
House holiday rentals in Pine Island
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Top-rated house rentals in Pine Island
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Firepit, Golf Cart, Kayaks, Pedal Boat, 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!!

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.

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.

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!

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.

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!

UpTheCreek at Mason Creek Preserve - Old Homosassa
This home built in 2019 is one of the most recognizable homes in Old Homosassa. Across from the well known and often photographed twin roosters on Mason Creek this home is located within private protected nature preserve and wetland management land. With three bedrooms, two bathrooms, full kitchen, laundry area, second floor deck and game room. The property has three separate rentable spaces. The house, the loft and the studio. Booked together the property can host a total of 16 guests.

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!

Retro Retreat, Waterfront,Kayaks,Boatslip
💦WATERFRONT HOME ON CANAL IN GREAT LOCATION. Use our KAYAKS to visit the MANATEES at 3 SISTERS and all the local springs. 🔴 BOAT SLIP for SCALLOPING! 🔴 POLES to fish right in the backyard. 🔴 1 man, 1 woman bicycles, fire pit table and grill. 🔵 UNIQUE RETRO RETREAT Vintage style fridge in fun, open concept kitchen, record player/records and comfy couch. We are close to everything... SWIMMING WITH MANATEES!! KAYAKING IN THE SPRING FISHING SCENIC/AIRBOATING SCALLOPING

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.

Sasquatch Hideaway: Enjoy Clear Main River Waters
Trust me, you want to be on the main river with direct access to the clear waters of the Weeki Wachee. There's a preserve across the river providing added privacy, and just around the corner from Hospital Hole where manatees love to congregate. Our home has been COMPLETELY updated and can accommodate your large group with four large bedrooms! Bring your boat to tie up or use the six single kayaks and a three person canoe provided.

Seahorse River House @ Weeki Wachee
Located in Weeki Wachee Gardens, FL launch right off the back deck for a short paddle to the crystal clear Weeki Wachee River. Enjoy the area by using one of our provided 7 adult & 2 youth kayaks, 2 paddle boards, 1 canoe and life jackets of all sizes. Swim with manatees in the backyard canal or fish right from our private dock where you can also tie up your boat or enjoy a short boat ride to the Gulf of Mexico.
Popular amenities for Pine Island house rentals
House rentals with a pool

Heated Pool+Spa & Mini Golf w/ Direct Gulf Access

Pool home centrally located

Family Pool Retreat in Spring Hill near Mermaids

Oasis on the Gulf- screened heated pool & jacuzzi!

Heated & Screened in Pool/Coffee Bar/Fully Stocked

Tropical Oasis Retreat w/ Heated Pool

Ranch Pool Resort with Horses jacuzzi nearby park

Heated Pool | Waterfront | Dock | Kayaks | Beach
Weekly house rentals

Fire Pit, Kayaks, Swim Mat - Weeki Wachee River

Turtle Cove in Weeki Wachee Cozy and Quiet

Casa Del Sole

Weeki Wachee Paradise on Porpoise

Charley’s On The Main River

Waterfront Oasis - Crystal River

Waterfront heated POOL, kayaks, arcade, foosball

Waterfront w Access to River/ Kayaks-Dog Friendly!
Private house rentals

Waterfront Retreat: Kayaks & Movie Theater

Beautiful sunsets, waterfront 2/2 pool home

Mason Creek River House

Waterfront Gulf Oasis: Renovated 2BR - Deck & Dock

Sweet Stay 20 minutes from Cabot Citrus Farms

Weeki Wachee Hospital Hole Oasis

Little Spec on the Weeki

Coastal Retreat | Sleeps 8| Rec Room
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
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Rainbow Springs State Park
- Hard Rock Casino
- Fort Island Beach
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Fred Howard Park
- Weeki Wachee Springs State Park
- Hunter's Green Country Club
- Clearwater Marine Aquarium
- Tampa Convention Center
- Ben T Davis Beach
- World Equestrian Center
- Homosassa Springs Wildlife State Park
- Three Sisters Springs
- World Woods Golf Club
- Crystal River Archaeological State Park




