Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West Reviews, Deals & Photos 2025

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

Yes, this property has an outdoor pool.

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

No, pets are not allowed at this property.

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

Situated on the waterfront, 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).

8/10 Good

Mitchell D O.

11 Feb 2025

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

William E.

5 May 2023

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

Great Cudjoe Bay Retreat

Excellent property for accessing Cudjoe Bay with skiffs and kayaks alike.

Stayed 8 nights in Apr 2023

10/10 Excellent

wade t.

21 May 2024

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

Old friends relaxing in the sun, enjoying the water too.

Relaxing, enjoyingthe water

Stayed 7 nights in May 2024

10/10 Excellent

Mary W.

14 Jan 2025

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

8/10 Good

Michele H.

9 Feb 2023

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

Winter vacation

Centrally located and had great views. Property was a little bit dated

Stayed 4 nights in Jan 2023

10/10 Excellent

Jeffrey W.

1 Feb 2024

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

Grant H.

25 Jan 2023

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

Cudjoe heaven

Perfect place on the water with a mini beach. Great for children. House is really nice and spacious with a great view. Big bummer the pool wasn’t heated! Enjoyed the stay and would stay there again!!

Stayed 9 nights in Jan 2023

8/10 Good

Catherine B.

1 Oct 2020

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

Cudjoe Key - GORGEOUS and Acceptable Accomodations

The location and water access is excellent and we had an excellent 4-night stay, wishing it were longer. The house layout is good with very good views and it simply needs updating, including the AC. Cleanliness and well-stocked is important to us and owner did a good job with this. There are five cottages on property and we became well-acquainted with a group that was there.

Stayed 4 nights in Aug 2020

8/10 Good

Bergandi R., Port orange, Florida

25 May 2023

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

Weekend getaway

We frequent the keys for fishing trips so we have stayed in quite a few homes. The location is great here. It was a little hard to navigate getting the boat in the channel but we figured it out the second day out. Manager was quick to respond. Home needs updates in order to keep up with the other homes around at similar pricing. Beds were all uncomfortable but home is clean and it works good for a fishing trip if you’re looking for a clean place without a ton of amenities. They could easily put some new mattresses in, kitchen amenities, and throw pillows to give it a nicer feel

Stayed 4 nights in May 2023

6/10 Okay

Ronald M.

20 Mar 2024

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

Tara G.

12 Jun 2024

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

10/10 Excellent

Justin D.

25 Jul 2025

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

10/10 Excellent

Yuselys C.

28 Jun 2025

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

Grateful

Peace

Stayed 3 nights in Jun 2025

10/10 Excellent

Cheryl P.

24 Jun 2025

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

Michelle K.

4 Jun 2025

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

Margie D.

6 Apr 2025

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

8/10 Good

Eirene B.

30 Mar 2025

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

Schöne aber in die Jahre gekommenende Unterkunft.

Für 4 Tage war es gut. Länger muss nicht sein ,da die Betten leider sehr weich sind . Das Haus und die Anlage war sicher mal top, aber ist sehr in die Jahre gekommen. Die Lage ist super.

Stayed 4 nights in Mar 2025

8/10 Good

Brian M.

26 Mar 2025

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.

16 Mar 2025

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

8/10 Good

lori c.

26 Feb 2025

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

Clive B.

15 Feb 2025

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

2/10 Terrible

Carley O.

29 Jan 2025

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

Health and Safety Warning! Mice Poop, Mold, Broken Windows, Holes in the Deck, Hair Everywhere

DO NOT STAY HERE! This is hands down the most inaccurate and deceptive listing on VRBO. The home and pool are in dangerous disrepair and an unlivable level of cleanliness. We found mouse poop, mold, and hair everywhere. We didn't think the cleaners had been to the home before our arrival and the sheets were clearly not changed. The owner assured us that they were and sent a cleaner back over. The cleaner vacuumed for a few minutes and left. We left the home after one night after opening a health and safety ticket with VRBO, the owners were not responsive to our request to cancel the remainder of our stay or offer any refund.

Stayed 3 nights in Jan 2025

4/10 Poor

Aimee M.

2 Jan 2025

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

4/10 Poor

Melissa P.

28 Dec 2024

Liked: Check-in, communication

Disliked: Cleanliness, listing accuracy

Not what was advertised

Needs a lot of handyman work. Holes in the deck, ceiling, pool. Stucko coming off in many places. No canoe, kayak was not water worthy. Cleaning people need to fired. Rotten wood in the threshold. Trash from others on property that we cleaned up.

Stayed 4 nights in Dec 2024

6/10 Okay

Steve'n Sherry C.

13 Nov 2024

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

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

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