Chesapeake Beach Resort
Travelers relax on sun-kissed beaches or take refreshing swims in outdoor pools at this peaceful Florida Keys resort with private waterfront access
Photo gallery for Chesapeake Beach Resort





Chesapeake Beach Resort offers a quiet escape in Matecumbe. Start your day with a leisurely breakfast, then head to the private beach with sun loungers and kayaking. Enjoy two outdoor pools, while multilingual staff and concierge services help plan the perfect stay.
Reviews
9.2 out of 10
Wonderful
Popular amenities
The current price is AED 782
AED 1,087 total
includes taxes & fees
26 Jan - 27 Jan
Room options
Available filters for rooms
Showing 20 of 20 rooms
View all photos for Ocean View Queens

Ocean View Queens
9.6 out of 10
Exceptional
(45 reviews)
Highlights
Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for Ocean View King

Ocean View King
9.6 out of 10
Exceptional
(87 reviews)
Highlights
Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Pillowtop bed
Ceiling fan
View all photos for ADA Ocean View King Suite

ADA Ocean View King Suite
8.4 out of 10
Very good
(5 reviews)
Highlights
Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
View all photos for ADA Ocean View King

ADA Ocean View King
8.6 out of 10
Excellent
(17 reviews)
Highlights
Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for ADA Ocean View Queens

ADA Ocean View Queens
9.0 out of 10
Wonderful
(7 reviews)
Highlights
Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for Hearing Impaired Ocean View Queens

Hearing Impaired Ocean View Queens
10.0 out of 10
Exceptional
(2 reviews)
Highlights
Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for Hearing Impaired Ocean View King Suite

Hearing Impaired Ocean View King Suite
8.6 out of 10
Excellent
(4 reviews)
Highlights
Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
View all photos for Standard Queens

Standard Queens
9.4 out of 10
Exceptional
(59 reviews)
Highlights
Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for Standard Doubles

Standard Doubles
9.2 out of 10
Wonderful
(95 reviews)
Highlights
Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for Standard King with Sleeper Sofa

Standard King with Sleeper Sofa
9.2 out of 10
Wonderful
(23 reviews)
Highlights
Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Pillowtop bed
Ceiling fan
View all photos for Standard King

Standard King
9.6 out of 10
Exceptional
(34 reviews)
Highlights
Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for Ocean View King Suite

Ocean View King Suite
9.4 out of 10
Exceptional
(16 reviews)
Highlights
Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
View all photos for Deluxe Ocean View Two Queen Suite

Deluxe Ocean View Two Queen Suite
8.8 out of 10
Excellent
(10 reviews)
Highlights
Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Separate bedroom
View all photos for 2-Bedroom Villa

2-Bedroom Villa
10.0 out of 10
Exceptional
(1 review)
Highlights
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dishwasher
HDTV
Hypo-allergenic bedding
View all photos for Standard King Villa

Standard King Villa
Highlights
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
HDTV
Hypo-allergenic bedding
Blackout drapes/curtains
Pillowtop bed
View all photos for King Efficiency Villa

King Efficiency Villa
10.0 out of 10
Exceptional
(2 reviews)
Highlights
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
Dishwasher
View all photos for ADA King Efficiency Villa

ADA King Efficiency Villa
Highlights
Separate dining area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
HDTV
Hypo-allergenic bedding
View all photos for Premium 1-Bedroom Ocean View Villa

Premium 1-Bedroom Ocean View Villa
Highlights
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
Dishwasher
View all photos for Premium Ocean View King Villa

Premium Ocean View King Villa
Highlights
Patio
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
Ocean View King Efficiency Villa
Highlights
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dishwasher
HDTV
About the neighborhood

83409 Overseas Hwy, Islamorada, FL, 33036
What's nearby
History of Diving Museum12 min walk - 1.1 km
Theater of the Sea3 min drive - 2.0 km
Windley Key Fossil Reef Geological State Park3 min drive - 2.0 km
Bud n' Mary's Dive Center10 min drive - 7.6 km- Islamorada Brewery & Distillery3 min drive - 2.7 km
Getting around
- Miami Intl. Airport (MIA)91 min drive
Restaurants
- Tiki Bar13 min walk
- Wahoo's Bar & Grill2 min walk
- Lorelei Restaurant & Cabana Bar3 min drive
- Wendy's2 min drive
- Starbucks15 min walk
About this property
Chesapeake Beach Resort
Similar properties

