Deals on vacations and trips to Grassy Key

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Broadmore Miami Beach

Broadmore Miami Beach

3.5 out of 5
North Beach
Save 100% on your flight
per person
Jul 23 - Jul 27
found 18 hours ago
Roundtrip flight included
Newark (EWR) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. A coffee shop, a terrace, and luggage storage are also on offer.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Aug 23 - Aug 26
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
May-Dee Suites

May-Dee Suites

2.5 out of 5
Hollywood Hills
Save 100% on your flight
per person
Aug 1 - Aug 8
found 9 hours ago
Roundtrip flight included
Newark (EWR) to Miami (MIA)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.
6080 Design Hotel by Eskape Collection

6080 Design Hotel by Eskape Collection

4 out of 5
Mid Beach
Save 100% on your flight
per person
Aug 23 - Aug 26
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and perks like a free beach shuttle.

Top Grassy Key hotel deals

Rainbow Bend Resort

Rainbow Bend Resort

2.5 out of 5
57784 Overseas Hwy, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Jun 2 - Jun 3
A private beach and an outdoor pool are featured at this hotel. A spa tub, a restaurant, and a garden are also provided.
Hot Tub
Pet friendly
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY, Marathon, FL
The price is $149 per night
$149
per night
Jun 6 - Jun 7
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. There's an outdoor pool on site, and laundry facilities and barbecue grills are also offered.
Pet friendly
Pool
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

2.5 out of 5
58182 Overseas Hwy, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
The price is $336 per night
$336
per night
Jun 16 - Jun 17
This smoke-free hotel features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Breakfast available
Pet friendly
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi

Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi

Get rates
A garden is available at this vacation home.
Pool
Outdoor Space
Authentic And Charming Little Cottage 60 Ft From The Ocean

Authentic And Charming Little Cottage 60 Ft From The Ocean

Get rates
This cottage features a water park, free WiFi in public areas, and a garden. Barbecue grills are provided for your convenience.
Outdoor Space
Free WiFi
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
The price is $397 per night
$397
per night
Jun 2 - Jun 3
This traditional hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a children's pool, and families will appreciate the picnic area.
Hot Tub
Breakfast available
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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.

Popular places to visit

Image for Sombrero Beach

Sombrero Beach

4.5/5(417 reviews)

Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.

Sombrero Beach
Image for Seven Mile Bridge

Seven Mile Bridge

4.5/5(830 reviews)

Walk, jog, cycle or drive across one of the longest bridges in North America to take in the scenic ocean views it provides.

Seven Mile Bridge
Image for Dolphin Research Center

Dolphin Research Center

4.5/5(194 reviews)

Learn about the playful nature of dolphins before swimming alongside these clever marine mammals at this entertaining research facility.

Dolphin Research Center

Frequently asked questions

How much are vacation packages to Grassy Key?
Your vacation dreams can come to life in Grassy Key from just $227. Vacation packages include flights and hotels, and they’ll make your booking nice and easy. All you’ll have to focus on is having a good time.
How long should my Grassy Key vacation be?
Most people reserve their hotel for 3 nights in Grassy Key. But that doesn’t mean you have to follow in their footsteps. How long you hang around comes down to how much you want to see during your vacation. If your aim is to familiarize yourself with every square inch of this impressive place, consider booking another night or so (or even longer!).
Where can I get the best vacation package deals for Grassy Key?
You can snap up sensational Grassy Key package deals with Travelocity. Mix and match from 400 partner airlines and 1,000,000 properties worldwide and turn those vacation daydreams into reality.
Why should I purchase my Grassy Key vacation package via Travelocity?
Because you’ll never roam on your own if you secure your trip with us, and we offer 24/7 customer support and top-notch service to boot. Add to that our Price Match Guarantee and a huge range of destinations to select from. We’re here to make your daydreams a reality.
Can I save on my Grassy Key car rental if I combine it with a hotel or flight?
Certainly — bundle your car, flight and hotel into a Grassy Key vacation package and you’ll save a handsome sum. With so much to see and do in Grassy Key, having your own set of wheels will make exploring a joy. Once you’ve slid into the driver’s seat, crank up the tunes and make your way to PortMiami, an unmissable attraction roughly 85 mi from Grassy Key.
What is the best time of year to go to Grassy Key?
Pack your bags in and you can spend more cash on awesome experiences, not your hotel room. This is the most inexpensive month to book a stay. Prices are at their most expensive in , so avoid traveling during this time if you’re on a tight budget. January, February and September are the tourist season months in Grassy Key. You’ll need to book ahead of time and be prepared to pay more. August, October and November are the quietest months.
Which airport is best for Grassy Key?
The main airport is Key West Intl. Airport (EYW). Grab your bags, step out of the terminal and you’ll discover yourself 50 mi from downtown Grassy Key.
Where should I stay when visiting Grassy Key?
If you’re searching for a place to lay your head, check out the Gulf View Waterfront Resort. It’s the top choice for many travelers.