Holiday houses 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, 148 reviews

Fire pit, Golf Cart, Kayaks, PedalBoat, 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
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, 152 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
The front yard features landscaped areas with palm trees and various shrubs. A pathway of stone leads to the entrance, surrounded by reddish-brown mulch and white stones. The home is set amidst lush greenery, indicating a peaceful atmosphere.
Home in Spring Hill
5 out of 5 average rating, 21 reviews

Spring Hill Sweet Life

Relax with the whole family at this peaceful place to stay. Everything you need for your home away from home. From the full kitchen with all the essentials plus a lot more, to the cozy living room with a 55" smart tv, it's a great place to unwind and enjoy. The side yard is a garden oasis under a giant oak tree. The fully fenced backyard backs up to a waterway off Hunters Lake so there is no rear neighbor. Conveniently located just minutes from Weeki Wachee Springs, Pine Island Beach.

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, 316 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, 188 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.

Guest favourite
A spacious living area features a comfortable leather sofa and anoversized armchair, accented by an area rug with vibrant colors. A large flat-screen TV is mounted on the wall, while natural light flows through the adjoining dining space visible in the background.
Home in Spring Hill
4.91 out of 5 average rating, 76 reviews

Spring Hill Serenity:Cozy Escape

Your perfect Florida getaway awaits! This 3BR/2B retreat is ideal for families, friends, or couples and offers something for everyone. Explore Weeki Wachee Springs for kayaking and mermaid shows, enjoy sunsets at Hernando Beach, or relax at Bayport Park with fishing and scenic views. Just 45 minutes away, Tampa attractions like Busch Gardens, dining, and nightlife await. After a day of adventures, return to this cozy, fully equipped home for an unforgettable stay!

Guest favourite
Home in Spring Hill
4.93 out of 5 average rating, 136 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, 3 reviews

Beautiful 2/2 Pool Home in Spring Hill

Unwind in this charming 2BR/2BA pool retreat in Spring Hill. The serene primary suite offers a plush king bed, walk-in closet, and private ensuite bath, while the guest room features a cozy queen near a full hall bath. Enjoy a dedicated workspace, fast WiFi, smart TV + cable, and a well-appointed kitchen with Keurig. With washer/dryer, garage, and a fenced backyard oasis featuring a sparkling pool, loungers, and alfresco dining, it’s perfect for relaxing stays.

Guest favourite
Guesthouse 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 🌴

Top Guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.96 out of 5 average rating, 125 reviews

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Guest favourite
Guest suite in Spring Hill
4.95 out of 5 average rating, 194 reviews

Jacuzzi King Suite | Private Entry, WiFi & Parking

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 8-25 minutes away!

Superhost
Home in Spring Hill
4.89 out of 5 average rating, 9 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