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Family Retreat Ocean front pool

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Terrace/patio
Property video
TV
5 bedrooms, iron/ironing board, free WiFi
Exterior

Reviews

9.4 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 142300 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a 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.)
    ‪33 min drive‬

Room options

About the neighborhood

Summerland Key

This vacation home places you within a few miles (5 km) of Upper Sugarloaf Key and Upper Sugarloaf Sound. The vacation home includes a private pool, a kitchen, and a TV.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 2.1 miles
  • Upper Sugarloaf Sound - 4 min drive - 2.9 miles
  • Lower Sugarloaf Sound - 7 min drive - 5.1 miles
  • Florida Keys Beaches - 8 min drive - 5.6 miles
  • Sugarloaf Beach - 15 min drive - 9.0 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Mangrove Mama's - ‬3 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪5 Brothers Two - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Family Retreat Ocean front pool

6 Bedroom 4 bath
Rental Rates are based on the number of guests. Base rate is for 6 guests. There is an additional charge of $25 per night per person over 6 guests.
This home can be rented as a 3 bedroom home for a reduced rate or a 6 bedroom home.

Ocean front with pool and a dock for your boat up to 24'

Your property manager lives nearby and is available if you have any requests during your stay

This is a quiet neighborhood in a residential area

This is a private home.
If rented as a 3 bedroom home, guest will have access to 3 bedrooms and 3 bathrooms.
NO OTHER GUESTS WILL BE ON THE PROPERTY.

If rented as a 6 bedroom home, guests will have access to the entire home. 6 bedrooms and 4 bathrooms.

Beautiful Ocean Front Home with six bedroom/Four bath. New memory foam mattresses in King and Queen rooms. Enjoy the heated pool, dock and beach. Located on Cudjoe Bay with panoramic view of the Atlantic and deep water swimming. There are a couple kayaks for your use. You may rent additional kayaks locally. There is a huge screened in porch for your outdoor dining enjoyment. This a very relaxing and beautiful location. There is dining for 12 inside and dining for 6 on the screened in porch. There are several local restaurants within 1-8 miles of the property. Bahia Honda State Park Beach is about 8 miles away. 20 Miles to Key West and all it has to offer. The pool is located beach front with covered lounge area. You can swim and fish off of the dock. we recommend always wearing water shoes when swimming in the ocean.

This home is priced based on the number of guests. The base rate is for up to 6 guests. Additional guests fee is $25 per night per person.


Our Cancellation policy is:
Cancellation: If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee. If you cancel less than 90 days before arrival, your payment and any prepaid rent will be refunded only if we are able to procure another rental for that same period. If no rental is procured, you will lose your payment and any prepaid rent, not to exceed the amount of your rental. If you cancel within 30 days of your arrival, there will be no refund. If The Florida Keys are closed to visitors because of the COVID-19 pandemic for your arrival date, you will be offered the opportunity to reschedule your reservation or receive a refund.

Non-Refundable Damage Deposit Waiver: Instead of charging a security deposit, Host charges a non-refundable $74 damage waiver fee that covers up to $3000 for damage to real or personal property of the vacation rental property as a result of your acts or omissions.

Uber, Lyft and Taxi's area available as well as Public Bus transportation. It is recommended that you have a car

A pet fee and approval of your pet is required.
Prior to your stay we require you to complete a pre-arrival form and sign and agree to our rental conditions.

Pool service and landscaping services may be on the premises during your stay

This home is priced based on the number of guests. The base rate is for up to 6 guests. Additional guests fee is $25 per night per person.


Our Cancellation policy is:
Cancellation: If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee. If you cancel less than 90 days before arrival, your payment and any prepaid rent will be refunded only if we are able to procure another rental for that same period. If no rental is procured, you will lose your payment and any prepaid rent, not to exceed the amount of your rental. If you cancel within 30 days of your arrival, there will be no refund. If The Florida Keys are closed to visitors because of the COVID-19 pandemic for your arrival date, you will be offered the opportunity to reschedule your reservation or receive a refund.

Non-Refundable Damage Deposit Waiver: Instead of charging a security deposit, Host charges a non-refundable $74 damage waiver fee that covers up to $3000 for damage to real or personal property of the vacation rental property as a result of your acts or omissions.
The vacation home is air-conditioned and features a kitchen and 4 bathrooms, and there's space to spread out with 5 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and an ironing board.

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Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Bedrooms

  • 5 bedrooms

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shower/bathtub combination

Entertainment

  • Games
  • TV

Outdoor areas

  • Garden
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Heated pool

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,300 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

NO SMOKING INSIDE - NO PARKING OR DRIVING ON BEACH No parties or events No RV or Motorhome parking

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit 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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 30

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a first aid kit.

Property is also known as

House
Ocean front with dock heated pool
Ocean Front With Dock Pool hot tub
Now open May 29 June 5 Ocean front with dock heated pool
Ocean front with dock, heated pool great views Cudjoe Key
e5817bc2-0952-4d48-91d8-5042b1bb9491

Frequently asked questions

What can I see near this vacation home?

This vacation home is located in Summerland Key, close to Florida Keys Beaches, Upper Sugarloaf Key, and Venture Out Keys. You'll also find Upper Sugarloaf Sound and Venture Key within a short drive.

Is parking available on site at Family Retreat Ocean front pool?

No, there isn't parking at this vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What do couples enjoy most about Family Retreat Ocean front pool?

There are many amenities for couples at this vacation home, including a private pool, a private pool in some house, as well as a beach.

Does Family Retreat Ocean front pool have a hot tub?

