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Chesapeake Beach Resort

3.5 star property
Hotel on the beach, with 2 outdoor pools

Choose dates to view prices

Photo gallery for Chesapeake Beach Resort

Relax on the beach with a tranquil ocean view and comfortable sun loungers.
Overlooking the calm waters, this hotel offers stunning views of the surrounding landscape and palm trees.
Relax by the pool, surrounded by palm trees and a hot tub.
Enjoy a comfortable stay with a large bed, desk, and seating area, plus a window offering a view of the outdoors.
Enjoy breathtaking ocean views from this balcony overlooking the beach.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Bar
  • 24/7 front desk
The current price is NT$4,496
NT$6,732 total
includes taxes & fees
Aug 17 - Aug 18

Room options

Available filters for rooms
Showing 20 of 20 rooms

View all photos for 2-Bedroom Villa

Relax in a spacious room with a large bed, flat-screen TV, and wardrobe.

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
  • 646 sq ft
  • 2 bedrooms
  • Resort view
  • Sleeps 6
  • 1 King Bed, 1 Double Bed and 1 Double Sofa Bed

View all photos for Standard King

Relax in a spacious room with a large bed, nightstand, and comfortable chair, featuring a ceiling fan and air conditioning unit.

Standard King

9.4 out of 10
Exceptional
(29 reviews)

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 272 sq ft
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

Relax in a spacious room with a large bed, nightstand, and wicker chair.

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
  • 517 sq ft
  • 1 bedroom
  • Resort view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Two large beds with white linens, a flat-screen TV, and a wooden bench await in this stylish room.

Standard Doubles

9.2 out of 10
Wonderful
(86 reviews)

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 272 sq ft
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard King with Sleeper Sofa

Relax in a spacious room with a large bed, nightstand, and ceiling fan, offering a view of the outside through sheer curtains.

Standard King with Sleeper Sofa

9.0 out of 10
Wonderful
(18 reviews)

Highlights

Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 307 sq ft
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Hearing Impaired Ocean View Queens

Enjoy a comfortable stay with a large bed, desk, and seating area, plus a window offering a view of the outdoors.

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
Renovated in 2020
Pillowtop bed
  • 366 sq ft
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for Hearing Impaired Ocean View King Suite

Relax in this stylish living room with a sofa, coffee table, and chairs, featuring a large window with a view of palm trees and the ocean.

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
  • 540 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for ADA King Efficiency Villa

Relax in a spacious room with a large bed, dark sofa, and flat-screen TV.

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
  • 517 sq ft
  • 1 bedroom
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium 1-Bedroom Ocean View Villa

Two large beds with white linens and a view of palm trees.

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
  • 700 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 6
  • 2 Double Beds and 1 Double Sofa Bed

View all photos for Deluxe Ocean View Two Queen Suite

Enjoy breathtaking ocean views from this balcony overlooking the beach.

Deluxe Ocean View Two Queen Suite

8.8 out of 10
Excellent
(9 reviews)

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
  • 650 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 6
  • 2 Queen Beds

View all photos for Ocean View King

Relax in a spacious room with a large bed, nightstand, and sliding glass door leading to an outdoor area with a view of palm trees.

Ocean View King

9.6 out of 10
Exceptional
(78 reviews)

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 364 sq ft
  • Ocean view
  • Sleeps 3
  • 1 King Bed

View all photos for Ocean View King Suite

Relax in comfort with a large bed, bedside tables, and a ceiling fan above.

Ocean View King Suite

9.4 out of 10
Exceptional
(13 reviews)

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 527 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Ocean View Queens

Enjoy the ocean view from this balcony with a pair of lounge chairs and a small table.

Ocean View Queens

9.8 out of 10
Exceptional
(43 reviews)

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 366 sq ft
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

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
  • 517 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Enjoy a comfortable stay in this stylish room featuring two single beds, a flat-screen TV, and a desk area.

Standard Queens

9.4 out of 10
Exceptional
(53 reviews)

Highlights

Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 307 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Relax in a spacious room with a large bed and two bedside tables, each with a lamp.

Standard King Villa

Highlights

Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 323 sq ft
  • 1 bedroom
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium Ocean View King Villa

Enjoy meals at the large dining table surrounded by six chairs, with breathtaking ocean views from the expansive balcony.

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
  • 829 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for ADA Ocean View Queens

Enjoy ocean views from the large window, relax in the seating area with a striped ottoman, and unwind in this stylish room with two single beds.

