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Vacation rentals in Timber Pines

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Top-rated vacation rentals in Timber Pines

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Top guest favorite
Home in Hernando Beach
4.99 out of 5 average rating, 135 reviews

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!!

Guest favorite
A bright dining area features a glass table set for six, surrounded by sleek white chairs. A cozy bedroom displays a gray upholstered bed adorned with a relax-themed pillow. An outdoor seating space showcases a blue sectional facing a patterned area rug. The heated pool, set within a screened enclosure, reflects the surrounding greenery.
Home in Hernando County
4.8 out of 5 average rating, 15 reviews

Weeki Wachi House | Pvt Pool, Great Location

Looking to find your happy place? Welcome to The Weeki Wachee House - located just down the road from Weeki Wachee Springs State Park along Florida's Nature Coast. This beautiful, recently renovated home sits in a quiet residential neighborhood that is close to the Pine Island Beach, shopping, great dining, and a golf course located at the front of the subdivision. Relax by the screened in, private heated pool and explore Florida's natural beauty at nearby state parks with friends and family.

Top 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
4.92 out of 5 average rating, 200 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.

Guest favorite
Home in Spring Hill
5 out of 5 average rating, 34 reviews

Mermaid Springs

New 2025 Home w/ EV-CHARGER This property is FULLY Fenced for children to play outside or BBQ with friends/family. Use our back yard to securely park your Boat, jet skis, ATV, side by sides, Work Equipment/Trailer or RV (all behind a solid 6' ft privacy fence approximately 18'ft wide by 45'ft deep) Game Room & BBQ on site! A perfect mix open-concept functional space for any length of stay. Just minutes to WEEKI WACHEE River, kayaking, paddleboarding, scalloping, enjoy Florida’s natural beauty.

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…

Top guest favorite
An outdoor patio area is featured, equipped with several comfortable seating options and a dining table. A covered pergola provides partial shade overlooking the water. Nearby, boats are docked, and lush greenery is visible along the water's edge, creating a serene waterfront setting.
Home in Hernando Beach
5 out of 5 average rating, 10 reviews

Waterfront Close To the Gulf

Water Views and direct access to the Gulf of America. Kick back and relax in this calm completely remodeled stylish waterfront space.This vacation rental includes a dock. Boasting 3 bedrooms, 2 bathrooms, and space for 8, this home is perfect for family or friends to come together. Features include a fully equipped kitchen and almost 1500 square-foot interior, promising a comfortable stay So you can melt into your 'Sunshine State' retreat with ease. Don't hesitate! Plan your trip now.

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
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.

Superhost
Home in Spring Hill
5 out of 5 average rating, 4 reviews

Adv. Coast | 2BR/2BH Near Springs, Beach, Fenced

Welcome to our home, a bright 2BR/2BA home near Weeki Wachee Springs and Pine Island. With a spacious living room and open kitchen, this light-filled getaway is perfect for families or couples seeking relaxation and adventure on Florida’s scenic Adventure Coast. 7 minutes to Weeki Wachee Spring 8 minutes to Botanical Garden & Nursery 16 minutes to Pine Island (white sand beach w/ $5 all day parking) 45 minutes to Tampa International Airport

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..

Top guest favorite
A spacious deck offers scenic views of the canal, framed by white railings and wooden flooring. Comfortable seating provides a place to relax, while fluffy clouds drift across a bright blue sky, reflecting the tranquil atmosphere of the surrounding waterfront landscape.
Home in Hernando Beach
4.96 out of 5 average rating, 278 reviews

Gulf Sunset View, Waterfront, Kayaks, Weeki Wachee

Stunning Gulf of America views from Elevated 14-Foot Decks! Enjoy breathtaking sunsets and watch dolphins and manatees glide by from your private fishing dock on a direct-access canal. Minutes from the open Gulf, this home is perfect for catching Redfish, Snook, and Snapper right in your backyard. Explore the serene Weeki Wachee River, a 5-minute drive away. Outside camera for security purposes.

Popular amenities for Timber Pines vacation rentals

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