Holiday rentals with a kayak in Spring Hill

4.99 out of 5 average rating, 140 reviews

Home in Hernando Beach

Firepit, Golf Cart, Kayaks, PedalBoat, Fish + more

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!!

5 out of 5 average rating, 112 reviews

An aerial view captures the A-Frame Cedar Cabin nestled alongside a serene waterway. Colorful kayaks are visible on the dock, while lounge chairs and a paddleboard are arranged on the wooden platform. Lush greenery frames the cabin, enhancing the natural riverside setting.

Cabin in Spring Hill

A Frame Stream Dream-WeekiWachee River

This charming A-Frame Cedar Cabin is a perfect retreat on the Weeki Wachee River. Families enjoy kayaking, fishing, or relaxing on the dock by the water. In the evening, the atmosphere transforms with underwater lighting and LED dock lights. The cabin features 2 cozy Cedar bedrooms, including one with a spiral staircase and a master suite with water views. The main bathroom has a waterfall faucet and there's a heated outdoor shower nestled in nature. Create unforgettable memories on Weeki Wachee

4.92 out of 5 average rating, 219 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.

An aerial view of a spacious three-story home is presented, bordered by lush greenery and palm trees. A private dock extends into the water, featuring seating areas for relaxation. The surrounding area is tranquil, showcasing a blend of natural and residential scenery.

4.98 out of 5 average rating, 108 reviews

Newly Offered-Great Location - Sleeps 12 + Kayaks

Gulf Access +LOCATION!The whole group will enjoy easy access to everything from this centrally located place. See the drone photos on this ad. This home is ONLY a 5 min via kayaks to : The Main Weeki Wachee River + Rogers Park Playground + Rogers Park Beach + Rogers park Boat Ramp + Jon Boat Rentals + Upper Deck Resturaunt & located on a Deep- Water channel just a couple streets off Shole Line Blvd. Bicycles and Kayaks are included so you can experience the River Life to the fullest!

A charming cottage exterior is surrounded by tropical trees and well-maintained grass. The building features a mix of blue siding and stone accents, while large windows offer natural light. A cozy patio area with lounge chairs invites relaxation.

4.93 out of 5 average rating, 260 reviews

Weeki Wachee, Florida Entire House- 2 bed 2 bath

Come and relax in our newly remodeled river front cottage. This spacious two bedroom two full bath home sits nestled between beautiful tropical trees on the crystal clear river that leads out to the gulf of mexico. The 20 x 20 master suite consist of a king bed, custom two person rain shower and walk out private balcony. First level has an open floor plan with a fully stocked kitchen ready to entertain family and friends. The garage has 6 kayaks, life jackets, fishing gear, washer and dryer.

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, 190 reviews

Little Bohemia! Waterfront+kayaks+dock+tikitub

It is impossible not to fall in the love with the Weeki Wachee River - it's magical! The Little Bohemia Lodge is the perfect waterfront getaway - a perfect mix of retro and updated - you'll love the funky fun touches! You will probably find yourself spending most of your time out back watching manatees float by, grilling out, or sitting by the fire pit. Our outdoor Tiki Tub is perfect for hot baths after the cool river! The property comes with 2 tandem kayaks and 2 singles for your enjoyment.

The image captures a vibrant outdoor area featuring a turquoise dock adorned with aquatic murals. Multiple kayaks and stand-up paddleboards are lined up on the grass. A hammock is suspended between palms, and a shed is visible in the background, surrounded by lush greenery.

4.99 out of 5 average rating, 104 reviews

Weeki Mermaid Retreat w/Kayaks SUPs Hammock Games

Discover Weeki Mermaid Retreat, a 3-bedroom, 2-bath oasis on the canals of the Weeki Wachee River. Enjoy the screened lanai, spacious deck, firepit, or launch kayaks and SUPs from the 75-ft dock. With two living areas, a full kitchen, and TVs in every room, there’s space for everyone. Family-friendly amenities include plenty of indoor and outdoor space, games, books, and a laundry room. Minutes from the river, attractions, and Weeki Wachee Springs. Your perfect Florida getaway awaits—book now!

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, 129 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!

4.97 out of 5 average rating, 180 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!

4.99 out of 5 average rating, 213 reviews

Home in Weeki Wachee

Riverfront Escape on the Weeki Wachee with Kayaks

Relax and enjoy the peaceful beauty of the Weeki Wachee River in this riverfront retreat with kayaks included and boat rentals available. Our 2BR/2BA home sleeps 8 with two queen beds and two futons, perfect for families and friends. Lounge on the deck, sip drinks in the lanai, or launch into crystal-clear springs for kayaking and wildlife watching. Minutes from Weeki Wachee Springs State Park, beaches, dining, and shopping — the ideal mix of adventure and relaxation.

