Sugarloaf Key Pet-friendly Vacations
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Top Pet-friendly vacation packages in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $1,729, price is now $908 per person
$908
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8/10 Very Good! (1,693 reviews)
Love this place rooms are wonderful pool view is great. Employees all speak English and are so nice and helpful. Especially Flora
Reviewed on Dec 5, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,085, price is now $973 per person
$973
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Gorgeous hotel, great pool and private beach.
Reviewed on Dec 3, 2025
EAST Miami Residences
Downtown Miami
Price was $3,419, price is now $1,875 per person
$1,875
per person
Feb 11 - Feb 16
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9/10 Wonderful! (84 reviews)
The room is great especially when you travel with a big family group. The only things bother me during the stay are 1) noises, especially when we got there the first night it was Halloween so literally noises till late midnight 2) pillow and bed are too soft, but this really my personal preferences 3)
Reviewed on Nov 10, 2025
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View all trips5* Pet-friendly vacations in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Isla Bella Beach Resort & Spa
Save 100% on your flight
Price was $1,533, price is now $892 per person
$892
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,055 reviews)
Lovely property, spacious room king ocean view room with balcony. Be careful during check in as the room I booked was not the room initially offered, the room initially offered would have been a downgrade.
Reviewed on Dec 4, 2025
EAST Miami Residences
Downtown Miami
Price was $3,419, price is now $1,875 per person
$1,875
per person
Feb 11 - Feb 16
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9/10 Wonderful! (84 reviews)
The room is great especially when you travel with a big family group. The only things bother me during the stay are 1) noises, especially when we got there the first night it was Halloween so literally noises till late midnight 2) pillow and bed are too soft, but this really my personal preferences 3)
Reviewed on Nov 10, 2025
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View all trips3 Night Pet-friendly vacations in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,085, price is now $973 per person
$973
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Gorgeous hotel, great pool and private beach.
Reviewed on Dec 3, 2025
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View all trips4 Night Pet-friendly vacations in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Hollywood by the Sea Hotel
Hollywood Beach
Price was $1,072, price is now $317 per person
$317
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
7.6/10 Good! (349 reviews)
Pictures were a bit deceiving. Floors were sticky and felt a little unclean. We arrived at night and it felt a little unsafe. And we were charged extra $19 that we are refuting. But the proximity to the beach can’t be beat! The sunrise was beautiful!
Reviewed on Oct 25, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,190, price is now $1,020 per person
$1,020
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Gorgeous hotel, great pool and private beach.
Reviewed on Dec 3, 2025
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View all tripsTop Pet-friendly Sugarloaf Key Hotels
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
This oceanfront hotel is pet-friendly (fees apply) and offers amenities such as a dog park.
9.6/10 Exceptional! (457 reviews)
The staff was great! At one point, we couldn’t get our washing machine started, only because of our error, and we had three people at our door, trying to help before we even got back to our room! Office staff always had a smile on their face! Beautiful park!
Reviewed on Nov 14, 2025
Florida Keys Beach Getaway
Upper Sugarloaf Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach ...
9.6/10 Exceptional! (28 reviews)
The Online Property Manager almost pushed us to ask for a refund by telling us about loud dock construction between the hours of 10am -2pm every day immediately after he secured our final payment for the trip. Thankfully Tom who is the onsite manager was amazing and had the construction stopped for ...
Reviewed on Oct 3, 2025
Beach Getaway in the Florida Keys
SUGARLOAF KEY FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach ...
8.2/10 Very Good! (7 reviews)
Amazing!
Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!!
Reviewed on Mar 21, 2023
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
