A beach with white lounge chairs, a covered pavilion, and palm trees.

Find a Bed and Breakfast in Islamorada from CA $121

  • 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 prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

1. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,147 reviews)
"Great resort for families with children"
United States
Bryan
The price is CA $242
CA $375 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,491 reviews)
"Beautiful resort"
United States
Patricia
The price is CA $236
CA $368 total
includes taxes & fees
Oct 31 - Nov 1
Cheeca Lodge & Spa

3. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,803 reviews)
"Great location"
United States
Dianne
The price is CA $204
CA $309 total
includes taxes & fees
Nov 4 - Nov 5
Chesapeake Beach Resort

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,327 reviews)
"Pool side bar On the ocean Very clean and friendly"
United States
Ronald
The price is CA $223
CA $354 total
includes taxes & fees
Nov 17 - Nov 18
Amara Cay Resort

5. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice hotel."
United States
Brett
The price is CA $202
CA $267 total
includes taxes & fees
Oct 22 - Oct 23
La Jolla Resort

6. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (773 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is CA $130
CA $219 total
includes taxes & fees
Nov 2 - Nov 3
Breezy Palms Resort

7. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (275 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is CA $205
CA $231 total
includes taxes & fees
Oct 29 - Oct 30
Ragged Edge Resort & Marina

8. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,545 reviews)
"Very nice place the view and sunsets are amazing there is also a restaurant on the property that has great food and drinks we would definitely stay again"
United States
Christopher Michael
The price is CA $174
CA $259 total
includes taxes & fees
Oct 27 - Oct 28
Lime Tree Bay Resort

9. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,196 reviews)
"Great place and cheap for what you get. Stayed there twice now"
United States
Jared
The price is CA $108
CA $121 total
includes taxes & fees
Oct 27 - Oct 28
Rock Reef Resort

10. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (301 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is CA $210
CA $236 total
includes taxes & fees
Oct 27 - Oct 28
Coconut Cove Resort and Marina

11. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,003 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is CA $144
CA $162 total
includes taxes & fees
Oct 27 - Oct 28
Sunset Cove Beach Resort

12. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,009 reviews)
"Very nice stay, plenty of room, enjoyed pool & water view. The breakfast was yummy too, loved those special waffles!!!"
United States
Robyn
The price is CA $170
CA $237 total
includes taxes & fees
Oct 29 - Oct 30
Fisher Inn Resort & Marina

13. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (257 reviews)
"Clean and cozy, great location"
United States
Soraya
The price is CA $135
CA $172 total
includes taxes & fees
Oct 25 - Oct 26
Seafarer Key Largo

14. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (360 reviews)
"We will make this an annual trip. A great place. Thank you for making it a great stay"
United States
Billy
The price is CA $201
CA $266 total
includes taxes & fees
Oct 22 - Oct 23
Kona Kai Resort and Gallery - Adults Only

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent location"
United States
kelly
The price is CA $151
CA $186 total
includes taxes & fees
Oct 22 - Oct 23
Drift Hotel

16. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (830 reviews)
"Excellent Stay!"
United States
Annette
The price is CA $192
CA $248 total
includes taxes & fees
Oct 26 - Oct 27
Atlantic Bay Resort

17. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (179 reviews)
"Beautiful unique place"
United States
Laura
The price is CA $151
CA $368 total
includes taxes & fees
Oct 25 - Oct 26
Treasure Harbor

18. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (177 reviews)
"A very peaceful place."
United States
angel
The price is CA $203
CA $228 total
includes taxes & fees
Oct 25 - Oct 26
Matecumbe Resort

19. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is CA $269
CA $380 total
includes taxes & fees
Nov 16 - Nov 17
Pines & Palms Resort

20. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
The price is CA $217
CA $347 total
includes taxes & fees
Nov 16 - Nov 17
La Siesta Resort & Villas
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Islamorada Hotel Reviews

Find out more about Islamorada

Islamorada B&B information

Number of reviews
12,683
Accommodation
1 B&B
Lowest Price
CA $121
Highest Price
CA $380

Frequently asked questions

Searching for B&Bs in Islamorada?
If you're looking for something a little more offbeat than your standard hotel, a bed and breakfast might be the perfect option for your trip. During your time in Islamorada, you might want to spend some time strolling along the water at Anne's Beach and Sunset Drive Beach.
Are you thinking about a B&B instead of a traditional hotel?
With attentive service, opportunities to meet guests from other places, and of course a full breakfast to start the day, B&Bs provide a truly one-of-a-kind environment.
What are the best B&Bs in Islamorada?
You might be interested in one of these choices if you're hoping to find a place to stay that offers free breakfast: Chesapeake Beach ResortFisher Inn Resort & MarinaCoconut Cove Resort and MarinaHadley Resort and Marina
What's the best time of year to book my B&B in Islamorada?
When you're dreaming of a trip to Islamorada, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What is there to do in Islamorada?
If you're looking for some things to do on your trip, travelers enjoy Islamorada for its fishing and diving. If you're looking for some activities to entertain you on your trip, consider visiting Bud n' Mary's Dive Center and Robbie's of Islamorada. You might put Anne's Beach and Fiesta Key on your list if you want to see more of the area.
How can I get to and around Islamorada?
You can plan your excursions in and around Islamorada ahead of time with these transportation options. Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia