Summerland Key Pet-friendly Vacations
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Top Pet-friendly vacation packages in Summerland Key
Price found within the past 48 hours. Click for updated prices.
6080 Design Hotel by Eskape Collection
Mid Beach
Save 100% on your flight
Price was $770, price is now $383 per person
$383
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,002 reviews)
Not much to do in the area, extremely basic gym, no room service, limited room amenities and bathroom products. Definitely not a 4**** property. 3*** at best. Pleasant staff nonetheless.
Reviewed on Dec 17, 2025
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View all trips5* Pet-friendly vacations in Summerland Key
Price found within the past 48 hours. Click for updated prices.
EAST Miami
Brickell
Price was $2,916, price is now $1,552 per person
$1,552
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (3,553 reviews)
The staff are excellent ! All the way down to our valet parking guys ! Handled my car with care and helped with my bags. My assistant at the front helped check me in she was ex
Reviewed on Dec 19, 2025
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View all trips3 Night Pet-friendly vacations in Summerland Key
Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection
Price was $607, price is now $284 per person
$284
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
From the very efficient and effective check in, courteous customer service, and spotless room, our stay was great from the beginning. The place was spacious and modern. There was a big wrap around balcony (we had the two bedroom), and large kitchen. Even a washer and dryer. The only cons were the water pressure in the bathroom sink, and after a certain time, you cannot get more towels. House cleaning is "ask if you want", its not every day. For us we liked our privacy, so this worked for us. Another thing we loved was the quiet. The views were ok. Go ahead and book, you will not regret.
Reviewed on Dec 8, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $1,841, price is now $861 per person
$861
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding.
Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit.
Overall - super spot and renovation has made it a gem again.
Reviewed on Dec 14, 2025
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View all trips4 Night Pet-friendly vacations in Summerland 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 $2,211, price is now $985 per person
$985
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding.
Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit.
Overall - super spot and renovation has made it a gem again.
Reviewed on Dec 14, 2025
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View all tripsTop Pet-friendly Summerland Key Hotels
Parmer's Resort
565 Barry Avenue Summerland Key FL
Hiking and biking trails are ready for you to explore near this oceanfront motel, where dogs can stay for an additional fee.
9/10 Wonderful! (1,000 reviews)
Room was clean and comfortable.
Reviewed on Dec 10, 2025
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Make it a pet-friendly trip and bring along your four-legged friend. Dogs are welcome (fees apply) at this oceanfront hotel.
7.4/10 Good! (1,002 reviews)
Second stay here. Best price near Key West. Clean nice rooms. Great tiki, often live music. An authentic Keys experience.
Reviewed on Dec 13, 2025
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! (458 reviews)
The balcony had sufficient chairs and table and a beautiful view
Reviewed on Dec 14, 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.
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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.
