Long Key Vacations from $538

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Your Long Key Vacation

History, cuisine, art and more … There's so much to experience with a Long Key vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's tough to forget. Every trip to Long Key needs a well-planned itinerary. Fill yours with big-name attractions like Annes Beach, Fiesta Key and Little Conch Key. Stop daydreaming and start traveling. Browse the many options on Expedia today and finally put your Long Key vacation plans in motion!

The Latest Long Key vacation packages

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

BLUE HOUSE

3 out of 5
Save 100% on your flight
Price was $1,017, price is now $538 per person
$538
per person
Jun 1 - Jun 6
found 2 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
7.6/10 Good! (9 reviews)
Affordable, close to miami beach, quick response times from owner

Reviewed on Mar 24, 2025

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $9,515, price is now $3,725 per person
$3,725
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
5.8/10 (322 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

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 $10,318, price is now $5,323 per person
$5,323
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
The Crosby Studio by Palermo Home

The Crosby Studio by Palermo Home

2 out of 5
Downtown Miami
Price was $2,605, price is now $1,344 per person
$1,344
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
No reviews
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
Matecumbe
Save 100% on your flight
Price was $1,631, price is now $871 per person
$871
per person
Jun 14 - Jun 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.6/10 Excellent! (1,003 reviews)
Staff and amenties were amazing.

Reviewed on Apr 11, 2026

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Discover the most popular places to visit in Long Key

Long Key State Park

Long Key State Park

You can take time to visit Long Key State Park during your travels to Long Key. Wander the beautiful beaches or discover the beautiful sunsets in this relaxing area.

Long Key State Park

Long Key Hotel Deals

Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
$239 nightly
The price is $269 total per night from Apr 13 to Apr 14
$269 total
Apr 13 - Apr 14
Total with taxes and fees
9.2/10 Wonderful! (1,231 reviews)
Situated on Long Ley, the Lime Tree Bay Beach Resort boasts clean rooms, many with an ocean view. The Bougainvillea Suite was roomy and has many recent updates (unfortunately though the website says it holds 6, I would stick to 4 travelers as there is only one bathroom in the suite. The view from ...

Reviewed on Apr 12, 2026

Lime Tree Bay Resort
Edgewater Lodge

Edgewater Lodge

2.5 out of 5
US Highway 1 MM 65,5 Long Key FL
$249 nightly
The price is $280 total per night from Apr 13 to Apr 14
$280 total
Apr 13 - Apr 14
Total with taxes and fees
8.6/10 Excellent! (837 reviews)
Beach view

Reviewed on Apr 6, 2026

Edgewater Lodge
Fiesta Key RV Resort

Fiesta Key RV Resort

2.5 out of 5
70001 Overseas Hwy Long Key FL
7.4/10 Good! (458 reviews)
Ocean view, clean and spacious. Convenient parking out front. Staff was very friendly and was available to answer any questions. Disappointed though that the restaurant was not operating nor the Tiki Bar. Our cottage was not outfitted with a blender or kettle.

Reviewed on Apr 10, 2026

Get rates
Fiesta Key RV Resort
See all 3,150 properties in Long Key
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.

Find the Best Long Key Vacation Packages

Long Key Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
75ºF
Max Temp Summer
85ºF
Top Sights
Annes Beach, Curry Hammock State Park and Sunset Drive Beach

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Frequently asked questions

How much does a Long Key vacation package cost?
You'll find cheap prices from $538 on Expedia for your Long Key escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Long Key costs.
What are the cheapest months to go to Long Key?
If you're looking to score a cheap Long Key vacation package, consider planning a trip in August, September and October. You'll typically find lower rates on flights and accommodations during these months — ideal for budget-conscious travelers.
How many days is enough for Long Key?
The ideal length of your Long Key vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Long Key package deals?
Use Expedia's filters to find some fabulous Long Key package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Long Key package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Long Key vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can customize your Long Key getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Long Key?
If you're considering a spontaneous Long Key adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Long Key vacation packages?
Set off on your ideal getaway to Long Key with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next paycheck — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up travel deals before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.