Whispering Pines Vacation Packages for 2025

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Whispering Pines Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 18
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Old Road Gallery are located nearby.

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 18
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Miami (MIA)
Stay at this 4-star luxury resort in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Popular attractions Little Conch Key and Walkers Island are located nearby.

La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
Matecumbe
Save 100% on your flight
per person
Jul 14 - Jul 18
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Miami (MIA)
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.

Amara Cay Resort

Amara Cay Resort

4 out of 5
Matecumbe
Save 100% on your flight
per person
Jul 14 - Jul 18
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Miami (MIA)
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 18
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Miami (MIA)
Book a stay at this beach 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 reviews. Popular attractions Little Conch Key and Walkers Island 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, MM 47, Marathon, FL
23.69 km from Whispering Pines
Stay at this 5-star 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 ...
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
Stay at this 4-star beach resort in Marathon. Enjoy free WiFi, 2 outdoor pools, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

4 out of 5
2600 Overseas Hwy, Marathon, FL
25.71 km from Whispering Pines
Stay at this 4-star 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. ...
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
Stay at this 3-star beach hotel in Marathon. Enjoy free WiFi, 2 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. ...
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

2 out of 5
7196 Overseas Highway, Marathon, FL
29.55 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 ...
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 ...
Banana Bay Resort & Marina

Banana Bay Resort & Marina

3 out of 5
4590 Overseas Highway, Marathon, FL
27.41 km from Whispering Pines
Stay at this 3-star golf hotel in Marathon. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
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 bar and the helpful staff in our reviews. ...
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 Blue ...
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 ...
Skipjack Resort & Marina

Skipjack Resort & Marina

3 out of 5
19 Sombrero Blvd, Marathon, FL
27.71 km from Whispering Pines
Stay at this 3-star golf aparthotel in Marathon. Enjoy free parking, a marina, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
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 ...
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 3-star 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. ...
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 3-star 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 ...
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 3.5-star houseboat in Marathon. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...
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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.

Frontier Airlines
Wed, May 21 - Wed, May 28
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$86 Roundtrip, found 3 days ago
$86
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, May 21 from John F. Kennedy Intl. to Miami Intl., returning Wed, May 28, priced at $86 found 3 days ago
Frontier Airlines
Sat, May 31 - Wed, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, May 31 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Wed, Jun 4, priced at $88 found 3 hours ago
Frontier Airlines
Wed, May 14 - Fri, May 16
LGA
LaGuardia
MIA
Miami Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 14 from LaGuardia to Miami Intl., returning Fri, May 16, priced at $98 found 2 days ago
Spirit Airlines
Wed, Sep 3 - Sat, Sep 6
ORD
O'Hare Intl.
MIA
Miami Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Miami Intl., returning Sat, Sep 6, priced at $98 found 6 days ago