Lower Keys Holidays

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Our guide on where to stay in Lower Keys

Find the best Lower Keys areas and neighborhoods for the activities you enjoy most. Learn more about Lower Keys
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Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Find hotels in Cutthroat Harbor Estates

Lower Keys Holiday

Our pick of the best Lower Keys Hotel Deals

Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$432 per night from 8 May to 9 May
NZ$432
includes taxes & fees
8 May - 9 May
8.4/10 Very Good! (219 reviews)
Our family loved our stay!
"We were very happy with our stay on the hammerhead houseboat. It was just the right size for our family of four and our big dog. The fishing was awesome. We saw amazing sea life from the bridge! And the convenient location to town was ideal. The staff was lovely. There was a pretty extreme smell ..."

Reviewed on 26 Apr. 2025

Old Wooden Bridge Resort and Marina
Looe Key Reef Resort
Looe Key Reef Resort
2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$375 per night from 13 May to 14 May
NZ$375
includes taxes & fees
13 May - 14 May
7.4/10 Good! (1,004 reviews)
"This little gem is great! Easy access right off U.S. 1. They have a large tiki bar with a food truck on site. There are a few other dining options within walking distance, but that's about it."

Reviewed on 28 Apr. 2025

Looe Key Reef Resort
Parmer's Resort
Parmer's Resort
2.5 out of 5
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$360 per night from 12 May to 13 May
NZ$360
includes taxes & fees
12 May - 13 May
8.8/10 Excellent! (1,000 reviews)
"The staff at check-in was awesome. Thank you! Have a great day!."

Reviewed on 28 Apr. 2025

Parmer's Resort
See all 804 properties in Lower Keys
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 Lower Keys holiday package cost?
From just . Yes, you read that correctly. Our Lower Keys packages are the easiest way to stretch your budget further. Combine your preferred hotels, flights and car rentals and discover this vibrant destination.
How do I get a cheap travel package to Lower Keys?
Crafting your own Lower Keys holiday package with Expedia is a great way to save. We offer access to over 550 airlines and 1 000 000 properties worldwide. With such an awesome range to pick from, you’ll have no trouble pulling together your ideal escape.
What are the top hotels in Lower Keys?
For properties in Cudjoe Key with friendly service and comfy beds, you can’t beat Margaritaville Beach House Key West and Southernmost Beach Resort. If you’re swinging by Summerland Key as well, you can look forward to a solid night’s sleep at 24 North Hotel Key West or Faro Blanco Resort & Yacht Club.
How far in advance should I book my Lower Keys holiday?
It can be tricky to know exactly when the best time is to book your Lower Keys trip. But generally the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels up to a year prior to your departure date. If you’re thinking of a last-minute getaway, no need to worry! There are incredible deals popping up on Expedia all the time.
What does an Expedia Lower Keys travel package include?
Travel packages include flights, rental cars and hotels, but you can mix and match them to create your perfect Lower Keys escape. You can also add on fun things like activities and experiences once you’ve made your booking. You’re the boss! When you combine your bookings with Expedia, you’ll get access to deals you won’t find anywhere else.
What should I know before booking a Lower Keys travel package?
Booking all the parts of your escape together is a simple way to save. Combine car rentals, airfares and hotels into one package. But you’re not limited to hotels. Expedia features all kinds of properties, including holiday homes such as beachside villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Lower Keys Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just pick your preferred carrier and put together the perfect Lower Keys escape.
If I'm not able to travel, can I cancel my Lower Keys holiday package?
Yes, it’s possible to cancel your Lower Keys booking if your travel plans have been upended. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Lower Keys

Boca Chica Nude Beach

Why not spend a lazy afternoon at Boca Chica Nude Beach during your trip to Key West? Discover the area's entertainment choices or seek out its cycling trails.

Boca Chica Nude Beach

What to do in Lower Keys

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

NZ$83
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

NZ$130
per adult
MIAMI: Key West Day Trip with Boating Options
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

NZ$83
per adult
Full Day Trip in Key West from Miami
See all activities in Lower Keys
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.