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Cudjoe Cottages, swimming pool, just 20 miles from Key West

Waterfront vacation home with kitchen and patio

Photo gallery for Cudjoe Cottages, swimming pool, just 20 miles from Key West

Property grounds
Beach
Exterior
Marina
Outdoor dining

Reviews

8.8 out of 10
Excellent
3 bedrooms2 bathroomsSleeps 6936 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Master Bedroom

1 King Bed

2 bathrooms

Hall Bath

Bathtub or shower · Toilet

Master Bath

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Cudjoe Cottages, swimming pool, just 20 miles from Key West

House B - This lovely 3 bedroom 2 full bath home is located on the Atlantic Ocean. There is always a gentle breeze on the deck facing the ocean with a sunrise view. Comfortably sleeping six guest with dockage available.This property has a sunrise view, grassy yard for grilling. The kids and pets can swim and play all day. Boating, fishing and ocean snorkeling from the property. There also is a pool. All linens and dishes are provided along with washer and dryer.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 50 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted

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 are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

We should mention

This property does not have elevators

About the neighborhood

Summerland Key

Located in Summerland Key, this vacation 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. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with cycling and ecotours.
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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 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 - ‬2 min walk
  • ‪Mangrove Mama's - ‬3 min drive

Frequently asked questions

Does Cudjoe Cottages, swimming pool, just 20 miles from Key West have a pool?

Yes, this property has a pool.

How much does it cost to stay at Cudjoe Cottages, swimming pool, just 20 miles from Key West?

As of Dec 28, 2025, prices found for a 1-night stay for 2 adults at Cudjoe Cottages, swimming pool, just 20 miles from Key West on Jan 2, 2026 start from $646.88, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Cudjoe Cottages, swimming pool, just 20 miles from Key West pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Cudjoe Cottages, swimming pool, just 20 miles from Key West?

Check-in begins at 3:00 PM.

What time is check-out at Cudjoe Cottages, swimming pool, just 20 miles from Key West?

Check-out is at 10:00 AM.

Where is Cudjoe Cottages, swimming pool, 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).

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 84 out of 148 reviews
Rating 8 - Good. 42 out of 148 reviews
Rating 6 - Okay. 14 out of 148 reviews
Rating 4 - Poor. 4 out of 148 reviews
Rating 2 - Terrible. 4 out of 148 reviews

8.6/10

Cleanliness

9.6/10

Check-in

9.4/10

Communication

9.4/10

Location

9.0/10

Listing accuracy

Reviews

10/10 Excellent

bryan c.

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

Quiet and enjoyable

Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location.
Stayed 7 nights in May 2025

10/10 Excellent

Deb T.

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

Excellent location...

Near to Key West in a quiet neighborhood.
Stayed 4 nights in Mar 2025

10/10 Excellent

James S.

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

Welcome to the tropics

Great places in these cottages with a sweet view and a cool pool. Right off Oversees Hwy, so you may easily hit the road to multiple destinations throughout the Keys. I totally dig it here.
Stayed 3 nights in May 2025

10/10 Excellent

alexandra a.

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

Great location

Great location and house was clean.
Stayed 3 nights in Oct 2024

4/10 Poor

William H.

Liked: Check-in, communication, location
Disliked: Cleanliness
The whole place felt dirty. It could be a cute place with some freshening up. Furniture is old and worn. We wanted to make a frozen pizza - one disgusting old pan - no pot holders - only two ratty old kitchen towels. One hanger for 4 people. Patio door did not lock. Big gap under front door for the ants to come through. We left some donuts in a box overnight - Next morning covered in small bugs. Would not stay there again.
Stayed 4 nights in Oct 2025

10/10 Excellent

Victoria N.

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

Awesome place !

Can’t beat it for a relaxing getaway!
Stayed 4 nights in Feb 2024

8/10 Good

Charles V.

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

Keys kayaking

Nice location. Comfortable place although the couch and living room chair were old and stained.
Stayed 5 nights in Mar 2025

10/10 Excellent

Robert G.

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

Pleasant week end get away

Older, it was great for a weekend stay, close to key west with out the crowds
Stayed 3 nights in Jun 2024

10/10 Excellent

Kat B.

