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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 boat deck is presented with a shaded area featuring a built-in grill and multiple seating arrangements. Lush green grass leads from a paved pathway to the water's edge, while palm trees and tranquil waters create a serene setting.
Home in Hernando Beach
4.99 out of 5 average rating, 131 reviews

Golf Cart, Kayaks, Pedal Boat Included •Waterfront

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!!

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, 217 reviews

The Bohemian Studio Countryside Gem Separate Entry

🚨 Deal Alert! Our cozy studio won't last long at this unbeatable price from November- February. Enjoy a PRIVATE countryside escape minutes from hospitals, dining, springs, & beaches. Self-check-in & SEPARATE ENTRY offer total privacy Features include: fenced patio, fully equipped kitchen, high-speed internet, FREE Netflix, ample FREE parking on 2 acres & flexible check-in. Perfect for traveling nurses, snowbirds, or a romantic escape. No hidden fees or deposits. Book your perfect getaway now!

Guest favourite
Guest suite in Spring Hill
4.89 out of 5 average rating, 239 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
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, 212 reviews

Relaxing private suite, Air bath tub, Safe area

Discover unmatched luxury and comfort in our private suite. Drift into a queen bed or queen sofa bed, enjoy a Toshiba 55” TV, or curl up in a comfortable reading chair. The compact kitchen with a large 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 in serene elegance and calm.

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, 292 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 favourite
A cozy sleeping area is highlighted by a queen-sized bed, adorned with a teal and white patterned blanket. Two bedside tables flank the bed, one featuring a lamp. A large photograph of a sunset over water is displayed above the headboard.
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.

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, 123 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 favourite
A wooden dock extends into a serene canal, flanked by lush palm trees and vibrant greenery. A gazebo and outdoor seating area are visible in the background, providing inviting spaces for relaxation amidst the tranquil surroundings.
Cottage in Spring Hill
4.99 out of 5 average rating, 139 reviews

PARADISE POINT on Weeki Wachee (Boat Welcome)

Find tranquility at Paradise Point, a charming, private STUDIO home so there is not a separate bedroom. Our canal feeds into the Weeki Wachee River just before Rodgers Park. Short, easy paddle, (less than a quarter mile) to the amazingly clear, turquoise rivers. Stunning views from the back porch. Don't miss breathtaking sunsets on the water and watch for manatees, dolphins, and otters. ⭐️ PLEASE NOTE: 🐾 NO pets!

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 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
4.93 out of 5 average rating, 137 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.

Guest favourite
A flat-screen television displays the Netflix logo. Below the TV, a microwave is positioned on a dark surface. The wall behind features a muted color, contributing to a simple and functional entertainment area.
Guest suite in Spring Hill
4.85 out of 5 average rating, 300 reviews

Sweet Dreams at Forest Oaks

Is a fantastic suite to get a wonderful vacation with al benefits of private suite. Offert a private entrance, a King size bed and a full size pull out sofá bed and full bathroom. You can find beaches 4 to 7 miles away from the place. Weeki Washer Preserve 2 miles away, Salt Spring park 4.5 miles and other interes places.

Popular amenities for Timber Pines holiday rentals

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