
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.

Bay Breeze Premium Apartments By Eskape Collection
Save 100% on your flight
Price was $631, price is now $349 per person
$349
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (225 reviews)
The host is very friendly and settings of the apartment is comfortable and cozy. Only minor thing is parking slot narrow.
Reviewed on Jun 29, 2026

Nobu Hotel Miami Beach
Mid Beach
Price was $1,281, price is now $593 per person
$593
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,418 reviews)
Dear Ms. Valentin,
I’d like to formally, in writing express my gratitude and sincere appreciation for the courteous and elegant treatment that my love Rakela and I received this past weekend at your two hotels. A water pipe breaking and shutting down your hotel on a World Cup Internationally fully booked weekend is as bad as it gets in hospitality. In spite of this challenging moment I’d like to thank five of your employees that I dealt with in no certain order.
Solange- front desk receptionist moved us quickly in the system and stayed present, caring, classy, professional and attentive - she moved us and without us asking helped us with some of the finances of the room due to missing a birthday celebration. She also followed up with a call the next day to check on us.
A tall thin Caribbean Man / very handsome slightly graying bell man who alerted us to the challenges and pre warned us to to start packing and move quickly given the gravity of the situation. Very serious and great demeanor in handling the movement of belongings.
Sophia- the Sunday front desk executive who graciously obliged us with a late checkout situation - even though the mounting challenges of the prior days seemed to only cascade and continue to be challenging. She never flinched or hesitated even while the guests close by were expressing their displeasure with that situation.
Neisha Valentin- an outstanding leader of her team in the face of massive adversity. She made it all happen for us and
Reviewed on Jun 30, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $18,011, price is now $8,575 per person
$8,575
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

Eden Roc Miami Beach
Mid Beach
Save 100% on your flight
Price was $1,047, price is now $536 per person
$536
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (3,293 reviews)
No trolly available when check out. No one be able to help, service bad for the breakfast. No one offer drink for 20 minutes.
Reviewed on Jul 1, 2026

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View all trips5* Pet-friendly vacations in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.

Nobu Hotel Miami Beach
Mid Beach
Price was $1,281, price is now $593 per person
$593
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,418 reviews)
Dear Ms. Valentin,
I’d like to formally, in writing express my gratitude and sincere appreciation for the courteous and elegant treatment that my love Rakela and I received this past weekend at your two hotels. A water pipe breaking and shutting down your hotel on a World Cup Internationally fully booked weekend is as bad as it gets in hospitality. In spite of this challenging moment I’d like to thank five of your employees that I dealt with in no certain order.
Solange- front desk receptionist moved us quickly in the system and stayed present, caring, classy, professional and attentive - she moved us and without us asking helped us with some of the finances of the room due to missing a birthday celebration. She also followed up with a call the next day to check on us.
A tall thin Caribbean Man / very handsome slightly graying bell man who alerted us to the challenges and pre warned us to to start packing and move quickly given the gravity of the situation. Very serious and great demeanor in handling the movement of belongings.
Sophia- the Sunday front desk executive who graciously obliged us with a late checkout situation - even though the mounting challenges of the prior days seemed to only cascade and continue to be challenging. She never flinched or hesitated even while the guests close by were expressing their displeasure with that situation.
Neisha Valentin- an outstanding leader of her team in the face of massive adversity. She made it all happen for us and
Reviewed on Jun 30, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $18,011, price is now $8,575 per person
$8,575
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

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See all available trips from Columbus to Sugarloaf Key
View all trips3 Night Pet-friendly vacations in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.



Don't see what you're looking for?
See all available trips from Columbus to Sugarloaf Key
View all trips4 Night Pet-friendly vacations in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.

Nobu Hotel Miami Beach
Mid Beach
Save 100% on your flight
Price was $928, price is now $453 per person
$453
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,418 reviews)
Dear Ms. Valentin,
I’d like to formally, in writing express my gratitude and sincere appreciation for the courteous and elegant treatment that my love Rakela and I received this past weekend at your two hotels. A water pipe breaking and shutting down your hotel on a World Cup Internationally fully booked weekend is as bad as it gets in hospitality. In spite of this challenging moment I’d like to thank five of your employees that I dealt with in no certain order.
Solange- front desk receptionist moved us quickly in the system and stayed present, caring, classy, professional and attentive - she moved us and without us asking helped us with some of the finances of the room due to missing a birthday celebration. She also followed up with a call the next day to check on us.
A tall thin Caribbean Man / very handsome slightly graying bell man who alerted us to the challenges and pre warned us to to start packing and move quickly given the gravity of the situation. Very serious and great demeanor in handling the movement of belongings.
Sophia- the Sunday front desk executive who graciously obliged us with a late checkout situation - even though the mounting challenges of the prior days seemed to only cascade and continue to be challenging. She never flinched or hesitated even while the guests close by were expressing their displeasure with that situation.
Neisha Valentin- an outstanding leader of her team in the face of massive adversity. She made it all happen for us and
Reviewed on Jun 30, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $15,507, price is now $7,681 per person
$7,681
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

Eden Roc Miami Beach
Mid Beach
Save 100% on your flight
Price was $901, price is now $459 per person
$459
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (3,293 reviews)
No trolly available when check out. No one be able to help, service bad for the breakfast. No one offer drink for 20 minutes.
Reviewed on Jul 1, 2026
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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 food and water bowls.
9.8/10 Exceptional! (592 reviews)
"Very well maintained and clean. Pool area is very nice and margaritas from the bar are great."
Reviewed on Jun 30, 2026

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.2/10 Wonderful! (15 reviews)
"The experience was a good one from dealing with Elizabeth a great host to the property was in great shape.The snack stand and entertainment was not supplied but we were in off season but everything was good."
Reviewed on Jun 30, 2026

Florida Keys Beach Getaway
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 ...
9.8/10 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
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

Luxury Sandbar and Snorkeling trip in Key West
$1,200
per traveler
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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.





















