Sugarloaf Shores Vacations

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Your Sugarloaf Shores Vacation

Your next big journey is calling out to you with a vacation package to Sugarloaf Shores. Excitement, fun and great times — you're bound to find it in this neighborhood. When the time comes to see the sights, your trip to Sugarloaf Shores has to include a visit to Sugarloaf Beach and Upper Sugarloaf Sound. Expedia is here to help put your travel plans into action. Book your ultimate Sugarloaf Shores vacation today.

Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    Jul 24 - Jul 26

    MirabileCondoDwntown MIA Brickell w PRKG + Flight

    Downtown Miami
    2 nights
    5.0 star property
    2.0/10 - (2 reviews)
    "We were unable to stay at this property and the person at the door would not us in. The person I spoke to by phone insisted someone(unidentified) sent me an email saying there was no vacancy. There was no email and I prepaid for two nights. We had to find another place at 1:30 am. Glad we had rented a car."
    Reviewed December 12, 2023
    Roundtrip • Atlanta (ATL) - Miami (MIA)
    ATL - MIA • Nonstop MIA - ATL • Nonstop
    $980
    $410
    per traveler
    found 1 day ago
    MirabileCondoDwntown MIA Brickell w PRKG
  • Dining
    Jul 15 - Jul 19

    Hollywood 6980 + Flight

    Driftwood
    4 nights
    3.0 star property
    Roundtrip • New York (EWR) - Fort Lauderdale (FLL)
    EWR - FLL • Nonstop MIA - EWR • Nonstop
    $2,112
    $765
    per traveler
    found 1 day ago
    Hollywood 6980
  • Apartment | Blackout drapes, free WiFi
    Jul 14 - Jul 18

    Brickell Bay 3505 + Flight

    Brickell
    4 nights
    3.0 star property
    9.4/10 - Exceptional (3 reviews)
    "Great place and location! The pool was amazing."
    Reviewed May 9, 2026
    Roundtrip • Atlanta (ATL) - Miami (MIA)
    ATL - MIA • Nonstop MIA - ATL • Nonstop
    $1,554
    $613
    per traveler
    found 1 day ago
    Brickell Bay 3505
  • Terrace/patio
    Jul 2 - Jul 5

    The W - Bayshore Unit 1003 + Flight

    East Fort Lauderdale
    3 nights
    3.0 star property
    7.4/10 - Good (3 reviews)
    "I thoroughly enjoyed my stay at this hotel. The host was incredibly friendly and attentive, and the communication was prompt and efficient. The hotel itself was beautiful, and the staff was incredibly kind and helpful."
    Reviewed May 20, 2026
    Roundtrip • Atlanta (ATL) - Miami (MIA)
    ATL - MIA • Nonstop MIA - ATL • Nonstop
    $1,495
    $604
    per traveler
    found 1 day ago
    The W - Bayshore Unit 1003
  • Family Studio, 2 Double Beds, Non Smoking, Partial Sea View | View from room
    Aug 21 - Aug 25

    Casablanca Miami Beach + Flight

    North Beach
    4 nights
    3.0 star property
    5.8/10 - (324 reviews)
    Roundtrip • Philadelphia (PHL) - Miami (MIA)
    PHL - MIA • 1 stop MIA - PHL • 1 stop
    $5,847
    $2,445
    per traveler
    found 1 day ago
    Casablanca Miami Beach

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.

Find hotels in Cutthroat Harbor Estates

Sugarloaf Shores Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $203 total per night from May 31 to Jun 1
$203 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (2,310 reviews)
"Everything was great! We booked trips with concierge and rented a golf cart a few days. Bartenders were nice and food was great. Pool was good, a little warm but to be expected. They have 2 elevators and one was broken, we stayed 7 days on the 5th floor and only waited to go up, we took stairs to ..."

Reviewed on May 30, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (3,338 reviews)
"Great location. Helpful staff. Some rooms need updating, especially when it comes to noisy A/Cs."

Reviewed on May 30, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$248 nightly
The price is $279 total per night from May 31 to Jun 1
$279 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (1,803 reviews)
"We loved our stay! Would definitely be back again!"

Reviewed on May 29, 2026

Margaritaville Beach House Key West
See all 3,452 properties in Sugarloaf Shores
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.
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