
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.

Undebatable
This one bedroom house offers one queen bed and a pull-out sofa to sleep a total of 4 people. The house offers a private boat ramp, docks, and quick access to the gulf. Includes Wifi, 2TVs, washer/drier, fire pit, grill, coffee maker. Enjoy sunsets, nature walks, and fishing from the docks. Clean, Clean, Clean! EVERYTHING is washed after each guest including sheets, towels, All blankets, bed comforters, and even decorative pillow cases. All handles, knobs, remotes and shower are sanitized.

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!

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!

Charming Water front house Weeki Wachee
Charming 1941 river cottage with the feel of old Florida , but is updated with modern comforts. The neighborhood quiet and feels secluded, but is just 5 min from major grocery stores and restaurants. The house is located just outside of the Weeki Wachee River( a short 10 min Kayak or Canoe ride.) The front of the house has a large protected wooded area. We have see deer, wild boar, owls and wild turkeys. In the back we have seen otters, turtles, various fish, and of course manatees

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!

#3 Charming *2 Bdrm *Boat Parking *Convenient Loca
This coastal haven has everything you need for a relaxing vacation - or an adventure - or both! Just a short drive to swim with manatees, fish, catch scallops, beaches, and more. Perfect for business, small families, or groups of friends looking to enjoy an unforgettable getaway. Hammocks, fire-pit, and BBQ grill are located in the courtyard and shared between our four vacation homes. PLUS onsite Boat Parking. Contact us for info on group stays (up to 17 people).

Spring Hill, Florida Quaint Paradise
The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

Weeki Wachee Canal Home Dock AND Kayaks
Cozy Weeki Wachee canal-front home just one turn from the river! Enjoy a private dock, floating swim platform, and included kayaks & paddle board for endless fun on the water. Relax on the screened patio, gather around the fire pit, or cook out on the grill. Inside features streaming TVs, a coffee & tea station, and a separate private suite. Snowbird-friendly, pet-friendly (with approval), and ideal for family getaways.
Popular amenities for house rentals in Pine Island
House rentals with a pool

The Jungalow SOHO - Pool/Hot Tub

Pool home centrally located

Heated & Screened in Pool-All Essentials Provided

Waterfront Oasis - Crystal River

Ranch Pool Resort with Horses jacuzzi nearby park

Sunset Casita with private pool & game room

PALM CREEK GETAWAY spring meets gulf+pool/spa

Waterfront home heated pool+jacuzzi+game room+golf
Weekly house rentals

Entire Home Momma Marie's Direct access

Waterfront & Gulfview Retreat | Hernando Beach

Cooler waters means Manatee Season on the Springs!

Warm and cozy home in quite neighborhood LLC

The Arden Studio

Dreamy Waterfront Getaway in Weeki Wachee

The Little Porch House

3bdr Perfect Family Getaway - Infant/Kids Friendly
Private house rentals

Ozello Blue Waterfront Treetop Loft House Sleeps 6

Mason Creek River House

45% OFF- Pet friendly, waterfront, kayaks, fishing

Hot Tub Waterfront! Firepit, BBQ, Kayaks, Bikes!

Mermaid Tails • Florida Vibe Waterfront Getaway

Paddle. Play. Unwind. Waterfront River Escape

Latitude 🧜🏻‍♀️ Adjustment Weeki Style Cottage

Waterfront home w basketball, pool table, kayaks
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
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Amalie Arena
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Rainbow Springs State Park
- Fort Island Beach
- Adventure Island
- Busch Gardens
- Splash Harbour Water Park
- Fred Howard Park
- Hunter's Green Country Club
- Clearwater Marine Aquarium
- Weeki Wachee Springs State Park
- Ben T Davis Beach
- World Woods Golf Club
- Homosassa Springs Wildlife State Park
- Sand Key Beach
- Honeymoon Island State Park Pet Beach
- Dinosaur World
- Honeymoon Island State Park
- Hillsborough River State Park




