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

Waterfront holiday home in Summerland Key with an outdoor pool

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

Beach nearby
Outdoor pool
Exterior
Fridge, microwave, oven, dishwasher
TV
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

8.8 out of 10
Excellent

Entire home

3 bedrooms2 bathroomsSleeps 61272 sq ft

Popular amenities

  • Parking available
  • Pool
  • Dryer
  • Barbecue grill
  • Washer

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

Waterfront holiday home in Summerland Key with an outdoor pool
Along with an outdoor pool, this smoke-free holiday home has laundry facilities and barbecues. The holiday home has 3 bedrooms and offers free WiFi and a balcony. Guests can appreciate conveniences, such as 2 bathrooms and a washing machine, and other amenities include a fridge and a TV.
Air-conditioned accommodation at this holiday home offers coffee/tea makers and a hairdryer. Rooms open to balconies. Fridges and microwaves are provided.

Bathrooms include baths or showers. Guests can surf the web using complimentary wireless Internet access.

Recreational amenities at the holiday home include an outdoor pool.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Food and drink

  • 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

  • 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

Similar properties

Outdoor dining
Cudjoe Cottages, swimming pool, just 20 miles from Key West
  • Pool
  • Kitchen
  • Washer
  • Dryer
8.8 out of 10, Excellent, 147 reviews
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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

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

Property is also known as

Vrbo Property

About the area

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 4 min drive - 3.3 km
  • Upper Sugarloaf Sound - 5 min drive - 4.6 km
  • Lower Sugarloaf Sound - 9 min drive - 8.5 km
  • Florida Keys Beaches - 12 min drive - 8.3 km
  • Sugarloaf Beach - 16 min drive - 14.4 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Broil - ‬4 min walk
  • ‪The Bent Prop - ‬19 min walk

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

8.8

Excellent

Rating 10 - Excellent. 49 out of 88 reviews
Rating 8 - Good. 27 out of 88 reviews
Rating 6 - Okay. 5 out of 88 reviews
Rating 4 - Poor. 4 out of 88 reviews
Rating 2 - Terrible. 3 out of 88 reviews

8.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

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

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

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

10/10 Excellent

Holly G.

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!
Stayed 9 nights in Nov 2022

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

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

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

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

Patrick K.

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

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

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

10/10 Excellent

Michael D.

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

Amazing as usual

Always a great stay!!
Stayed 6 nights in Mar 2023

10/10 Excellent

William E.

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.

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

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

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

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

10/10 Excellent

Amy K.

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

Great stay

Perfect property. Clise to key west but nice and quiet. Right on the water. Clean and comfortable.
Stayed 4 nights in Jan 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

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

8/10 Good

Michele H.

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.

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

Roy H.

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

Retirement Fishing Trip

What a beautiful home and spectacular views. Just loved sitting out on the Adirondack chairs watching the sunrise and sunset to a cool breeze, nice music, and a cup of coffee or maybe a Margarita.
Stayed 4 nights in May 2023