Title: Chesapeake Beach Resort Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # 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 ![Private beach, white sand, sun-loungers, beach towels - Chesapeake Beach Resort (Islamorada)](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=resizecrop&rw=598&ra=fit) ![43-inch flat-screen TV with cable channels, TV - Chesapeake Beach Resort (Islamorada)](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/77344fea.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Deluxe Ocean View Two Queen Suite | Balcony - Chesapeake Beach Resort (Islamorada)](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Hypo-allergenic bedding, pillow-top beds, laptop workspace - Chesapeake Beach Resort (Islamorada)](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/c2caabe9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Water view - Chesapeake Beach Resort (Islamorada)](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies 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 Wonderful ## Popular amenities - Free Wi-Fi - Restaurant £301 includes taxes & fees 1 Mar - 2 Mar ## Check prices for these days [Tonight ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-27&endDate=2026-03-01&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-27&endDate=2026-03-01&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options All rooms 2 beds 1 bed 3+ beds Showing 20 of 20 rooms ### View all photos for Ocean View Queens ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/83e663ad.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Ocean View Queens 9.6 Exceptional 47 reviews ### Highlights Balcony Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Ceiling fan Pillow-top bed - Ocean view - 366 sq ft - 1 bedroom - Sleeps 4 - 2 Queen Beds ### View all photos for Ocean View King ![Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/534e0c16.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Ocean View King 9.4 Exceptional 90 reviews ### Highlights Balcony Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Sofa bed Ceiling fan - Ocean view - 364 sq ft - 1 bedroom - Sleeps 3 - 1 King Bed ### View all photos for ADA Ocean View King Suite ![ADA Ocean View King Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/2b085d96.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### ADA Ocean View King Suite 8.4 Very good 6 reviews ### Highlights Balcony Separate sitting area Air conditioning Free cots/infant beds Mini-fridge Dining table HDTV Hypo-allergenic bedding - Ocean view - 540 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed ### View all photos for ADA Ocean View King ![Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/534e0c16.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### ADA Ocean View King 8.6 Excellent 17 reviews ### Highlights Balcony Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Ceiling fan Pillow-top bed - Ocean view - 364 sq ft - 1 bedroom - Sleeps 3 - 1 King Bed ### View all photos for ADA Ocean View Queens ![ADA Ocean View Queens | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/5b3ff80e.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### ADA Ocean View Queens 9.0 Wonderful 7 reviews ### Highlights Balcony Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Ceiling fan Blackout curtains - Ocean view - 366 sq ft - Sleeps 4 - 2 Queen Beds ### View all photos for Hearing Impaired Ocean View Queens ![Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/43f5c138.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Hearing Impaired Ocean View Queens 10.0 Exceptional 2 reviews ### Highlights Balcony Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Ceiling fan Pillow-top bed - Ocean view - 366 sq ft - 1 bedroom - Sleeps 4 - 2 Queen Beds ### View all photos for Hearing Impaired Ocean View King Suite ![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/4a431808.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Hearing Impaired Ocean View King Suite 8.6 Excellent 4 reviews ### Highlights Balcony Separate sitting area Air conditioning Free cots/infant beds Mini-fridge Dining table HDTV Hypo-allergenic bedding - Ocean view - 540 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed and 1 Queen Sofa Bed ### View all photos for Standard Queens ![Standard Queens | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/40b36332.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard Queens 9.4 Exceptional 61 reviews ### Highlights Deck/patio Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Ceiling fan Pillow-top bed - 307 sq ft - 1 bedroom - Sleeps 4 - 2 Queen Beds ### View all photos for Standard Doubles ![Standard Doubles | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/e096db62.