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.
Soleado Hotel
East Fort Lauderdale
Save 100% on your flight
Price was $710, price is now $494 per person
$494
per person
Dec 3 - Dec 7
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this aparthotel in Fort Lauderdale. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
I really enjoyed my stay at Soleado Hotel! Great location just steps from the ocean, and the quality was well worth the price. A lovely place for a relaxing getaway. I would definitely recommend it!
Reviewed on Oct 27, 2026
Perroquet Hotel Fort Lauderdale Beach
East Fort Lauderdale
Save 100% on your flight
Price was $836, price is now $577 per person
$577
per person
Dec 3 - Dec 7
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this hotel in Fort Lauderdale. Enjoy free WiFi, parking (surcharge), and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby.
Ventura at Boca Raton
East Boca Raton
Price was $1,466, price is now $1,028 per person
$1,028
per person
Dec 4 - Dec 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
Book a stay at this beach condo in Boca Raton. Enjoy free WiFi, a 24-hour front desk, and laundry facilities. Popular attractions Mizner Park and Town Center at Boca Raton are located nearby.
!
Reviewed on Oct 25, 2026
The Garden Hotel & Resort
East Fort Lauderdale
Save 100% on your flight
Price was $743, price is now $544 per person
$544
per person
Dec 3 - Dec 7
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Miami (MIA)
Book a stay at this golf hotel in Fort Lauderdale. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
Room was renovated and clean
Reviewed on Nov 1, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was $4,203, price is now $3,140 per person
$3,140
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Great location!
Reviewed on Nov 2, 2026
The Key West Hotel
Key West Historic District
Price was $4,928, price is now $3,697 per person
$3,697
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!
Reviewed on Oct 29, 2026
Top Hotel Deals
Rainbow Bend Resort
57784 Overseas Hwy Marathon FL
0.97 km from city center
Book a stay at this beach hotel in Marathon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Gulf View Waterfront Resort
58743 OVERSEAS HWY Marathon FL
0.54 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
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. ...
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
15.5 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, 3 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 ...
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 ...
Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy Marathon FL
15.94 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. ...
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
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 beach locale. 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 ...
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. ...
Yacht Haven Marina
5 Sombrero Blvd Marathon FL
13.66 km from city center
Stay at this 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.
Tue, Nov 17 - Tue, Dec 1
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$68 Roundtrip, found 7 hours ago
$68
Roundtrip
found 7 hours ago
Tue, Dec 29 - Wed, Dec 30
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$147 Roundtrip, found 7 hours ago
$147
Roundtrip
found 7 hours ago
Mon, Nov 16 - Mon, Nov 23
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$147 Roundtrip, found 7 hours ago
$147
Roundtrip
found 7 hours ago
Mon, Jan 25 - Sat, Jan 30
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Wed, Dec 2 - Thu, Dec 10
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago