Lower Sugarloaf Key Beach Vacations

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Beach hotel deals in Lower Sugarloaf Key

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

Pelican Hotel

South Beach
CA $1,203
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.2/10 Wonderful! (499 reviews)
Location is fantastic, as it the restaurant. Staff was great. The room was very small, and the bed felt like concrete.

Reviewed on Sep 1, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $12,963
per person
Nov 12 - Nov 17
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

Mid Beach
CA $1,604
per person
Oct 18 - Oct 25
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.2/10 Very good! (1,174 reviews)
FREE BREAKFAST, DECENT PRICED DRINKS

Reviewed on Sep 1, 2026

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

Mid Beach
CA $1,774
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.6/10 Excellent! (1,484 reviews)
1 Hotel South Beach

1 Hotel South Beach

South Beach
CA $3,064
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.4/10 Exceptional! (1,625 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Sugarloaf Key
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5* Beach holidays in Lower Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

Mid Beach
CA $1,774
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.6/10 Excellent! (1,484 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $12,963
per person
Nov 12 - Nov 17
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

1 Hotel South Beach

South Beach
CA $3,064
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.4/10 Exceptional! (1,625 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Sugarloaf Key
View all trips

3 Night Beach holidays in Lower Sugarloaf Key

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

Pelican Hotel

South Beach
CA $803
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (499 reviews)
Location is fantastic, as it the restaurant. Staff was great. The room was very small, and the bed felt like concrete.

Reviewed on Sep 1, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $11,536
per person
Oct 2 - Oct 5
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

1 Hotel South Beach

South Beach
CA $2,236
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9.4/10 Exceptional! (1,625 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Sugarloaf Key
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4 Night Beach holidays in Lower Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
The Cove by Renzzi

The Cove by Renzzi

South Beach
CA $662
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
7.4/10 Good! (1,000 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $11,429
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Pelican Hotel

Pelican Hotel

South Beach
CA $1,196
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (499 reviews)
Location is fantastic, as it the restaurant. Staff was great. The room was very small, and the bed felt like concrete.

Reviewed on Sep 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Lower Sugarloaf Key
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Find the best beach vacations in Lower Sugarloaf Key

What are some benefits when booking beach vacations in Lower Sugarloaf Key?

When you travel to the beach in Lower Sugarloaf Key, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Lower Sugarloaf Key?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Lower Sugarloaf Key trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Lower Sugarloaf Key?

There are quite a few things you can do to get cheap beach vacations in Lower Sugarloaf Key. Prices range from CA $662, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Lower Sugarloaf Key. These package deals let you save by booking your accommodation and your flight together with savings of up to 45.

Why should I book family beach vacations?

When you're travelling with the family to Lower Sugarloaf Key, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Lower Sugarloaf Key?

It's easy to find a beachfront vacation accommodation in Lower Sugarloaf Key using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Lower Sugarloaf Key as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Lower Sugarloaf Key is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Summerland Key. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Lower Sugarloaf Key

Lock in summer months. For up to date availability
510-381-5000

Lock in summer months. For up to date availability 510-381-5000

Sugarloaf FL
  • 37 min drive from Duval Street
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys Beaches and Lower Sugarloaf ...
10/10 Exceptional! (5 reviews)
"Excellent property. Exceeded all expectations. Pool and outdoor areas are awesome. Communication with host was easy and efficient. Highly recommend to stay at this property."

Reviewed on Jul 9, 2026

Lock in summer months. For up to date availability 510-381-5000
Green Turtle Oasis: 4BR Canal Front Home, Pool, Dockage, Outdoor Dining & Pets

Green Turtle Oasis: 4BR Canal Front Home, Pool, Dockage, Outdoor Dining & Pets

Sugarloaf Key FL
  • 38 min drive from Duval Street
Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and 4 outdoor pickleball courts. Popular attractions Florida Keys Beaches and Upper ...
Green Turtle Oasis: 4BR Canal Front Home, Pool, Dockage, Outdoor Dining & Pets
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

SugarLoaf FL
  • 38 min drive from Duval Street
Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.6/10 Exceptional! (8 reviews)
Great location!
"This was our third time staying at this property. Location can’t be beat. Naja is very good about solving any issues that come up. We will definitely be back!"

Reviewed on Jan 3, 2025

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
See all 3,420 properties in Lower Sugarloaf 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.

Things to do

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $77
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

CA $56
per adult
88% of travellers recommend
Key West Conch Tour Train
Key West Haunted Tour : Ghosts & Gravestones

Key West Haunted Tour : Ghosts & Gravestones

CA $54
per adult
88% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
See all activities in Lower Sugarloaf Key

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.