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard Doubles 9.2 Wonderful 95 reviews ### Highlights Balcony Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Ceiling fan Pillow-top bed - 272 sq ft - 1 bedroom - Sleeps 4 - 2 Double Beds ### View all photos for Standard King with Sleeper Sofa ![Standard King with Sleeper Sofa | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/635313d2.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard King with Sleeper Sofa 9.2 Wonderful 24 reviews ### Highlights Deck/patio Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Sofa bed Ceiling fan - 307 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed and 1 Double Sofa Bed ### View all photos for Standard King ![Standard King | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/36a61897.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard King 9.6 Exceptional 35 reviews ### Highlights Balcony Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Ceiling fan Pillow-top bed - 272 sq ft - 1 bedroom - Sleeps 3 - 1 King Bed ### View all photos for Ocean View King Suite ![Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/de7cbc10.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Ocean View King Suite 9.2 Wonderful 17 reviews ### Highlights Balcony Separate sitting area Air conditioning Free cots/infant beds Mini-fridge Dining table HDTV Hypo-allergenic bedding - Ocean view - 527 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed and 1 Queen Sofa Bed ### View all photos for Deluxe Ocean View Two Queen Suite ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Deluxe Ocean View Two Queen Suite 9.0 Wonderful 11 reviews ### Highlights Balcony Separate sitting area Air conditioning Free cots/infant beds Mini-fridge HDTV Hypo-allergenic bedding Sofa bed - Ocean view - 650 sq ft - 1 bedroom - Sleeps 6 - 2 Queen Beds ### View all photos for 2-Bedroom Villa ![2-Bedroom Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/aef9a27f.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### 2-Bedroom Villa 10.0 Exceptional 1 review ### Highlights Separate sitting area Air conditioning Free cots/infant beds Kitchenette Full-sized fridge/freezer Dishwasher HDTV Hypo-allergenic bedding - Resort view - 646 sq ft - 2 bedrooms - Sleeps 6 - 1 King Bed, 1 Double Bed and 1 Double Sofa Bed ### View all photos for Standard King Villa ![Standard King Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/67242877.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard King Villa ### Highlights Air conditioning Free cots/infant beds Kitchenette Full-sized fridge/freezer HDTV Hypo-allergenic bedding Ceiling fan Pillow-top bed - Resort view - 323 sq ft - 1 bedroom - Sleeps 3 - 1 King Bed ### View all photos for King Efficiency Villa ![King Efficiency Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/7d3e27b4.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### King Efficiency Villa 10.0 Exceptional 2 reviews ### Highlights Separate dining area Separate sitting area Air conditioning Free cots/infant beds Kitchenette Full-sized fridge/freezer Dining table Dishwasher - Resort view - 517 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed and 1 Double Sofa Bed ### View all photos for ADA King Efficiency Villa ![ADA King Efficiency Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/6ebe17f4.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### ADA King Efficiency Villa ### Highlights Separate dining area Air conditioning Free cots/infant beds Kitchenette Full-sized fridge/freezer Dining table HDTV Hypo-allergenic bedding - Resort view - 517 sq ft - 1 bedroom - Sleeps 3 - 1 King Bed ### View all photos for Premium 1-Bedroom Ocean View Villa ![Premium 1-Bedroom Ocean View Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/w7952h5310x5y0-29c46f7e.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Premium 1-Bedroom Ocean View Villa ### Highlights Separate dining area Separate sitting area Air conditioning Free cots/infant beds Kitchenette Full-sized fridge/freezer Dining table Dishwasher - Ocean view - 700 sq ft - 1 bedroom - Sleeps 6 - 2 Double Beds and 1 Double Sofa Bed ### View all photos for Premium Ocean View King Villa ![Premium Ocean View King Villa | Living area | 43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/546485a4.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Premium Ocean View King Villa ### Highlights Patio Separate dining area Separate sitting area Air conditioning Free cots/infant beds Kitchenette Full-sized fridge/freezer Dining table - Ocean view - 829 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed and 1 Double Sofa Bed ### View all photos for Ocean View King Efficiency Villa ![Ocean View King Efficiency Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/75da1d5d.