Grassy Key Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Grassy Key Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $943, price is now $480 per person
$480
per person
Jul 19 - Jul 25
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.

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,223, price is now $604 per person
$604
per person
Jun 7 - Jun 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 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

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,099, price is now $548 per person
$548
per person
Jul 19 - Jul 25
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 Lincoln Road Mall are located nearby.

Andaz Miami Beach Resort & Spa

Andaz Miami Beach Resort & Spa

5 out of 5
Mid Beach
Save 100% on your flight
Price was $1,686, price is now $857 per person
$857
per person
Jun 7 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this luxury hotel in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Save 100% on your flight
Price was $1,546, price is now $815 per person
$815
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 pool in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Save 100% on your flight
Price was $948, price is now $508 per person
$508
per person
Jun 7 - Jun 13
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 Lincoln Road Mall are located nearby.

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Top Hotel Deals

Rainbow Bend Resort

Rainbow Bend Resort

2.5 out of 5
57784 Overseas Hwy Marathon FL
0.97 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

Grassy Flats Resort & Beach Club

4 out of 5
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

Gulf View Waterfront Resort

2.5 out of 5
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. ...
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
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 ...
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
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

Lime Tree Bay Resort

3.5 out of 5
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. ...
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

3 out of 5
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, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

3 out of 5
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. ...
Kingsail Resort

Kingsail Resort

2 out of 5
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

Tranquility Bay Beachfront Hotel and Resort

4 out of 5
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. ...
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

3 out of 5
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 ...
Banana Bay Resort & Marina

Banana Bay Resort & Marina

3 out of 5
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 ...
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

4 out of 5
1996 Overseas Highway Marathon FL
16.43 km from city center
Book a stay at this spa resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Floating Sea Cove Resort & Marina

Floating Sea Cove Resort & Marina

2 out of 5
12685 Overseas Highway Marathon FL
7.02 km from city center
Stay at this hotel in Marathon. Enjoy free parking and air conditioning. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions ...
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

3 out of 5
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. ...
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See all available properties in Grassy Key
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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.

Frontier Airlines
Sat, Jun 27 - Wed, Jul 1
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$66 Roundtrip, found 2 hours ago
$66
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Jun 27 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Wed, Jul 1, priced at $66 found 2 hours ago
Spirit Airlines
Sun, May 17 - Thu, Jun 4
PHL
Philadelphia Intl.
MIA
Miami Intl.
$72 Roundtrip, found 3 days ago
$72
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sun, May 17 from Philadelphia Intl. to Miami Intl., returning Thu, Jun 4, priced at $72 found 3 days ago
American Airlines
Wed, Jul 22 - Sat, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$147 Roundtrip, found 18 hours ago
$147
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Jul 22 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Sat, Aug 1, priced at $147 found 18 hours ago
Delta
Sat, Jun 27 - Wed, Jul 1
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$147 Roundtrip, found 2 hours ago
$147
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Jun 27 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Wed, Jul 1, priced at $147 found 2 hours ago
Southwest Airlines
Wed, May 20 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$182 Roundtrip, found 6 hours ago
$182
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, May 20 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Wed, Jun 3, priced at $182 found 6 hours ago