Timber Pines Holiday Rentals

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Holiday Rentals in Timber Pines

"Like a Tree House" Overlooking the Water
10.0 out of 10, Exceptional, (171)
"The home was fabulous and perfect for our little weekend getaway. Having the kayaks were great as we spent the day paddling up and down the canals and river. Saw a momma and Baby manatee to top off the day. Would stay here again"
"Like a Tree House" Overlooking the Water
Little House on the River - on main river not canal,includes kayaks,paddle-board
10.0 out of 10, Exceptional, (253)
"We had a great time celebrating our 25 year anniversary. We spent most of our time lounging out back or in the Florida room people watching. We love the river and the property was perfection."
Little House on the River - on main river not canal,includes kayaks,paddle-board
Our piece of paradise!
9.8 out of 10, Exceptional, (103)
"Very clean, we pass a relay good relaxing time 100% recommend"
Our piece of paradise!
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A bit of Key West in New Port Richey: Bright Home w/ Pool & Boat Dock Access!
10.0 out of 10, Exceptional, (184)
"Our family thoroughly enjoyed our stay at this cute gem ! We had the best of times enjoying the pool, nearby island, restaurants, park (with splash pad), downtown, boat rides…and the list goes on! Such a great place! *to note, there is only one bedroom in the main house, the second bedroom is located on the ground level and only entry is from the outside by the pool* I don’t think I paid enough attention to those details and with 2 littles that was not ideal - however, that didn’t hinder our...
A bit of Key West in New Port Richey: Bright Home w/ Pool & Boat Dock Access!
NEW! Manatee Cove Main House Star5Vacations
NEW! Manatee Cove Main House Star5Vacations
Weeki fun house
9.0 out of 10, Wonderful, (32)
"The river is so much fun."
Weeki fun house
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
9.6 out of 10, Exceptional, (22)
"Lovely, clean home with everything you need to have a fun vacation! And Claudia is a terrific host- responsive and informative! Would definitely book again."
The price is NZ$615
per night
4 Jun - 5 Jun
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Home Near Weeki Wachee, King Bed, Huge Backyard
10.0 out of 10, Exceptional, (9)
"Overall we were pleased with our stay. The beds were comfy, location was great, and property was overall exactly as described. Unfortunately, three of the adults were attacked by fire ants all over their feet in the backyard, but I did notify the homeowner and he was very apologetic and said he would get it taken care of before the next guests arrived. Overall, great stay and great communication with the owner!"
The price is NZ$624
per night
9 Jun - 10 Jun
Home Near Weeki Wachee, King Bed, Huge Backyard
Brand New Pool|Waterfront|PingPong
10.0 out of 10, Exceptional, (16)
"I looked for a place for our family to get together for a vacation and also celebrate my mothers 90th birthday. I have 3 grown children and 2 grand kids 18 months and 3 years old. We had the best time ! When we first walked in we were pleasantly surprised. This place looks even better in person. It is beautifully decorated. It was immaculate. The bedrooms are spacious. The kitchen has everything you need. Most people have the pool inside the lanai. The fact that it was outside allowed the kids...
Brand New Pool|Waterfront|PingPong
Paddleboarding and Kayaking steps away from the front door.
9.8 out of 10, Exceptional, (28)
"This place exceeded our expectations! Some homes have everything yet nothing, but Sherri has carefully thought through every possible need, from bulbs to bowls. The beds, pillows, blankets were top notch and no detail left out. And clean is an understatement. The house was spotless! We had 5 kids from age 4-9 and had a blast with the paddle board at the mini beach across the street. We especially loved Robert R Keys beach just 9 minutes away. Sherri was so prompt in communicating and super kind...
The price is NZ$586
per night
6 Jun - 7 Jun
Paddleboarding and Kayaking steps away from the front door.
FANTASTIC Waterfront Home: NEW DOCK, KAYAKS, FIRE PIT, HUGE YARD, GAMES & MORE
10.0 out of 10, Exceptional, (31)
"Perfect little gem of a home along a canal leading directly to the river. Full of thoughtful touches. The dock was a happening place! We saw turtles, manatees, crabs, cranes and tons of different fish right from the house’s backyard dock. Would definitely stay here again!"
FANTASTIC Waterfront Home: NEW DOCK, KAYAKS, FIRE PIT, HUGE YARD, GAMES & MORE
Peaceful Weeki Rv Retreat, MAIN RIVER, sleeps 6, kayaks
9.4 out of 10, Exceptional, (6)
"It was very relaxing!"
Peaceful Weeki Rv Retreat, MAIN RIVER, sleeps 6, kayaks
Manatee House Waterfront 3+ bedroom home with Hot Tub in Weeki Wachee
8.8 out of 10, Excellent, (9)
"The property has everything you need for a great stay"
Manatee House Waterfront 3+ bedroom home with Hot Tub in Weeki Wachee
TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI
9.4 out of 10, Exceptional, (59)
"Great house plenty of things to get you started great owners who will get back to you if there is a question. Pool was the best part of the stay no need to even go anywhere just jump in the 90 degree pool."
TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI
River Run Retreat on The Weeki Wachee River
10.0 out of 10, Exceptional, (103)
"We have stayed at RRR in the past under previous owner. We love the improvements made since our last stay: easier access to kayaks and walkway from driveway, grill location and cover, reclining couch, washer and dryer, and deck chairs. We will definitely be back!"
River Run Retreat on The Weeki Wachee River
Charming Beach Getaway Villa with Large Private heated Pool
10.0 out of 10, Exceptional, (25)
"Quiet neighborhood, great pool, great host!"
Charming Beach Getaway Villa with Large Private heated Pool
HOT Deals from 300 FAMILY FUN Resort, Htd Pool, SPA, TIKI-bar, Grill Bikes/Toys
10.0 out of 10, Exceptional, (93)
"My fiance and I booked this place to stay and also to host our engagement party. Elizabeth and John were amazing! The place was perfect for our small party! Plenty of space for everyone. We stayed with my mom and his 2 teenagers. It allowed for everyone to have space for themselves. Well stocked kitchen with supplies for cooking and entertaining. It is about 45 min from Tampa but worth it. Highly recommend for people with families."
HOT Deals from 300 FAMILY FUN Resort, Htd Pool, SPA, TIKI-bar, Grill Bikes/Toys
Direct Gulf Access Home w/ Floating Dock and Pool
10.0 out of 10, Exceptional, (18)
"Good location to area attractions. House well equipped. Would suggest a few blankets especially for pull out sofas & an iron/board. Was a little cool initially for pool & pool cleaner was in pool. Enjoyed ourselves. Thank you"
Direct Gulf Access Home w/ Floating Dock and Pool
Waterfront|Heated Pool|Sleeps 15
10.0 out of 10, Exceptional, (23)
"Perfect. The beds were amazing. Super clean. Alan is super easy to communicate with. Quick to respond. House is organized and just like the listing states. Please note that there is a ramp that an elderly person could have issue navigating on foot to get to the dock from the back deck. Also take a baby gate to block the access to the ramp if you have pets or babies. (We easily used the long table on the back deck as a gate at it worked perfectly!) Super close to ramp, food and ice cream. Fish...
Waterfront|Heated Pool|Sleeps 15
Sunny Escape: Vibrant Pool Home
9.6 out of 10, Exceptional, (10)
"The house was incredible! The host was responsive and so helpful! The best vacation house!"
Sunny Escape: Vibrant Pool Home
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See all available properties in Timber Pines
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Timber Pines you may be interested in