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Ocean View King Efficiency Villa ### Highlights Separate dining area Separate sitting area Air conditioning Free cots/infant beds Kitchenette Full-sized fridge/freezer Dishwasher HDTV - Ocean view - 517 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed and 1 Double Sofa Bed ## You may also like Ad ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Islamorada - On private beach - Pool - Pet-friendly - Free Wi-Fi 9.0 Wonderful 151 reviews £354 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information?chkin=2026-3-4&chkout=2026-3-5&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=2507114c-f0d0-4383-86f0-703ce020d18f&top_cur=GBP) Ad ![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Lime Tree Bay Resort Long Key - On private beach - Pool - Pet-friendly - Parking included 9.2 Wonderful 1,178 reviews [](https://www.expedia.co.uk/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information?chkin=2026-3-7&chkout=2026-3-8&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=2507114c-f0d0-4383-86f0-703ce020d18f&top_cur=GBP) Ad ![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/480000/475500/475438/b513b652_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Islander Resort Matecumbe - On private beach - Pool - Pet-friendly - Parking included 9.2 Wonderful 1,008 reviews £330 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information?chkin=2026-3-24&chkout=2026-3-25&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=2507114c-f0d0-4383-86f0-703ce020d18f&top_cur=GBP) Ad ![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/30000/22700/22657/7b18c9e3_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Bayside Inn Key Largo Key Largo - On private beach - Pool - Pet-friendly - Free Wi-Fi 8.6 Excellent 1,680 reviews £223 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information?chkin=2026-3-3&chkout=2026-3-4&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=2507114c-f0d0-4383-86f0-703ce020d18f&top_cur=GBP) Ad ![View from property](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/2000000/1580000/1576800/1576773/d6bb28b0_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Creekside Inn Tavernier - Pool - Pet-friendly - Parking included - Free Wi-Fi 7.8 Good 1,006 reviews £220 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information?chkin=2026-2-22&chkout=2026-2-23&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=2507114c-f0d0-4383-86f0-703ce020d18f&top_cur=GBP) Ad ![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Playa Largo Resort & Spa, Autograph Collection Rock Harbor - Pool - Hot tub - Spa - Pet-friendly 8.8 Excellent 1,001 reviews £416 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information?chkin=2026-2-25&chkout=2026-2-26&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=2507114c-f0d0-4383-86f0-703ce020d18f&top_cur=GBP) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.co.uk/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)[Sign up, it's free](https://www.expedia.co.uk/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ## About the area Located on a private beach, Chesapeake Beach Resort is in Matecumbe, a neighbourhood in Islamorada. Hurricane Monument and Indian Key Historic State Park are local landmarks, and some of the area's activities can be experienced at Islamorada Brewery & Distillery and Florida Keys Brewing Co.. With jet skiing and snorkelling nearby, you'll find plenty of adventures in the water. [Visit our Islamorada travel guide](https://www.expedia.co.uk/Islamorada.dx10768) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.93658%2C-80.61369&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=iypd2ZEuss34pyH8V8mtiKizsYU=) 83409 Overseas Hwy, Islamorada, FL, 33036 ### What's nearby - ![History of Diving Museum](https://images.trvl-media.com/place/6069257/2fd3877d-0c73-4409-9263-a837206a6b6d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) History of Diving Museum 12 min walk \- 0.7 miles - ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/ed3332c4-29fb-4888-82e1-e9156b9b3ef7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Windley Key Fossil Reef Geological State Park 2 min drive \- 1.3 miles - ![Theater of the Sea which includes a fountain and signage](https://images.trvl-media.com/place/6069249/f2ddaf2d-1bee-4677-b974-9de13893f618.