Rockland Key Holidays
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Rockland Key Holiday
Our pick of the best Rockland Key Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
NZ$404
22 Sept - 23 Sept
includes taxes & fees
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
NZ$337
17 Sept - 18 Sept
includes taxes & fees
8.6/10 Excellent! (2,503 reviews)
"Our stay was excellent! Everyone was super nice"
Reviewed on 9 Sept 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
NZ$307
15 Sept - 16 Sept
includes taxes & fees
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.
Frequently asked questions
How much does a Rockland Key holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Rockland Key from just . And the more you bundle, the more you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Rockland Key?
Creating your own Rockland Key holiday package with Expedia is a smart way to save. We have access to more than 550 air carriers and 1 000 000 properties all over the world. With such a fabulous range to choose from, you'll have no hassles creating your ideal escape.
Where should I stay in Rockland Key?
A getaway to Rockland Key isn't complete without paying a visit to Boca Chica Nude Beach, Key West Naval Station and Boca Chica Beach. Spend your nights near these popular sights and make sightseeing simple.
How far in advance should I book my Rockland Key holiday?
Savvy travellers will likely want to reserve their seats as early as possible. You can generally compare international airfares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, there's no need to worry. Low prices sometimes appear in the last weeks before departure.
What does an Expedia Rockland Key travel package include?
Hotels, flights and rental cars — we have them covered. With Expedia, you can shape your Rockland Key travel package your way. All you have to do is figure out what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the more you save!
What should I know before booking a Rockland Key travel package?
You'll save big with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with terrific discounts. Hotels aren't your only choice, however. Book with us and choose from island villas, cosy city apartments and even glamping tents!
Can I choose my airline with a Rockland Key Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Rockland Key holiday package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Rockland Key holiday package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, have a look at our Customer Service Portal for further information.
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- Flights to Key West Intl.
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- Flights from Tokyo (TYO) to Key West (EYW)
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- Flights from Nashville (BNA) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
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- Flights from Panama City (ECP) to Key West (EYW)
- Flights from Naples (NAP) to Key West (EYW)
- Flights from White Plains (HPN) to Key West (EYW)
- Flights from Salmon Arm (YSN) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Nightmute (NME) to Key West (EYW)
- Flights from Gaithersburg (GAI) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Hoskins (HKN) to Key West (EYW)
- Flights from Joplin (JLN) to Key West (EYW)
- Flights from Kansas City (MCI) to Key West (EYW)
- Flights from Niamey (NIM) to Key West (EYW)
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Seattle (SEA) to Key West (EYW)
- Flights from Norden (NOE) to Key West (EYW)
- Flights from Lexington (LEX) to Key West (EYW)
- Flights from Henderson (HSH) to Key West (EYW)
- Flights from Bucharest (OTP) to Key West (EYW)
- Smathers Beach
- Southernmost Point
- Fort East Martello Museum and Gallery
- Key West Cemetery
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Boca Chica Nude Beach
- Big Pine Key Holidays
- Mallory Square
- Fort Zachary Taylor Historic State Park
- Key West Holidays
- Key West Butterfly and Nature Conservatory
- Florida Keys Beaches
- Duval Street
- South Beach
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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.
