Vacation rentals in Timber Pines

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Top-rated vacation rentals in Timber Pines

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Top guest favorite
Home in Hernando Beach
4.99 out of 5 average rating, 161 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 favorite
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, 275 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.

Top guest favorite
Home in Spring Hill
4.92 out of 5 average rating, 86 reviews

Luxury getaway, Heated Pool, Weeki Wachee

Enjoy a comfortable and private stay in this fully equipped home, ideal for families or groups.The property features two separate bedrooms, a spacious living room overlooking the pool, and a variety of amenities for all ages. The main house is for guests only. The garage is not part of the accommodation and is reserved for use by the host, isolated from the interior of the house, sealed walls and a separate entrance on the left side of the house,NO shared access between the garage and the house

Guest favorite
Guest suite in Spring Hill
4.88 out of 5 average rating, 273 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
Home in Spring Hill
5.0 out of 5 average rating, 21 reviews

Relaxing & inviting pool house

Welcome to your perfect Florida getaway! This home is designed for comfort, relaxation, and fun—ideal for families, couples, or friends. Enjoy TVs in every bedroom, the living room and our Florida room so everyone can unwind with their favorite shows. The Florida room, featuring a patio with a fireplace great for morning coffee or evening relaxation. Outside, you’ll love the private outdoor space, complete with a fireplace, BBQ grill, and hammock, for the perfect atmosphere and entertaining

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, 160 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 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
4.97 out of 5 average rating, 33 reviews

Cozy home in quiet neighborhood LLC.

Relax in this spacious Spring Hill retreat just minutes from Weeki Wachee Springs! Sleeps 6 with a King suite featuring a private bath, another king. bedroom, and a separate Queen bed sleeping area. TVs in both bedrooms. Enjoy a fully equipped kitchen, dining room, cozy sitting room, living room with a 65” Smart TV, screened lanai, and BBQ grill. Family-friendly with Wi-Fi, games, toys, and a high chair. Close to kayaking, beaches, shopping, dining, and Florida’s beautiful Nature Coast.

Top guest favorite
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
5.0 out of 5 average rating, 26 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 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
4.99 out of 5 average rating, 283 reviews

Spa Bathroom Suite • Luxury Private Retreat

Discover a private luxury escape designed for comfort and relaxation, a hidden gem perfect for a peaceful getaway. Ideal for couples, small families, business travelers, or work stays. Enjoy a spa-like bathroom with a freestanding soaking tub, double rain shower, dual sinks, and elegant finishes, creating a true spa experience. Natural light fills the space, while a fully fenced private patio offers complete privacy, security, and a serene outdoor area to relax and unwind in peace.

Top guest favorite
A wooden dock extends over calm waters, leading to a shaded seating area under a pergola. The two-story house features a pastel exterior and multiple outdoor spaces, surrounded by lush greenery and distant waterfront homes under a partly cloudy sky.
Home in Weeki Wachee
4.99 out of 5 average rating, 187 reviews

SEA COW RIVER HOUSE - KAYAKS AND CANOES INCLUDED!

The house is on the main river close to Weeki Wachee springs and has great access to the Gulf of Mexico. You can dock up to a 24' boat. It is only minutes from Pine Island Beach Park, Hernando Beach and Sun West Park. It is also about an hour and half from world renowned Clearwater beach. Get the best experience Florida can offer. You’ll love Weeki Wachee and the freshwater spring that feeds seventy two degree water year round. This house has 4 bedrooms and sleeps 10!

Top guest favorite
A large tree with branches adorned with string lights creates a warm ambiance in the outdoor area. Two wooden swings hang from the tree, surrounded by a ground covered in leaves, inviting relaxation in a serene, natural environment.
Tiny home in Spring Hill
4.99 out of 5 average rating, 104 reviews

Charm and comfy tiny house

Enjoy the lovely setting of this romantic💘 spot in nature. Comfort and charm await you in our tiny 🏡 , just 6 minutes from Weeki Wachee State Park. It is completely private, no shared spaces. Located in the middle of a spacious and fenced lot. Immerse yourself in the quiet atmosphere surrounding by nature. Enjoy a beautiful 🌅 under the shade and refreshing breeze of the 🌳 , a delicious ☕️ , a good 🍷 , a grill barbecue 🍗 or some marshmallows by the fire pit🔥.

Top guest favorite
Home in Spring Hill
4.94 out of 5 average rating, 144 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.

Popular amenities for Timber Pines vacation rentals