4.99 out of 5 average rating, 186 reviews

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.

Cottage in Spring Hill

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.

Holiday home in Spring Hill

An outdoor deck extends over the water, featuring several seating areas equipped with wooden chairs. Kayaks are visibly stored nearby, surrounded by lush greenery and trees. The serene setting is complemented by a clear blue sky, inviting relaxation and outdoor activities.

4.96 out of 5 average rating, 156 reviews

Relaxing River Getaway

Come relax in our serene, cozy 3 bedroom home, right on the Weeki Wachee river. Grab a book and sit on the outdoor deck and enjoy the tranquility and peace of the outdoors. You can also take the kayaks down the canal with just a 5-10 minute paddle to the crystal clear waters of the weekee wachee river. Go for a swim, look for manatees, There is so much to do and see at our perfect getaway! Absolutely not parties allowed.

Popular amenities for kayak rentals in Spring Hill

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

The backyard features a vibrant landscape with lush greenery surrounding the canal. A wooden dock is visible, along with kayaks ready for use. Multiple seating arrangements, including picnic tables and colorful chairs, create inviting outdoor spaces for relaxation and gatherings.

5 out of 5 average rating, 59 reviews

Upriver Waterfront: Kayaks & Movie Theater

The image captures the serene Weeki Wachee River, characterized by its clear waters and lush greenery lining both banks. A wooden dock with a ladder leads down to the water, while gentle ripples and blue sky complement the natural landscape.

4.99 out of 5 average rating, 86 reviews

Home On the River - Weeki Wachee Cabin

5 out of 5 average rating, 8 reviews

Home in Hernando Beach

Coppertale Hernando Beach

A welcoming living area is presented with a brown futon, set atop a vibrant area rug. A wooden coffee table rests in the center, surrounded by woven chairs. Sunlight streams through large glass doors, brightening the space and offering glimpses of outdoor seating.

4.97 out of 5 average rating, 78 reviews

Weeki Wachee - Fam Fun Manatee Oasis heated pool

4.98 out of 5 average rating, 80 reviews

The waterfront home features a spacious deck with outdoor seating, adjacent to a private dock. A hot tub is located nearby, surrounded by a fenced-in backyard lush with greenery. The calm waters of the canal reflect the serene surroundings and palm trees.

Home in Hernando Beach

Hot Tub, Waterfront, Private Dock, Pet, 4 Kayaks

The three-story home is situated along a river, featuring a spacious deck with seating and an expansive tree for shade. A concrete walkway leads to a floating dock, providing access to the water, while colorful plants and decor add vibrancy to the outdoor space.

4.96 out of 5 average rating, 48 reviews

Weeki Wachee Riverfront Home with Amazing View!

The home is nestled on a private peninsula, surrounded by tranquil waters, reflecting hues of orange and pink from the sunset. A two-story structure features a balcony overlooking the Gulf, with vehicles parked nearby on a driveway bordered by lush greenery.

4.67 out of 5 average rating, 9 reviews

Optimystical Vista • Gulf-Front Panoramic Views

4.93 out of 5 average rating, 41 reviews

Home in Weeki Wachee

Paddle. Play. Unwind. Waterfront River Escape

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, 183 reviews

Relax Canalside at our Cottage, fast 200mbps wifi

4.58 out of 5 average rating, 101 reviews

River Daze

4.98 out of 5 average rating, 260 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

4.85 out of 5 average rating, 20 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

A cozy bedroom features a metal bed with a soft white spread and decorative teal accents. Natural light enters through two windows framed by light blue curtains. A matching blue cabinet and bedside tables with lamps add functionality and warmth to the space.

4.95 out of 5 average rating, 234 reviews

Coastal Cottage Getaway

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, 372 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, 134 reviews

A Dream Cottage!!!

4.94 out of 5 average rating, 121 reviews

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.

Cottage in Spring Hill

Weeki Wachee cottage getaway

Cabin rentals with a kayak

4.96 out of 5 average rating, 77 reviews

The exterior of a tiny cabin features a wooden deck with two red chairs and a welcoming sign. The cabin is painted in warm orange with contrasting gray trim, and multiple windows allow natural light. A wooden fence surrounds the yard, providing privacy.

Cabin in Land O' Lakes

Tiny Lakefront Cabin

4.85 out of 5 average rating, 191 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

4.93 out of 5 average rating, 14 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

4.87 out of 5 average rating, 31 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

4.97 out of 5 average rating, 173 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

4.98 out of 5 average rating, 46 reviews

The cabin is situated alongside a calm river, surrounded by lush trees that display various autumn colors. The two-story structure features a spacious deck and balconies, providing outdoor seating areas. The tranquil water reflects the greenery, creating a peaceful natural setting.

Cabin in Spring Hill

River Run Retreat