Family Retreat Ocean front pool

Photo gallery for Family Retreat Ocean front pool

A spa area with a hot tub, a view of the beach, and outdoor seating.
Property video
A poolside area with a pool, outdoor seating, and a building with a balcony.
A bedroom with a bed, a ceiling fan, a window with a view of greenery, and a door.
A two-story hotel with a balcony and a pool area.

Reviews

9.4 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • On beach
  • Spa pool on site
  • Private pool
  • Air-conditioning
  • Pet-friendly
  • Washing machine

Explore the area

View map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪3 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪4 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪34 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

2 Single Beds

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Porch or lanai
Kitchen
Garden
Dining area

Add dates for prices

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About the area

Summerland Key

Located in Summerland Key, this holiday home is on the beach. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.3 km
  • Upper Sugarloaf Sound - 4 min drive - 4.6 km
  • Lower Sugarloaf Sound - 7 min drive - 8.2 km
  • Florida Keys Beaches - 8 min drive - 8.6 km
  • Great White Heron National Wildlife Refuge - 10 min drive - 8.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 27 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive

Frequently asked questions

Is Family Retreat Ocean front pool pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Family Retreat Ocean front pool?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Family Retreat Ocean front pool on 2 January 2027 start from NZ$13,033, including 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.

How much is parking at Family Retreat Ocean front pool?

On-site parking is available at the property.

What time is check-in at Family Retreat Ocean front pool?

Check-in begins at 4:00 PM.

What time is check-out at Family Retreat Ocean front pool?

Checkout is at 10:00 AM.

Where is Family Retreat Ocean front pool located?

Situated on the beach, this holiday home is within 3 miles (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound and Venture Key. Venture Out Keys and Out Key are also within 3 miles (5 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 72 out of 97 reviews
Rating 8 - Good. 21 out of 97 reviews
Rating 6 - Okay. 3 out of 97 reviews
Rating 4 - Poor. 1 out of 97 reviews
Rating 2 - Terrible. 0 out of 97 reviews

9.2/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious house with many amenities. Dock is in questionable shape, but informed owner and they made plans to rectify. Great vacation home
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location on the water. Spacious house with a nice pool and hot tub
Stayed 7 nights in Jan 2026
From a partner site

10/10 Excellent

Great Home for Large Families

This was our second year renting and we love the place. We are boaters and our only recommendation would be to ask the owners to add an ice machine. There is plenty of parking, great house, great pool and love having the boat right at the dock. Very quiet neighborhood.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place for Family

The house was great for 3 small families. It was nice to have the pool and a place to dock your boat.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Was a wonderful place to stay met all our needs and then some . What a great week
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was very nice and everyone enjoyed themselves. There was room for everyone and the property and house was beautiful
Stayed 8 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Great for family

Facility had great space for whole family.
Stayed 6 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The location was perfect. Quiet and relaxing.

We would recommend this to others.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice place

Clean nice place
Stayed 7 nights in Jan 2023
From a partner site

10/10 Excellent

Great Home for Large Families

Plenty of room in the home, great parking for vehicles and boat trailer, great view over Cudjoe Bay to Atlantic, and pool too.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family getaway!

We very much enjoyed our stay at this spacious comfortable beach house. The six bedrooms suited our needs very well. The pool and the ocean view were wonderful!! The kitchen was large and spacious and had everything we needed. The screened in porch was lovely!!!
Stayed 14 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful view

We had a great time. Looking forward to our return.
Stayed 6 nights in Dec 2021
Verified review

8/10 Good

Liked: Check-in, location, listing accuracy

Family vacation

Renting went well
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

New Years get away

We had a great time. We are hoping you can give us a discount so we can come back soon.
Stayed 7 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends annual reunion

Everything about the house & property were perfect for our group! Amazing house with plenty of room for all. Beautiful ocean view. Pool was a great feature too! Loved our stay.
Stayed 7 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, listing accuracy
Amy and team were very responsive and professional! The house was a great location and in nice shape. The dock, hot tub and pool were wonderful to have with a little walk in area into the water. Some negs were the doors and walls were very thin and you're very close to the neighbors so don't expect too much privacy. The positives were the house was very large with all the amenities provided. There were plenty of towels, games
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome quiet place close to everything

This home was exactly as advertised, clean, comfortable and provided ample space for 3 couples. Kitchen was well equipped. Pool and hot tub were perfect. Cannot say enough good about this home.
Stayed 7 nights in Apr 2023
From a partner site

10/10 Excellent

Indeed - A perfect Family Retreat!

We rented only the main 3 BR side to the house. The best equipped kitchen I’ve seen with everything you’d ever need for meal prep. Amazing number of towels provided. Ceiling fans in every room including the amazing screened porch and no issues with AC made for a super comfortable stay. The pool was well maintained and the dock space was perfect. Loved the privacy of this house. An issue with the washer was quickly addressed. I would say the house needs a little TLC but we would definitely stay here again. Would also highly recommend this management company for their personal touch.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Family Vacation

We had a great time at our Cudjoe Key house. The house was clean with lots of room to accommodate a family of 14. The kids, ranging from 2-17 had a great time in the pool, hot tub, fishing and kayaking. Restaurants are a short driving distance as is Key West. Had a great time and would recommend!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cudjoe retreat

We have stayed here 4 times. Great house . Nice to see some renovation/ improvements made. Kitchen has everything you need for cooking. New mattress were great. Plenty of outdoor activities. Great place to chill either by pool or on lania.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great week!

This property was in a great location! Only 25 minutes to Bahia Honda and 25 minutes to Key West! Our family had a great week! We had just enough room for the 14 of us. The pool was great! Hot tub was great as well! We made use of the Kayaks every day! Would definitely recommend!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cudjoe retreat

This is the third year we have rented and as always had a wonderful time. Plenty of space for everyone. Enjoyed the screened lanai, and the pool is great. Guys enjoyed fishing on dock. Several good restaurants within a few miles. Square Grouper amazing. Babalu a local was great.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place To Stay on Cudjoe Key!

We loved our stay at the Family Retreat! Plenty of space for everyone, and great views. We enjoyed the hot tub, pool, and the kayaks (and the iguanas everywhere). The house was equipped with all the necessities and accoutrements for cooking. The Squared Grouper is right down the street, jet ski and boat rentals not far either. Only 20 miles to Key West, which is a MUST GO! I recommended this property to anyone looking for a great place to stay with lots of amenities and FUN!
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful, quiet and relaxing

Such a great location. Away from the noise and hustle and bustle of Key West, yet close enough to visit and enjoy. Not finding a single bug in a house on the water in FL was a complete miracle! Square Grouper restaurant is only a mile away and is one of the best we have been to. Pool was clean and a wonderful way to stay cool. The screen porch could not be more perfect for morning coffee and dinner. We had a great time, and will be back
Stayed 7 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and environment

Great property at great location. 3rd year in Cudjoe Keys and second year at the compound. Super open layout with plenty of room both inside and outside. 2 opportunity for improvements - solid bedroom doors recommended. One additional blanket for each bedroom, few used large provided towels during the night. Overall, I would give 4.6 out of 5. Would stay again for sure. Thank you,
Stayed 7 nights in Feb 2025
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