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
Renovated in 2020
Pillowtop bed
  • 366 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for ADA Ocean View King Suite

Enjoy the ocean view from this balcony with a pair of chairs and a table.

ADA Ocean View King Suite

8.0 out of 10
Very good
(3 reviews)

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 540 sq ft
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for ADA Ocean View King

Relax in a spacious room with a large bed, nightstand, and sliding glass door leading to an outdoor area with a view of palm trees.

ADA Ocean View King

8.6 out of 10
Excellent
(16 reviews)

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 364 sq ft
  • Ocean view
  • Sleeps 3
  • 1 King Bed

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Exterior

Pines & Palms Resort

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  • On private beach
  • Pool
  • Parking included
  • Free WiFi
9.2 out of 10, Wonderful, 1,001 reviews
Pines & Palms Resort
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About the neighborhood

Map
83409 Overseas Hwy, Islamorada, FL, 33036

What's nearby

  • History of Diving Museum - 12 min walk - 1.1 km
  • Windley Key Fossil Reef Geological State Park - 2 min drive - 2.0 km
  • Theater of the Sea - 2 min drive - 2.4 km
  • Florida Keys Brewing Co. - 4 min drive - 4.0 km
  • Bud n' Mary's Dive Center - 7 min drive - 7.3 km

Getting around

  • Miami Intl. Airport (MIA) - 91 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬3 min drive
  • ‪Hog Heaven - ‬3 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min walk
  • ‪Florida Keys Brewing Co. - ‬3 min drive
  • ‪Whale Harbor Restaurant Marina - ‬2 min walk

About this property

Chesapeake Beach Resort

Remodeled hotel, renovated in 2020 and 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, sun loungers, and kayaking, this hotel is the perfect place to soak up some sun. Enjoy onsite activities like fishing and boat tours. Stay connected with free in-room WiFi.
You'll also enjoy the following perks during your stay:
  • 2 outdoor pools with sun loungers
  • Free bicycle rentals, a 24-hour front desk, and smoke-free premises
  • Concierge services, beach towels, and a computer station
  • Coffee/tea in the lobby and multilingual staff
  • 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 like free WiFi. Guest reviews speak positively of the clean, spacious rooms at the property.
More amenities include:
  • Hypo-allergenic bedding and pillowtop mattresses
  • Designer toiletries, showers, and hair dryers
  • 43-inch HDTVs with cable channels
  • Wardrobes/closets, microwaves, and coffee/tea makers

Languages

English, Spanish

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Exterior

Amara Cay Resort

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  • Pool
  • Pet friendly
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8.8 out of 10, Excellent, 1,236 reviews
The price is NT$5,003
NT$7,604 total
includes taxes & fees
Sep 1 - Sep 2
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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • Available in some public areas: Free WiFi

Parking and transportation

  • 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 washroom

More

  • 2 floors
  • 9 buildings
  • Built in 2020
  • Renovated entire property - January 2020
  • Smoking not allowed
  • 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 available
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Contactless check-out available
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 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 50 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation

Children and extra beds

Children are welcome
Rollaway/extra beds are not available

Property payment types

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

Does Chesapeake Beach Resort have a pool?

Yes, this property has 2 outdoor pools. Pool access is from 7:00 AM–10:30 PM.

How much does it cost to stay at Chesapeake Beach Resort?

As of 2025/8/8, prices found for a 1-night stay for 2 adults at Chesapeake Beach Resort on 2025/8/17 start from NT$4,496, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chesapeake Beach Resort pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 50 lbs per pet. There's a deposit of USD 50.00 per stay and a fee of USD 50.00 per accommodation, per night. Service animals are exempt from fees.

What time is check-in at Chesapeake Beach Resort?

Check-in start time: 4:00 PM; Check-in end time: 3:00 AM. Late check-in is available during limited hours.

What time is check-out at Chesapeake Beach Resort?

Check-out is at 11 AM. Late check-out is available for a fee.

Where is Chesapeake Beach Resort located?

Nestled on the beach, this Matecumbe hotel is within 1 mi (2 km) of History of Diving Museum and Windley Key Fossil Reef Geological State Park. Islamorada Brewery & Distillery and Keys History & Discovery Center are also within 2 mi (3 km).

