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
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy a beach locale, breakfast (surcharge), 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.
Miami accommodations BeachFront
South Beach
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, slippers, and housekeeping. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
1 Hotel South Beach
South Beach
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this 5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
President Hotel
South Beach
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Ocean Drive are located nearby.
Solé Miami, A Noble House Resort
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this 4-star beach hotel in Sunny Isles Beach. Enjoy a beach locale, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Aventura Mall and Gulfstream Park Racing and Casino are located nearby.
B Ocean Resort Fort Lauderdale Beach
East Fort Lauderdale
Save 100% on your flight
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
Stay at this 4-star beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Las Olas Beach and Port Everglades 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 ...
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. ...
Grassy Flats Resort & Beach Club
58182 Overseas Hwy, Marathon, FL
0.37 km from city center
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
Hawks Cay Resort
61 Hawks Cay Blvd, Marathon, FL
4.54 km from city center
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 ...
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 ...
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. ...
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 2 bars/lounges. 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 ...
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
1996 Overseas Highway, Marathon, FL
16.43 km from city center
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. ...
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 free breakfast, free parking, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
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. ...
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.
Sat, Sep 13 - Sun, Sep 21
PHL
Philadelphia Intl.
MIA
Miami Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Wed, Aug 20 - Wed, Aug 27
LGA
LaGuardia
MIA
Miami Intl.
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Thu, Jul 24 - Thu, Jul 31
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Mon, Nov 10 - Tue, Nov 18
DTW
Detroit Metropolitan Wayne County
MIA
Miami Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
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All accommodation types in Grassy Key
More Types of Hotels
- Hotels with a Pool in Grassy Key
- Oceanfront Hotels in Grassy Key
- Beach Hotels in Grassy Key
- Hotels with WiFi in Grassy Key
- Hotel with wifi in Grassy Key
- Hotels with Air Conditioning in Grassy Key
- Hotels with Bars in Grassy Key
- Family Hotels in Grassy Key
- Hotels with Balconies in Grassy Key
- Smoke Free Hotels in Grassy Key
- Hotels on the River in Grassy Key
- Cheap Hotels in Grassy Key
- Hotel with a Concierge in Grassy Key
- Hotels with Hot Tubs in Grassy Key
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- Pet-friendly Hotels in Grassy Key
- Luxury Hotels in Grassy Key