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 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

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, (1,759 reviews)
"The property was bery nice great location, its pet friendly staff was great and the breakfast was amazing...You have restaurants right next to the property that you dont need to drive anywhere...would be there again 🙏🙏"
United States
Rey
$201 nightly
The price is $226
Aug 25 - Aug 26
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, (1,412 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
$199 nightly
The price is $224
Sep 2 - Sep 3
Total with taxes and fees
Cheeca Lodge & Spa
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

3. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great staff"
United States
adrian
$134 nightly
The price is $151
Aug 27 - Aug 28
Total with taxes and fees
La Jolla Resort
View from room

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,290 reviews)
"Best place to stay !!"
United States
David A
$219 nightly
The price is $247
Aug 24 - Aug 25
Total with taxes and fees
Amara Cay Resort
Exterior

5. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (728 reviews)
"Great place to stay rooms were really nice nice boat ramp plenty of parking restaurants right down the street to eat at no complaints nice pool everybody was friendly room was ice cold from the air condition full kitchen nice balcony looking out over the ocean great stay"
United States
roger
$117 nightly
The price is $131
Sep 2 - Sep 3
Total with taxes and fees
Breezy Palms Resort
Exterior

6. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,107 reviews)
"Staff and resort were amazing!"
United States
Chris
$291 nightly
The price is $327
Sep 2 - Sep 3
Total with taxes and fees
Islander Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

7. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,475 reviews)
"Great place to stay!!"
United States
Javier
$163 nightly
The price is $183
Aug 27 - Aug 28
Total with taxes and fees
Lime Tree Bay Resort
Exterior

8. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,008 reviews)
"We stay here once or twice a year, the staff is very friendly. The amenities are perfect and the location is right where you want to be."
United States
MARC
$139 nightly
The price is $156
Sep 2 - Sep 3
Total with taxes and fees
Fisher Inn Resort & Marina
Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

9. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
$224 nightly
The price is $252
Aug 30 - Aug 31
Total with taxes and fees
Pines & Palms Resort
Exterior

10. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (282 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
$139 nightly
The price is $156
Sep 3 - Sep 4
Total with taxes and fees
Coconut Cove Resort and Marina
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

11. 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, (253 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$272 nightly
The price is $306
Aug 27 - Aug 28
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

12. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (263 reviews)
"Great place. Highly recommended it"
United States
Katarzyna
$144 nightly
The price is $162
Sep 8 - Sep 9
Total with taxes and fees
Ragged Edge Resort & Marina
Sundeck

13. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,169 reviews)
"Super nice place with family good parking area private beach"
United States
manuel
$97 nightly
The price is $109
Aug 25 - Aug 26
Total with taxes and fees
Rock Reef Resort
25-inch flat-screen TV with digital channels, TV

14. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (171 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
$254 nightly
The price is $286
Aug 23 - Aug 24
Total with taxes and fees
Treasure Harbor
Balcony view

15. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,012 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
$146 nightly
The price is $164
Aug 30 - Aug 31
Total with taxes and fees
Hadley Resort and Marina
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

16. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,010 reviews)
"Great place to stay!"
United States
Brianne
$227 nightly
The price is $255
Aug 25 - Aug 26
Total with taxes and fees
La Siesta Resort & Villas
Marina

17. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,008 reviews)
"Great place great price great location "
United States
Richard
$82 nightly
The price is $93
Aug 25 - Aug 26
Total with taxes and fees
The Pelican Key Largo Cottages
Restaurant

18. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (457 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
$258 nightly
The price is $291
Aug 31 - Sep 1
Total with taxes and fees
Bayside Villas by Islander Resort
Classic Room, Patio, Garden View | WiFi (free)

19. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.0 out of 10, Wonderful, (27 reviews)
"Staff was friendly and Inn was well maintained. My daughter loved the pool! It had a bar and restaurant attached to property so was nice being able to grab a drink for the pool area."
United States
Patrice
$186 nightly
The price is $210
Aug 25 - Aug 26
Total with taxes and fees
The Ocean View Inn & Pub
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

20. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,006 reviews)
"Great location,"
United States
Marianela
$161 nightly
The price is $177
Aug 25 - Aug 26
Total with taxes and fees
Drop Anchor
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

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Everything was great! The front desk personnel was very helpful and nice at all times."
Maby 2-night trip
Posted 3 hours ago
Hadley Resort and Marina

Find out more about Islamorada

Islamorada B&B information

Number of reviews
11,835
Accommodation
1 B&B
Lowest Price
$93
Highest Price
$327

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 $93 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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