Islamorada B&B: Find the Best Bed and Breakfast from CA $128

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Recommended hotels in Islamorada

A covered outdoor area with wooden furniture, a table with a candle, and a view of the ocean.

1. La Jolla Resort

Matecumbe

Jane

CA $230 total

includes taxes & fees

Nov 15 - Nov 16

A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Matecumbe

Olga Vasiliy

CA $327 total

includes taxes & fees

Nov 15 - Nov 16

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

3. Amara Cay Resort

Matecumbe

Amir

CA $366 total

includes taxes & fees

Nov 16 - Nov 17

A beach with thatched umbrellas, palm trees, and lounge chairs.

4. Breezy Palms Resort

Matecumbe

Gavin

CA $206 total

includes taxes & fees

Nov 15 - Nov 16

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

5. Islander Resort

Matecumbe

DEBORAH

CA $438 total

includes taxes & fees

Nov 15 - Nov 16

A hotel courtyard with palm trees, a tiled walkway, and a building entrance.

6. Cheeca Lodge & Spa

Matecumbe

Nicholas

CA $395 total

includes taxes & fees

Nov 18 - Nov 19

A resort with a swimming pool surrounded by palm trees and beach chairs.

7. Lime Tree Bay Resort

Long Key

Donald

CA $263 total

includes taxes & fees

Nov 17 - Nov 18

A beach with palm trees, a dock, and a boat named "STYX".

8. The Pelican Key Largo Cottages

Key Largo

SUSAN

CA $147 total

includes taxes & fees

Nov 29 - Nov 30

A beachside lounge with a thatched roof, lounge chairs, and a view of the ocean.

9. Ragged Edge Resort & Marina

Islamorada

Nathalie

CA $192 total

includes taxes & fees

Nov 18 - Nov 19

A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.

10. The Ocean View Inn & Pub

Islamorada

Maria

CA $299 total

includes taxes & fees

Nov 16 - Nov 17

A covered outdoor area with a view of a beach and palm trees.

11. Rock Reef Resort

Rock Harbor

Cassi

CA $145 total

includes taxes & fees

Nov 17 - Nov 18

A seaside resort with a glass balustrade, outdoor seating, and a mural of tropical leaves.

12. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

Stephen

CA $437 total

includes taxes & fees

Nov 29 - Nov 30

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

13. Coconut Cove Resort and Marina

Islamorada

Tiffany

CA $271 total

includes taxes & fees

Nov 22 - Nov 23

An outdoor seating area with wicker furniture and umbrellas, surrounded by palm trees and a building with a white exterior.

14. Hadley Resort and Marina

Matecumbe

Jason

CA $263 total

includes taxes & fees

Nov 29 - Nov 30

A beach with palm trees, a thatched-roof hut, and beach chairs.

15. Drop Anchor

Islamorada

Valerie

CA $252 total

includes taxes & fees

Nov 24 - Nov 25

A room with two beds, each with a patterned bedspread, two bedside lamps, and two wall-mounted pictures.

16. Seafarer Key Largo

Rock Harbor

Brittany

CA $179 total

includes taxes & fees

Nov 16 - Nov 17

A beach with lounge chairs, blue umbrellas, and wooden docks extending into the water.

17. Drift Hotel

Key Largo

Tshering

CA $171 total

includes taxes & fees

Nov 16 - Nov 17

A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.

18. Atlantic Bay Resort

Tavernier

Annette

CA $271 total

includes taxes & fees

Dec 1 - Dec 2

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

19. Fisher Inn Resort & Marina

Islamorada

Susan

CA $255 total

includes taxes & fees

Nov 29 - Nov 30

A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

20. Sunset Cove Beach Resort

Key Largo

Patricia

CA $188 total

includes taxes & fees

Nov 17 - Nov 18

View all properties

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada

An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Top reviews in Islamorada

A beach with palm trees, a thatched-roof structure, and kayaks.

