Summerland Key Pet-friendly Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Pet-friendly hotel deals in Summerland Key

Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Carillon Miami Wellness Resort
Hotel Riu Plaza Miami Beach
La Siesta Resort & Villas
Don't see what you're looking for?
See all available trips from Columbus to Summerland Key
View all trips

5* Pet-friendly holidays in Summerland Key

Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Carillon Miami Wellness Resort
Don't see what you're looking for?
See all available trips from Columbus to Summerland Key
View all trips

3 Night Pet-friendly holidays in Summerland Key

Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Carillon Miami Wellness Resort
Don't see what you're looking for?
See all available trips from Columbus to Summerland Key
View all trips

4 Night Pet-friendly holidays in Summerland Key

Price found within the past 48 hours. Click for updated prices.
Carillon Miami Wellness Resort
Don't see what you're looking for?
See all available trips from Columbus to Summerland Key
View all trips

Pet-friendly Hotels in Summerland Key

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
  • 10 min drive from Florida Keys Beaches
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.8/10 Exceptional! (529 reviews)
Friendly & helpful staff, great drinks and food at the cafe, clean rooms!

Reviewed on Mar 30, 2026

Sugarloaf Key Hotel at KOA Resort
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
  • 27 min drive from Florida Keys Beaches
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,006 reviews)
Everything about Parmer’s resort was great! The staff was incredibly kind and helpful, the amenities were fun, the space around rooms were filled with lots of seating and areas to relax. There was a variety of breakfast items as well.

Reviewed on Mar 30, 2026

Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
  • 23 min drive from Florida Keys Beaches
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (1,008 reviews)
This was a great little affordable nest that we could stay at as we explored both ends of Keys. The staff was wonderful and very accommodating. The tiki bar on the property was fun and entertaining with karaoke, trivia night, & live bands. Bed was super comfortable. Back door to the channel to watch ...

Reviewed on Mar 28, 2026

Looe Key Reef Resort
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.