Whispering Pines Holidays

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Your Whispering Pines Holiday

Organising your next exciting getaway just got a whole lot simpler with a holiday package to Whispering Pines. Enjoy the very best this neighbourhood has to offer while creating wonderful memories you'll remember for years. Free up some time for sightseeing activities during your trip to Whispering Pines. Nearby Big Pine Key Flea Market and Blue Hole are on the must-visit lists of many tourists. Don't just dream it — do it! Reserve your ultimate Whispering Pines holiday with Expedia and travel your way.

Our guide on where to stay in Whispering Pines

Find the best Whispering Pines areas and neighborhoods for the activities you enjoy most. Learn more about Whispering Pines
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Long Beach Estates

While visiting Long Beach Estates, you might make a stop by sights like Florida Keys Beaches and Coupon Bight Aquatic Preserve.

Find hotels in Long Beach Estates

Our pick of the best Whispering Pines Hotel Deals

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is AU$736 per night from 19 Jan to 20 Jan
AU$736
19 Jan - 20 Jan
includes taxes & fees
9/10 Wonderful! (1,076 reviews)
The room was amazing.... Mahina was 5* dining The beach unfortunately do not plan to swim there or snorkel which is #1 for me personally to free swim and snorkel... The pools amazing.. Thr attention to detail and placment of amenities excellent except if you are in last building where volleyball ...

Reviewed on 12 Jan 2026

Isla Bella Beach Resort & Spa
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
7.4/10 Good! (1,002 reviews)
Staff was friendly. Room was clean. Furniture a little worn but bed comfortable and clean linens

Reviewed on 8 Jan 2026

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Looe Key Reef Resort
Banana Bay Resort & Marina

Banana Bay Resort & Marina

3 out of 5
4590 Overseas Highway Marathon FL
The price is AU$326 per night from 26 Jan to 27 Jan
AU$326
26 Jan - 27 Jan
includes taxes & fees
7.6/10 Good! (1,022 reviews)
the room was clean and modern, the hotel fee for a beach cooler and a beach umbrella was a waste as they have no beach and no one was there to give it to us anyway, for the price ok

Reviewed on 13 Jan 2026

Banana Bay Resort & Marina
See all 1,452 properties in Whispering 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.
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Frequently asked questions

How much does a Whispering Pines holiday package cost?
The cheapest Whispering Pines holiday package is , so your dream trip can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to tailor make a package that's perfect for you.
How do I get a cheap travel package to Whispering Pines?
Search for flights that fit in with your schedule, add a hotel room to your booking and watch how much you save with a Whispering Pines holiday package. It's as simple as that! From flights and hotels to rental cars and activities, Expedia is where your cheap holiday begins. And with over 550 partner airlines and 1 000 000 hotel options worldwide to select from, you won't be short of choice.
Where should I stay in Whispering Pines?
You'll want to stay where the action is. Many travellers book hotels around popular sights, such as National Key Deer Refuge Visitor Centre, Big Pine Key Flea Market and Blue Hole.
How far in advance should I book my Whispering Pines holiday?
Travellers are normally able to look up international flights on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Whispering Pines travel package include?
Expedia has all you need to lock in Whispering Pines escape, but how your package is structured is your call. Choose from a combination of hotels, flights and rental cars. After some activities to keep you entertained? Once you've made your booking, you can add them too. Whatever your style or budget, there's a package deal to match your needs.
What should I know before booking a Whispering Pines travel package?
Whether it's adventure or relaxation you're craving, a Whispering Pines holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Whispering Pines Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're looking to fly to Whispering Pines in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Whispering Pines holiday package?
Whether it's your flight or hotel, you can cancel or change it. Locked in your Whispering Pines holiday package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We'll help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.