Kona Kai Resort and Gallery - Adults Only

Rock Harbor

10/10 Excellent

Daniel

A beach with a palm tree, a chair, and a small boat on the water.

Dolphin Point Villas

Key Largo

10/10 Excellent

Patricia

Chesapeake Beach Resort

Matecumbe

10/10 Excellent

Alexandre

A modern living room with a large window, a sofa, a dining area, and a view of the ocean.

The Islands of Islamorada

Matecumbe

10/10 Excellent

Kenneth

A beach with palm trees, a sandy path, and beach chairs.

Aqua Lodge Rentals At Coconut Cay

Marathon

10/10 Excellent

Wesley

A compact, modern kitchen with white cabinets, a built-in microwave, and a wooden countertop. A ladder is propped against the wall, and a television is mounted above a white dresser.

Yacht Haven Marina

Marathon

10/10 Excellent

Vinod

A wooden deck with two chairs and a table, overlooking a beach with palm trees and a thatched-roof structure.

Coconut Palm Inn

Tavernier

10/10 Excellent

erika

Islander Resort

Matecumbe

10/10 Excellent

This resort was absolutely amazing and exceeded all of my expectations. We originally booked just one night on our way to Key West, but after experiencing everything the property had to offer, we wished we had stayed much longer. If we have the opportunity to make this trip again, we would choose to stay here for our entire vacation and simply take a day trip or two to Key West. The resort offers everything you need for a relaxing and enjoyable stay, with beautiful surroundings, excellent...

Amanda

Lime Tree Bay Resort

Long Key

10/10 Excellent

Deborah

Atlantic Bay Resort

Tavernier

10/10 Excellent

Anonymous traveller

Sunset Cove Beach Resort

Key Largo

10/10 Excellent

Angela

A poolside area with lounge chairs, a pool, a boat docked by the water, and a sunset view.

Seascape Resort & Marina

Marathon

10/10 Excellent

Our trip was planned to go to Key West but didn't want to pay the higher prices there so we stayed in Marathon where this motel is located. We are very glad we did as it is a little gem tucked away. We would of like to of stayed longer as we found this motel had a very relaxing atmosphere not like the bigger places with the hustle and bustle. As mentioned below the only negative thing was the pool not heated leaving it very cold and the ocean beach is not really set up to swim in. Both my...

Karen & Rob

La Jolla Resort

Matecumbe

10/10 Excellent

Anne Renee

A wooden deck with a bench overlooking a pool area, surrounded by palm trees and a clear blue sky.

Grassy Flats Resort & Beach Club

Marathon

10/10 Excellent

KAREN

Rock Reef Resort

Rock Harbor

10/10 Excellent

josee

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 Resort Fisher Inn Resort & Marina Coconut Cove Resort and Marina Hadley 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.

Find a Bed and Breakfast in Islamorada from CA $128

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Islamorada

1. La Jolla Resort

2. Chesapeake Beach Resort

3. Amara Cay Resort

4. Breezy Palms Resort

5. Islander Resort

6. Cheeca Lodge & Spa

7. Lime Tree Bay Resort

8. The Pelican Key Largo Cottages

9. Ragged Edge Resort & Marina

10. The Ocean View Inn & Pub

11. Rock Reef Resort

12. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

13. Coconut Cove Resort and Marina

14. Hadley Resort and Marina

15. Drop Anchor

16. Seafarer Key Largo

17. Drift Hotel

18. Atlantic Bay Resort

19. Fisher Inn Resort & Marina

20. Sunset Cove Beach Resort

Learn more about Islamorada

Top reviews in Islamorada

Kona Kai Resort and Gallery - Adults Only

10/10 Excellent

Frequently Asked Questions

Searching for B&Bs in Islamorada?

Are you thinking about a B&B instead of a traditional hotel?

What are the best B&Bs in Islamorada?

What's the best time of year to book my B&B in Islamorada?

What is there to do in Islamorada?

How can I get to and around Islamorada?

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