Lower Matecumbe Key Vacation Packages 2026 from $452

Lower Matecumbe Key flight + hotel vacation packages

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

Balfour Miami Beach, a Registry Collection Hotel

South Beach

$452

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free WiFi. Valet parking, a coffee shop, and dry cleaning are also offered.

Luxury Pool Home - Downtown Brickell

Coral Way

$1,472

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Miami (MIA)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and a virtual front desk are also provided.

Andaz Miami Beach Resort & Spa

Mid Beach

$1,087

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,207

per person

Dec 10 - Dec 13

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.

Miami Vacation Rentals - Brickell

Brickell

$1,319

per person

Dec 2 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Miami (MIA)

This apartment features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, poolside bar, and snack bar/deli.

Top Lower Matecumbe Key hotels deals

Caloosa Cove Resort by CoolVacay

73801 Overseas Hwy Islamorada FL

Get rates

A marina and a restaurant are featured at this smoke-free condo. Enjoy the outdoor pool and perks like free self parking and free WiFi. A picnic area and barbecue grills are also provided.

Pool

Kitchen

Matecumbe Resort

76261 Overseas Hwy Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$155 total

Sep 20 - Sep 21

Total with taxes and fees

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

$206 nightly

$232 total

Sep 21 - Sep 22

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

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$221 total

Oct 1 - Oct 2

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

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

97000 Overseas Hwy Key Largo FL

Free Cancellation

Reserve now, pay when you stay

$286 nightly

$322 total

Sep 28 - Sep 29

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

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

Free Cancellation

Reserve now, pay when you stay

$255 nightly

$286 total

Sep 27 - Sep 28

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.

Stay near popular Lower Matecumbe Key attractions

Anne's Beach

7.8/10 (597 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Lower Matecumbe Key?

Travelocity offers flight and hotel packages starting from just $452. 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.