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

Book Islamorada Bed & Breakfast

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Islamorada bed & breakfast

Private beach, white sand, sun loungers, beach towels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,749 reviews)
"Nice place 👌"
United States
Cristina
$192 nightly
The price is $216
Aug 11 - Aug 12
Total with taxes and fees
Chesapeake Beach Resort
Balcony

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,354 reviews)
"I was an excellent vacation."
United States
Yuniel
$208 nightly
The price is $234
Aug 18 - Aug 19
Total with taxes and fees
Cheeca Lodge & Spa
Room, 1 King Bed with Sofa bed, Oceanfront, Lanai | View from room

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,287 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
$224 nightly
The price is $252
Aug 19 - Aug 20
Total with taxes and fees
Amara Cay Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

4. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Good location and great staff"
United States
adrian
$155 nightly
The price is $175
Sep 1 - Sep 2
Total with taxes and fees
La Jolla Resort
Exterior

5. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,081 reviews)
$292 nightly
The price is $329
Sep 1 - Sep 2
Total with taxes and fees
Islander Resort
Exterior

6. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (715 reviews)
"my 2nd time staying here and i will be back for a 3rd"
United States
Tristan
$116 nightly
The price is $130
Aug 18 - Aug 19
Total with taxes and fees
Breezy Palms Resort
Exterior

7. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,002 reviews)
"Was a very nice property, great location, great value."
United States
Gary
$139 nightly
The price is $156
Aug 23 - Aug 24
Total with taxes and fees
Fisher Inn Resort & Marina
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

8. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,001 reviews)
"We really enjoyed the laid back vibe, matched with the amenities and the location. We had a great stay!"
United States
Noel
$163 nightly
The price is $178
Aug 2 - Aug 3
Total with taxes and fees
Drop Anchor
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

9. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,428 reviews)
"Great place to stay!!"
United States
Javier
$169 nightly
The price is $190
Aug 5 - Aug 6
Total with taxes and fees
Lime Tree Bay Resort
Balcony view

10. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Booked this on Expedia based on location alone- GREAT CHOICE. Lot of help from team (thanks Eric) very unique and ‘kitschy’ in a great location. Loved it here although we were one night only."
United States
Bill
$130 nightly
The price is $146
Aug 5 - Aug 6
Total with taxes and fees
Hadley Resort and Marina
Exterior

11. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (278 reviews)
"Amazing staff! Clancy is great! This place is so cute family oriented and friendly! I cant wait to stay here again!"
United States
Lisa C
$149 nightly
The price is $168
Aug 30 - Aug 31
Total with taxes and fees
Coconut Cove Resort and Marina
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

12. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,002 reviews)
"Great place to stay!"
United States
Brianne
$237 nightly
The price is $266
Aug 9 - Aug 10
Total with taxes and fees
La Siesta Resort & Villas
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (242 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$272 nightly
The price is $306
Aug 10 - Aug 11
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

14. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Property was very kept up, room was very clean. Staff was very helpful and kind."
United States
John
$268 nightly
The price is $302
Aug 30 - Aug 31
Total with taxes and fees
Pines & Palms Resort
Exterior

15. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (260 reviews)
"Clean and quiet"
United States
cheryl
$154 nightly
The price is $173
Aug 4 - Aug 5
Total with taxes and fees
Ragged Edge Resort & Marina
Marina

16. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,003 reviews)
"Absolutely beautiful and so quiet and relaxing!! Would highly recommend! Plus within walking distance to really good restaurants"
United States
Kathleen
$103 nightly
The price is $116
Aug 23 - Aug 24
Total with taxes and fees
The Pelican Key Largo Cottages
View from property

17. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,009 reviews)
"Great place to stay!!!!"
United States
Cristy
$128 nightly
The price is $144
Aug 27 - Aug 28
Total with taxes and fees
Creekside Inn
On the beach, sun loungers, snorkeling, kayaking

18. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Very nice a cozy hotel . Location is perfect for boating . Our children enjoyed the kayak and the amenities . Five star"
United States
oscar
$159 nightly
The price is $179
Aug 2 - Aug 3
Total with taxes and fees
Drift Hotel
Exterior

19. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,002 reviews)
"Loved our stay at Sunset Cove & can’t wait to go back."
United States
Kitti
$116 nightly
The price is $131
Aug 9 - Aug 10
Total with taxes and fees
Sunset Cove Beach Resort
25-inch flat-screen TV with digital channels, TV

20. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (166 reviews)
"The houseboat were a great experience not only for the kid's but the adults also. Seeing the manatees swim around the cove was awesome! It was a great place to meet your neighbors as the porches are very close. The swimming pool is a great addition to the property! If going back to the area, I would definitely go there again! We really enjoyed our visit there!"
United States
Kelly
$264 nightly
The price is $297
Aug 2 - Aug 3
Total with taxes and fees
Treasure Harbor
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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Top Islamorada Hotel Reviews

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

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

10/10 Excellent
"Everything was perfect. Excellent staff, food, amenities, and lodging."
Gregory 1-night trip
Posted 12 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Find out more about Islamorada

Islamorada B&B information

Number of reviews
9,497
Accommodation
1 B&B
Lowest Price
$116
Highest Price
$329

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Islamorada?
Prices for B&Bs in Islamorada often vary, but you can find a great deal from $116 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Islamorada B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Islamorada?
The best time to book a B&B in Islamorada typically falls between February and April, a delightful period when the weather is pleasantly warm and ideal for outdoor activities. During these months, visitors can enjoy average temperatures ranging from the low 70s to mid-80s Fahrenheit, making it great for exploring the stunning beaches, engaging in water sports, or simply relaxing by the ocean.

This peak season attracts travelers eager to experience the vibrant marine life and lush landscapes that Islamorada is known for. Whether you're interested in snorkeling the coral reefs or embarking on a fishing charter, the conditions are often ideal, and the local atmosphere is lively with fellow adventure seekers.

If you're looking for a more budget-friendly option, consider visiting in October. This month presents an excellent opportunity to enjoy the beautiful fall weather while avoiding the larger crowds. With temperatures still warm, it's a wonderful time to take advantage of lower rates at accommodations and savor the tranquility of the islands.
What is the difference between a Islamorada Bed & Breakfast and a hotel?
Every Islamorada B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Islamorada B&Bs.

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