Whispering Pines Vacations from $435
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Your Whispering Pines Vacation
Organizing your next exciting getaway just got a whole lot simpler with a vacation package to Whispering Pines. Enjoy the very best this neighborhood 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 vacation with Expedia and travel your way.
The Latest Whispering Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Price was $1,029, price is now $435 per person
$435
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Wonderful stay for it being our first time in Miami. The hotel was clean and perfectly sized for a nice short trip. Location was incredible being on Ocean drive. Pricing was extremely fair for it being a holiday week and the service was incredible. Thank you for a good time and a pleasant stay!
Reviewed on Nov 28, 2025
Bay Breeze Premium Apartments By Eskape Collection
Price was $1,683, price is now $677 per person
$677
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.
Reviewed on Oct 27, 2025
Iberostar Waves Miami Beach
South Beach
Price was $2,364, price is now $976 per person
$976
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (825 reviews)
Great property access to two sunbeds included on the beach!
Reviewed on Nov 25, 2025
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
Punta Brisa
4/5(1 area review)
Punta Brisa might not have many top sights, but Big Pine Key Flea Market and Cook Island are two attractions nearby that you can check out.
Whispering Pines Hotel Deals
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $333 total per night from Dec 1 to Dec 2
$333 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (1,061 reviews)
Beautiful property, stunning vistas, clean, spacious rooms, friendly staff.
Reviewed on Nov 23, 2025
Banana Bay Resort & Marina
4590 Overseas Highway Marathon FL
$153 nightly
The price is $173 total per night from Dec 7 to Dec 8
$173 total
Dec 7 - Dec 8
Total with taxes and fees
7.6/10 Good! (1,019 reviews)
Loved the private area by the water with Hammocks
Reviewed on Nov 28, 2025
Courtyard by Marriott Faro Blanco Resort
2146 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $209 total per night from Dec 7 to Dec 8
$209 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Lovely facilities and pool area
Reviewed on Nov 26, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.