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
An aerial view of a spacious three-story home is presented, bordered by lush greenery and palm trees. A private dock extends into the water, featuring seating areas for relaxation. The surrounding area is tranquil, showcasing a blend of natural and residential scenery.
Home in Spring Hill
4.98 out of 5 average rating, 115 reviews

Newly Offered-Great Location - Sleeps 12 + Kayaks

Gulf Access +LOCATION!The whole group will enjoy easy access to everything from this centrally located place. See the drone photos on this ad. This home is ONLY a 5 min via kayaks to : The Main Weeki Wachee River + Rogers Park Playground + Rogers Park Beach + Rogers park Boat Ramp + Jon Boat Rentals + Upper Deck Resturaunt & located on a Deep- Water channel just a couple streets off Shole Line Blvd. Bicycles and Kayaks are included so you can experience the River Life to the fullest!

Top guest favourite
Home in Spring Hill
4.92 out of 5 average rating, 87 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

Top guest favourite
Home in Spring Hill
5.0 out of 5 average rating, 22 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

Superhost
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, 34 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 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
5.0 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.

Superhost
A modern kitchen features stainless steel appliances, including an oven, microwave, and wine fridge. An open layout connects the kitchen to a dining area, visible in the background with a round table and chairs. Natural light floods the space through large windows.
Home in Spring Hill
4.94 out of 5 average rating, 88 reviews

Adventure Coast: 3/2 Heated Pool, Fenced Yard

Enjoy Florida's Adventure Coast and then come back to relax with your own private pool and covered outdoor lounging area in our newly renovated 3-bedroom home. This rural chic home is centrally located-- 10 minutes to Adventure Coast Fun Park 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 1 hour to Clearwater Beach 1 hour & 45 minutes to Disney World

Top guest favourite
An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.
Home in Hernando Beach
4.91 out of 5 average rating, 139 reviews

Waterfront home heated pool+jacuzzi+game room+golf

Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION/deep canal. Open floor plan with 4 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for fishing, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

Top guest favourite
Home in Weeki Wachee
4.99 out of 5 average rating, 228 reviews

Riverfront Escape on the Weeki Wachee with Kayaks

Relax and enjoy the peaceful beauty of the Weeki Wachee River in this riverfront retreat with kayaks included and boat rentals available. Our 2BR/2BA home sleeps 8 with two queen beds and two futons, perfect for families and friends. Lounge on the deck, sip drinks in the lanai, or launch into crystal-clear springs for kayaking and wildlife watching. Minutes from Weeki Wachee Springs State Park, beaches, dining, and shopping — the ideal mix of adventure and relaxation.

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
4.98 out of 5 average rating, 205 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
4.92 out of 5 average rating, 83 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!

Top guest favourite
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.

Superhost
A modern living room features a gray sectional sofa paired with decorative cushions. Two framed artworks adorn the light blue wall. A round wooden table sits in front of the sofa, complementing the tiled flooring.
Home in Spring Hill
4.77 out of 5 average rating, 91 reviews

Private cozy retreat w/ patio near Weeki Wachee

Welcome to your private cozy retreat in Spring Hill, Florida This charming home is designed for guests who want peace, privacy, and comfort—perfect for a relaxing getaway, a work trip, or a quiet escape from the busy city. Enjoy your own private entrance and a comfortable, well-equipped space where everything is thoughtfully arranged to make your stay easy and enjoyable.

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