Grassy Key Vacation Packages 2026 from $281

Grassy Key flight + hotel vacation packages

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

Private Apartment at the Congress

South Beach

$281

per person

Sep 2 - Sep 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

An outdoor pool, valet parking, and concierge services are featured at this aparthotel. WiFi in public areas is free. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Casablanca Miami Beach

North Beach

$2,843

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,692

per person

Oct 2 - Oct 5

found 1 day 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.

Solé Miami, A Noble House Resort

Ocean Four

Save 100% on your flight

$402

per person

Aug 28 - Sep 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Enjoy the 24-hour gym and unwind at the beach bar and poolside bar.

Nobu Hotel Miami Beach

Mid Beach

$579

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A full-service spa, 2 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the gym, poolside bar, and concierge services.

Top Grassy Key hotels deals

Rainbow Bend Resort

57784 Overseas Hwy Marathon FL

Free Cancellation

Reserve now, pay when you stay

$141 nightly

$158 total

Aug 3 - Aug 4

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.

Grassy Flats Resort & Beach Club

58182 Overseas Hwy Marathon FL

$246 nightly

$276 total

Aug 26 - Aug 27

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.

Gulf View Waterfront Resort

58743 OVERSEAS HWY Marathon FL

$115 nightly

$129 total

Aug 2 - Aug 3

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.

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL

Free Cancellation

Reserve now, pay when you stay

$298 nightly

$335 total

Aug 20 - Aug 21

Total with taxes and fees

This smoke-free hotel features a full-service spa, 5 outdoor pools, and a restaurant. Spend a day at the beach scuba diving, or relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Lime Tree Bay Resort

68500 Overseas Hwy Long Key FL

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$201 total

Aug 16 - Aug 17

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.

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

Free Cancellation

Reserve now, pay when you stay

$300 nightly

$336 total

Aug 3 - Aug 4

Total with taxes and fees

This luxury 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. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with kayaking.

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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 $281. 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.