Lower Matecumbe Key Vacation Packages 2026 from $623

Name: Hawks Cay Resort
Price range: $399 total

Lower Matecumbe Key flight + hotel vacation packages

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

Creekside Inn

$623

per person

Jun 1 - Jun 5

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.

Casablanca Miami Beach

North Beach

$2,699

per person

Jun 3 - Jun 8

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.

Carillon Miami Wellness Resort

North Beach

$1,367

per person

May 21 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Enjoy the 2 hot tubs, and relax with drinks at the bar/lounge and poolside bar.

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

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$374 nightly

$421 total

Apr 12 - Apr 13

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy Key Largo FL

Free Cancellation

Reserve now, pay when you stay

$418 nightly

$470 total

Apr 12 - Apr 13

Total with taxes and fees

A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the arcade/game room and complimentary bicycles.

On private beach

Pool

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$270 nightly

$304 total

Apr 14 - Apr 15

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

$356 nightly

$399 total

Apr 21 - Apr 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

$239 nightly

$269 total

Apr 21 - Apr 22

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

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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 $623. 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.