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Vacation rentals in Timber Pines

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Top-rated vacation rentals in Timber Pines

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Guest favorite
A charming pirate-themed home on stilts sits surrounded by lush greenery. The elevated structure features a porch with seating, providing a view of the tranquil river below, where kayaks can be seen ready for use. The inviting space offers a comfortable atmosphere for relaxation.
Home in Spring Hill
4.91 out of 5 average rating, 199 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.

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, 247 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.

Guest favorite
A dining area features a rounded wooden table surrounded by four chairs, with a light fixture hanging above. Vertical blinds cover the sliding door, leading to a green backyard filled with sunlight. Potted plants are positioned around the space, adding natural elements.
Home in Spring Hill
4.96 out of 5 average rating, 23 reviews

Warm and cozy home in quite neighborhood LLC

Relax with the whole family at this peaceful place to stay. Come and relax and enjoy 2bedrooms king and queen and full bed in half wall privacy in the living room everything included internet washer dryer as well shopping is close by within 5o miles of bush gardens Disney sea world sponge docks restaurants boat tours weeki Wachi house is fully furnished and sanitized between guests Ck in 4pm Ck out 10am queen bed first room king bed second room third full bed in tv room Drivers license

Guest favorite
A cottage featuring a light blue exterior is surrounded by greenery and mature trees. The front yard is spacious, with a gravel pathway leading to the entrance, and the sunset casts warm colors across the sky.
Cottage in Spring Hill
4.95 out of 5 average rating, 117 reviews

Weeki Wachee cottage getaway

Weeki Wachee cottage that sleeps 4. Bedroom has a king and the couch pulls out and sleeps 2(kids). Plenty of space outside to park your boat, trailer, or toys. There is a 10x20 RV pad with 30A hookup available for extra. No dump station. Two kayaks, fish cleaning table, fire pit, horseshoes, cornhole, netted gazebo, smartTV, propane grill, board games, laundry. 1 dog w/fee. Hammock outside. WW Springs Park- 3 min drive. Rogers Park - 6 mins /Jenkins, & Linda P are 7 mins. Bayport Park 10 min.

Top guest favorite
The bathroom features a freestanding bathtub and two elegant showerheads within a marble-tiled enclosure. Natural light enters through a round window, highlighting the floral accents on the counter. Gold fixtures add a luxurious touch to the modern design.
Guest suite in Spring Hill
4.98 out of 5 average rating, 241 reviews

Relaxing Luxury Private Suite • SpaBathroom Chic

Discover unmatched luxury and comfort in our private suite. Drift into a queen bed or queen sofa bed, enjoy a 55” TV, or curl up in a comfortable reading chair. The compact kitchen with a full-size fridge adds convenience, while the spa-inspired bathroom enchants with a sculptural freestanding tub beneath an arched window, a double rain shower, dual sinks, and sunlight that warms the space. Step onto your private, fully fenced, tranquil patio and immerse yourself in serene elegance and calm…

Guest favorite
Guest suite in Spring Hill
4.89 out of 5 average rating, 256 reviews

King Suite•Private Entry•Driveway•Wi-Fi•Self Check

By heart of town conveniently close to many great amenities. Water & land adventures just minutes away! This cozy suite is super inviting & has all you may need for a comfy stay. Private entry with a large driveway parking. Open layout with en-suite bathroom&kitchenette. Windows for natural sunlight. Blue ambiance lights create an enjoyable atmosphere. New king hybrid mattress, seating &dining area, 55" smart TV, Free Wi-Fi + Streaming Apps. Mini fridge&freezer,microwave,coffee maker & more!

Top guest favorite
An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.
Home in Spring Hill
4.96 out of 5 average rating, 140 reviews

Weeki Wachee Springs heated pool home retreat

Relax with the whole family at this Weekie Wachee/Springhill Heated pool home. 5 minutes from the crystal clear springs of Weekie Wachee state park and Buccaneer Bay that has spring fed beach with water slides , tiki bars and mermaid shows. It’s also located 10-15 minutes from Rodgers Park located on the river where you can swim, kayak with manatees and enjoy fun family time! Also 15 minutes away is Pine Island Beach Park and SunWest Beach Park for skiing, wake boarding and obstacle course.

Guest favorite
Tiny home in Spring Hill
4.88 out of 5 average rating, 179 reviews

Tiny Home

Escape to comfort and style in our beautifully designed studio. Whether you’re looking for a relaxing solo retreat, a romantic getaway, or a cozy stay for two, this tranquil beach-themed space offers the perfect balance of comfort, convenience, and charm. You’ll be greeted by a clean, modern interior that blends coastal decor with practical amenities. The room features a comfy queen sized bed dressed in a stunning canvas setting the mood for peaceful relaxing evenings.

Guest favorite
A spacious living area features a comfortable leather sofa and anoversized armchair, accented by an area rug with vibrant colors. A large flat-screen TV is mounted on the wall, while natural light flows through the adjoining dining space visible in the background.
Home in Spring Hill
4.9 out of 5 average rating, 72 reviews

Spring Hill Serenity:Cozy Escape

Your perfect Florida getaway awaits! This 3BR/2B retreat is ideal for families, friends, or couples and offers something for everyone. Explore Weeki Wachee Springs for kayaking and mermaid shows, enjoy sunsets at Hernando Beach, or relax at Bayport Park with fishing and scenic views. Just 45 minutes away, Tampa attractions like Busch Gardens, dining, and nightlife await. After a day of adventures, return to this cozy, fully equipped home for an unforgettable stay!

Guest favorite
A screened-in pool area features a clear, inviting pool with a waterfall and soft blue water. Surrounding greenery provides privacy, while lounge chairs are positioned near the water. Sunlight filters through the mesh enclosure, creating a bright and airy atmosphere.
Home in Spring Hill
4.94 out of 5 average rating, 128 reviews

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.

Top guest favorite
The exterior of a single-story yellow home is showcased during twilight, with soft pink and purple hues in the sky. A landscaped front yard features a brick pathway leading to the entrance, flanked by a palm plant and a spacious driveway providing parking space.
Home in Spring Hill
4.94 out of 5 average rating, 33 reviews

Heated Salt Water Pool

There is only one place in the United States where you can swim with wild manatees and that is right here in the Spring Hill area.Come stay at Casa del Sol where you can go and meet these gentle giants. Our home is family friendly ready for your enjoyment. We are conveniently located close to hiking trails, beaches, fishing, boating, kayaking, amusement parks, state parks, shops...something for everyone. Come stay with us!!

Top guest favorite
A blue kayak rests on a wooden dock surrounded by vibrant pink flowers. Still waters reflect the colorful homes in the background under a partly cloudy sky, creating a serene and inviting space for outdoor activities.
Guest suite in Weeki Wachee
4.98 out of 5 average rating, 271 reviews

Harbormaster’s Loft-Nature and Kayak

Find your zen...Relax in the surroundings of an 150 acre bird sanctuary. Hear the sounds of the birds and star gaze into the night. Paddle to the crystal clear waters of the weeki wachee from remote bay lake pond, then 15-20 min nature paddle down canal to river . Observe manatees, birds, otters and turtles , or spend the afternoon at the beach watching dolphins or cast a fishing line into the pond or river..

Popular amenities for Timber Pines vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Hernando County
  5. Timber Pines