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Theater of the Sea 2 min drive \- 1.5 miles - ![Islamorada_BudnMarysDiveCenter_6069243-0004](https://images.trvl-media.com/place/6069243/da13ffdf-ddd2-4c35-bedc-c5b570b047e9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Bud n' Mary's Dive Center 5 min drive \- 4.6 miles - Islamorada Brewery & Distillery 2 min drive \- 1.5 miles ### Getting around - Miami International Airport (MIA) 91 min drive ### Restaurants - Tiki Bar 13 min walk - Wahoo's Bar & Grill 2 min walk - Lorelei Restaurant & Cabana Bar 3 min drive - Hog Heaven 3 min drive - Wendy's 2 min drive ## About this property ### Chesapeake Beach Resort Hotel located in Matecumbe Free continental breakfast, a marina and a bar are just a few of the amenities provided at Chesapeake Beach Resort. With a private beach, sunloungers and kayaking, this hotel is the perfect place to soak up some sun. Enjoy on-site activities, such as boat tours and fishing. Stay connected with free in-room WiFi. You'll also enjoy the following perks during your stay: - 2 outdoor pools, along with sunloungers - Free bike hire, multilingual staff and smoke-free property - Beach towels, concierge services and a computer station - A 24-hour front desk and coffee/tea in reception - Guest reviews give top marks for the breakfast, beach locale and pool Room features All 60 rooms offer comforts such as laptop-friendly workspaces and air conditioning, in addition to perks such as free WiFi. Guest reviews speak positively of the cleanliness, size rooms at the property. Other amenities include: - Hypo-allergenic bedding and pillowtop mattresses - Designer toiletries, showers and hairdryers - 43-inch HDTVs with cable channels - Wardrobes/cupboards, microwaves and coffee/tea makers ## Similar properties ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amara Cay Resort Matecumbe - On private beach - Pool - Pet-friendly - Restaurant 8.8 Excellent 1,263 reviews £273 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&selected=61976&PinnedHotelID=61976&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Islander Resort Matecumbe - On private beach - Pool - Pet-friendly - Parking included 9.2 Wonderful 1,008 reviews £330 includes taxes & fees 24 Mar - 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Available in some public areas: Free WiFi ### Parking and transport - Wheelchair-accessible parking available - Onsite parking includes off-street options ### Food and drink - Free continental breakfast available daily 6:00 AM to 10:00 AM - A bar/lounge - Coffee and tea in common areas ### Restaurants on site - Tiki Bar ### Things to do - 2 outdoor pools - Boat tours - Fishing - Free bicycle rentals - Kayaking ### Family friendly - 2 outdoor pools - Fenced pool - In-room microwave - Pool gate ### Conveniences - 24-hour front desk ### Guest services - Concierge services - Housekeeping (daily) - Multilingual staff ### Business services - Computer station ### Outdoors - Beach loungers - Beach towels - Marina - On a private beach - Pool loungers ### Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Assistive listening devices - Braille/raised signage - Handrails in hallways - Handrails in stairways - Lever door handles - Pool hoist on site - Upper floors accessible by stairs only - Visual alarms in hallways - Well-lit path to entrance - Wheelchair accessible (may have limitations) - Wheelchair-accessible parking - Wheelchair-accessible pool - Wheelchair-accessible public bathroom ### More - 2 floors - 9 buildings - Built in 2020 - Smoke-free property - Traditional architecture ## Room amenities ### Bedroom - Bedsheets provided - Blackout drapes - Hypo-allergenic bedding - Pillowtop mattress ### Bathroom - Designer toiletries - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Entertainment - 43-inch flat-screen TV with cable channels ### Food and drink - Coffee/tea maker - Microwave ### More - Access via exterior corridors - Air conditioning - Ceiling fan - Free local calls - Iron/ironing board - Laptop workspace - Phone ## Policies ### Check-in Check-in start time: 4:00 PM; check-in end time: 3:00 AM Contactless check-in and check-out are available Late check-in subject to availability Minimum check-in age - 18 ### Check-out Check-out before 11 AM Contactless check-out A late check-out fee will be charged ### Special check-in instructions Front desk staff will greet guests on arrival at the property Information provided by the property may be translated using automated translation tools ### Access methods Staffed front desk ### Pets Pets are allowed for an extra charge of USD 50.00, per accommodation, per night, plus a deposit of USD 50.00 per stay Service animals are welcome, and are exempt from fees 