Summerland Key Holidays

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Top Flight + Hotel Deals in Summerland Key

Price found within the past 48 hours. Click for updated prices.
The Balfour Hotel

The Balfour Hotel

4 out of 5
South Beach
Save 100% on your flight
per person
26 Mar - 31 Mar
found 13 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (670 reviews)
Room is wayyyyyyyyyyyy too small. Not ideal

Reviewed on 31 Dec 2024

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
26 Mar - 31 Mar
found 13 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (1 review)
EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
per person
26 Mar - 31 Mar
found 13 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
9/10 Wonderful! (2,858 reviews)
We loved the location, friendly staff, and the hotel amenities. It would have been convenient if we could keep our personal stuff in the mini fridge without being charged for it.

Reviewed on 1 Jan 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
26 Mar - 31 Mar
found 13 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (1,043 reviews)
Many people easy to come up elevates even people not stay

Reviewed on 5 Jan 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
26 Mar - 31 Mar
found 13 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (1,095 reviews)
A lot cleaner than we thought it was going to be. There’s alot of construction on places around the hotel but that’s not their fault. The staff was amazing always offering something helping with questions and suggestions. Did not expect a breakfast that nice either. Definitely money savings not having to go out every day. I just had ankle surgery 10 weeks ago and the property was walkable to everything. My only complaint was the slow elevator so I took the stairs. This is my 4th trip to Miami and most likely any future trips to the MIA I will be staying here!

Reviewed on 4 Jan 2025

Where to stay in Summerland Key

Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about Summerland Key
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Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Find hotels in Sugarloaf Shores

Top hotels in Summerland Key

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 €235 per night from 9 Jan to 10 Jan
€235
includes taxes & fees
9 Jan - 10 Jan
8.8/10 Excellent! (1,002 reviews)
"Nature."

Reviewed on 30 Dec 2024

Parmer's Resort
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is €217 per night from 6 Jan to 7 Jan
€217
includes taxes & fees
6 Jan - 7 Jan
8/10 Very Good! (1,003 reviews)
"Older but well maintained property. I would stay here again!"

Reviewed on 4 Jan 2025

Sugar Loaf Lodge
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key Hotel at KOA Resort
3 out of 5
251 Co Rd 939, Summerland Key, FL
9.8/10 Exceptional! (282 reviews)
"Good"

Reviewed on 4 Jan 2025

Get rates
Sugarloaf Key Hotel at KOA Resort
See all 588 properties in Summerland 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.

Frequently asked questions

How much does a Summerland Key holiday package cost?
You’ll find cheap prices from €913 on Expedia for your Summerland Key break. However, factors like the season, length of stay and your choice of hotel will determine how much your holiday to Summerland Key costs.
What are the cheapest months to go to Summerland Key?
If you’re hoping to score a cheap Summerland Key holiday package, consider travelling in September, October and November. You’ll typically find lower rates on accommodation and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Summerland Key?
Generally, a handful of days is enough to tick off the major attractions during your Summerland Key holiday. However, if you’d like to have some time to relax or go on day trips, think about extending your trip.
How to find the best Summerland Key package deals?
Begin your search for a Summerland Key package deal by entering your preferred travel dates and destination under our “Packages” tab. Then select a few filters, like “Property type” and “Popular locations,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and browse offers that come with irresistible savings. If you don’t find the perfect Summerland Key package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Summerland Key escape off to a flying start.
Is it cheaper to book a Summerland Key holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking stays and flights separately. Better still, you can customise your Summerland Key escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Summerland Key?
If you’ve got your Summerland Key holiday dates confirmed, book as soon as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Summerland Key?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite season and the activities available will also help you decide when to holiday in Summerland Key.
  2. Set a budget: Factor in costs such as transportation, flights and meals when calculating how much to save for your trip to Summerland Key. Then, choose a hotel that suits your budget, whether that’s an economical stay or a swankier getaway.
  3. Decide how long to go away for: Now that you’re more familiar with Summerland Key, you can figure out the ideal length of your holiday. Put together a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Summerland Key holiday package.

What to do in Summerland Key

A fun-filled adventure for the whole family

Guided Clear Kayak Eco-Tour Near Key West

€76
per adult
Guided Clear Kayak Eco-Tour Near Key West
Marathon Backcountry Permit

Marathon Backcountry Fishing Charter

€640
per traveller
Marathon Backcountry Fishing Charter
Half Day Charter Sandbar Snorkeling and EcoTour Adventure

Half Day Charter Sandbar Snorkeling and Eco Adventure

€720
per traveller
Half Day Charter Sandbar Snorkeling and Eco Adventure
See all activities in Summerland Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.