House vacation rentals in Pine Island

Find and book unique houses on Airbnb

Top-rated house rentals in Pine Island

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Spring Hill

4.92 out of 5 average rating, 230 reviews

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.

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Top guest favorite

An aerial view of a spacious three-story home is presented, bordered by lush greenery and palm trees. A private dock extends into the water, featuring seating areas for relaxation. The surrounding area is tranquil, showcasing a blend of natural and residential scenery.

Home in Spring Hill

4.98 out of 5 average rating, 114 reviews

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!

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Top guest favorite

Home in Hernando Beach

4.99 out of 5 average rating, 158 reviews

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!

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Top guest favorite

A charming cottage exterior is surrounded by tropical trees and well-maintained grass. The building features a mix of blue siding and stone accents, while large windows offer natural light. A cozy patio area with lounge chairs invites relaxation.

Home in Spring Hill

4.93 out of 5 average rating, 271 reviews

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.

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Top guest favorite

Home in Cypress Gardens

4.98 out of 5 average rating, 132 reviews

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

🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

ValueFamilyPool

Guest favorite

A spacious living area features a dark leather sofa and a coffee table on a textured area rug. Modern decor, including pendant lights and a fan, complements the rich green walls. Large windows provide natural light, while a dining area is visible in the background.

Home in Brooksville

4.98 out of 5 average rating, 103 reviews

South Brooksville Ave. Bungalow

Welcome to our historic home in Downtown Brooksville! This peaceful unit is located on one of the most historic streets in Brooksville, Florida! We are walking distance to local restaurants, shops, museums, concerts and trails! Sit, relax and enjoy the outdoors from one of the three decks or around the fire pit! Come and visit Florida's Nature Coast! We are near to Weeki Wachee River! Crystal River to visit the manatees and many other springs! Bike from here right to Withlacoochee State Trail!

LocationFamilyBiking

Top guest favorite

The image captures a vibrant outdoor area featuring a turquoise dock adorned with aquatic murals. Multiple kayaks and stand-up paddleboards are lined up on the grass. A hammock is suspended between palms, and a shed is visible in the background, surrounded by lush greenery.

Home in Spring Hill

4.99 out of 5 average rating, 111 reviews

Weeki Mermaid Retreat w/Kayaks SUPs Hammock Games

Discover Weeki Mermaid Retreat, a 3-bedroom, 2-bath oasis on the canals of the Weeki Wachee River. Enjoy the screened lanai, spacious deck, firepit, or launch kayaks and SUPs from the 75-ft dock. With two living areas, a full kitchen, and TVs in every room, there’s space for everyone. Family-friendly amenities include plenty of indoor and outdoor space, games, books, and a laundry room. Minutes from the river, attractions, and Weeki Wachee Springs. Your perfect Florida getaway awaits—book now!

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Guest favorite

A sandy area beside the canal features a wooden picnic table and several brightly colored Adirondack chairs. Kayaks are neatly arranged along the shore, while lush greenery and towering trees provide a serene backdrop overlooking the calm waters.

Home in Spring Hill

4.93 out of 5 average rating, 347 reviews

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.

LocationFamilySleep quality

Top guest favorite

A serene canal setting is highlighted, featuring calm waters reflecting the surrounding greenery. Boating docks are visible along the banks, with multiple boats moored. Lush trees create a natural backdrop, while the peaceful atmosphere invites relaxation.

Home in Spring Hill

4.84 out of 5 average rating, 140 reviews

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!

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Superhost

A serene view of the ocean at sunset, with vibrant hues of orange and pink reflected on the water's surface. Palm trees frame the image, while lush foliage adds to the natural setting, creating a peaceful coastal atmosphere.

Home in Weeki Wachee

4.83 out of 5 average rating, 163 reviews

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.

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Superhost

A spacious waterfront property is set on a canal, surrounded by greenery and palm trees. The structure features a large screened-in area, showcasing the outdoor living space and pool, while reflecting the tranquil water nearby.

Home in Spring Hill

4.86 out of 5 average rating, 125 reviews

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...

FamilyValueOutdoor spaces

Guest favorite

A stone pathway leads to a small fire pit, surrounded by two brightly colored chairs. The serene waterfront scene includes a wooden dock and a canal lined with houses and greenery, reflecting a tranquil outdoor space.

Home in Spring Hill

4.91 out of 5 average rating, 281 reviews

"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!

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