Deals on vacations and trips to Grassy Key

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Grassy Key flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Barcelona Studios Guesthouse

Barcelona Studios Guesthouse

2 out of 5
South Beach
Save 100% on your flight
Price was $982, price is now $485 per person
$485
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Free WiFi in public areas, a garden, and a picnic area are available at this guesthouse. Express check-out and a virtual front desk are also provided.
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 $23,673, price is now $11,615 per person
$11,615
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
The Local House

The Local House

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,993, price is now $1,035 per person
$1,035
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. A poolside bar, a coffee shop, and a terrace are also provided.
President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,338, price is now $703 per person
$703
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
This hotel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and a garden are also offered.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,271, price is now $668 per person
$668
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.

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
$133 nightly
The price is $149 total per night
$149 total
Sep 13 - Sep 14
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. A hot tub, a restaurant, and a garden are also provided.
On private beach
Pool
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

4 out of 5
58182 Overseas Hwy Marathon FL
$223 nightly
The price is $251 total per night
$251 total
Sep 22 - Sep 23
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
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
$99 nightly
The price is $111 total per night
$111 total
Sep 16 - Sep 17
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
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
$252 nightly
The price is $283 total per night
$283 total
Sep 13 - Sep 14
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
Sep 13 - Sep 14
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
$207 nightly
The price is $231 total per night
$231 total
Sep 13 - Sep 14
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
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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.

Frequently asked questions

How much are vacation packages to Grassy Key?
Your vacation dreams can come to life in Grassy Key from just $485. 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.

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