Verified
8/10 Good
Mitchell D O.
11 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in in the Keys
Mitchell D O.
Stayed 3 nights in Feb 2025
Entire home
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Photo gallery for Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
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
8.68.6 out of 10
Excellent
Entire home
3 bedrooms2 bathroomsSleeps 6118 sq m
Popular amenities
- Ocean view
- Pool
- Kitchen
- Washing machine
- 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 transport
- 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
- Smart 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
- Smoke-free property
- 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
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Contactless check-out
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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 any lifts
About the area
Located in Summerland Key, this holiday home is on the waterfront. 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. Visit our Summerland Key travel guide
View more Holiday homes in Summerland Key
Cudjoe Key, FL
What's nearby
Lower Sugarloaf Sound7 min drive - 8.2 km
Florida Keys Beaches8 min drive - 9.0 km
Sugarloaf Beach15 min drive - 14.4 km- Upper Sugarloaf Key3 min drive - 3.3 km
- Upper Sugarloaf Sound4 min drive - 4.6 km
Getting around
- Key West, FL (EYW-Key West Intl.)27 min drive
Restaurants
- Boondock's Grille & Drafthouse9 min drive
- Morning Joint2 min drive
- Mangrove Mama's3 min drive
- Square Grouper Bar and Grill2 min drive
- 5 Brothers Two9 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 at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?
On-site 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?
Checkout 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 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).
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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 travellers 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 windowRating 10 - Excellent. 54 out of 98 reviews
10 - Excellent
54
Rating 8 - Good. 30 out of 98 reviews
8 - Good
30
Rating 6 - Okay. 6 out of 98 reviews
6 - Okay
6
Rating 4 - Poor. 5 out of 98 reviews
4 - Poor
5
Rating 2 - Terrible. 3 out of 98 reviews
2 - Terrible
3
8.4
Cleanliness
9.4
Location
10
Property conditions & facilities
Reviews
Verified
10/10 Excellent
Katie H.
15 Aug 2024
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
Katie H.
Stayed 3 nights in Aug 2024
Verified
8/10 Good
B P.
8 Nov 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Older but nice
House needs many minor repairs but is very functional. Good location.
B P.
Stayed 4 nights in Nov 2024
Verified
10/10 Excellent
Michael M.
10 Aug 2023
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.
Michael M.
Stayed 7 nights in Jul 2023
Verified
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.
Steve'n Sherry C.
Stayed 4 nights in Nov 2024
Verified
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
Margie D.
Stayed 6 nights in Mar 2025
Verified
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.
Mary W.
Stayed 5 nights in Jan 2025
Verified
8/10 Good
Olivia C.
27 Mar 2024
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!
Olivia C.
Stayed 4 nights in Mar 2024
Verified
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
Jeffrey W.
Stayed 7 nights in Jan 2024
Verified
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
Brian M.
Stayed 3 nights in Mar 2025
Verified
10/10 Excellent
Deborah S.
7 Apr 2024
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
Deborah S.
Stayed 3 nights in Apr 2024
Verified
6/10 Okay
Cristina R.
28 Oct 2024
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.
Cristina R.
Stayed 3 nights in Oct 2024
Verified
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.
Lorilie L.
Stayed 8 nights in Mar 2025
Verified
8/10 Good
Amy B.
23 Apr 2024
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!
Amy B.
Stayed 4 nights in Apr 2024
Verified
10/10 Excellent
Denise G.
29 May 2024
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.
Denise G.
Stayed 5 nights in May 2024
Verified
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.
Clive B.
Stayed 2 nights in Feb 2025
Verified
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.
Aimee M.
Stayed 3 nights in Dec 2024
Verified
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.
Ronald M.
Stayed 35 nights in Feb 2024
Verified
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.
lori c.
Stayed 4 nights in Feb 2025
Verified
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.
Tara G.
Stayed 4 nights in May 2024
Verified
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.
Michelle K.
Stayed 4 nights in May 2025
Verified
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!
Cheryl P.
Stayed 16 nights in Jun 2025
Verified
6/10 Okay
Shaunie R.
29 Dec 2025
Liked: Check-in, location
Great location but property/house is outdated.I think one of the big issues is in the living room. There are no blinds or curtains so you get constant sunlight which makes the house hot and you can’t even see the television screen because of the glare.Outside pool furniture was broken.
Shaunie R.
Stayed 4 nights in Dec 2025
Verified
8/10 Good
Michael B.
11 Aug 2025
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.
Michael B.
Stayed 4 nights in Aug 2025
Verified
10/10 Excellent
Holly G.
17 Dec 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
We LOVE this piece of paradise! This was our second stay and hope to stay again!
Relaxing in paradise!
Holly G.
Stayed 9 nights in Nov 2022