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THE 10 BEST Hotels in Islamorada 2023
United States
Florida (FL)
Florida Keys
Islamorada
Islamorada Hotels
Islamorada Hotels
and Places to Stay
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1 room
,
2 adults
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0 children
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Popular
4 stars
1
Pool
20
& up
18
Luxury
2
Property types
Resorts
10
B&Bs & Inns
6
Motels
5
Hotels
2
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Amenities
Free Wifi
16
Breakfast included
2
Pool
20
Free parking
19
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Distance from
25 mi
Hurricane Monument
History of Diving Museum
Founders Park
Rain Barrel Village
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Traveler rating
1
& up
18
& up
20
& up
20
Hotel class
4 stars
1
3 stars
10
2 stars
6
Style
Budget
1
Mid-range
17
Luxury
2
Family-friendly
15
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Brands
Amara Hotels & Resorts
1
Show 43 results
Popular hotels in Islamorada right now
4-star stay
Pool on site
Traveler rating: Very good
Good for luxury stays
43 of 43
properties are available in Islamorada
Islamorada
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43 of 43
properties are available in Islamorada
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Best Value
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Sponsored
The Caribbean Resort
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130 reviews
By Lynn W
“
Quiet and small community makes it nice. Beautiful pool, paddleboards, kayaks, bikes, pier are great amenities for free. Has a fish cleaning station and ice machine by ocean.
”
“
We found this gem last minute when our boat
didn't make it to harbour on time. We rented the Royal Palm South 3 bedroom home on the water. The amenities were top of the line right down to a sub zero fridge. The...
”
Visit hotel website
2023
1. Cheeca Lodge & Spa
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6,811 reviews
#1 Best Value of 43 places to stay in Islamorada
By Elizabeth M
“
We were greeted by friendly bellman Santonio, the front desk staff was delightful and efficient (shout out to Jean and Rebecca) and our
beautiful room
was spacious and comfortable.
”
“
We were greeted by friendly bellman Santonio, the front desk staff was delightful and efficient (shout out to Jean and Rebecca)
and our
beautiful room
was spacious and
comfortable.
”
2023
2. Islander Resort
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1,076 reviews
#2 Best Value of 43 places to stay in Islamorada
By drpnamaste
“
... Danny she was very friendly and professional as well as the rest of your staff, our
room was very clean and comfortable
the beds were perfect loved the screened in patio, we are looking forward to eating in yo...
”
“
... Danny she was very friendly and professional as well as the rest of your staff,
our
room was very clean and comfortable
the
beds were perfect loved the screened in patio, we are looking forward to eating in yo...
”
Visit hotel website
Top Rated
3. Ragged Edge Resort & Marina
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Bed and Breakfast
523 reviews
#3 Best Value of 43 places to stay in Islamorada
By Linda g G
“
We enjoyed our stay at Ragged Edge. Great view of the ocean, nice pool too. Room had full kitchen, beds comfy, clean. Private area off main road, quiet. Nice screened in porch area with table and chairs.
”
“
Room was clean
, perfect location, great weather,
amazing sunset.
”
Breakfast included
4. Casa Morada
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1,279 reviews
#4 Best Value of 43 places to stay in Islamorada
By TheChris_Morgan
“
Our garden suite was large, with fridge, some complementary snacks, living room and
comfortable bedroom
and balcony, with a lovely bathroom.
”
“
Our garden suite was large, with fridge, some complementary snacks, living
room and
comfortable bedroom
and balcony,
with a lovely bathroom.
”
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5. Amara Cay Resort
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2,092 reviews
#5 Best Value of 43 places to stay in Islamorada
By toodogsus
“
We had a
one-bedroom ocean view suite
, which was huge and very comfortable.
”
“
We had a
one-bedroom ocean view suite
, which was
huge and very comfortable.
”
Visit hotel website
2023
6. Chesapeake Beach Resort
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147 reviews
#6 Best Value of 43 places to stay in Islamorada
By Bobbi H
“
Great room
, beautiful grounds, but best of all was the extraordinary staff!! Sara was so understanding of our situation, got us into a
great room
, gave us restaurant recommendations, & texted us daily to see what...
”
“
Great room
, beautiful grounds, but best of all
was the extraordinary staff!! Sara was so understanding of our situation, got us into a great room, gave us restaurant recommendations, & texted us daily to see what...
