
Holiday rentals in Timber Pines
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Timber Pines
Guests agree: these stays are highly rated for location, cleanliness and more.

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!!

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.

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.

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.

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!

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.

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.

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.

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.

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

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 🌴

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
Other great holiday rentals in Timber Pines

Soluna-Fully fenced home with private pool.

Waterfront w/ Boat Ramp+Jacuzzi+Golf +Games+Kayaks

Coppertale Hernando Beach

Weeki Whisper Guest House

Relaxing & inviting pool house

Cozy Home

Adventure Coast: 3/2 Heated Pool, Fenced Yard

Optimystical Vista • Gulf-Front Panoramic Views
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Sand Key Beach
- Rainbow Springs State Park
- Hard Rock Casino
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Fort Island Beach
- Tropicana Field
- University of South Florida
- Splash Harbour Water Park
- Busch Gardens
- Adventure Island
- Yuengling Center
- Fred Howard Park
- Crystal River Archaeological State Park
- Weeki Wachee Springs State Park