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Does Family Retreat Ocean front pool have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 19.2 mi away (27 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is around 28.4 mi away.

Are there rooms with balconies that I can book at Family Retreat Ocean front pool?

Yes, every house at Family Retreat Ocean front pool comes with a porch/lanai.

Family Retreat Ocean front pool Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 68 out of 92 reviews
Rating 8 - Good. 20 out of 92 reviews
Rating 6 - Okay. 3 out of 92 reviews
Rating 4 - Poor. 1 out of 92 reviews
Rating 2 - Terrible. 0 out of 92 reviews

9.2/10

Cleanliness

Reviews

8/10 Good

Lorenzo V.

Liked: Cleanliness
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

10/10 Excellent

Jane K.

Liked: Cleanliness
Great location on the water. Spacious house with a nice pool and hot tub
Stayed 7 nights in Jan 2026

10/10 Excellent

LeeAnn F.

Liked: Cleanliness
This was our first time in Cudjoe Key after 4 years in Marathon. I choose this for our family vacation (9 adults) based on the privacy and direct access to the Gulf waters. Everyone loved it! A few were apprehensive about closeness of good restaurants and stores but were pleasantly surprised with both, Winn Dixie 15 minutes away, Food Market just minutes from the house filled with any essentials we forgot. The Square Grouper restaurant was a family favorite. Plus 2 fresh fish markets supplied us with shrimp an lobster for grilling. We utilized the property to its fullest: Swimming, hot tubbing, kayaking, snorkeling, fishing from the dock, grilling fresh catches and enjoying the screened in porch for morning coffee and family board games. Even fished from the Bow Channel bridge with the bait store providing all our needs The house was well supplied with what we needed - thank you for great cooking pans, cant tell you how many rentals have awful pans.Communication with the property worked well. Thanking them for the pool heat, help resetting the breaker and having more kayak paddles to use. We would definitely rent this property again.
Stayed 7 nights in Jan 2026

10/10 Excellent

Carl N.

Liked: Cleanliness
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

10/10 Excellent

Kimberly W.

Liked: Cleanliness

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

10/10 Excellent

Elizabeth A.

Liked: Cleanliness
Stayed 7 nights in May 2025

10/10 Excellent

Verified traveler

Liked: Cleanliness

Great house!

We had an amazing time. PLENTY of room with 6 bedrooms and 4 bathrooms.Pool and dock access was great. Screened porch was wonderful.Only problems were some flying ants that seemed to have hatched while we were there, small bugs that would appear in the bathroom and line the tub between uses, but that's also florida. House also has a TON of towels which came in handy (but we did need some extra blankets which were sparse).Management was also very quick to respond to a problem and it was quickly solved.Thanks! We'll be back!
Stayed 7 nights in Jul 2025

10/10 Excellent

Carol H.

Liked: Cleanliness

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

8/10 Good

Barb B.

Liked: Cleanliness
Stayed 7 nights in May 2025

10/10 Excellent

Susan M., Uniontown, Ohio

Liked: Cleanliness

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

10/10 Excellent

Chan A.

Liked: Cleanliness

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

10/10 Excellent

Thomas K.

Liked: Cleanliness

Great Waterfront Key West Home

This house was great for multiple families to have an option to hang out at the pool or do some snorkeling off the dock. Kayaks were a great addition to do a little cruising around the shores. About 20 minutes to Key West. Hot tub was a nice addition as we were down in November and the weather wasn't too hot. Kitchen was well appointed and had extra supplies for somethings we forgot. Little corner store a block over had anything else we were needed in a pinch. Would love to stay here again.
Stayed 6 nights in Nov 2024

10/10 Excellent

Alice S.

Stayed 7 nights in Oct 2024

10/10 Excellent

Michael N Q.

Liked: Cleanliness

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

4/10 Poor

Angela M.

Liked: Cleanliness

Summer Vacation 2024

The house was beautiful, location is great, definitely large enough for our group. On the downside for sure 2 rooms need new mattresses. I have never slept on anything so bad. The pool is a little small for a large group so wish it could have been larger and the worst thing of all a window was left open in the bottom part of the house where they store equipment which in turn allowed no-see-ems into the house and we got eat up at night. I did leave a message for the host and they were very quick about sending someone out to spray which is great and I hope the group after us doesn’t have that problem. It’s now 2 weeks later and we are still scratching bug bites 😞
Stayed 7 nights in Jun 2024

10/10 Excellent

David S.

Liked: Cleanliness

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

8/10 Good

Shelly C.

Liked: Cleanliness

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

10/10 Excellent

James B., Newark De

Liked: Cleanliness

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

10/10 Excellent

MARCEL N.

Liked: Cleanliness

Great for family

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

10/10 Excellent

Amie S.

Liked: Cleanliness

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

10/10 Excellent

Lisa O., Norridgewock, ME

Liked: Cleanliness

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

10/10 Excellent

Laurie F.

Liked: Cleanliness

The location was perfect. Quiet and relaxing.

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

8/10 Good

Diana B.

LargeFam

The property is great, nice location and peaceful. Had an issue with wash machine and made a phone call and was taken care of immediately. The mattresses need to be upgraded, very old, like sleeping in holes with a hump in the center. When I arrived, I also felt that the floor were very dirty, socks turned black and bare feet had sand on them. Just needs a little more tlc, otherwise beautiful and very nice especially for larger families. We enjoyed it very much, had fun in the pool and out by the docks. Nice overall!
Stayed 7 nights in Mar 2023

10/10 Excellent

donna c.

Liked: Cleanliness

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

10/10 Excellent

Susan M., Uniontown, Ohio

Liked: Cleanliness

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