Lime Tree Bay Resort
Lime Tree Bay Resort
- On private beach
- Pool
- Pet friendly
- Parking included
9.2 out of 10, Wonderful, 1,139 reviews
Property amenities
Room amenities
Policies
Important information
Optional extras
- Pet deposit: USD 50.00 per stay
- Pet fee: USD 50.00 per accommodation, per night
- Service animals are exempt from fees
- A late check-out fee will be charged
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
We should mention
This property does not have elevators
Pool access available from 7:00 AM to 10:30 PM
Some facilities may have restricted access; guests can contact the property for details using the contact information on the booking confirmation
Construction is underway at a neighboring building and there may be noise disturbance from the construction work
Children under 16 years old are not allowed in the swimming pool without adult supervision
Property is also known as
Chesapeake Beach Islamorada
Chesapeake Beach Resort
Chesapeake Beach Resort Islamorada
Chesapeake Resort
Chesapeake Beach Hotel Islamorada
Chesapeake Beach Resort Hotel
Chesapeake Beach Resort Islamorada
Chesapeake Beach Resort Hotel Islamorada
Frequently asked questions
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Reviews
Chesapeake Beach Resort Reviews
9.2
Wonderful
9.4
Cleanliness
9.0
Amenities
9.2
Staff & service
9.2
Property conditions & facilities
Reviews
21 January 2026
Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Jan 2026
10/10 Excellent
Warren
13 January 2026
Liked: Cleanliness, amenities, property conditions & facilities
Warren
Stayed 6 nights in Jan 2026
10/10 Excellent
Devon
10 January 2026
Liked: Cleanliness, amenities, property conditions & facilities
Devon
Stayed 4 nights in Jan 2026
8/10 Good
Nancy
7 January 2026
Liked: Cleanliness, amenities, property conditions & facilities
Nancy
Stayed 3 nights in Jan 2026
10/10 Excellent
Yuli
14 December 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities




Yuli
Stayed 1 night in Dec 2025
10/10 Excellent
Randy
11 January 2026
Liked: Cleanliness, amenities, property conditions & facilities
Randy
Stayed 4 nights in Jan 2026
10/10 Excellent
Joshua
17 January 2026
Liked: Cleanliness, property conditions & facilities




Joshua
Stayed 7 nights in Jan 2026
10/10 Excellent
Tom
18 January 2026
Liked: Cleanliness
Tom
Stayed 1 night in Jan 2026
10/10 Excellent
Annie
21 January 2026
Liked: Cleanliness, amenities, property conditions & facilities

Annie
Stayed 1 night in Jan 2026
10/10 Excellent
Gabriel
15 January 2026
Liked: Cleanliness, amenities, property conditions & facilities




Gabriel
Stayed 2 nights in Jan 2026
10/10 Excellent
Brittany
6 January 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Brittany
Stayed 1 night in Jan 2026
10/10 Excellent
Peter
17 January 2026
Liked: Cleanliness, staff & service, property conditions & facilities

Peter
Stayed 4 nights in Jan 2026
10/10 Excellent
Julie
31 December 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Julie
Stayed 2 nights in Dec 2025
10/10 Excellent
Annie
16 January 2026
Liked: Cleanliness, amenities, property conditions & facilities

Annie
Stayed 1 night in Jan 2026
10/10 Excellent
Sue
21 December 2025
Liked: Cleanliness, amenities, property conditions & facilities
Sue
Stayed 7 nights in Nov 2025
10/10 Excellent
Shankar B
2 January 2026
Liked: Cleanliness, amenities, property conditions & facilities


Shankar B
Stayed 1 night in Jan 2026
8/10 Good
Dwight
4 November 2025
Liked: Cleanliness, amenities, property conditions & facilities
Dwight
Stayed 7 nights in Oct 2025
10/10 Excellent
Debbie
20 January 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Debbie
Stayed 6 nights in Jan 2026
10/10 Excellent
Naima
19 December 2025
Liked: Cleanliness, amenities, property conditions & facilities
Naima
Stayed 2 nights in Dec 2025
10/10 Excellent
Kunfeng
29 December 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kunfeng
Stayed 4 nights in Dec 2025
6/10 Okay
Kelly
19 January 2026
Liked: Cleanliness, amenities, property conditions & facilities
Kelly
Stayed 2 nights in Jan 2026
10/10 Excellent
Mary
9 January 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Mary
Stayed 2 nights in Jan 2026
10/10 Excellent
Michael
9 January 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Michael
Stayed 3 nights in Jan 2026
10/10 Excellent
Maria
18 January 2026
Liked: Cleanliness, amenities, property conditions & facilities
Maria
Stayed 1 night in Jan 2026
10/10 Excellent
Jeff
11 December 2025
Liked: Cleanliness, amenities, property conditions & facilities

Jeff
Stayed 7 nights in Dec 2025








