Lower Matecumbe Key Vacation Packages 2026 from $551

Name: Hawks Cay Resort
Price range: $384 total

Lower Matecumbe Key flight + hotel vacation packages

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

Beach Park Hotel

South Beach

Save 100% on your flight

$551

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

Self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Luggage storage and a safe deposit box are also provided.

Creekside Inn

$599

per person

Mar 19 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

Bay Breeze Premium Apartments By Eskape Collection

$670

per person

Mar 17 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This aparthotel features an outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking, a garden, and luggage storage are also offered.

Casablanca Miami Beach

North Beach

$663

per person

Mar 17 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Flow Miami Hotel

Downtown Miami

$1,007

per person

Mar 17 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This apartment features an outdoor pool and a 24-hour gym. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.

Top Lower Matecumbe Key hotels deals

Matecumbe Resort

76261 Overseas Hwy Islamorada FL

Get rates

A private beach and an outdoor pool are featured at this smoke-free resort. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and laundry facilities are also on offer.

On private beach

Pool

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$249 nightly

$280 total

Jan 28 - Jan 29

Total with taxes and fees

A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi.

On private beach

Pool

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

Free Cancellation

Reserve now, pay when you stay

$343 nightly

$384 total

Jan 21 - Jan 22

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. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.

On private beach

Pool

Lime Tree Bay Resort

68500 Overseas Hwy Long Key FL

$179 nightly

$201 total

Jan 27 - Jan 28

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$356 nightly

$400 total

Jan 21 - Jan 22

Total with taxes and fees

This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate the arcade/game room and complimentary bicycles.

On private beach

Pool

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$320 nightly

$361 total

Jan 29 - Jan 30

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities.

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.

Popular places to visit

Anne's Beach

If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.

Robbie’s of Islamorada

Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.

Sunset Drive Beach

Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?

Frequently asked questions

How much are vacation packages to Lower Matecumbe Key?

Travelocity offers flight and hotel packages starting from just $551. With such amazing bargains, you'll be saying hello to Lower Matecumbe Key before you know it.

Where can I get the best vacation package deals for Lower Matecumbe Key?

You can pick up unbeatable Lower Matecumbe Key package deals with Travelocity. Pick from as many as 400 air carriers and 1,000,000 properties worldwide and turn those travel dreams into a reality.

Why should I book my Lower Matecumbe Key vacation bundle with Travelocity?

Nothing tops the satisfaction of knowing you've just bagged the best deal around — that's our Price Match Guarantee. Add to that our incredibly broad range of destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.

Can I save money on my Lower Matecumbe Key car rental if I bundle it with hotels and flights?

Combining your bookings into a Lower Matecumbe Key vacation package will leave you with some serious savings. Book a car and flight; a flight, car and hotel; or a hotel and car. You won't find a better way to explore the greater Lower Matecumbe Key area than with your own rental car. You can also add experiences and activities to your Travelocity package.

What is there to do in Lower Matecumbe Key?

A vibrant and lively destination, Lower Matecumbe Key boasts some excellent attractions. Anne's Beach and Sunset Drive Beach are a couple of the local highlights.