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

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Property grounds
Outdoor dining
Exterior
Property grounds
Fridge, microwave, stovetop, dishwasher

Reviews

8.8 out of 10
Excellent

Entire home

3 bedrooms2 bathrooms936 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
    ‪3 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪4 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪35 min drive‬

Room options

About the neighborhood

Summerland Key

This vacation home is located within a few miles (5 km) of Upper Sugarloaf Key and Upper Sugarloaf Sound. The vacation home includes a kitchen, a patio, and a private yard.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 2.1 miles
  • Upper Sugarloaf Sound - 4 min drive - 2.9 miles
  • Lower Sugarloaf Sound - 7 min drive - 5.1 miles
  • Florida Keys Beaches - 8 min drive - 5.4 miles
  • Sugarloaf Beach - 14 min drive - 9.2 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Mangrove Mama's - ‬3 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 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.

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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, 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 washer/dryer, a private yard, and a coffee maker.

Similar properties

Exterior
SAVE BIG $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washer
9.8 out of 10, Exceptional, 90 reviews
$425 nightly
The price is $472
Jun 10 - Jun 11
Total with taxes and fees
SAVE BIG $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Property amenities

Pool/Spa

  • Pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio
  • Yard

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

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

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 936 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

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 welcomes pets
  • Dogs only
  • 1 total (50 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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
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: 3:00 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 fire extinguisher and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

Vrbo Property
Cudjoe Cottages Swimming Pool Kayaks 20 Miles From Key West

Frequently asked questions

What can I see near this vacation home?

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

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

As of Jun 2, 2026, prices found for a 1-night stay for 2 adults at Cudjoe Cottages, swimming pool, just 20 miles from Key West on Jun 3, 2026 start from $624, 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 there parking available at Cudjoe Cottages, swimming pool, just 20 miles from Key West?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about Cudjoe Cottages, swimming pool, just 20 miles from Key West?

Amenities that appeal to couples at this historic vacation home include a smart TV and a kitchen in each house, and some feature ocean view.

Does Cudjoe Cottages, swimming pool, 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.

Does this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

Does Cudjoe Cottages, swimming pool, just 20 miles from Key West have connecting rooms available?

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

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 19.3 mi away (27 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is around 28.3 mi away.

Are there rooms with balconies at Cudjoe Cottages, swimming pool, just 20 miles from Key West?

Yes, every house at Cudjoe Cottages, swimming pool, just 20 miles from Key West comes with a patio and some offer ocean views.

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

Reviews

8.8

Excellent

Rating 10 - Excellent. 90 out of 158 reviews
Rating 8 - Good. 46 out of 158 reviews
Rating 6 - Okay. 14 out of 158 reviews
Rating 4 - Poor. 4 out of 158 reviews
Rating 2 - Terrible. 4 out of 158 reviews

8.8/10

Cleanliness

Reviews

Verified

10/10 Excellent

John S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in.
Stayed 3 nights in Feb 2026
Verified

8/10 Good

Peggy H.

Liked: Check-in, communication, location, listing accuracy
Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful.
Stayed 5 nights in Dec 2025
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Rebekah M.

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

Wonderful vacation

Loved the cottage
Stayed 4 nights in Oct 2023
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

4/10 Poor

Jessica R.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy
Host was kind and responsive but the listing was not accurate and the house was not sufficiently cleaned. Living room was missing seating that was posted online. Overall extremely dusty, lots of dead bugs. Location is excellent, just a dated and disappointing house.
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Jean B.

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

Coconut seaside

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

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
Verified

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
Verified

10/10 Excellent

Peter f.

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

Great location

We really enjoyed our stay at Cudjoe Key. The unit was very clean and kitchen was quite nice. Deck overlooking the ocean provided great views. We really liked this location since it provided easy access to Key West, but at the same time you could get away from the congestion with a short drive. Would definitely stay again.
Stayed 2 nights in Jan 2023
Verified

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
Verified

8/10 Good

Deb T.

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