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Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Waterfront vacation home with kitchen and balcony

Photo gallery for Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Exterior - Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West (Cudjoe Key)
TV - Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West (Cudjoe Key)
Outdoor pool - Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West (Cudjoe Key)
Exterior - Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West (Cudjoe Key)
Exterior - Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West (Cudjoe Key)
Imagine waking up to a sunrise view overlooking Cudjoe Bay at Main House. With direct ocean access, a swimming pool, and dockage for fishing or snorkeling, this spacious three-bedroom home is perfect for relaxation or adventure.

Reviews

8.6 out of 10
Excellent

Entire home

3 bedrooms2 bathroomsSleeps 61272 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer

Add dates for prices

About this property

Entire place

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

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Main House - You're in the tropics... listen to the waves, rest, relax or fish, and snorkel. Spacious three bedroom, two bath home, with direct ocean access, dockage, boat ramp and swimming pool. Sunrise view overlooking Cudjoe Bay. Fully furnished, linens, cable/internet. This home is on a compound, the swimming pools, dockage and property are shared with the other units on the property. The perfect spot for weddings, reunions, or large groups! Square Grouper restaurant and bar in the is down the street. Shuttle to Key West just steps from the home. Come and stay with us, you're sure to have a wonderful vacation.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed
  • Note from host: Smoking allowed only outside

Location highlights

  • Near the ocean
  • On the waterfront

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,272 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
Smoking allowed only outside

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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

We should mention

This property does not have elevators

Property is also known as

Vrbo Property

About the neighborhood

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 4 min drive - 2.1 miles
  • Upper Sugarloaf Sound - 5 min drive - 2.9 miles
  • Lower Sugarloaf Sound - 9 min drive - 5.3 miles
  • Florida Keys Beaches - 12 min drive - 5.2 miles
  • Sugarloaf Beach - 16 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
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Broil - ‬4 min walk
  • ‪Mangrove Mama's - ‬3 min drive

Frequently asked questions

Does Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West have a pool?

Yes, this property has an outdoor pool.

Is Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

Check-out is at 10:00 AM.

Where is Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West located?

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

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Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West Reviews

Reviews

Excellent

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 49 out of 89 reviews
Rating 8 - Good. 27 out of 89 reviews
Rating 6 - Okay. 5 out of 89 reviews
Rating 4 - Poor. 5 out of 89 reviews
Rating 2 - Terrible. 3 out of 89 reviews

8.4

Cleanliness

9.4

Location

10

Property conditions & facilities

Reviews

8/10 Good

Mitchell D O.

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

Great stay in in the Keys

Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again.
Stayed 3 nights in Feb 2025

10/10 Excellent

Katie H.

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

Beautiful Location

How was clean and well equipped. Host was very quick to respond any time we had questions. Beautiful house and great location
Stayed 3 nights in Aug 2024

8/10 Good

B P.

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

Older but nice

House needs many minor repairs but is very functional. Good location.
Stayed 4 nights in Nov 2024

10/10 Excellent

Mary W.

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

Relaxing with a Peaceful View

We were very happy with this VRBO and would stay again. Some attention to cleaning out drawers and dusting behind things should be addressed. Everything else was so nice we still give it 5 stars.
Stayed 5 nights in Jan 2025

6/10 Okay

Steve'n Sherry C.

Liked: Check-in, communication, location, listing accuracy

Beautiful view

The sun rises were beautiful. The location very nice. This place has huge potential but there are some things that need to be replaced- pans,grill and deck work to name a few. Its an easy drive to join the fun in key west and far enough to just relax.
Stayed 4 nights in Nov 2024

8/10 Good

Brian M.

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

Mac

The house was good for the five of us men. We were comfortable with the sleeping conditions. The kitchen lacked a couple essential pots and dishes to cook with. Yes the house could use some TLC but it was fine for what we needed. I would stay again
Stayed 3 nights in Mar 2025

8/10 Good

Lorilie L.