La Vista Inn
2.0 star property
4.8 out of 10, (597)
"My boyfriend and I are simple people and we have a different outlook on hotels than most. We book them just to sleep and move on so we don’t care about all the bells and whistles. This is a motel that you stay one night in and move on. It serves its purpose which is a bed and walls. Even we wouldn’t stay for more than one night. If you’re the type that requires modern, well kept, or even any type of extra hospitality this is not the place. There are people staying here because they have no other...
The price is NZ$128
per night
4 Jun - 5 Jun
La Vista Inn
Quality Inn & Suites Conference Center
3.0 star property
7.2 out of 10, Good, (1002)
"Close to my needs "
The price is NZ$138
per night
4 Jun - 5 Jun
Quality Inn & Suites Conference Center
Comfort Inn & Suites New Port Richey Downtown District
2.5 star property
9.4 out of 10, Exceptional, (333)
"Conveniently located nearby, Newport Richey downtown. Beautiful park and lots of eating options."
The price is NZ$179
per night
9 Jun - 10 Jun
Comfort Inn & Suites New Port Richey Downtown District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Timber Pines holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Timber Pines. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Timber Pines. Seeing all the best attractions is bound to make you fall in love with Timber Pines. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Timber Pines short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Timber Pines?

Yes, there are holiday rentals close to the most popular sights in Timber Pines, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Timber Pines has to offer?

River Run Retreat on The Weeki Wachee River: This holiday home rental outside of Timber Pines is located on a river, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Timber Pines?

While exploring the area, visit family-friendly sights like Adventure Coast Fun Park, or get outside and enjoy nature at Nature Coast Botanical Gardens. Weeki Wachee Springs State Park and Weeki Wachee Springs are a couple of places you'll find in the wider area.

What are holiday rentals like in Timber Pines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Timber Pines. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.

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