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Chesapeake Beach Resort

2.5 star property

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your current months are February, 2025 and March, 2025.
February 2025
March 2025

Photo gallery for Chesapeake Beach Resort

Private beach, white sand, sun-loungers, beach towels
Water view
Aerial view
Hypo-allergenic bedding, pillow-top beds, laptop workspace
Balcony

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • 24/7 front desk
  • Housekeeping
  • Air conditioning

Explore the area

Map
83409 Overseas Hwy, Islamorada, FL, 33036
  • History of Diving Museum
    ‪11 min walk‬
  • Theater of the Sea
    ‪2 min drive‬
  • Windley Key Fossil Reef Geological State Park
    ‪2 min drive‬

Room options

View all photos for 2-Bedroom Villa

2-Bedroom Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace

2-Bedroom Villa

  • 60 sq m
  • Resort view
  • Sleeps 6
  • 1 King Bed, 1 Double Bed and 1 Double Sofa Bed

View all photos for Standard King

Standard King | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard King

  • 25 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

King Efficiency Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace

King Efficiency Villa

  • 48 sq m
  • Resort view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Standard Doubles | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard Doubles

  • 25 sq m
  • 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

Standard King with Sleeper Sofa

  • 29 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Hearing Impaired Ocean View Queens

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Hearing Impaired Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for Hearing Impaired Ocean View King Suite

43-inch flat-screen TV with cable channels, TV

Hearing Impaired Ocean View King Suite

  • 50 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for ADA King Efficiency Villa

ADA King Efficiency Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace

ADA King Efficiency Villa

  • 48 sq m
  • Resort view
  • 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

Premium 1-Bedroom Ocean View Villa

  • 65 sq m
  • Ocean view
  • Sleeps 6
  • 2 Double Beds and 1 Double Sofa Bed

View all photos for Deluxe Ocean View Two Queen Suite

Balcony

Deluxe Ocean View Two Queen Suite

  • 60 sq m
  • Ocean view
  • Sleeps 6
  • 2 Queen Beds

View all photos for Ocean View King

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Ocean View King

  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

View all photos for Ocean View King Suite

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Ocean View King Suite

  • 49 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Ocean View Queens

Terrace/patio

Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

  • 48 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Standard Queens | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard Queens

  • 29 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Standard King Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard King Villa

  • 30 sq m
  • Resort view
  • Sleeps 3
  • 1 King 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

Premium Ocean View King Villa

  • 77 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for ADA Ocean View Queens

ADA Ocean View Queens | Hypo-allergenic bedding, pillow-top beds, laptop workspace

ADA Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for ADA Ocean View King Suite

ADA Ocean View King Suite | Balcony

ADA Ocean View King Suite

  • 50 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for ADA Ocean View King

Hypo-allergenic bedding, pillow-top beds, laptop workspace

ADA Ocean View King

  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

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About this property

Chesapeake Beach Resort

Hotel on the beach, with 2 outdoor pools
At Chesapeake Beach Resort, relax by one of the 2 outdoor swimming pools or spend the day at the private white sand beach where you can enjoy kayaking.
Chesapeake Beach Resort offers 60 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and designer toiletries. Beds feature pillowtop mattresses. 43-inch flat-screen televisions come with cable channels.

Bathrooms include a shower, complimentary toiletries and hairdryers. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Additionally, rooms include an iron/ironing board and a ceiling fan. Housekeeping is offered on a daily basis and hypo-allergenic bedding can be requested.

2 outdoor swimming pools are on site along with a private beach.

Children aged under 16 years old are not allowed in the swimming pool without adult supervision.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Chesapeake Beach Resort's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Features include 2 outdoor pools and concierge services.
  • Take a swim in the 2 outdoor pools
  • Amenities include a computer and multilingual staff
  • On-site recreation includes a private beach and kayaking
  • Guests really like the accommodation for the cleanliness and spaciousness
  • 11 minutes on foot from History of Diving Museum and a 2-minute drive from Windley Key Fossil Reef Geological State Park
  • Pets welcome for a fee (restrictions apply)
Simply walk outside to smell the salty air and watch the ocean waves from the white sand beach. Cool off in one of the 2 outdoor swimming pools at Chesapeake Beach Resort, and enjoy summer activities such as kayaking.

A complete renovation of Chesapeake Beach Resort was completed in January 2020.

This Islamorada hotel is smoke free.

Languages

English, Spanish

Property amenities

Parking and transport

  • Wheelchair-accessible parking available
  • Onsite parking includes off-street options

Things to do

  • 2 outdoor pools
  • 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
  • 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

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Hypo-allergenic bedding
  • Pillowtop mattress

Bathroom

  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • 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: midnight
Early check-in subject to availability
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
Late check-out subject to availability
A late check-out fee will be charged

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

  • Pets: USD 50.00 per accommodation, per night, plus a deposit of USD 50.00 per stay
  • Maximum 2 (weight limit: 50 lb per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.

Payment types at the property

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet deposit: USD 50.00 per stay
  • Pet fee: USD 50.00 per accommodation, per night
  • Service animals are exempt from fees
  • Late check-out is available for a fee (subject to availability)

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Minimum Spring Break check-in age is 21 years old.
This property accepts credit cards; cash is not accepted
Front desk staff will greet guests on arrival at the property.

