Grassy Key Vacation Packages for 2025
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.
The Penguin Hotel
South Beach
Price was $1,009, price is now $487 per person
$487
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Lincoln Road Mall are located nearby.
Bentley Hotel South Beach
South Beach
Price was $3,495, price is now $1,542 per person
$1,542
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Cavalier Hotel South Beach
South Beach
Price was $1,101, price is now $502 per person
$502
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star 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.
President Hotel
South Beach
Price was $1,856, price is now $878 per person
$878
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star 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 Lincoln Road Mall are located nearby.
President Villa
South Beach
Price was $1,262, price is now $599 per person
$599
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star 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 Lincoln Road Mall are located nearby.
Park Central South Beach
South Beach
Price was $1,675, price is now $803 per person
$803
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4-star historic resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area 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, MM 47, Marathon, FL
17.99 km from city center
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 ...
Hawks Cay Resort
61 Hawks Cay Blvd, Marathon, FL
4.54 km from city center
Stay at this 4-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 ...
Courtyard by Marriott Faro Blanco Resort
2146 Overseas Hwy, Marathon, FL
16.31 km from city center
Stay at this 3-star 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 ...
Lime Tree Bay Resort
68500 Overseas Hwy, Long Key, FL
15.42 km from city center
Stay at this 3.5-star 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. ...
Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy, Marathon, FL
15.99 km from city center
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. ...
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 ...
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 ...
Captain Pips Marina & Hideaway
1480 Overseas Hwy, Marathon, FL
16.84 km from city center
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. ...
Yacht Haven Marina
5 Sombrero Blvd, Marathon, FL
13.66 km from city center
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 ...
Cabins at Bonefish Bay
12565 Overseas Hwy, Marathon, FL
7.8 km from city center
Stay at this 3-star cabin in Marathon. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Sombrero Beach and Captain Hooks Marina ...
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.
Sun, Dec 21 - Wed, Dec 24
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$59 Roundtrip, found 5 days ago
$59
Roundtrip
found 5 days ago
Thu, Nov 13 - Sat, Nov 15
LGA
LaGuardia
MIA
Miami Intl.
$73 Roundtrip, found 6 days ago
$73
Roundtrip
found 6 days ago
Thu, Jan 8 - Thu, Jan 15
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$117 Roundtrip, found 5 hours ago
$117
Roundtrip
found 5 hours ago
Thu, Nov 13 - Sat, Nov 15
LGA
LaGuardia
MIA
Miami Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Thu, Dec 11 - Mon, Dec 15
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$148 Roundtrip, found 12 hours ago
$148
Roundtrip
found 12 hours ago