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
Home in Hernando Beach
4.99 out of 5 average rating, 138 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!!

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
4.98 out of 5 average rating, 259 reviews

Private Boutique Spa Suite with Bath Tub

Discover private luxury retreat designed for comfort and relaxation, hidden gem perfect for a peaceful escape. Ideal for couples or small families, unwind in a queen bed or queen sofa bed, enjoy a 55” TV, or relax in a cozy reading chair. The highlight is the spa-inspired bathroom with a freestanding tub beneath an elegant arched window, perfect for a relaxing soak, plus a double rain shower and dual sinks. Natural sunlight fills the space, a private fenced patio offers a serene outdoor retreat.

Top guest favourite
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, 258 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 favourite
Home in Spring Hill
5 out of 5 average rating, 6 reviews

Pool + Great Location | Spring Hill

Enjoy a private pool retreat just off US-19, close to Spring Hill’s top attractions. Relax in the secluded backyard or unwind indoors in the spacious primary bedroom featuring a king bed and a renovated en-suite bath. Two guest rooms offer comfortable queen beds with TVs, plus a single hideaway in the office for extra flexibility. Conveniently located near restaurants, shopping, and outdoor adventures. Perfect for families, groups, and extended stays seeking comfort, privacy, and convenience.

Guest favourite
Guest suite in Spring Hill
4.88 out of 5 average rating, 267 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
4.95 out of 5 average rating, 148 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 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
4.95 out of 5 average rating, 311 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
The kitchen features light turquoise walls and dark wood cabinetry. Open shelving displays dishware and decorative items. A stainless steel stove and microwave are installed, with a large sink beneath a window. Counter space is available for meal preparation and dining.
Home in Sea Pines
5 out of 5 average rating, 128 reviews

Rachel's Place

Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

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, 131 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
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, 27 reviews

Warm and cozy home in quite neighborhood LLC

Relax with the whole family at this peaceful place to stay. 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

Guest favourite
Guest house in Spring Hill
4.93 out of 5 average rating, 15 reviews

Little Farm House

🌴 Enjoy a relaxing stay in this brand-new, cozy studio located in a quiet Spring Hill neighborhood, just minutes from the Weeki Wachee River and nearby Gulf beaches. Perfect for couples or solo travelers, this studio features 1 bedroom, 1 bathroom, and comfortably sleeps 2. Enjoy free Wi-Fi, complimentary coffee, and easy self check-in with a secure door code provided after booking. A warm, peaceful retreat close to Florida’s best natural attractions 🌴

Guest favourite
Home in Spring Hill
5 out of 5 average rating, 7 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

Popular amenities for Timber Pines holiday rentals

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