Holiday rentals in Timber Pines

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Top-rated holiday rentals in Timber Pines

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

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Top guest favourite
A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.
Flat in Timber Oaks
5 out of 5 average rating, 228 reviews

The Bohemian Studio Countryside Gem Separate Entry

🚨 Unbeatable Deal! Secure a serene, countryside escape at an AMAZING PRICE (Nov-Feb) This cozy studio offers total PRIVACY with self-check-in & a separate entry. Enjoy a PEACEFUL stay minutes from hospitals, dining, springs, & beaches 🌳 2 Acres & Fenced Patio 🍳 Fully Equipped Kitchen and bathroom 💻 High-Speed Internet & FREE Netflix 🚗 Ample FREE Parking Zero Hidden Costs Perfect for traveling nurses, snowbirds, or a romantic escape. Experience comfort and book your stress-free getaway now

Top guest favourite
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
4.99 out of 5 average rating, 220 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 favourite
Guest suite in Spring Hill
4.89 out of 5 average rating, 244 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 favourite
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, 135 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 favourite
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, 294 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.

Top guest favourite
A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.
Cottage in Spring Hill
4.99 out of 5 average rating, 166 reviews

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

Top guest favourite
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, 126 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.

Guest favourite
Guest suite in Spring Hill
4.96 out of 5 average rating, 162 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 favourite
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, 270 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 favourite
A cozy bedroom is furnished with a double bed, adorned with a patterned comforter and decorative pillows. A bedside table holds a lamp and a decorative piece. Natural light filters through sheer curtains, creating a bright and welcoming space.
Guest house in Spring Hill
4.92 out of 5 average rating, 146 reviews

Independent Guest House - Ideal for Rest

An independent guesthouse with its private fenced space and with 2 available parking spaces conveniently located in front. A newly furnished space with all all full bath, bedroom with double bed and fully stocked kitchen. Enjoy personalized attention for an unforgettable stay, ideal for rest and relaxation. Close park and beaches, near I-75 and Suncoast Parkway in Pasco County.

Top guest favourite
The image showcases a calm canal surrounded by lush greenery. The still waters reflect the sky, while gentle ripples indicate the presence of aquatic life. Smooth stones line the edge, creating a natural pathway to the water.
Cottage in Spring Hill
4.93 out of 5 average rating, 174 reviews

The Aripeka Shack

The "Shack" is our rustic weekend getaway in Aripeka, one of a few remaining "Old Florida" fishing towns. A great place to enjoy Florida nature as it used to be. Located between Hernando Beach, Spring Hill, and Hudson; Aripeka is an easy drive to the many attractions in the "Nature Coast" and the Tampa/Clearwater/St. Pete area.

Top guest favourite
A cozy bedroom features a metal bed with a soft white spread and decorative teal accents. Natural light enters through two windows framed by light blue curtains. A matching blue cabinet and bedside tables with lamps add functionality and warmth to the space.
Cottage in Weeki Wachee
4.95 out of 5 average rating, 216 reviews

Coastal Cottage Getaway

Come enjoy our cozy cottage nestled on a peninsula between the Gulf of Mexico and the Mud River. We have a private boat ramp, fish cleaning room, hot tub, an outdoor cooking area, smart TV, kayaks, stand up paddleboards, and bicycles. The cottage is situated behind our home so if you need assistance we are here to help.

Popular amenities for Timber Pines holiday rentals

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