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

Down Time

The property was comfortable, clean & neat.
Stayed 3 nights in Dec 2024

8/10 Good

Edna H.

Liked: Cleanliness, check-in, communication, location

great

was a great stay however i think the photos should be updated especially for the dock / boating areas, they are much more run down than the photos show. there were some ants but thats to be expected in an area like this. the tenants before us left dirty dishes in the dish washer. other than that it was great.
Stayed 4 nights in Jul 2025

10/10 Excellent

John V.

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

Wonderful trip!

The owner is great to deal with, looking forward to returning!
Stayed 5 nights in Apr 2023

10/10 Excellent

Derenda S.

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

Short family get-away

My sister and friend from north Alabama and my youngest daughter and I decided on a last minute mini vacation. We found this little gem of a place while looking for places to stay in the Keys. Although it could use some TLC, we found the property to be clean, well-stocked and perfect for a short stay, some family time, rest and relaxation. We truly enjoyed our stay and would definitely consider staying here again,
Stayed 2 nights in Feb 2025

10/10 Excellent

Rebekah M.

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

Wonderful vacation

Loved the cottage
Stayed 4 nights in Oct 2023

10/10 Excellent

Ruth Y.

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

Place is so cute and comfortable.

Place is so clean and organized
Stayed 2 nights in Mar 2023

10/10 Excellent

Patricia J.

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

Comfortable stay

Great place to kick back. We really enjoyed our stay, and having a ramp and a place to dock our boat was a plus!
Stayed 7 nights in Aug 2023

10/10 Excellent

Andrea C.

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

Perfection.

Three employees traveling in the Keys stayed and all reported their complete satisfaction with the accommodations and location. Thank you!
Stayed 4 nights in Jan 2025

10/10 Excellent

Sheena B.

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

What a beautiful, peaceful view.

The house was perfect for our needs. We had a wonderful time!
Stayed 8 nights in Mar 2024

10/10 Excellent

Jenny P.

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

Keys trip

Place is great! Already booked for next year.
Stayed 4 nights in Feb 2023

8/10 Good

Jeff B.

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

Fishing trip

We stayed at the property January 5-9 for a friends fishing trip. The property was good, was clean and well equipped. It met our needs. There was plenty of hot water for 4 people. The neighborhood was very quiet and had a great view of the water.
Stayed 4 nights in Jan 2025

8/10 Good

megan w.

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

Great location

A true beach house, great views, just the basics. Some bugs, no streaming on tv, no corkscrew or dishwasher soap so we were scrambling to meet checkout requirements the night before. Visit from maintenance was not coordinated prior to them showing up and owner gave us some back for the inconvenience
Stayed 3 nights in Apr 2025

8/10 Good

Steve B.

Liked: Check-in, communication, location

Good value for the price

The property is located on the Atlantic just 8 miles straight out to the lighthouse at American Shoal, so that's a great start. The property itself could be better maintained, but we felt it was priced appropriately. We would definitely stay again
Stayed 3 nights in Aug 2024

10/10 Excellent

Katie M.

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

Wonderful Keys Vacation

My family and I had a wonderful stay at this property. The house was perfect and loved the location between Marathon and Key West. Kids were able to enjoy the pool and was lovely to sit out on the dock and watch the water. Great local restaurants also on Cudjoe! Great vacation!!
Stayed 5 nights in Feb 2023

10/10 Excellent

Jean B., Tampa Bay Florida

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

Coconut seaside

Great property with room for kids and dogs!
Stayed 5 nights in Oct 2020

10/10 Excellent

Molly M.

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

Girlfiends Get-Away!

Beautiful view of the ocean. Loved the porch/deck. Great location. The house was the perfect size for the four of us. Overall, a wonderful stay and we would definitely return!
Stayed 5 nights in Jan 2024

8/10 Good

Deb T., Albuquerque, NM

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

Loved the view!

An older property but adequate and comfortable. Nice location with access to the water. Huge yard, quiet neighborhood...just needs a Iittle tlc.
Stayed 2 nights in Feb 2024

About the host

Hosted by Susan Rich

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English
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