”
2023
7. La Jolla Resort & Lodges
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Small Hotel
477 reviews
#7 Best Value of 43 places to stay in Islamorada
By Sacha C
“
When we arrived we
received a free room upgrade
from Mike which was incredibly kind and so worth the booking.
”
“
When we arrived
we
received a free room upgrade
from Mike
which was incredibly kind and so worth the booking.
”
8. La Siesta Resort & Villas
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949 reviews
#8 Best Value of 43 places to stay in Islamorada
By Deborah S
“
Marilynn at the front desk was amazing and Sara helped us out at checkin with a
room upgrade
!
”
“
Marilynn at the front desk was amazing and Sara
helped us out at checkin with a
room upgrade
!
”
9. Postcard Inn Beach Resort & Marina
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2,830 reviews
#9 Best Value of 43 places to stay in Islamorada
By always traveling
“
Upon arrival were were greeted by Caitlyn, she was beyond pleasant and professional and helped us get at wonderful room!!
Our room was spacious
immaculate and offered very comfortable beds, microwave refrigerator,...
”
“
Upon arrival were were greeted by Caitlyn, she was beyond pleasant and professional and helped us get at wonderful
room!!
Our room was spacious
immaculate and
offered very comfortable beds, microwave refrigerator,...
”
Visit hotel website
10. Sunset Inn - Islamorada
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Small Hotel
166 reviews
#10 Best Value of 43 places to stay in Islamorada
By Zoe R
“
This hotel was very clean and well equipped with nice little touches and the
room was spacious
.
”
“
This hotel was very clean and well equipped with
nice little touches and the
room was spacious
.
”
Sponsored
The Caribbean Resort
Show prices
Enter dates to see prices
View on map
130 reviews
By Lynn W
“
Quiet and small community makes it nice. Beautiful pool, paddleboards, kayaks, bikes, pier are great amenities for free. Has a fish cleaning station and ice machine by ocean.
”
“
We found this gem last minute when our boat
didn't make it to harbour on time. We rented the Royal Palm South 3 bedroom home on the water. The amenities were top of the line right down to a sub zero fridge. The...
”
Visit hotel website
11. Drop Anchor
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965 reviews
#11 Best Value of 43 places to stay in Islamorada
By Jungle49
“
Looooved it
Room super clean
, service super friendly Kitchen has everything you need TV is a smart Tv I highly recommend Thank you Zac The Androuins
”
“
Looooved it
Room super clean
, service super
friendly Kitchen has everything you need TV is a smart Tv I highly recommend Thank you Zac The Androuins
”
12. Caloosa Cove Resort & Marina
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Condominium
237 reviews
#12 Best Value of 43 places to stay in Islamorada
By egonza688701
“
Friendly staff, rooms are very well equipped and clean. The pool area was very clean as well. Nice view from pool and from the rooms. Ice machine working properly at all times.
”
“
The grounds were beautiful (particularly the flowers, plants, trees and birds on the property); the swimming pool was fantastic;
the
hotel room was large
, clean and
comfortable; and the overall location was, in ou...
”
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13. Fisher Inn Resort & Marina
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212 reviews
#13 Best Value of 43 places to stay in Islamorada
By Jorge R
“
Gorgeous rooms, comfortable bed, oh, and don’t mind the absolutely breathtaking views from either the lounge area, the pool, or if you’ve got a
view room
(I did, it’s incredible) Top that off with a great support s...
”
“
Gorgeous rooms, comfortable bed, oh, and don’t mind the absolutely breathtaking views from either the lounge area, the pool, or
if you’ve got a
view room
(I did, it’s
incredible) Top that off with a great support s...
”
Visit hotel website
14. Pines and Palms Resort
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Small Hotel
820 reviews
#14 Best Value of 43 places to stay in Islamorada
By emilys2012
“
We stayed in the queen
Ocean view room and it was
perfect for our family of 4. I love having a kitchette in the room, especially with kids.
”
“
We stayed in the
queen
Ocean view room and it was
perfect for
our family of 4. I love having a kitchette in the room, especially with kids.
”
15. Breezy Palms Resort
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Small Hotel
471 reviews
#15 Best Value of 43 places to stay in Islamorada
By 906UPEh
“
There's no on-site bars and restaurants or fancy infinity pools, but if you just want a
clean room
at a good price with a great view, this is your place.
”
“
There's no on-site bars and restaurants or fancy infinity pools, but if
you just want a
clean room
at a good price
with a great view, this is your place.
