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.
6080 Design Hotel by Eskape Collection
Mid Beach
Save 100% on your flight
Price was $648, price is now $338 per person
$338
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this business-friendly hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
President Hotel
South Beach
Price was $934, price is now $451 per person
$451
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $900, price is now $436 per person
$436
per person
Jan 24 - Jan 28
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 Ocean Drive are located nearby.
EAST Miami
Brickell
Price was $1,885, price is now $989 per person
$989
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this luxury hotel in Miami. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Bayside Marketplace and Kaseya Center are located nearby.
Cavalier Hotel South Beach
South Beach
Price was $1,876, price is now $1,012 per person
$1,012
per person
Jan 19 - Jan 27
found 18 hours ago
Roundtrip flight included
Philadelphia (PHL) 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.
Park Central South Beach
South Beach
Price was $1,021, price is now $553 per person
$553
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this beach 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 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, Feb 18 - Thu, Feb 19
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$61 Roundtrip, found 1 hour ago
$61
Roundtrip
found 1 hour ago
Mon, Feb 9 - Thu, Feb 12
PHL
Philadelphia Intl.
MIA
Miami Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Tue, Dec 30 - Wed, Dec 31
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Wed, Feb 18 - Tue, Feb 24
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Tue, Jan 20 - Wed, Jan 28
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago