
House holiday rentals in Pine Island
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Top-rated house rentals in Pine Island
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MAiN RiVER: TiKi TROPiCAL Retreat Weeki Wachee Fl
Our cozy freshly remodeled home is located directly on the clear waters of the Weeki Wachee River filled with manatees, dolphins, and fish! Enjoy the waterfront patio while watching wildlife. Hop on the main river via our canoe, 8 kayaks, & paddle board for a quick row upriver to Roger's Park, Hospital Hole, or continue upriver for 6 beautiful miles of clear blue waters. The Gulf of America is just 1.5miles downriver. Bring your boat and tie off to our floating dock using the 9' boat ramp onsite

Private waterfront house with large outdoor bar
Enjoy waterfront views while sipping a cocktail at the giant outdoor bar. Two bedrooms offer queen beds in each and a pull-out queen-size sofa bed is in the living room. Close to popular Crumps Landing Restaurant. The Riverside Marina is nearby to launch your boat. There is ample parking for a boat trailer. Canal access to Halls River & Homosassa River for flats boats or pontoon boats only. Must be able to lower bimini to go under Halls River Bridge. Property includes three kayaks and one canoe.

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.

Capt Jack's w/SUP, Jacuzzi, Game Rm, kayaks, dock
Escape to our newly remodeled (2025) never been flooded upriver home in Weeki Wachee, FL, just 1 hour N of Tpa boasting professionally cleaned, comfortable accommodations. Enjoy a private Jacuzzi, an expansive game rm with a LG smart TV, 2 SUP, 5 Kayaks, 4 relaxing RiverTubes +, a giant float mat, & yoga mat on one of the best upriver canals just off the main river. The perfect retreat for those seeking relaxation & adventure in nature's paradise. Secure your date with a deposit while it lasts.

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!

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 Chubby Mermaid (Weeki Wachee)
The "Chubby Mermaid" is a brand new (2020) manatee themed 3/2 waterfront home on a pristine canal just yards away from the Weeki Wachee River. Manatees frequent the canal year round. It sits amid towering old trees, directly across the street from a nature preserve and its large 28' porch overlooks the water. Canoe and kayaks are included. Ideally located so close to the river yet without the crowds of kayakers constantly passing by, you'll enjoy the Old Florida charm and peace offered here.

Chassahowitzka/Homosassa Waterfront Home
Remodeled Water Front Property with beautiful furnishings. There are two bedrooms, two baths, and a large lanai overlooking the canal. The kitchen is fully stocked with everything you need to prepare meals. Walking distance to Chassahowitzka campgrounds, a bait shop, and a bar/restaurant. Fish off the private boat dock: covered parking, bonus lanai room. We have two fishing kayaks available for use. THE OWNER TAKES NO LIABILITY FOR THE USE OF KAYAKS. Pet must be approved before check-in.

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!

Island/Beachfront House - Majestic Sunsets
Welcome to the stunning, newly-built (2023) Beachfront Bliss! We are directly on the beach in the most desirable west side of the island. Starting with the most spectacular panoramic views of the Gulf, you'll find yourself mesmerized by the seemingly endless water view and beautiful sunsets. See dolphins and wildlife from the covered deck. Or rest in a hammock on the sandy beach for a closer look. Feel a serene constant sea breeze and the sound of gentle waves lapping along the beach.

Stilted 2BR canal home, full kitchen, yard, pets!
This unique place has a style all its own. Nestled upon an actual island within the Ozello Keys, Crystal River! Backwater canals to the Gulf of Mexico is the view from this loft style, stilt home. Recently renovated with all the conveniences guests love into the overall design. The property offers plenty of parking for all your toys (RV's require prior Host approval). Easily fits up to 8 vehicles. Dog friendly! FOUR Kayaks/Paddles included with your stay! Fully equipped home!

"Ruf'n It" On The River w/kayaks
"Ruf'n IT" is a 2/1 Waterfront home w/ TV/WiFi just off the main river w/ 7 single kayaks and a youth paddle board. There is dock space for your boat, canoe, or kayaks w/ space to park your trailer. The living space provides 1250 squ ft w/dining area. Enjoy the peace and quiet on the screened lanai and a spiral staircase up to the loft w/TV and kid space. The master bedroom provides a king size bed while the 2nd bedroom has 2 queens and bunks. ASK ABOUT OUR JON BOAT RENTAL!
Popular amenities for house rentals in Pine Island
House rentals with a pool

Private 3-bedroom pool & waterfront home

Spring Hill, Florida Quaint Paradise

Adult-Only Getaway w/ Mermaid Pool | 18+, Private

Pink Flamingo Retreat Crystal River.

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Fuel Your Passion, Epic Moto Ranch Factory Ride

Spacious Getaway ~ Heated LED Pool & Ping Pong

NEW Heated Salt Pool & Spa on Waterfront Canal
Weekly house rentals

Honey Dew Point Lake House

Pool Home close to Indian Rocks Beach Pet Friendly

NEW Listing Discount! • Near Manatees & Springs

The Spring Hill Manor

Dreamy Waterfront Getaway in Weeki Wachee

New Modern Homosassa Home Hot Tub, Putting Green

Weeki Wachee Main River Manor

Hudson Waterfront Home "T2 House"
Private house rentals

Fire Pit, Kayaks, Swim Mat - Weeki Wachee River

Upriver Waterfront: Kayaks & Movie Theater

Horse Haven

Hernando by the Sea

Waterfront Oasis - Crystal River

Hot Tub Waterview & BBQ! Kayak into the Sunset!

Affordable Old Homosassa!

Cozy in Clermont
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Weeki Wachee Springs
- Dunedin Beach
- Amalie Arena
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Rainbow Springs State Park
- Hard Rock Casino
- Fort Island Beach
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Tampa Convention Center
- Fred Howard Park
- World Equestrian Center
- Three Sisters Springs
- University of South Florida
- Weeki Wachee Springs State Park
- Clearwater Marine Aquarium
- Ben T Davis Beach
- Crystal River Archaeological State Park
- Hunter's Green Country Club
- Homosassa Springs Wildlife State Park




