Whispering Pines Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Whispering Pines Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Ocean Four
Save 100% on your flight
Price was $1,306, price is now $646 per person
$646
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
Book a stay at this beach hotel in Sunny Isles Beach. Enjoy a beach locale, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Aventura Mall and Gulfstream Park Racing and Casino are located nearby.

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $2,035, price is now $993 per person
$993
per person
Feb 22 - Feb 28
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $26,030, price is now $12,763 per person
$12,763
per person
Apr 3 - Apr 8
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
Book a stay at this luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Save 100% on your flight
Price was $1,415, price is now $730 per person
$730
per person
Feb 22 - Feb 28
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this beach aparthotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and laundry facilities. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,605, price is now $840 per person
$840
per person
Feb 22 - Feb 28
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,508, price is now $796 per person
$796
per person
Feb 22 - Feb 28
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

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Top Hotel Deals

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
23.69 km from Whispering Pines
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Banana Bay Resort & Marina

Banana Bay Resort & Marina

3 out of 5
4590 Overseas Highway Marathon FL
27.41 km from Whispering Pines
Book a stay at this golf hotel in Marathon. Enjoy free breakfast, a marina, and free bicycles on site. Our guests praise the pool and the helpful staff in our ...
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

4 out of 5
2600 Overseas Hwy Marathon FL
25.76 km from Whispering Pines
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
5.84 km from Whispering Pines
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
3.69 km from Whispering Pines
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Courtyard by Marriott Faro Blanco Resort

Courtyard by Marriott Faro Blanco Resort

3 out of 5
2146 Overseas Hwy Marathon FL
25.39 km from Whispering Pines
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Kingsail Resort

Kingsail Resort

2 out of 5
7050 Overseas Highway Marathon FL
29.49 km from Whispering Pines
Stay at this motel in Marathon. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Yacht Haven Marina

Yacht Haven Marina

3.5 out of 5
5 Sombrero Blvd Marathon FL
28.11 km from Whispering Pines
Stay at this houseboat in Marathon. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
1.95 km from Whispering Pines
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Bahia ...
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

2 out of 5
7196 Overseas Highway Marathon FL
29.56 km from Whispering Pines
Stay at this hotel in Marathon. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4 out of 5
1996 Overseas Highway Marathon FL
25.26 km from Whispering Pines
Book a stay at this beach resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our ...
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

3 out of 5
1480 Overseas Hwy Marathon FL
24.88 km from Whispering Pines
Stay at this hotel in Marathon. Enjoy free WiFi, a marina, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf Marathon FL
28.77 km from Whispering Pines
Stay at this cottage in Marathon. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Sombrero Beach and Crane Point Museum and Nature ...
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
21.87 km from Whispering Pines
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
16.87 km from Whispering Pines
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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See all available properties in Whispering Pines
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sun, Feb 8 - Tue, Feb 17
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$61 Roundtrip, found 6 days ago
$61
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sun, Feb 8 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Tue, Feb 17, priced at $61 found 6 days ago
Frontier Airlines
Sun, Jan 25 - Tue, Jan 27
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Jan 25 from John F. Kennedy Intl. to Miami Intl., returning Tue, Jan 27, priced at $68 found 4 days ago
United
Sun, Feb 22 - Sat, Feb 28
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select United flight, departing Sun, Feb 22 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Feb 28, priced at $137 found 1 day ago
Delta
Mon, Mar 30 - Sat, Apr 18
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Mar 30 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Sat, Apr 18, priced at $138 found 5 days ago
American Airlines
Fri, Feb 20 - Thu, Feb 26
LGA
LaGuardia
MIA
Miami Intl.
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Feb 20 from LaGuardia to Miami Intl., returning Thu, Feb 26, priced at $142 found 3 days ago