
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.

Henrosa Hotel
South Beach
Save 100% on your flight
Price was $545, price is now $259 per person
$259
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free WiFi, 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 Lincoln Road Mall are located nearby.

Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $562, price is now $265 per person
$265
per person
Nov 16 - Nov 20
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.

Barcelona Studios Guesthouse
South Beach
Price was $782, price is now $370 per person
$370
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this guesthouse in Miami Beach. Enjoy free WiFi, a garden, and a picnic area. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

President Hotel
South Beach
Save 100% on your flight
Price was $769, price is now $418 per person
$418
per person
Oct 19 - Oct 25
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, 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 Lincoln Road Mall are located nearby.

President Villa
South Beach
Save 100% on your flight
Price was $508, price is now $279 per person
$279
per person
Nov 16 - Nov 20
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, 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 Lincoln Road Mall are located nearby.

Mondrian South Beach
South Beach
Save 100% on your flight
Price was $884, price is now $486 per person
$486
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall 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. ...

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 ...

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 ...

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 ...

Banana Bay Resort & Marina
4590 Overseas Highway, Marathon, FL
14.31 km from city center
Stay at this 3-star golf hotel in Marathon. Enjoy a marina, breakfast (surcharge), and free bicycles on site. Our guests praise the pool and the bar in our reviews. ...

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 ...

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 ...

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. ...

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. ...

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. ...

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 ...
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, Oct 12 - Sat, Oct 18
PHL
Philadelphia Intl.
MIA
Miami Intl.
$87 Roundtrip, found 3 days ago
$87
Roundtrip
found 3 days ago

Mon, Sep 22 - Sat, Sep 27
LGA
LaGuardia
MIA
Miami Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago

Sat, Jan 10 - Sat, Jan 17
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago

Sun, Oct 19 - Thu, Oct 23
BOS
Logan Intl.
EYW
Key West Intl.
$207 Roundtrip, found 17 hours ago
$207
Roundtrip
found 17 hours ago

Mon, Jan 5 - Wed, Jan 14
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$249 Roundtrip, found 4 days ago
$249
Roundtrip
found 4 days ago