Islander Resort
Family-friendly beachfront location with 2 outdoor pools
Choose dates to view prices
Photo gallery for Islander Resort





Reviews
9.0 out of 10
Wonderful
Popular amenities
Explore the area

82100 Overseas Highway, Islamorada, FL, 33036
- Florida Keys Brewing Co.14 min walk
- Bud n' Mary's Dive Center4 min drive
- Theater of the Sea5 min drive
- Marathon, FL (MTH-Florida Keys Marathon)39 min drive
Room options
View all photos for Brand New 1 King Bed, Jr. Suite Orchid King Oceanfront

Brand New 1 King Bed, Jr. Suite Orchid King Oceanfront
View all photos for Brand New 2 Queen Beds, Jr. Suite Sable Oceanfront

Brand New 2 Queen Beds, Jr. Suite Sable Oceanfront
View all photos for Brand New One Bedroom Ocean View Suite Handicap

Brand New One Bedroom Ocean View Suite Handicap
View all photos for Brand New Tropical View Bungalow King Hearing Accessible

Brand New Tropical View Bungalow King Hearing Accessible
View all photos for Brand New Tropical View Bungalow King Mobility Accessible

Brand New Tropical View Bungalow King Mobility Accessible
View all photos for Brand New 1 King Bed, Jr. Suite Coco Plum Oceanfront

Brand New 1 King Bed, Jr. Suite Coco Plum Oceanfront
View all photos for Brand New 1 King Bed Suite Buttonwood

Brand New 1 King Bed Suite Buttonwood
View all photos for Brand New Ocean View Bungalow King

Brand New Ocean View Bungalow King
View all photos for Brand New Tropical View 2 Queens

Brand New Tropical View 2 Queens
View all photos for Brand New 1 King 2 Queen Beds Islander Two Bedroom Suite

Brand New 1 King 2 Queen Beds Islander Two Bedroom Suite
View all photos for Brand New Tropical View Bungalow 2 Queens

Brand New Tropical View Bungalow 2 Queens
View all photos for Brand New Partial Ocean View Bungalow King

Brand New Partial Ocean View Bungalow King
View all photos for Brand New Tropical View Bungalow King

Brand New Tropical View Bungalow King
View all photos for Brand New One Bedroom Ocean View Suite

Brand New One Bedroom Ocean View Suite
View all photos for Brand New Ocean View Bungalow 2 Queens

Brand New Ocean View Bungalow 2 Queens
View all photos for Brand New Ocean View 2 Queens ADA

Brand New Ocean View 2 Queens ADA
View all photos for Brand New Tropical View King ADA

Brand New Tropical View King ADA
View all photos for Brand New Partial Ocean View Bungalow 2 Queens

Brand New Partial Ocean View Bungalow 2 Queens
View all photos for Brand New Tropical View King

Brand New Tropical View King
View all photos for Brand New 1 King Bed Suite Plumeria Oceanfront

Brand New 1 King Bed Suite Plumeria Oceanfront
View all photos for Brand New Tropical View 2 Queens ADA

Brand New Tropical View 2 Queens ADA
View all photos for Brand New Cabana Poolside Room 2 Queen

Brand New Cabana Poolside Room 2 Queen
View all photos for Brand New Cabana Poolside Room King

Brand New Cabana Poolside Room King
View all photos for Brand New Cabana Poolside Room King Mobility Accessible

Brand New Cabana Poolside Room King Mobility Accessible
View all photos for Brand New Cabana Poolside Room 2 Queen Hearing Accessible

Brand New Cabana Poolside Room 2 Queen Hearing Accessible
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Cheeca Lodge & Spa
Matecumbe
- On private beach
- Pool
- Hot Tub
- Spa
9.0 out of 10, Wonderful, 1,068 reviews
The price is $373
includes taxes & fees
$331 per night
May 12 - May 13
About the neighborhood
About this property
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Chesapeake Beach Resort
Chesapeake Beach Resort
- On private beach
- Pool
- Pet friendly
- Air conditioning
9.2 out of 10, Wonderful, 1,432 reviews
The price is $280
includes taxes & fees
$249 per night
Apr 28 - Apr 29
Property amenities
Room amenities
Policies
Important information
Frequently asked questions
Islander Resort Reviews
Reviews
9.0
Wonderful
9.4/10
Cleanliness
9.2/10
Staff & service
9.0/10
Amenities
9.0/10
Property conditions & facilities
9.2/10
Eco-friendliness
Reviews
Traveled with family
Apr 12, 2025
Liked: Amenities
Stayed 1 night in Apr 2025
10/10 Excellent
Kelly
Mar 26, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Kelly
Stayed 3 nights in Feb 2025
10/10 Excellent
Robert
Jan 27, 2025
Robert
Stayed 1 night in Jan 2025
10/10 Excellent
Brook
Jan 26, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Brook
Stayed 2 nights in Jan 2025
10/10 Excellent
Kayla
Traveled with group
Jan 25, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Kayla
Stayed 1 night in Jan 2025
10/10 Excellent
Kristi
Jan 23, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Kristi
Stayed 2 nights in Jan 2025
10/10 Excellent
Marie
Jan 22, 2025
Marie
Stayed 2 nights in Jan 2025
10/10 Excellent
Rachel
Traveled with family
Jan 22, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rachel
Stayed 2 nights in Jan 2025
10/10 Excellent
Marisa
Traveled with partner
Jan 19, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Marisa
Stayed 1 night in Jan 2025
10/10 Excellent
Tom
Jan 14, 2025
Tom
Stayed 1 night in Jan 2025
10/10 Excellent
Roxana
Traveled with partner
Jan 12, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Roxana
Stayed 2 nights in Jan 2025
10/10 Excellent
Darcy
Jan 12, 2025
Darcy
Stayed 2 nights in Jan 2025
10/10 Excellent
Kauni
Traveled with family
Jan 10, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kauni
Stayed 3 nights in Jan 2025
8/10 Good
Adam
Traveled with family
Jan 10, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Adam
Stayed 8 nights in Dec 2024
6/10 Okay
JACK
Jan 9, 2025
Liked: Cleanliness, property conditions & facilities
JACK
Stayed 2 nights in Dec 2024
10/10 Excellent
ariola
Jan 8, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
ariola
Stayed 2 nights in Jan 2025
10/10 Excellent
tammy
Traveled with family
Jan 8, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
tammy
Stayed 5 nights in Oct 2024
10/10 Excellent
Verified traveler
Business traveler, Traveled with family
Jan 8, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Verified traveler
Stayed 2 nights in Dec 2024
10/10 Excellent
Linda
Traveled with group, Traveled with family
Jan 6, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Linda
Stayed 4 nights in Dec 2024
10/10 Excellent
JESSICA
Jan 5, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
JESSICA
Stayed 2 nights in Jan 2025
10/10 Excellent
Terry
Jan 5, 2025
Terry
Stayed 2 nights in Dec 2024
10/10 Excellent
Traci
Jan 4, 2025
Liked: Cleanliness
Traci
Stayed 1 night in Jan 2025
10/10 Excellent
Dana
Jan 4, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Dana
Stayed 2 nights in Dec 2024
10/10 Excellent
Pablo
Jan 2, 2025
Pablo
Stayed 1 night in Dec 2024
10/10 Excellent
Elizabeth
Jan 1, 2025
Elizabeth
Stayed 2 nights in Dec 2024
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