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

Beautiful water view

This has beautiful views, a pool that is heated. The house is in need of some maintenance. Two bedrooms are in desperate need of mattresses, specially if you’re using for adults, our guests were complaining. The house has plenty of kitchen supplies as in plates silverware cups coffee cup, The house was clean and we met the house keeper, she was very nice and we appreciated her. Our intentions were to enjoy our time away, and that we did.
Stayed 8 nights in Mar 2025

10/10 Excellent

Michael M.

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

Vacation

My family and I had a great time. The property is nice and everything was as described. Easy check in and great communication with the owner.
Stayed 7 nights in Jul 2023

8/10 Good

Olivia C.

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

Couple’s Getaway

We loved staying at this property and would definitely book it again! The view was beautiful and it was very convenient to what we wanted to do. The only thing I would say is for a sense of more privacy, I wish the blinds were repaired so that they covered the windows completely. Overall, we loved the property!
Stayed 4 nights in Mar 2024

8/10 Good

Clive B.

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

Cudjoe Key

Property was very clean. Kitchen is well stocked with equipment. Location and pool were excellent. Pool furniture needed repair. Master bath needs some repair on shower door and vanity. First guest room bed needs replacement. Difficult to find the driveway entrance from the highway.
Stayed 2 nights in Feb 2025

6/10 Okay

Cristina R.

Liked: Check-in, communication, location

Average

Location was good. We felt safe. Host was good at communicating. The home does need TLC/cosmetic needs. Aside from it I would recommend without high expectations.
Stayed 3 nights in Oct 2024

10/10 Excellent

Jeffrey W.

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

Good time

Loved our stay. This property works well for us, quiet but close enough to Key West to catch sunsets, shopping, and more dining options. Beautiful sunrises. Although quiet has pretty much everything you need nearby. Communication with Susan very easy
Stayed 7 nights in Jan 2024

10/10 Excellent

Deborah S.

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

Family vacation

Overall everything was nice. There were a few issues which I addressed with our host. Shower door broken, and no gas in gas grill. Location was beautiful and quiet setting. Our family enjoyed our Cudjoe Key stay
Stayed 3 nights in Apr 2024

8/10 Good

Amy B.

Liked: Check-in, communication, location, listing accuracy

Family Fun!

Overall, its a great location, the communication was key, the stay was fantastic, the house was outdated and a few minor obstacles but we made the BEST of everything. We wanted relaxation and thats what we got. Thank You for your hospitality and comforting home!
Stayed 4 nights in Apr 2024

10/10 Excellent

Denise G.

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

Family Time in Cudjoe Key

Finding the property was a little tricky but the accommodations were very spacious. Pool was clean, WiFi was great, and dock was accessible. Conveniently located to stores and restaurants. There is some hurricane damage outside the building that still needs repairing but appeared to me mostly cosmetic. The property manager was extremely accommodating, and we all slept very well!!! We would definitely return.
Stayed 5 nights in May 2024

4/10 Poor

Aimee M.

Liked: Check-in, location, listing accuracy
Disliked: Communication

Great location, Tired home

This is not a place for children. The home is on a beautiful lot and convenient to Key West and other Keys. The boat access is a great plus. The house itself needs some serious rehab. The bathroom cabinet is held together with tape. The screen door was off when we arrived. The furniture is aged and worn. The are limited amenities and expectation to bring your own. The fans in the main room had no controllers and one of the beds was so uncomfortable that little sleep was had. If you want a good location but are good with no frills and a tired place you will love it. It served its purpose.
Stayed 3 nights in Dec 2024

6/10 Okay

Ronald M.

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

3rd winter {5 week stay}

Once again for the first 10 days the pool heater needed to be replaced so we couldn't use the pool {it was cold}, The driveway in was full of ruts, the master bath shower door didn't close all the way, 2 of the drawers in the master vanity had the bottoms falling out so we couldn't use them, the deck facing the ocean has multiple rotten areas so we needed to watch where we walked so we didn't step thru them, the wicker furniture on the deck had mold(mushrooms} growing on them.When we ask the repair person which was next door to come over and fix some areas he said he can only fix what is absolutely necessary because the property is for sale and the owners do not want to spend any on repairs. We stayed here for 3 years and each year you can see there are more and more things that need to be repaired. The view is the best you'll see any where.
Stayed 35 nights in Feb 2024

8/10 Good

lori c.