We should mention

  • Pool access available from 7:00 AM to 10:30 PM
  • Certain facilities might have restricted access. For details, you can contact the property at the number on the booking confirmation.
  • Guests may experience noise disturbance due to nearby construction work.
  • To make arrangements to bring your pet, contact the property directly at the number on your booking confirmation (please see the Fees section for related charges).

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

Chesapeake Beach Resort Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 965 out of 1392 reviews" "
Rating 8 - Good. 240 out of 1392 reviews" "
Rating 6 - Okay. 107 out of 1392 reviews" "
Rating 4 - Poor. 47 out of 1392 reviews" "
Rating 2 - Terrible. 33 out of 1392 reviews" "

9.2/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

Shayan

Liked: Cleanliness, staff & service, property conditions & facilities
Amazing resort and beautiful view. Great staff and very clean. Definitely come back here again. Perfect for staycation .
Stayed 1 night in Nov 2024

10/10 Excellent

Diana

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place
Stayed 1 night in Nov 2024

8/10 Good

Yudimay

Stayed 2 nights in Oct 2024

10/10 Excellent

AMNERYS

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Es un hotel maravilloso de relax y para descansar en familia.
Stayed 1 night in Oct 2024

10/10 Excellent

Amanda

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We booked the ocean view room and our room was beautiful. The room was very clean and the view from the balcony was lovely! Our facorite part was breakfast, where they had an omlete station and they were delicious!! The dining area outside was incredible with awesome ocean views. The hot tub was nice and warm and the views from there were just as incredible as all of the others. The only thing that was a little upsetting was the deposit that i had to put down (the whole cost of my booking) but the good thing is it was refunded the next day.
Stayed 1 night in Oct 2024

10/10 Excellent

Brad

Liked: Cleanliness, property conditions & facilities, room comfort
Good price and nice and clean
Stayed 3 nights in Oct 2024

10/10 Excellent

ROLANDO

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The beautiful prosperity and good staf
Stayed 3 nights in Oct 2024

10/10 Excellent

Mayer

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Excellent
Excellent!
Stayed 1 night in Oct 2024

8/10 Good

Ignas

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 5 nights in Oct 2024

10/10 Excellent

Sara

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I grew up vacationing in Islamorada with my family. It was special to be back with my husband and daughter 20 years later. * Breakfast was delicious!
Stayed 2 nights in Oct 2024

10/10 Excellent

Cristian

Stayed 1 night in Sep 2024

10/10 Excellent

Elyse

Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My Favorite Place for now :-)
Stayed 2 nights in Sep 2024

10/10 Excellent

Marybel

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Well everything in this Hotel is Great . I always look for Quiet and this place have it . This is my second time and will be more . I need to Remark that the Lady that make breakfast is amazing she is lovely and very special , She make the best breakfast . The Chef is a great guy he has an amazing VIBE and is super friendly. This place is amazing and the people is Great .
Stayed 1 night in Oct 2024

10/10 Excellent

Donna, Hamilton

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place modern feel. Nice little beach w access to water. Free breakfast was also good. Would stay again.
Stayed 2 nights in Oct 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

10/10 Excellent

Kevin

Travelled with partner
The lady at check-in was great. We didn’t like the room we booked because of noise. She upgraded us to quieter room with a better view no questions asked.
Stayed 1 night in Oct 2024

10/10 Excellent

Amanda, Bellville

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Right on the beach! This property has it's own little beach you can walk in the sand & swim in the ocean. Also has water sports, a pool & hot tub. Our room was a one bedroom w/ balcony facing ocean. Balcony in main room & bedroom w/ an amazing view! Complimentary breakfast. Room had fridge & microwave. Ample parking. Ac's worked great & each room had ceiling fan which is a big plus. Spacious area & bathroom. Comfy bed & pillows. Only downside was the lack of drawers & places to hang towels. There was 4 of us & only 1 hook for our towels & no drawers at all. Not that big if a deal but a few hooks & some drawers would give this hotel an a instead of an a-. Check in was easy & we got free champagne & coffee. Wish we could've stayed longer! Will definitely recommend
Stayed 2 nights in Oct 2024

10/10 Excellent

Rebecca

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Place was great! Comfortable bed. Nice balcony overlooking the beach. Room was clean. Area around the lagoon and beach needs to be upkept and trash picked up. We only stayed 2 nights for a quick trip but we'd stay here again! Right next to Wahoos!!
Stayed 2 nights in Oct 2024

10/10 Excellent

Roger

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Oct 2024

10/10 Excellent

Hailee

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Highly recommend a room with a view and the breakfast was excellent with a variety of fresh foods available. Property is under construction during the day but we were only staying one night on the way down to Key West so it didn’t bother us.
Stayed 1 night in Sep 2024

10/10 Excellent

Christy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice and quiet, Right on the water, Clean, neat,friendly staff, right next to food.
Stayed 1 night in Oct 2024

10/10 Excellent

Maria

Liked: Cleanliness, amenities, property conditions & facilities
Very good
Stayed 2 nights in Oct 2024

10/10 Excellent

mariana

Travelled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely great place with beach access!
Stayed 3 nights in Oct 2024