
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.

RS Boutique Suites - Miami
Downtown Miami
Price was $1,517, price is now $699 per person
$699
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
7.8/10 Good! (8 reviews)
Un lugar de verdad: lujoso, elegante y a buen precio. Todo con estilo, vista preciosa y ambiente moderno. ¡Altamente recomendado, mi gente!
Reviewed on Oct 3, 2025


Bentley Hotel South Beach
South Beach
Price was $4,851, price is now $2,359 per person
$2,359
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (390 reviews)
Wonderful staff and facilities. Food and shopping all walkable and we enoyed the beautiful beaches right across the street. Very pleasant stay!
Reviewed on Oct 24, 2025

Nomada Residences
Northeast Miami
Price was $1,698, price is now $851 per person
$851
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (531 reviews)
Kitchen had very basic cookware but we worked with what we had. Space was very clean! We really enjoyed the balcony! Also wish there were basic cleaning products for guests. Overall, amazing decision I made booking Nomada! I’ll book here every time I’m in Miami!
Reviewed on Oct 18, 2025

Carillon Miami Wellness Resort
North Beach
Price was $6,033, price is now $3,029 per person
$3,029
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (762 reviews)
Beautiful hotel situated on a pristine beach with amazing views of both the ocean and the city line!
Reviewed on Oct 6, 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.



Carillon Miami Wellness Resort
North Beach
Price was $6,033, price is now $3,029 per person
$3,029
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (762 reviews)
Beautiful hotel situated on a pristine beach with amazing views of both the ocean and the city line!
Reviewed on Oct 6, 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.

Bentley Hotel South Beach
South Beach
Save 100% on your flight
Price was $1,560, price is now $808 per person
$808
per person
Jan 3 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (390 reviews)
Wonderful staff and facilities. Food and shopping all walkable and we enoyed the beautiful beaches right across the street. Very pleasant stay!
Reviewed on Oct 24, 2025


The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $3,262, price is now $1,730 per person
$1,730
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.8/10 Exceptional! (39 reviews)
Really great stay, big thanks to Crispy and team! Hotel has a great atmosphere and location. I’ll be sure to visit again!
Reviewed on Oct 21, 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.

Broadmore Miami Beach
North Beach
Save 100% on your flight
Price was $530, price is now $260 per person
$260
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.6/10 (369 reviews)
Staff was exceptional during our entire stay, there was always someone at the front desk happy to help with any request.
Reviewed on Oct 13, 2025


Bentley Hotel South Beach
South Beach
Price was $3,704, price is now $1,736 per person
$1,736
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (390 reviews)
Wonderful staff and facilities. Food and shopping all walkable and we enoyed the beautiful beaches right across the street. Very pleasant stay!
Reviewed on Oct 24, 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! (1,003 reviews)
Everything was sweet! Clean, breakfast good, property organized and boys at front desk very nice and polite! Excellent! Will definitely consider going back
Reviewed on Oct 14, 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! (443 reviews)
This location had a variety of different things to do while your stay there and a very convenient public transportation stop to key west right outside the site. Very friendly staff. The rooms were very nice and clean. The doggy park was also clean. We felt very welcomed, we are definitely spreading ...
Reviewed on Oct 19, 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)
We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay
Reviewed on Oct 17, 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.


















