Cow Key Holidays from AU$446
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Cow Key Holiday
With everything planned before you go away, our Cow Key holiday packages mean you can simply focus on letting the good times roll. Whether you base yourself in the neighbourhood of Sunset Key, which is great for coastal beaches, or somewhere else in town, this interesting city offers a wealth of discoveries. Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are just some of the many attractions worth visiting during your trip to Cow Key. No matter your travel plans or the size of your budget, organising a tailored Cow Key holiday is a cinch with Expedia.
The Latest Cow Key Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
South Beach
Price was AU$635, price is now AU$446 per person
AU$446
per person
22 Dec - 24 Dec
found 8 hours ago
Return flight included
Orlando (ORL) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
The hotel is old, rundown and very small rooms. The staff is amazing!! Very friendly and helpful, I give the staff 5 stars.
Reviewed on 25 Oct 2025
Hotel Riu Plaza Miami Beach
Mid Beach
Save 100% on your flight
Price was AU$863, price is now AU$566 per person
AU$566
per person
22 Dec - 24 Dec
found 8 hours ago
Return flight included
Orlando (ORL) to Miami (MIA)
8.2/10 Very Good! (1,118 reviews)
The biggest problem was the lack of enough elevators for guests, especially during breakfast hours. You have to spend a lot of time waiting in line.
Reviewed on 23 Oct 2025
Kimpton EPIC Hotel by IHG
Downtown Miami
Price was AU$779, price is now AU$570 per person
AU$570
per person
22 Dec - 24 Dec
found 8 hours ago
Return flight included
Orlando (ORL) to Miami (MIA)
9/10 Wonderful! (2,127 reviews)
This hotel was amazing, our room was very clean and spacious, it definitely looked like the pictures. It was very close to shopping and I would definitely return again.
Reviewed on 25 Oct 2025
EAST Miami
Downtown Miami
Price was AU$1,014, price is now AU$751 per person
AU$751
per person
22 Dec - 24 Dec
found 8 hours ago
Return flight included
Orlando (ORL) to Miami (MIA)
9.2/10 Wonderful! (3,480 reviews)
East is my Home is Miami. The best of times and the best gym in the City!
Reviewed on 25 Oct 2025
Cow Key Holiday
Cow Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park |
Our pick of the best Cow Key Hotel Deals
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$362 per night from 28 Oct to 29 Oct
AU$362
28 Oct - 29 Oct
includes taxes & fees
8.8/10 Excellent! (1,726 reviews)
Beautiful setting - great water views. Room was clean and comfortable - pools were great.
Reviewed on 24 Oct 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$389 per night from 29 Oct to 30 Oct
AU$389
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (2,818 reviews)
Beach view excellent. Dining and drink options wonderful
Reviewed on 24 Oct 2025
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$418 per night from 27 Oct to 28 Oct
AU$418
27 Oct - 28 Oct
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
Poor internet; Chrometv/Google tv unmanageable
Reviewed on 24 Oct 2025
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.
Explore a world of travel with Expedia
Flights
- Flights from Key West Intl.
- American Airlines New York (LGA) to Key West (EYW) flights
- Flights from Lake Of The Ozarks (AIZ) to Key West (EYW)
- Flights from Albany (ALB) to Key West (EYW)
- Flights from Asheville (AVL) to Key West (EYW)
- Flights from Boca Raton (BCT) to Key West (EYW)
- Flights from Berlin (BER) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Canberra (CBR) to Key West (EYW)
- Flights from Concord (CCR) to Key West (EYW)
- Flights from Charleston (CHS) to Key West (EYW)
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Clearwater (CLW) to Key West (EYW)
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Cincinnati (CVG) to Key West (EYW)
- Flights from Dallas (DAL) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Destin (DSI) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Danbury (DXR) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Gaithersburg (GAI) to Key West (EYW)
- Flights from Genoa (GOA) to Key West (EYW)
- Flights from Greenville (GSP) to Key West (EYW)
- Flights from Houston (HOU) to Key West (EYW)
- Flights from Houston (IAH) to Key West (EYW)
- Flights from Indianapolis (IND) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Kingston (KIN) to Key West (EYW)
- Flights from Las Vegas (LAS) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from London (LHR) to Key West (EYW)
- Flights from Montego Bay (MBJ) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Melbourne (MEL) to Key West (EYW)
- Flights from Memphis (MEM) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Melbourne (MLB) to Key West (EYW)
- Flights from Smyrna (MQY) to Key West (EYW)
- Flights from Minneapolis (MSP) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Newcastle (NCL) to Key West (EYW)
- Flights from Marina (OAR) to Key West (EYW)
- Flights from Miami (OPF) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Perth (PER) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Portsmouth (PSM) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from San Diego (SAN) to Key West (EYW)
- Flights from Savannah (SAV) to Key West (EYW)
- Flights from Seattle (SEA) to Key West (EYW)
- Flights from Sanford (SFM) to Key West (EYW)
- Flights from San Francisco (SFO) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from St. Louis (STL) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Texarkana (TXK) to Key West (EYW)
- Flights from Salmon Arm (YSN) to Key West (EYW)
Packages
- Anne's Beach
- Blue Waters Holidays
- Caribbean Club Bar
- Cinco de Mayo Park
- Dry Tortugas National Park
- Ernest F. Coe Visitor Center
- Everglades National Park
- Flamingo Visitor Center
- Florida Keys Dive Center
- Fort East Martello Museum and Gallery
- Fort Jefferson
- Fort Jefferson Visitor Center
- Fort Zachary Taylor Historic State Park
- Founders Park
- Hm69 Nike Missile Base
- Islamorada Holidays
- Key Largo Holidays
- Key West Butterfly and Nature Conservatory
- Key West Holidays
- Marathon Holidays
- Marco Island Holidays
- Robbie's
- Sands Holidays
- Seven Mile Bridge
- Smathers Beach
- Sombrero Beach
- Southernmost Point
- Visit Stock Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
