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Vacation rentals in Timber Pines

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Top-rated vacation rentals in Timber Pines

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

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Top guest favorite
Home in Hernando Beach
4.99 out of 5 average rating, 134 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
Home in Spring Hill
4.91 out of 5 average rating, 197 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
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, 239 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, 255 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, 139 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.

Top guest favorite
A screened-in outdoor space features a large patio area with several lounge chairs and a dining table, all overlooking the river. A kayak is stored nearby, and a built-in ladder leads down to the water for convenient access.
Home in Weeki Wachee
4.97 out of 5 average rating, 174 reviews

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!

Guest favorite
A modern kitchen features blue cabinets and stainless steel appliances. Natural light fills the space, highlighting the countertop's clean design. The open layout connects seamlessly to a living area, which includes light-colored furnishings and decorative rugs, creating a welcoming environment.
Home in Spring Hill
4.96 out of 5 average rating, 120 reviews

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!

Guest favorite
A cozy living area features a turquoise and white beach-themed couch, complemented by a neutral armchair. A coffee table sits in front of a flat-screen TV on a white mantel. Soft lighting is provided by lamps near the windows, which are adorned with sheer curtains.
Cottage in Weeki Wachee
4.96 out of 5 average rating, 303 reviews

The Hideaway - Quaint and Peaceful Cottage

1.5 miles from Weeki Wachee State Park. Charming, quiet, quaint cottage, beach theme, quiet neighborhood. 2 bedrooms, 1 bathroom. Utilities, flat screen TV, cable, Netflix, wireless internet, DVD player, DVDs, towels and linens. Fully equipped kitchen with pots, pans, utensils, plates, glasses, coffee cups, wine glasses, coffee maker, air fryer, toaster and blender. Outdoor sitting area with a charcoal grill and a fire pit. Bring boat or kayaks. Park your boat on the property.

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 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
Guest suite in Spring Hill
4.96 out of 5 average rating, 176 reviews

Serene Lake View-King Bed,Jacuzzi, Pkg,WIFI,K-ette

Relax at our Serene Suit for a solo or travel couple, for a private & relaxing staycation! The room has an independent entrance and a Convenient shared parking spot on the Driveway. We are on a Peaceful Cul-de-Sac home that sits in a private country setting on Hunter Lake. Just minutes away from the weeki wachee State Park/Springs, Restaurants, shops, library, entertainment, schools, hospitals, Parks & lots more. All about 5-20 minutes away!

Top guest favorite
A two-story house is positioned beside a private canal, featuring large windows that invite natural light. A spacious deck with outdoor seating is visible, along with a wooden dock and a kayak moored nearby. Lush greenery and a large tree frame the scene, creating a serene atmosphere.
Home in Spring Hill
4.98 out of 5 average rating, 102 reviews

Charming 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 Timber Pines vacation rentals

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