Book your room at Chesapeake Beach Resort

Room type

Standard Room, 2 Double Beds, Balcony, Garden View

Max Occupancy: 4 guests (up to 3 children, 3 infants)

Deluxe Double Room, 2 Double Beds, Ocean View

Max Occupancy: 4 guests (up to 3 children, 3 infants)

Deluxe Room, 1 King Bed, Ocean View

Max Occupancy: 2 guests (up to 1 child, 1 infant)

Premium Double Room, 2 Double Beds, Ocean View

Max Occupancy: 4 guests (up to 3 children, 3 infants)

Premium Room, 1 King Bed, Ocean View

Max Occupancy: 2 guests (up to 1 child, 1 infant)

Premium Suite, 1 King Bed with Sofabed, Ocean View

Max Occupancy: 4 guests (up to 3 children, 3 infants)

Villa, 1 Queen Bed, Kitchenette, Garden View

Max Occupancy: 2 guests (up to 1 child, 1 infant)

Villa, 1 King Bed, Kitchenette

Max Occupancy: 2 guests (up to 1 child, 1 infant)

Premium Villa, 1 Bedroom

Max Occupancy: 6 guests (up to 5 children, 4 infants)

Efficiency Villa 2 Doubles

Max Occupancy: 4 guests (up to 3 children, 3 infants)

Upper Villa

Max Occupancy: 2 guests (up to 1 child, 1 infant)

Villa, 1 Bedroom

Max Occupancy: 6 guests (up to 5 children, 4 infants)

Premium Large One Bedroom Villa

Max Occupancy: 6 guests (up to 5 children, 4 infants)

Large Two Bedroom Villa

Max Occupancy: 6 guests (up to 5 children, 4 infants)

Villa, 2 Bedrooms, Ocean View

Max Occupancy: 6 guests (up to 5 children, 4 infants)

Villa, 2 Bedrooms

Max Occupancy: 6 guests (up to 5 children, 4 infants)

Florida Keys getaway with 2 oceanfront pools

On lovely Islamorada

Renowned for its fishing, Islamorada is part of the Florida Keys - and Chesapeake Beach Resort puts guests steps from its sun-kissed shoreline. Those who can tear themselves from a lounger can drive 4 minutes to Theater of the Sea, where visitors can get in the water with dolphins and sea lions.

Boats, courts, and pools

Guests can fuel up at the breakfast buffet for a day of kayaking and pedal boating. The rest of the day can be spent on the tennis or shuffleboard courts, on a fishing boat, in the oceanfront hot-water spa, or simply lounging by the 2 heated pools. Kids can burn off energy in the playground.

Free WiFi on the balcony

Guestrooms evoke a tropical vibe with refreshing green tones and a screened balcony overlooking the gardens or ocean. Free WiFi makes it easy for guests to stay connected, while the mini-fridge and flat-screen HDTV provide the ingredients for a lazy night in.

At your hotel

At your hotel

Simply walk outside to feel the sun on your face at the sand beach. At Chesapeake Beach Resort you can cool off in one of the 2 outdoor swimming pools and indulge in a pampering afternoon at the full-service spa.

A computer station is located on site and high-speed wireless Internet access is complimentary. This beach resort also offers an outdoor tennis court, a spa tub, and a fitness center. Onsite self parking is complimentary.

Chesapeake Beach Resort is a smoke-free property.

  • On private beach
  • Total number of rooms - 65
  • Front desk (limited hours)
  • Laundry facilities
  • Barbecue grill(s)
  • Library
  • Picnic area
  • Free breakfast
  • Full-service spa
  • Number of outdoor pools - 2
  • Number of floors - 2
  • Spa treatment room(s)
  • Multilingual staff
  • Garden
  • Pool sun loungers
  • Beach towels
  • Free self parking
  • Smoke-free property
  • Number of buildings/towers - 15
  • Coffee/tea in lobby
  • Complimentary newspapers in lobby
  • Fitness facilities
  • Free Wi-Fi
  • Computer station
  • Marina on site
  • Outdoor tennis court
  • Tennis on site
  • Spa tub
Show more

Stay connected

Available in all rooms: Free Wi-Fi

Available in some public areas: Free Wi-Fi

Park your car

Free self parking

In your room

  • Balcony
  • Ceiling fan
  • Climate control
  • Air conditioning
  • Phone
  • Refrigerator
  • Coffee/tea maker
  • Daily housekeeping
  • Private bathroom
  • Complimentary toiletries
  • Hair dryer
  • Iron/ironing board
  • In-room safe
  • Desk
  • HDTV
  • Rollaway/extra beds available
  • Cribs/infant beds available
  • Satellite TV service
  • Flat-panel TV
  • Free Wi-Fi
  • Pillowtop mattress
  • Room service (limited hours)
Show all room amenities

Eat and drink

Room service (during limited hours) is available.

Play

A private beach, an outdoor tennis court, a marina, and complimentary bicycles are featured at the resort. 2 outdoor swimming pools are on site along with a spa tub. Other recreational amenities include a fitness center.

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

  • Snorkeling nearby
  • Scuba diving nearby
  • Parasailing nearby
  • Complimentary bicycles on site
  • Ecotours nearby
  • Bicycle rentals on site
  • Fishing on site
  • Kayaking on site
  • Playground on site
  • Rowing or canoeing on site
  • Sailing on site
  • Tennis on site
  • Boat tours nearby
Show recreation options

Relax

Chesapeake Beaches Spa has massage/treatment rooms and couples treatment room(s). Services include deep-tissue massages, hot stone massages, massages, and facials. A variety of treatment therapies are provided, including aromatherapy and hydrotherapy.

  • Hot stone massage
  • Deep tissue massage
  • Prenatal massage
  • Couples treatment rooms
  • Manicures and pedicures
  • Body wraps
  • Body scrubs
  • Aromatherapy treatments
  • Hydrotherapy treatments
  • Massages
  • Body treatments
  • Facial treatments

Accessibility

To make requests for specific accessibility needs, complete the “Special or Accessibility Requests" section of “Trip Preferences" when you book your hotel.

  • Accessible bathroom
  • Accessible parking

The fine print for Chesapeake Beach Resort

When you arrive

Check-in time ends at 11 PM

Check-in time starts at 3 PM

Minimum check-in age is 21

Special check-in instructions:

The front desk will be closed daily from 11 PM - 7 AM.

When you leave

Check-out time is 11 AM

How you can pay

You need to know

Extra-person charges may apply and vary depending on hotel policy.

Government-issued photo identification and a credit card are 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.

Minimum guest age is 21

Show all policies

We should mention

A resort fee is included in the total price displayed. Children 12 years old and younger stay free when occupying the parent or guardian's room, using existing bedding.

Sorry, we seem to have had an issue loading our review content. Try again?