2 total (up to 23 kg per pet) Restrictions apply; for more information contact the property on the number on the booking confirmation ### Children and extra beds Children are welcome Rollaway/extra beds are not available. ### Payment types at the property ## 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 This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention This property does not have any lifts 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 neighbouring 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 ### Does Chesapeake Beach Resort have a pool? ### How much does it cost to stay at Chesapeake Beach Resort? ### Is Chesapeake Beach Resort pet-friendly? ### What time is check-in at Chesapeake Beach Resort? ### What time is check-out at Chesapeake Beach Resort? ### Where is Chesapeake Beach Resort located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Chesapeake Beach Resort Reviews 9.2 ### Wonderful All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.co.uk/lp/b/content-guidelines) ### 9.4 Cleanliness ### 9.0 Amenities ### 9.2 Staff & service ### 9.2 Property conditions & facilities 10 - Excellent 1,226 8 - Good 269 6 - Okay 99 4 - Poor 42 2 - Terrible 30 ## Reviews ### 10/10 Excellent #### Melissa 29 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities The view and location were great. ##### Melissa Stayed 3 nights in Jan 2026 ### 10/10 Excellent #### Judy 30 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Gorgeous view, very pleasant staff, clean room ##### Judy Stayed 2 nights in Jan 2026 ### 8/10 Good #### Rosalie 3 Feb 2026 Liked: Cleanliness, amenities, property conditions & facilities Room was clean, lovely beach and lagoon with plenty of lounge chairs. Resort offers a good breakfast and there are a few nice places to eat within walking distance. ##### Rosalie Stayed 2 nights in Jan 2026 ### 10/10 Excellent #### Kurt 21 Jan 2026 Liked: Cleanliness, staff & service, property conditions & facilities Wonderful breakfast with omelettes cooked to order, great pancakes, fresh fruit, etc. very pleasant staff and beautiful beach area. ##### Kurt Stayed 2 nights in Jan 2026 ### 10/10 Excellent #### Laura 1 Feb 2026 Liked: Cleanliness, amenities, property conditions & facilities Clean, great helpful staff, great breakfast. Lovely facility ##### Laura Stayed 3 nights in Jan 2026 ### 10/10 Excellent #### Cameron 9 Feb 2026 Liked: Cleanliness, amenities, property conditions & facilities Staff were friendly, room was a really good size. Resort was nice. Breakfast was fine. ##### Cameron Stayed 1 night in Feb 2026 ### 10/10 Excellent #### Stephanie 3 Feb 2026 Liked: Cleanliness, amenities, property conditions & facilities We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had. ![View from balcony ](https://a.travel-assets.com/ugc/hotel-reviews/edcf3957-e5b4-4558-8be1-ecdec62b9d83-1770161778751.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Stephanie Stayed 5 nights in Jan 2026 ### 10/10 Excellent #### Alicia 26 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Great stay clean room lots of resort amenities included. Champagne at check in was a nice touch ##### Alicia Stayed 2 nights in Jan 2026 ### 10/10 Excellent #### Warren 13 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Great staff, clean room, nice breakfast and convenient location. Enjoyed our week. ##### Warren Stayed 6 nights in Jan 2026 ### 10/10 Excellent #### Devon 10 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Clean, gorgeous view, amazing free breakfast, loved the robes! ##### Devon Stayed 4 nights in Jan 2026 ### 8/10 Good #### Nancy 7 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities The hotel is in a perfect location, and offers so much on premise ##### Nancy Stayed 3 nights in Jan 2026 ### 10/10 Excellent #### Michelle Marie 25 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities The room was clean and bright, the view was amazing, and the staff were always friendly, helpful and courteous! The breakfast with fresh made omelets was also a pleasure! ##### Michelle Marie Stayed 6 nights in Jan 2026 ### 10/10 Excellent #### Jacqueline 26 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities This is our second time staying there and we really like it!! It is so cute, very clean and the location is close to many bars and restaurants. Uber/Lyft is very accessible too. The breakfast is also nice and you get a nice view of the water too. ##### Jacqueline Stayed 2 nights in Dec 2025 ### 10/10 Excellent #### Yuli 14 Dec 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Idyllic beautiful beach setting, clean comfortable rooms, lovely setting. ![](https://a.travel-assets.com/ugc/hotel-reviews/507d9f61-1d59-414e-bb16-947fdc164f17-1765740196647.