Holiday rentals with a kayak in Hudson

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

Escape to this charming two-bedroom waterfront duplex, complete with a floating dock offering direct access to the Gulf of Mexico. Spend your days exploring the area's picturesque mangroves and scenic waterways using the provided battery-powered Jon boat or kayaks. Step outside to a backyard that feels like your own tropical retreat. A surround-sound music system extends throughout the property, creating the perfect atmosphere for entertaining, lounging, or simply soaking in the vacation vibes

Location · Outdoor spaces · River

Fire pit, Golf Cart, Kayaks, PedalBoat, Fishing!

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!

Value · Outdoor spaces · Sleep quality

Beautiful sunsets, waterfront 2/2 pool home

Unwind with your loved ones at Sunset Shore, a meticulously renovated 2/2 *heated pool home accommodating 6 guests. The residence boasts a stunning outdoor living area, perfect for taking in breathtaking sunsets from the screened porch. A spacious patio w/ firepit table connects to the boat dock, ideal for fishing, kayaking, observing marine life, even occasional manatee sightings. Home is near Nature Coast beaches, the fresh waters spring in Homosassa & more. *Pool heating additional charge

Value · Outdoor spaces · Indoor spaces

The Seaside Retreat

Relax at this peaceful waterfront retreat which has a floating dock, direct Gulf access, and opportunities to explore local waterways. Launch the kayak or paddle board to explore scenic waters where dolphins and manatees often visit. Fish from the dock or bring your own boat (up to 21.5 ft) and head to the Anclote sandbar. Just blocks from Port Hudson’s boardwalk, boat ramp, and waterfront dining and centrally located under an hour from Tampa, Tarpon Springs Sponge Docks and Crystal River.

Outdoor spaces · Location · Shared spaces

Angele's House, Waterfront with direct Gulf access

Waterfront home with direct Gulf access. 3 bedrooms, 1.5 baths, living room and eat in kitchen. Screened Lanai with BBQ grill. Outdoor Shower. Backyard offers shaded Pergola w/ Gas Grill and seating area. Bring your boat or rent a boat. Public boat ramp located just down the street. Hudson Beach has plentiful inshore fishing Direct gulf access to reefs and wrecks for a day of offshore fishing or Island hopping! Pet friendly w OWNER APPROVAL ONLY, FEES APPLY! We are a non smoking home!

Value · Location · Check-in

Tiki Paradise · Heated Pool · Waterfront · Kayaks

Heated screened-in pool, waterfront with private dock and direct Gulf access. Less than 7 minutes to the Weeki Wachee River — kayaking with manatees. Tiki hut at the water's edge for sunsets, fishing, and dolphin watching. Two floors, sleeps 10. - 3 bedrooms, 3 full bathrooms - 1 king, 2 queens, 2 bunk beds - Loaded coffee bar (Keurig, drip, Nespresso) - Sunroom - Heated screened pool, October 15 – June 30 - Private dock — bring your boat - 4 kayaks, fishing rods, fish cleaning station

Outdoor spaces · Location · Beach

A Frame Stream Dream-Weeki Wachee

Escape to this charming A-Frame cedar cabin on the crystal-clear Weeki Wachee River. Spend your days kayaking, fishing, or relaxing on the private dock, then enjoy evenings with glowing underwater and LED dock lights. The cabin features 2 cozy cedar bedrooms, including a loft with a spiral staircase, plus a master suite with river views. Unwind in the spa-inspired bath with a waterfall faucet or the heated outdoor shower nestled in nature. Your unforgettable river getaway awaits.

Outdoor spaces · Location · Cleanliness

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.

Location · Value · Family

SunWild Ventures Home *Golf Cart & Kayaks*

Relax with the whole family at this peaceful place to stay. 2 Bedroom, 2 Bath home on the water with floating dock (cleats available to tie your personal boat up to) and Kayaks located on a canal with direct access to the Gulf of Mexico. This home has a beautiful back yard on the water for fishing, entertaining, grilling out, and relaxing by the firepit (propane). Also included is a golf cart to tour the golf cart friendly town of Hudson, with many restaurant's to choose from.

Value · Location · Grill

Rachel's Place

Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

Value · Outdoor spaces · Grill

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.

Outdoor spaces · Value · River

Newly Remodeled | Direct Gulf Access Retreat

Unwind at this newly renovated private waterfront bungalow on an oversized corner lot. Enjoy direct Gulf access, fish from the dock, catch blue crab, or watch dolphins and birds glide by. Take in stunning sunrises and sunsets from your backyard oasis or head out on the water for an adventure. Relax in a quiet coastal setting just minutes from restaurants, shops, and local attractions.

Location · Value · Parks