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Chesapeake Beach Resort Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 1069 out of 1484 reviews
Rating 8 - Good. 249 out of 1484 reviews
Rating 6 - Okay. 91 out of 1484 reviews
Rating 4 - Poor. 41 out of 1484 reviews
Rating 2 - Terrible. 34 out of 1484 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

10/10 Excellent

Ruslan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay, safe and quiet
Stayed 6 nights in Aug 2025

10/10 Excellent

Nicholas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel is wonderful
Stayed 2 nights in Jul 2025

10/10 Excellent

Francisco

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Best breakfast ever right on the ocean 😋
Stayed 1 night in Jul 2025

10/10 Excellent

Ashleigh

Liked: Cleanliness, amenities, property conditions & facilities
Super nice staff! Great place to stay!
Stayed 3 nights in Jun 2025

10/10 Excellent

Mario

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I stayed here a long time ago prior to the renovations and I was please to find that it’s still the same great place just a lot nicer.
Stayed 1 night in Jul 2025

10/10 Excellent

EDEN

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great resort with lots to do on-site, pool/kayak/paddle boards/chess/checkers. Morning omelette was delicious & breakfast with the iguanas was fun! Great spot if you’re traveling through or on a fishing trip.
Sunrise by the beach
Our patio view
Stayed 2 nights in Aug 2025

10/10 Excellent

Mikayla

Liked: Cleanliness, amenities, property conditions & facilities
This was a great place to stay.
Stayed 3 nights in Jun 2025

10/10 Excellent

Evelyn

Liked: Cleanliness, amenities, property conditions & facilities
Absolutely liked everything about this hotel. From delicious breakfast options to cozy rooms with stunning views, everything exceeded my expectations.
Stayed 2 nights in Jul 2025

8/10 Good

Jason David

Liked: Cleanliness, staff & service, property conditions & facilities
I loved the ocean views! Awesome pool location!
Stayed 2 nights in Jul 2025

10/10 Excellent

Shelly

Liked: Cleanliness, property conditions & facilities
The property is the best for family vacation and the staff is awesome
Stayed 1 night in Jun 2025

10/10 Excellent

Shelby

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great stay with our family! Lots to do for kids and adults. Breakfast was fast and good! Boat slip and boat ramp area was convenient and well kept. Villa was very nice for our family of 4.
Stayed 5 nights in Jul 2025

10/10 Excellent

Maria

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very very good place.
Stayed 2 nights in Jun 2025

10/10 Excellent

Monte

Great location, friendly and helpful staff
Stayed 2 nights in Jun 2025

10/10 Excellent

Gary

Liked: Cleanliness, staff & service, property conditions & facilities
Loved the breakfast options! Omlets was a hit.
Stayed 4 nights in Jul 2025

10/10 Excellent

Gabriel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved this property. It had inclusive breakfast and watersports available
Stayed 1 night in Jul 2025

10/10 Excellent

Ayelet

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amenities were great
Stayed 1 night in Jul 2025

10/10 Excellent

Kass

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect place to stay!
Stayed 1 night in Mar 2025

10/10 Excellent

Sara

Liked: Cleanliness, amenities, property conditions & facilities
We really enjoyed our stay here was very nice and quiet
Stayed 4 nights in May 2025

10/10 Excellent

Paco

Liked: Cleanliness, staff & service, property conditions & facilities
Great staff friendly as hell. Had a great time relaxed and the place is A1 highly recommend it. I’ll probably be going next week again.
Stayed 2 nights in May 2025

10/10 Excellent

Mahika

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay and fantastic staffs.
Stayed 1 night in Apr 2025

10/10 Excellent

David

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast selections were very good, including made to order omelettes and waffles. Loved the 2 pools, free beach chairs, umbrellas, towels, kayaks. Beach and water had tons of sea weed but staff did best to keep paths open. Beautiful setting, well kept
Stayed 2 nights in Jul 2025

10/10 Excellent

Tommy

Liked: Staff & service, property conditions & facilities
We loved it!
Stayed 2 nights in Jun 2025

10/10 Excellent

Salim

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location and rooms.
Stayed 2 nights in Apr 2025

8/10 Good

Luz

Liked: Cleanliness, staff & service, amenities
I've stayed at this property before and have always enjoyed it..it has everything and perfect for kids. The only thing I would suggest is to exterminate the rooms and facilities.
Stayed 1 night in Aug 2025

8/10 Good

Annalien

Liked: Cleanliness, property conditions & facilities
The pools are amazing
Stayed 1 night in Jun 2025