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/8f065e85-5d36-4621-bf28-dde4f7d773c1-1765740194334.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/6f85cc65-2fc4-4c5c-9aa1-95c5941fc10c-1765740196129.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/d37ae7fe-8c0a-4e29-8e54-ad399b39e0c4-1765740193432.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Yuli Stayed 1 night in Dec 2025 ### 10/10 Excellent #### Randy 11 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities The king suite with ocean view was fantastic. The resort is in good shape with plenty of space to lounge, activities and includes nice breakfast options. Also close to many bars and restaurants. ##### Randy Stayed 4 nights in Jan 2026 ### 10/10 Excellent #### Lauren 28 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Love!!!!! The private beach, and the two polols and the personalized breakfast bar and the views were all perfect. Looking forward to stay again. ##### Lauren Stayed 1 night in Jan 2026 ### 10/10 Excellent #### Rodney 27 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Friendly and helpful staff. Beautiful setting. Very nice breakfast included with made-to-order omelets. Great base to explore other things the Keys has to offer. Restaurants in walking distance. ##### Rodney Stayed 2 nights in Jan 2026 ### 10/10 Excellent #### Julie 1 Feb 2026 Liked: Cleanliness, amenities, property conditions & facilities This place was amazing and I wish we would have stayed there more nights. The staff were so helpful. The ground were beautiful. The room was clean. Breakfast was phenomenal. This is definitely on our list to visit and stay longer next time! ##### Julie Stayed 1 night in Jan 2026 ### 10/10 Excellent #### Joshua 17 Jan 2026 Liked: Cleanliness, property conditions & facilities Great staff. Lovely grounds. Comfortable clean rooms. ![](https://a.travel-assets.com/ugc/hotel-reviews/d8bacd10-057b-4fcd-97af-cb4c6b822e21-1768671333643.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/a4d43f57-f8ac-40d0-bb3f-13adbf380272-1768671332937.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/b417fdaa-ad28-4895-acc9-d71d6ca091ec-1768671335737.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/a73e4313-0e9e-44fb-9a9c-c372938b62dd-1768671335064.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Joshua Stayed 7 nights in Jan 2026 ### 10/10 Excellent #### Tom 18 Jan 2026 Liked: Cleanliness Room was clean. Check in was fast and the staff was very friendly and welcoming. ##### Tom Stayed 1 night in Jan 2026 ### 10/10 Excellent #### Annie 21 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Wonderful nice and clean staff 👌 very nice special specially staff Vanessa she very helpful and sweet. Is nice place to stay we will come again. Thank you Vanessa again. ![](https://a.travel-assets.com/ugc/hotel-reviews/b17f3a3e-2eec-4a46-9dec-7f1292b5c56d-1768964984381.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Annie Stayed 1 night in Jan 2026 ### 10/10 Excellent #### Brittany 6 Jan 2026 Liked: Cleanliness, staff & service, amenities, property conditions & facilities The resort is a great family friendly atmosphere. The staff was extremely hospitable. The beach is clean and lots of fun activities to do. Only wish we had more time! ##### Brittany Stayed 1 night in Jan 2026 ### 10/10 Excellent #### Gabriel 15 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities The staff was amazing. Breakfast was awesome. This was truly a magical time for my wife and i ![](https://a.travel-assets.com/ugc/hotel-reviews/fe2f4c21-0708-4747-9d59-94a2debab8e7-1768442384265.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/05e34700-06f9-495e-bc0a-cd5567c70099-1768442386182.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/d711ae43-f881-4ee9-913e-e5f6d2765486-1768442389656.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/d3976690-2532-4b1f-92ae-5b90c9374bfb-1768442390557.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Gabriel Stayed 2 nights in Jan 2026 ### 10/10 Excellent #### Julie 31 Dec 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Entire resort was clean and beautiful. Quiet location with beautiful rooms. We will return. ##### Julie Stayed 2 nights in Dec 2025 ### 10/10 Excellent #### Peter 17 Jan 2026 Liked: Cleanliness, staff & service, property conditions & facilities A very nice property meticulously maintained. Breakfast omelets made to order was a big hit. Super nice place to stay and just a walk to our fishing charter at Wahoo's. 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