Search Pet-Friendly Hotels in Islamorada

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Pet-Friendly Hotels

This weekend
Next weekend

Our top choices for Islamorada pet-friendly hotels

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1117)
"This place is the best kept secret "
United States
Kathleen
Lime Tree Bay Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1609)
"The entire resort was wonderful."
Canada
Mat
The price is ฿5,947
฿8,460 total
includes taxes & fees
25 Jan - 26 Jan 2026
Chesapeake Beach Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1005)
"Always a great stay"
United States
Richard
The price is ฿6,543
฿7,361 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunset Cove Beach Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1631)
"Great location, Relaxing friendly atmosphere. Very basic room amenities but beautiful beach, pool, experience "
United States
Rebecca
The price is ฿5,002
฿6,414 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bayside Inn Key Largo

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1003)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is ฿4,447
฿6,110 total
includes taxes & fees
4 Jan - 5 Jan 2026
Drop Anchor

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1000)
"The guy at the front desk was very nice. The view from the room was great."
United States
Crystal
The price is ฿4,814
฿5,416 total
includes taxes & fees
5 Jan - 6 Jan 2026
Creekside Inn

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1000)
"Good beds, clean room close to Loreleis for sunset dinner. Easy location for Islamorada activities"
United States
Celeste
The price is ฿5,144
฿6,141 total
includes taxes & fees
8 Jan - 9 Jan 2026
Sunset Inn

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (394)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is ฿5,694
฿6,830 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sands of Islamorada

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1000)
"Patio nice , pool area good , good walk to things to do ,dive museum , brewery, shopping. "
United States
John
The price is ฿4,707
฿6,328 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hadley Resort and Marina

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1006)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is ฿15,116
฿19,142 total
includes taxes & fees
9 Jan - 10 Jan 2026
Islander 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.

Top Islamorada Hotel Reviews

Frequently asked questions

What's the best dog-friendly place to stay in Islamorada?
Chesapeake Beach Resort is a top hotel for people travelling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Two other good options for you and your pet include Amara Cay Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort.
How many hotels that welcome pets are there in Islamorada?
Frolic with your furry friend at one of Expedia's 128 dog-friendly Islamorada hotels or accommodation options.
What's the best time of year to travel to Islamorada with my pet?
When you're travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What is there to see and do with your pet in Islamorada?
Known for its seaside and beautiful sunsets, Islamorada has lots to offer visitors, including its entertainment, opera and theatres. See the local sights and visit top attractions, such as Everglades National Park. While you're there, make sure you don't miss Florida Keys Brewing Co. and Bud n' Mary's Dive Center.