 5 average rating, 34 reviews

A cozy bedroom features a queen-sized bed with a light pink quilt and decorative pillows. An air conditioning unit is mounted above, while natural light filters through the windows adorned with white blinds. A mirror and a bedside table with a lamp complete the tranquil setting.

Home in Odessa

The Weekender- Lake Access, Bikes, Outdoor Living

4.98 out of 5 average rating, 122 reviews

A wooden dock extends across a calm canal, flanked by lush greenery. A set of stairs leads to a wooden deck nestled among trees, creating a serene escape. The surrounding landscape is dotted with tropical plants and rocks, enhancing the natural setting.

Home in Homosassa

Chassahowitzka River Cottage

A spacious pergola provides shaded seating on a paved patio, surrounded by lush green grass. Underneath, comfortable furniture encircles a central fire pit. A serene sunset casts vibrant colors on the sky, creating a tranquil ambiance perfect for relaxation.

4.98 out of 5 average rating, 59 reviews

Sunshine Escape Hernando Beach Direct Gulf Access

Cottage rentals with a kayak

A collection of four kayaks is displayed on a grassy area beside a canal. The kayaks are in bright colors: yellow, turquoise, and green. Surrounding palm trees and a view of the water create an inviting outdoor setting.

4.86 out of 5 average rating, 181 reviews

Relax Canalside at our Cottage, fast 200mbps wifi

Cottage in Clearwater Beach

A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.

4.78 out of 5 average rating, 157 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

4.84 out of 5 average rating, 107 reviews

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

Happy Camper Cottage | Cozy Oasis with Hot Tub

A spacious outdoor deck features various seating options, including woven chairs and bright lounge chairs. A boathouse is visible along the water, surrounded by lush greenery and sunlight filtering through the trees, creating a serene waterfront atmosphere.

4.85 out of 5 average rating, 147 reviews

Welcome to the Weeki Wachee River Boathouse

4.88 out of 5 average rating, 16 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

Two kayaks glide through calm waters, surrounded by lush greenery and residential properties along the canal. Brightly colored kayaks in orange and yellow contrast against the serene blue water. Sunny trees provide shade and reflections are visible on the water's surface.

4.92 out of 5 average rating, 361 reviews

Kayak Kottage: waterfront, kayaks, bikes, dockage

Lush greenery features prominently in the scene, highlighting various palm trees and colorful flowering plants. The vibrant yellow flowers contrast with the greenery, while a soft lawn extends through the landscape. A sense of tranquility is suggested by the natural setting.

4.96 out of 5 average rating, 122 reviews

A Dream Cottage!!!

The cottage is situated on a peaceful corner lot by the canal, offering views of its blue exterior and a welcoming porch. Lush greenery surrounds the property, and a clear blue sky reflects in the calm water, enhancing the serene atmosphere.

4.89 out of 5 average rating, 168 reviews

Weeki Wachee Barefoot Cottage, Waterfront, Kayak’s

Cabin rentals with a kayak

A fire pit occupies the foreground, with flames dancing among logs. Behind, a cabin is illuminated by string lights, highlighting its wooden deck and steps. Surrounding the fire pit are several Adirondack chairs set in a tranquil outdoor space, framed by trees.

Cabin in Dade City

4.77 out of 5 average rating, 13 reviews

River Daze Cabin - A cozy cabin right on the river

5 out of 5 average rating, 27 reviews

A private wooden dock extends over calm waters, surrounded by lush greenery and trees. The reflection of the natural surroundings is visible in the water, creating a tranquil ambiance. A palm leaf adds a touch of tropical element in the foreground.

Cabin in Homosassa

Chaz River Charmer

5 out of 5 average rating, 96 reviews

The entrance of the A-Frame Cedar Cabin is adorned with a charming sun motif, while the light green exterior contrasts with the brick pathway leading to the door. Planters with greenery are positioned near the entrance, surrounded by tall trees and a clear blue sky.

Cabin in Spring Hill

A Frame Stream Dream Cedar Cabin on Weeki Wachee

4.85 out of 5 average rating, 171 reviews

A tranquil log cabin is nestled among lush greenery, with a wooden deck extending over calm waters. The surrounding trees provide shade, while the cabin's rustic exterior blends harmoniously with the natural environment, creating a serene retreat.

Cabin in Brooksville

Log cabin on the river

4.92 out of 5 average rating, 13 reviews

The exterior of the cabin is illuminated by string lights, creating a welcoming ambiance. A patio area features seating and a table, while a grill is positioned nearby. A nearby flag adds a touch of character, and greenery can be seen around the space.

Cabin in Port Richey

Cotee River Guest Cabin

A two-story cabin is presented with extensive balconies, offering plenty of outdoor seating. The structure features large windows with green accents and is bordered by lush vegetation, enhancing its natural surroundings. A wooden walkway leads from the ground to the front door, integrating the home with the landscape.

Cabin in Homosassa

5 out of 5 average rating, 7 reviews

Private Cabin in Homosassa, FL

4.71 out of 5 average rating, 7 reviews

A wooden dock extends over the crystal clear waters of the Weeki Wachee Springs River. A sturdy metal ladder is positioned at the edge, surrounded by lush greenery on both banks, under a clear blue sky.

Cabin in Spring Hill

Main River Capt Quarter-Kayaks l New Dock l Ladder