Grassy Key Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Grassy Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
1818 Meridian House Apartments and Suites by Eskape Collection
South Beach
Price was $1,205, price is now $569 per person
$569
per person
Feb 23 - Mar 2
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this golf aparthotel in Miami Beach. Enjoy free WiFi, parking (surcharge), and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Casablanca Miami Beach
North Beach
Price was $1,615, price is now $689 per person
$689
per person
Feb 23 - Mar 2
found 16 hours ago
Roundtrip flight included
Detroit (DTW) 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 Villa
South Beach
Price was $1,629, price is now $759 per person
$759
per person
Feb 23 - Mar 2
found 16 hours ago
Roundtrip flight included
Detroit (DTW) 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
South Beach
Price was $1,516, price is now $709 per person
$709
per person
Feb 23 - Mar 2
found 16 hours ago
Roundtrip flight included
Detroit (DTW) 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.
President Hotel
South Beach
Price was $1,488, price is now $697 per person
$697
per person
Feb 23 - Mar 2
found 16 hours ago
Roundtrip flight included
Detroit (DTW) 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.
Bay Breeze Premium Apartments By Eskape Collection
Price was $1,475, price is now $713 per person
$713
per person
Feb 23 - Mar 2
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this family-friendly aparthotel in Bay Harbor Islands. Enjoy free WiFi, private pools, and a rooftop terrace. Popular attractions Aventura Mall and Miami Beach Boardwalk are located nearby.
Top Hotel Deals
Rainbow Bend Resort
57784 Overseas Hwy Marathon FL
0.92 km from city center
Book a stay at this beach hotel in Marathon. Enjoy a private beach, daily housekeeping, and a garden. Our guests praise the breakfast and the helpful staff in ...
Grassy Flats Resort & Beach Club
58182 Overseas Hwy Marathon FL
0.37 km from city center
Stay at this hotel in Marathon. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. ...
Gulf View Waterfront Resort
58743 OVERSEAS HWY Marathon FL
0.57 km from city center
Stay at this hotel in Marathon. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard Marathon FL
17.99 km from city center
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 ...
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
15.42 km from city center
Book a stay at this beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
4.54 km from city center
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
4590 Overseas Highway Marathon FL
14.31 km from city center
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 ...
Fairfield Inn & Suites by Marriott Marathon Florida Keys
13201 Overseas Hwy Marathon FL
7.54 km from city center
Book a stay at this business-friendly hotel in Marathon. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the restaurant ...
Courtyard by Marriott Faro Blanco Resort
2146 Overseas Hwy Marathon FL
16.31 km from city center
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 ...
Captain Pips Marina & Hideaway
1480 Overseas Hwy Marathon FL
16.84 km from city center
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. ...
Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy Marathon FL
15.99 km from city center
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. ...
Coconut Cay Resort & Marina
7196 Overseas Highway Marathon FL
12.14 km from city center
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
7050 Overseas Highway Marathon FL
12.22 km from city center
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 ...
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.
Wed, Dec 31 - Thu, Jan 1
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$61 Roundtrip, found 2 days ago
$61
Roundtrip
found 2 days ago
Mon, Feb 9 - Thu, Feb 12
DTW
Detroit Metropolitan Wayne County
MIA
Miami Intl.
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Tue, Dec 30 - Wed, Dec 31
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$91 Roundtrip, found 2 days ago
$91
Roundtrip
found 2 days ago
Wed, Feb 18 - Tue, Feb 24
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$117 Roundtrip, found 18 hours ago
$117
Roundtrip
found 18 hours ago
Tue, Dec 30 - Wed, Dec 31
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago