Lower Keys Holidays

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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

Top hotels in Lower Keys

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 S$222 per night from 23 Jun to 24 Jun
S$222
23 Jun - 24 Jun
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"A Gem of a Property! If you have ever wondered what the Florida Keys were like before the mega corporations took over, this is it. Charming, with so many personal touches that it instantly feels like home. Location is fantastic, quiet with great amenities, and only a beautiful, easy drive to Key ..."

Reviewed on 13 Jun, 2025

Parmer's Resort
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key Hotel at KOA Resort
3 out of 5
251 Co Rd 939, Summerland Key, FL
9.6/10 Exceptional! (389 reviews)
"Loved it"

Reviewed on 1 Jun, 2025

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Sugarloaf Key Hotel at KOA Resort
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 S$236 per night from 30 Jun to 1 Jul
S$236
30 Jun - 1 Jul
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Very cute hotel. The rooms are recently renovated."

Reviewed on 12 Jun, 2025

Looe Key Reef Resort
See all 810 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 rentals 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.

Popular places to visit

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 great live music or seek out its cycling trails.

Boca Chica Nude Beach

Big Pine Key Flea Market

You can enjoy retail therapy at Big Pine Key Flea Market during your stay in Big Pine Key. Stroll along the marina or discover the sunrises in this relaxing area.

Big Pine Key Flea Market

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

S$35
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

S$35
per adult
Full Day Trip in Key West from Miami
Key West Day Trip & Glass Bottom-Boat Tour from Miami

Key West Day Trip & Glass Bottom-Boat Tour from Miami

S$166
per traveller
Key West Day Trip & Glass Bottom-Boat Tour 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.