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

Waterfront vacation home with kitchen and balcony

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Exterior
Exterior
Exterior
Smart TV
Outdoor pool

Reviews

8.6 out of 10
Excellent

Entire home

3 bedrooms2 bathroomsSleeps 61272 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪4 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪5 min drive‬
  • Place, Florida Keys Beaches
    ‪12 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪41 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 kitchen, a balcony, and a refrigerator.
View more Vacation Homes in Summerland KeyOpens in a new window

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
  • ‪Broil - ‬4 min walk
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Mangrove Mama's - ‬3 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.

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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine and a coffee maker.

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Property grounds
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  • Washer
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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

  • 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
  • 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

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

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.
  • 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 carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

Vrbo Property

Frequently asked questions

What can I see around this vacation home?

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

Is there parking available at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home associated with 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 an outdoor pool.

What amenities will couples enjoy at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

Amenities that appeal to couples at this waterfront vacation home include a kitchen and a smart TV in each accommodation with some featuring ocean views.

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

No, this vacation home doesn't have a spa tub.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

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

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

How close 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.

Can I book a room with a balcony at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

Yes, every accommodation at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West comes with a balcony with some featuring ocean views.

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

Reviews

8.6

Excellent

Rating 10 - Excellent. 49 out of 90 reviews
Rating 8 - Good. 27 out of 90 reviews
Rating 6 - Okay. 6 out of 90 reviews
Rating 4 - Poor. 5 out of 90 reviews
Rating 2 - Terrible. 3 out of 90 reviews

8.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

6/10 Okay

Shaunie R.

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.
Stayed 4 nights in Dec 2025

4/10 Poor

Mark A.

Disliked: Cleanliness
The main house situated on the water and is naturally beautiful. However, we will look elsewhere to stay next time. The property is essentially suffering from neglect and needs to be invested into. Checking in was easy. However, the property was not very clean. We continuously killed large bull ants in various parts of the house and the sugar ants found in the kitchen area. Pans and utensils still had “stuff” on them and were not fit for use. The one pan looked like it had not been cleaned in a long time. The owner did respond to my request for a new pan timely as she seemed to communicate well which was nice.Indoor furniture was not comfortable and worn. The outdoor furniture was the same and many pieces were busted.Our biggest issue came when we realized later in our stay that our bug bits were not coming from being outside BUT FROM THE BEDS!!! Wife and kids were ready to leave regardless of the view. Essentially the property has potential but needs major attention and investment. Recommend looking elsewhere for your vacation spot.
Stayed 6 nights in Nov 2025

6/10 Okay

Monika B.

This home is in major need of maintenance which is overwhelming in every way you look. The grill wouldn’t light and while a different grill was brought over the next morning they were both very dirty. No cleaning utensils for the grill so we purchased one to clean the second one up. The kitchen is bare minimum stocked. No measuring cup of any kind. Empty cabinets that could really have a few more items. Cooking sheets are as bad as the grill. Our plan was to grill daily to be able to stay poolside which we needed to change. The location is ocean front and the ambiance was great but none of us would stay in this house again. Since it is a community pool we spoke with another renter who also described huge issues like only one working shower in one of the other cottages.
Stayed 4 nights in Oct 2025

8/10 Good

Michael B.

Liked: Cleanliness
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

Justin D.

Liked: Cleanliness
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.

Liked: Cleanliness

Grateful

Peace
Stayed 3 nights in Jun 2025

10/10 Excellent

Cheryl P.

Liked: Cleanliness

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.

Liked: Cleanliness

Keys Vacation

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

8/10 Good

Mark H.

Stayed 3 nights in Apr 2025

8/10 Good

Margie D.

Liked: Cleanliness

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

Brian M.

Liked: Cleanliness

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

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.

Liked: Cleanliness

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.

Liked: Cleanliness

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

8/10 Good

Mitchell D O.

Liked: Cleanliness

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

2/10 Terrible

Carley O.

Disliked: Cleanliness

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

10/10 Excellent

Jashwanth T.

Liked: Cleanliness
Stayed 2 nights in Dec 2024

10/10 Excellent

Mary W.

Liked: Cleanliness

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

4/10 Poor

Aimee M.

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., loveland

Disliked: Cleanliness

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.

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

B P.

Liked: Cleanliness

Older but nice

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

6/10 Okay

Cristina R.

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

Patrick K.

Liked: Cleanliness

Quiet place

Very quiet, clean, and overall great experience. I’ve been staying at properties in the Keys for over 20 years and this is one of the best experiences I have had.
Stayed 6 nights in Aug 2024

10/10 Excellent

Katie H.

Liked: Cleanliness

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

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