Deals on vacations and trips to Lower Matecumbe Key

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Lower Matecumbe Key flight + hotel vacation packages

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The Club - Pool - Gym - Parking - Heart of Brickell

The Club - Pool - Gym - Parking - Heart of Brickell

4 out of 5
Brickell
Save 100% on your flight
Price was $863, price is now $456 per person
$456
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment's 2 outdoor pools and 24-hour gym are among the featured amenities. Free self parking and luggage storage are also offered on site.
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 $33,828, price is now $16,699 per person
$16,699
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $2,443, price is now $1,369 per person
$1,369
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was $7,568, price is now $4,413 per person
$4,413
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
Seacoast Suites on Miami Beach

Seacoast Suites on Miami Beach

3.5 out of 5
Mid Beach
Save 100% on your flight
Price was $2,223, price is now $1,301 per person
$1,301
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A full-service spa, an outdoor pool, and a restaurant are all featured at this aparthotel. Families will appreciate the playground and onsite laundry facilities. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Top Lower Matecumbe Key hotels deals

Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $158 total per night
$158 total
Oct 18 - Oct 19
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
Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
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
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$242 nightly
The price is $272 total per night
$272 total
Oct 19 - Oct 20
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
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
$182 nightly
The price is $204 total per night
$204 total
Oct 19 - Oct 20
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.
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $197 total per night
$197 total
Oct 26 - Oct 27
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

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Free Cancellation
Reserve now, pay when you stay
$272 nightly
The price is $304 total per night
$304 total
Oct 25 - Oct 26
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 $456. 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.

Photos of local treasures

Browse Lower Matecumbe Key vacation photos for more inspiration

A beach with a wooden pavilion, clear blue sky, and dense green foliage.
A pelican on a wooden dock with boats in the background.
Pelicans flying over a body of water.
A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.
A wooden deck with benches overlooking a clear blue sea.

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