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

Nice views

The house was very clean. The pool was heated and clean. Great views. You have to share the dock and pool with the other guests. Need to bring your own pool towels. Two out of the three beds are not comfortable. There are things in the house that need fixing. The shower door in the bathroom comes off the track if you try to open it a certain direction. So had to step out of the shower next to the toilet. Danger of falling. The shower door in the master bathroom doesn't close right. Drawer in bathroom broken. Broken, taped up window in dining area. Drawer in a dresser broken. The deck needs some attention. No grill, although there are a couple propane tanks lying around. Lots of junk on the property which could easily be cleaned up. Kitchen has the very, very bare minimum. Check in was easy as the door was unlocked and key on counter, however, due to flight delays, we arrived after dark and it felt kind of creepy and dangerous just walking into an open place. We had a map but the house is not marked so we were not 100 percent sure we had the right unit until we could turn on a light. Overall, it was a nice rental and the inside was very clean but just can't give it a top rating due to listed problems.
Stayed 4 nights in Feb 2025

8/10 Good

Tara G.

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

Decent

I thought the property was decent. It is an easy drive to Key West. You have everything you need the kitchen and living area are nice and open. It is wonderful having a washer and dryer there. They have dishwasher tabs and dish soap towels etc for your convenience, which is nice. It is a quiet setting. I thought communication was easy. Check in was easy also. We were in the main house. There are three queen bedrooms and two baths. We chose the master bedroom which we were very sorry we did. The bed is in DESPERATE need of new mattresses. Maybe this is normal for a VRBO I don’t know I have never stayed in one before. I literally didn’t sleep at all while we were there and I wasn’t going to kick my other guests out of their rooms and make someone else sleep in the bed. The springs in the bed must be broken and that doesn’t only make it uncomfortable but extremely noisy every time you turn over to try to get comfortable. The ceiling fans work off of remotes only and I think the batteries are dead in the living area so you cannot use them. Something easy for maintenance or the cleaning crew to look over or not realize. You need the fans for airflow but that is an easy fix which would help with keeping the house cool. All in all the place is a good value for the price and a nice quiet area.
Stayed 4 nights in May 2024

8/10 Good

Margie D.

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

Nice property

The home was neat and clean. There were a few items that needed to be repaired… Drawers in the primary bathroom vanity and master bedroom armoire. could’ve had more bath towels… We stayed one week the pool and dock area were very nice. Also, the kitchen amenities, including dishwasher worked very well for us… Would recommend
Stayed 6 nights in Mar 2025

10/10 Excellent

Michelle K.

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

Keys Vacation

We had a great time and will be back.
Stayed 4 nights in May 2025

8/10 Good

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was good for what we wanted. The price point was really good. As others have stated, it is in need of some updates. The host was very communicative and very nice! We definitely enjoyed our stay and would consider staying there again.
Stayed 4 nights in Aug 2025

10/10 Excellent

Cheryl P.

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

Another wonderful family vacation!

We gather yearly at Cudjoe Cottages & have always enjoyed our stay. Jennifer is amazing & a great communicator!
Stayed 16 nights in Jun 2025

10/10 Excellent

Yuselys C.

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

Grateful

Peace
Stayed 3 nights in Jun 2025

10/10 Excellent

Justin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was the best water front with a pool in the lower keys for the money. We really enjoyed our stay, and look forward to booking again. I wouldn’t expect a brand new house and there was some things that were less then pristine about the house but isn’t most things in the Florida Keys. Side note accessing the slips by water is a bit of a challenge. Cudjoe Bay is shallow! 2 houses south has buoys use them and head out that way.
Stayed 3 nights in Jul 2025