Whispering Pines Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Jul 10 - Jul 13

    The Penguin Hotel + Flight

    South Beach
    3 nights
    3.5 star property
    8.4/10 - Very Good (1,847 reviews)
    "Very good location, the staff is really nice. The pool and the breakfast area is at a different property, that was really inconvenient and uncomfortable. The breakfast is not that good and there is not enough tables to sit around."
    Reviewed May 17, 2026
    Roundtrip Toronto (YYZ) - Miami (MIA)
    YYZ - MIA1 stop MIA - YYZ1 stop
    Save 100% on your flight
    ¥195,353
    ¥118,380
    per traveler
    found 15 hours ago
    The Penguin Hotel
  • Jul 10 - Jul 13

    Cavalier Hotel South Beach + Flight

    South Beach
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,002 reviews)
    Roundtrip Toronto (YYZ) - Miami (MIA)
    YYZ - MIA1 stop MIA - YYZ1 stop
    Save 100% on your flight
    ¥207,002
    ¥125,724
    per traveler
    found 15 hours ago
    Cavalier Hotel South Beach
  • Aug 8 - Aug 15

    The Gates Hotel South Beach + Flight

    South Beach
    7 nights
    4.0 star property
    8.2/10 - Very Good (1,407 reviews)
    " The staff and breakfast was 100% on point. I would recommend this hotel to anyone looking for a wonderful place to stay while visiting Miami!!"
    Reviewed May 17, 2026
    Roundtrip Tokyo (NRT) - Miami (MIA)
    NRT - MIA1 stop MIA - HND1 stop
    ¥1,393,263
    ¥883,313
    per traveler
    found 1 day ago
    The Gates Hotel South Beach
  • Aug 8 - Aug 15

    Kompose Boutique Hotel Miami Airport + Flight

    Palmer Lake
    7 nights
    3.0 star property
    9.0/10 - Wonderful (3,686 reviews)
    "I only stayed for one night but OMG. My room was so creative yet simple and spacious. I loved it so much. My 1 year old and I stayed in a King size room and we had a blast. SN- the bathroom was so clean!! My daughter loved the different light setting. She loved getting to hold the second shower head in the bathroom too! Also- the breakfast was so amazing. Please never change the sausages!!! I can’t wait to come back for a stay. 10/10 for me."
    Reviewed May 18, 2026
    Roundtrip Tokyo (NRT) - Miami (MIA)
    NRT - MIA1 stop MIA - HND1 stop
    ¥1,214,224
    ¥772,243
    per traveler
    found 1 day ago
    Kompose Boutique Hotel Miami Airport
  • Aug 8 - Aug 15

    The Shelborne By Proper, a Member of Design Hotels + Flight

    South Beach
    7 nights
    4.0 star property
    9.4/10 - Exceptional (180 reviews)
    "Loved my time here!"
    Reviewed May 18, 2026
    Roundtrip Tokyo (NRT) - Miami (MIA)
    NRT - MIA1 stop MIA - HND1 stop
    ¥1,340,716
    ¥861,316
    per traveler
    found 1 day ago
    The Shelborne By Proper, a Member of Design Hotels

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

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 ¥42,503 per night from Jun 14 to Jun 15
¥42,503
¥57,644 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (1,156 reviews)
"We overall had a pleasant stay, with both highlights and disappointments. The resort is beautiful, with stunning views and great facilities. Our room was spacious and comfortable, and we appreciated the slightly earlier check-in. Reception staff were friendly and welcoming, and special thanks to ..."

Reviewed on May 18, 2026

Isla Bella Beach Resort & Spa
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

3 out of 5
2146 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
The price is ¥32,859 per night from May 25 to May 26
¥32,859
¥43,217 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"The air conditioning was awful!! LOUD. the vent was next to the bed so every time it cut in it woke us up. Also there was something in the vent that was rattling. Worst sleep ever."

Reviewed on May 14, 2026

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Kingsail Resort

Kingsail Resort

2 out of 5
7050 Overseas Highway Marathon FL
The price is ¥17,370 per night from Jun 1 to Jun 2
¥17,370
¥19,541 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (1,068 reviews)
"Nothing flashy, just a clean comfortable place to lay your head at night after exploring the keys all day."

Reviewed on May 18, 2026

Kingsail Resort
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.

Frequently asked questions

How much does a Whispering Pines vacation package cost?
The cheapest Whispering Pines vacation 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 vacation package. It's as simple as that! From flights and hotels to rental cars and activities, Expedia is where your cheap vacation 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 travelers book hotels around popular sights, such as National Key Deer Refuge Visitor Center, Big Pine Key Flea Market and Blue Hole.
How far in advance should I book my Whispering Pines vacation?
Travelers 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 vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations 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 vacation package?
With a vacation 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 vacation package?
Whether it's your flight or hotel, you can cancel or change it. Locked in your Whispering Pines vacation 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.