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

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

Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4
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, (1,763 reviews)
"Spectacular, beautiful view, excellent amenities, a quiet and beautiful place, very attentive staff, and the breakfast is exquisite—I’ll be back as soon as I can"
United States
alicia
$209 nightly
The price is $235
Aug 11 - Aug 12
Total with taxes and fees
Chesapeake Beach Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

2. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"Good location and great staff"
United States
adrian
$127 nightly
The price is $143
Aug 13 - Aug 14
Total with taxes and fees
La Jolla Resort
Balcony

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,367 reviews)
"I was an excellent vacation."
United States
Yuniel
$205 nightly
The price is $231
Aug 18 - Aug 19
Total with taxes and fees
Cheeca Lodge & Spa
Exterior

4. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (719 reviews)
"my 2nd time staying here and i will be back for a 3rd"
United States
Tristan
$138 nightly
The price is $155
Aug 10 - Aug 11
Total with taxes and fees
Breezy Palms Resort
View from room

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,298 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
$220 nightly
The price is $248
Aug 16 - Aug 17
Total with taxes and fees
Amara Cay Resort
Exterior

6. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,086 reviews)
"Can't wait to stay there again!"
United States
Sarah
$283 nightly
The price is $319
Aug 30 - Aug 31
Total with taxes and fees
Islander Resort
Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

7. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Property was very kept up, room was very clean. Staff was very helpful and kind."
United States
John
$224 nightly
The price is $252
Aug 30 - Aug 31
Total with taxes and fees
Pines & Palms Resort
Exterior

8. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,009 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
Aug 10 - Aug 11
Total with taxes and fees
Fisher Inn Resort & Marina
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
9.2 out of 10, Wonderful, (1,437 reviews)
"Great place to stay!!"
United States
Javier
$179 nightly
The price is $201
Aug 9 - Aug 10
Total with taxes and fees
Lime Tree Bay Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

10. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,006 reviews)
"We really enjoyed the laid back vibe, matched with the amenities and the location. We had a great stay!"
United States
Noel
$172 nightly
The price is $189
Aug 9 - Aug 10
Total with taxes and fees
Drop Anchor
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

11. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 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
Exterior

12. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (279 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
Sundeck

13. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,169 reviews)
"The best place i ever stayed in the Florida Keys by far ,the staff is amazing, the premises are gorgeous and well maintained , a real family vacation resort we already have plans to return in 5 weeks"
United States
Martin
$119 nightly
The price is $134
Aug 30 - Aug 31
Total with taxes and fees
Rock Reef Resort
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

14. 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, (246 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$272 nightly
The price is $306
Aug 13 - Aug 14
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
On the beach, sun loungers, snorkeling, kayaking

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,010 reviews)
"Very nice a cozy hotel . Location is perfect for boating . Our children enjoyed the kayak and the amenities . Five star"
United States
oscar
$112 nightly
The price is $125
Aug 11 - Aug 12
Total with taxes and fees
Drift Hotel
Exterior

16. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (261 reviews)
"Easy check in, beautiful view and clean room"
United States
Lauren
$174 nightly
The price is $196
Aug 13 - Aug 14
Total with taxes and fees
Ragged Edge Resort & Marina
25-inch flat-screen TV with digital channels, TV

17. 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
$244 nightly
The price is $275
Aug 11 - Aug 12
Total with taxes and fees
Treasure Harbor
Marina

18. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Absolutely beautiful and so quiet and relaxing!! Would highly recommend! Plus within walking distance to really good restaurants"
United States
Kathleen
$95 nightly
The price is $107
Sep 2 - Sep 3
Total with taxes and fees
The Pelican Key Largo Cottages
Balcony view

19. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
$139 nightly
The price is $156
Aug 11 - Aug 12
Total with taxes and fees
Hadley Resort and Marina
Daily cooked-to-order breakfast for a fee

20. The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (79 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
$361 nightly
The price is $406
Aug 18 - Aug 19
Total with taxes and fees
The Islands of Islamorada
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Clean room, great restaurants in the property. Staff is very friendly and a big shout out to the staff at the Cheeca Lodge Spa esthetician Milly and the front desk Robbeisha that made my relaxing spa experience very enjoyable."
Cibelle 2-night trip
Posted 9 hours ago
Cheeca Lodge & Spa

Find out more about Islamorada

Islamorada B&B information

Number of reviews
10,342
Accommodation
1 B&B
Lowest Price
$107
Highest Price
$406

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 $107 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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