
House holiday rentals in Pine Island
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Top-rated house rentals in Pine Island
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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.

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!

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!

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.

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.

Island House, Gulf Views Pine Isl., Tampa, Orlando
Private, island -house with breathtaking ocean views (+tons of space indoor & out to relax!) You'll have the privacy of the entire home, & screened in patio in this updated stilt house. Enjoy memory foam mattresses, stainless steel appliances, WiFi, Smart TV's - everything guests need to make your stay on this quaint island a cherished memory. Breathtaking Gulf views from nearly every window of the house! Watch dolphins frolic from your private deck. 10 min walk to the island beach-park.

Waterfront | Gulf access | 4 Kayaks | Weeki Wachee
Single level. Waterfront, direct Gulf access, large private dock for fishing and boats! Bring your boat or rent one nearby at the Marina, just a few minutes away! Features: - 4 kayaks - EV Charging. - toiletries, cleaning supplies, ziplock bags, aluminum foil, etc all included - fully loaded kitchen - spices, lots of appliances, Calphalon pots and pans, lots of utensils, etc... - complimentary coffee bar (ground coffee, French Press, kcups, creamers, sugars - see pix for more info)

PALM CREEK GETAWAY spring meets gulf+pool/spa
Enjoy natural spring yet only minutes kayaking to the gulf: 4BR, 3 full baths + living + dining + outdoor dining by screened & heated salt-water pool and spa ($30/nite extra) + screened patios. Get away to kayaking, scalloping, fishing, crabbing, biking, watching dolphins/manatees, fire pit, hammock in Florida sun... 5 mins drive to Weeki Wachee State Park, 7 mins drive to Pine Island, 30 mins to Homosassa, 1 hr to Tampa, 2 hrs to Disney. Close to restaurants, stores, grocery...

Weeki Wachee Hospital Hole Oasis
Take it easy at this unique and tranquil getaway. A beautiful 2-level home located in Weeki Wachee Gardens. 5 miles downstream from Weeki Wachee Springs State Park. This 900 sq. ft. home has a sleeping capacity for 4 people. Amenities include kayaks (4 singles.) 1 full bathroom, private laundry room, spacious seating, and sleeping accommodations. Smart tvs, Wi-Fi, 2nd story balcony, Bbq grill. Enjoy looking out to the main river from our balcony!

Sleeps 8 | RV Hookup | On Canal | 2 Boat Ramps
Unique 2BR/1BA stilt home on an island in the Ozello Keys, Crystal River, with canal views to the Gulf. Recently renovated with a modern nautical feel. Fully equipped kitchen, indoor laundry, and plenty of parking (RVs with approval; up to 8 vehicles). Dog friendly! Includes 4 kayaks with paddles. Upstairs loft and downstairs bedroom both feature king beds, TVs, workspace, and extra sleeping options. Renovated bathroom with large walk-in shower.

Home On the River - Weeki Wachee Cabin
Escape to our peaceful Weeki Wachee River retreat, where relaxation meets adventure. Nestled on the clear part of the river, our family-friendly getaway offers everything you need for a memorable vacation. Tube down the crystal-clear waters, kayak through stunning scenery, and snorkel in the pristine river. Enjoy swimming, fishing, and wildlife sightings. Discover the perfect blend of tranquility and excitement at our Weeki Wachee River oasis.

Pine Island Escape | Kayaks, Sand, Sunsets & Games
Tucked away on a rare double lot just steps from Pine Island’s sandy beach, Coastal Cozy Cabana is perfect for beach lovers, anglers, and nature seekers. This 3BR, 2BA home offers kayaks (4 adult, 2 youth), 2 docks, and space to unwind. Watch dolphins from shore, paddle calm Gulf waters, or grill your catch and stargaze at night. Inside, enjoy a cozy, beachy vibe with all the comforts of home—your laid-back Old Florida escape awaits!
Popular amenities for Pine Island house rentals
House rentals with a pool

Pool home centrally located

Adult-Only Retreat w/ Pool & Spa | 18+, Private

The Jungalow SOHO - Pool/Hot Tub

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Fuel Your Passion, Epic Moto Ranch Factory Ride

Weeki Wachee Springs heated pool home retreat

Ranch Pool Resort with Horses jacuzzi nearby park

Crystal River Paradise with King Bed and Hot Tub
Weekly house rentals

Nature Coast Retreats 3/2 Heated Pool, Gulf Access

Elegant Estate | Intimate Celebrations & Retreats

Weeki Wachi House | Pvt Pool, Great Location

Mellow Manatee Cottage Waterfront, 6 Kayaks

Welcome to Weeki River Escape!

Weeki Wachee River | Clear Kayak | Waterfront

Waterfront at Weeki Wachee

Michele's Spring House
Private house rentals

Gulf-Front Oasis | Stunning Sunsets +Nature Views!

Hernando Beach Pool & Relaxation Home

Luxury getaway, Heated Pool, Weeki Wachee

Weeki Wachee Riverfront Home with Amazing View!

Luxury Heated Pool Retreat | Near Weeki Wachee

Reel Retreat | Lakefront Home with Hot Tub

Luxe Lagoon House Weeki Wachee (sleeps 12)

The White House at Weeki Wachee Waterfront Cottage
Destinations to explore
- Miami Holiday rentals
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- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Weeki Wachee Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Rainbow Springs State Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Epperson Lagoon
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Three Sisters Springs
- Busch Gardens
- Splash Harbour Water Park
- Fort Island Beach
- Crystal River Archaeological State Park
- ZooTampa at Lowry Park
- Adventure Island
- World Equestrian Center
- Honeymoon Island State Park
- Pier 60
- Fred Howard Park





