Deals on vacations and trips to Grassy Key

Save when you book Grassy Key package deals

Choose two or more items and save on your trip:

Grassy Key flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Shore View Hotel

Shore View Hotel

3 out of 5
Hollywood Beach
Price was $839, price is now $411 per person
$411
per person
Dec 28 - Dec 31
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and laundry facilities are also on offer.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Price was $1,557, price is now $729 per person
$729
per person
Dec 28 - Dec 31
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $13,935, price is now $7,046 per person
$7,046
per person
Dec 11 - Dec 14
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This aparthotel 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.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $921, price is now $474 per person
$474
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.
Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was $1,855, price is now $1,000 per person
$1,000
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.

Top Grassy Key hotels 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
$149 nightly
The price is $168 total per night
$168 total
Oct 6 - Oct 7
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas and a garden are also provided.
On private beach
Pool
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
$91 nightly
The price is $102 total per night
$102 total
Oct 19 - Oct 20
Total with taxes and fees
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.
Pool
Pet friendly
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

4 out of 5
58182 Overseas Hwy Marathon FL
$228 nightly
The price is $257 total per night
$257 total
Oct 6 - Oct 7
Total with taxes and fees
This smoke-free hotel features 2 outdoor pools, a hot tub, and a restaurant. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Hot Tub
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Free Cancellation
Reserve now, pay when you stay
$314 nightly
The price is $353 total per night
$353 total
Oct 6 - Oct 7
Total with taxes and fees
This smoke-free hotel features a full-service spa, 5 outdoor pools, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Make the most of the gym and steam room, and relax with drinks at one of the 2 bars/lounges.
Pool
Spa
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $194 total per night
$194 total
Oct 7 - Oct 8
Total with taxes and fees
This resort features a private beach, 3 outdoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor tennis court and perks like free self parking.
On private beach
Pool
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Free Cancellation
Reserve now, pay when you stay
$272 nightly
The price is $304 total per night
$304 total
Oct 11 - Oct 12
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and a water park. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a waterslide and an arcade/game room, and families will appreciate the picnic area.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Grassy Key
View all properties
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.

Frequently asked questions

How much are vacation packages to Grassy Key?
Your vacation dreams can come to life in Grassy Key from just $411. 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.

Photos of local treasures

Browse Grassy Key vacation photos for more inspiration

A dolphin swimming near a wooden dock and a tree branch in the water.
A beach with clear turquoise water, surrounded by lush green trees and a distant shoreline with buildings.
A calm bay with clear turquoise water, surrounded by lush green vegetation and a sandy beach.
A building with a blue awning labeled "Dolphin Research Center" and a dolphin logo.
A dolphin sculpture and a sign for the Dolphin Research Center.

Explore More Ways to Travel with Travelocity