”
16. Hadley House Resort
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278 reviews
#16 Best Value of 43 places to stay in Islamorada
By LyndseyMae
“
The
room was clean
and BEAUTIFUL and the pool was fun too!
”
“
The
room was clean
and BEAUTIFUL and the pool was
fun too!
”
Visit hotel website
17. White Gate Court
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Villa
281 reviews
#17 Best Value of 43 places to stay in Islamorada
By Kim A
“
We love bringing the dogs, kids, and whole family. We can relax, snorkel, boat, and fish. It’s a small and safe place where the kids can fish and cast net off the dock. The cottages are small, cozy, and clean.
”
“
The Cottage
was adorable, bed was comfy,
room was clean
.
”
Visit hotel website
18. The Moorings Village
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386 reviews
#18 Best Value of 43 places to stay in Islamorada
By katyykat89
“
Nice
spacious living room
, full kitchen, bathroom with double sinks and huge soaking tub, several large windows/doors for incredible views in every room, and a wrap-around veranda.
”
“
Nice
spacious living room
, full kitchen, bathroom
with double sinks and huge soaking tub, several large windows/doors for incredible views in every room, and a wrap-around veranda.
”
19. Creekside Inn Islamorada
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555 reviews
#19 Best Value of 43 places to stay in Islamorada
By Ian R
“
Great staff,
nice clean room
overlooking the picturesque key, would recommend while travelling through we came here on our honeymoon and the staff could not have been more helpful The weather wasn’t the best though!
”
“
Great staff,
nice clean room
overlooking the
picturesque key, would recommend while travelling through we came here on our honeymoon and the staff could not have been more helpful The weather wasn’t the best though!
”
20. Coral Bay Resort
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305 reviews
#20 Best Value of 43 places to stay in Islamorada
By Mark V
“
The
room was clean
the beds were comfortable, the grounds were immaculate, and I have never met a more courteous and accommodating staff.
”
“
The
room was clean
the beds were comfortable, the
grounds were immaculate, and I have never met a more courteous and accommodating staff.
”
Visit hotel website
21. The Islands of Islamorada Resort
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48 reviews
#21 Best Value of 43 places to stay in Islamorada
By Tina P
“
Beautifully maintained resort with customer service at it’s finest. I was impressed the minute we arrived and concierge met us in the driveway of the villa….no line to wait in. They aim to please which we don’t see...
”
“
Beautifully maintained resort with customer
service at it’s finest. I was impressed the minute we arrived and concierge met us in the driveway of the villa….no line to wait in. They aim to please which we don’t…
”
Visit hotel website
22. Pelican Cove Resort & Marina
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1,180 reviews
#22 Best Value of 43 places to stay in Islamorada
By Karen D
“
3rd - The Room - this is what I was most nervous about - but we LOVED our
room - clean and
the most comfortable king sized bed we've slept in!
”
“
3rd - The Room - this is what I was most nervous about - but
we LOVED our
room - clean and
the most
comfortable king sized bed we've slept in!
”
23. Bayside Villas by Islander Resort
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Small Hotel
311 reviews
#23 Best Value of 43 places to stay in Islamorada
By Holly M
“
We stayed at the Villas which is a fair bit of distance to the resort; however, the shuttle was everything! Beds were mostly comfortable and the AC top notch. Don’t expect much from on-site dining and drinks.
”
“
We stayed at the Villas which is a fair bit of
distance to the resort; however, the shuttle was everything! Beds were mostly comfortable and the AC top notch. Don’t expect much from on-site dining and drinks.
”
Visit hotel website
24. Ocean View Inn and Sports Pub
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215 reviews
#24 Best Value of 43 places to stay in Islamorada
By Michelle O
“
We enjoyed 2 nights in a clean,
comfortable room
.
”
“
We enjoyed 2 nights in a clean,
comfortable room
.
”
25. The Caribbean Resort
Show prices
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130 reviews
#25 Best Value of 43 places to stay in Islamorada
By Lynn W
“
Quiet and small community makes it nice. Beautiful pool, paddleboards, kayaks, bikes, pier are great amenities for free. Has a fish cleaning station and ice machine by ocean.
”
“
We found this gem last minute when our boat
didn't make it to harbour on time. We rented the Royal Palm South 3 bedroom home on the water. The amenities were top of the line right down to a sub zero fridge. The...
”
Visit hotel website
26. Coconut Cove Resort and Marina
Show prices
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