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Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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Beach
Interior
Property grounds
Outdoor dining
Exterior

Reviews

8.6 out of 10
Excellent

Entire home

1 bedroom1 bathroom504 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer

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.)
    ‪33 min drive‬

Room options

About the neighborhood

Summerland Key

This cottage places you within a few miles (5 km) of Upper Sugarloaf Key and Upper Sugarloaf Sound. The cottage includes a kitchen, a patio, and a refrigerator.
View more Cottages 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 - 5.6 miles
  • Sugarloaf Beach - 15 min drive - 9.0 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Mangrove Mama's - ‬2 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪5 Brothers Two - ‬8 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.

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage #1 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. A few steps in either direction bring you to sparkling water. This cottages is situated on the waterfront, but only steps away from our pool. The dock, seawalls are all available to our guests. A coin laundry is also available on site. Whether you come to the Florida Keys to escape the winters, or enjoy the calm waters and great fishing and diving of the summers, you will find Cudjoe Cottages to be your Home Away From Home.


The cottage is air-conditioned and features a kitchen and a patio, and there's space to spread out with a separate bedroom. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine and a coffee maker.

Property amenities

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator (single-level property)
  • Smoking not allowed

Location highlights

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

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Sailing 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: 504 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
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
  • 2 total pets
  • 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.

Frequently asked questions

What's there to do near this cottage?

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

Will I be able to park at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

No, there isn't parking at this cottage.

Is this cottage adjacent to a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there is an outdoor pool.

Is Private Oceanfront Cottage with dockage, pool just minutes to Key West! good for couples?

Couples will appreciate amenities at this cottage, including a kitchen and a smart TV in each cottage, and some feature ocean view.

Are there hot tubs at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

No, this cottage doesn't have a spa tub.

Does this cottage offer breakfast?

No, this cottage doesn't offer breakfast.

Will this cottage allow pets to stay free of charge?

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

Are there connecting rooms at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

No, there aren't connecting guestrooms at this cottage.

How far is the airport from this cottage?

The closest major airport to this cottage 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 located 30 mi away (42-minute drive).

Can I book a room with a balcony at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

Yes, every cottage at Private Oceanfront Cottage with dockage, pool just minutes to Key West! comes with a patio and some offer ocean views.

Private Oceanfront Cottage with dockage, pool just minutes to Key West! Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 95 out of 169 reviews
Rating 8 - Good. 46 out of 169 reviews
Rating 6 - Okay. 15 out of 169 reviews
Rating 4 - Poor. 7 out of 169 reviews
Rating 2 - Terrible. 6 out of 169 reviews

8.4/10

Cleanliness

6.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

8/10 Good

Paul L.

Liked: Cleanliness
The cottage is somewhat rustic but clean and comfortable. There maintenance issues, but with the close proximity to the ocean, I image these are ongoing. The directions provided by the property manager were clear and got us to the location without difficulty. Little details of nighttime speed limits and location frequented by police were accurate. Very quiet setting with wonderful view. If we should be visiting the keys again, I would stay rebook this cottage.
Stayed 4 nights in Apr 2026

6/10 Okay

Connie M.

Liked: Cleanliness
Inside home was clean. Location and grounds were good. The home itself was in need. A large tear in the screened porch, unpatched holes in bathroom wall, missing cabinet door in kitchen, needs porch pressure washed, interior could use fresh paint. But nice pool and grounds and the home interior was clean, good water pressure in shower.
Stayed 3 nights in Mar 2026

10/10 Excellent

Louann H.

Liked: Cleanliness
Cute clean cottage. The bed needs a new box spring badly! Woke us up every time we rolled over…but firm Mattress was comfortable enough. Awesome spot to spend a few relaxing days for sure! Screened porch with fan was definitely a plus!
Stayed 4 nights in Mar 2026

8/10 Good

Mark B.

Liked: Cleanliness
Did not use tge pool, it looked nice. The place is a little worn and dated. It was clean, everything worked as it should. Tough thing to find in the keys, it was very private. 4 places spred out over a long property. I could only see 2 houses, about the same when you went on the dock. Dock was nice, could use a handrail in a couple of places. The is a seawall to dock boats at. I plan on going back. The setting and the privacy were great. There are several bars and restaurants within a few miles. Tonios fresh seafood shop and tiki bar has excellent food AND service. Square grouper was good also. Did not try broil, wood fired food within walking distance. 20 miles out of key west.
Stayed 4 nights in Dec 2025

10/10 Excellent

Shawn M.

Liked: Cleanliness
Everything was nice and clean. Loved the location . Would definitely stay at the property again.
Stayed 4 nights in Sep 2025

4/10 Poor

Debra M.

Bad need of repair....rust....no boat ramp......shallow water....screened in porch was aweful with holes in the screens and lots of mosquitos and rusted grill.
Stayed 7 nights in Sep 2025

4/10 Poor

YOSELIN G.

Disliked: Cleanliness
Stayed 10 nights in Jul 2025

8/10 Good

Dan W.

Peaceful

Very affordable, quiet right on the water
Stayed 3 nights in Jul 2025

8/10 Good

_OffRoadRC_

Liked: Cleanliness

Great!

The property is ideally situated, providing convenient access to key destinations within the Florida Keys. While the residence may benefit from some modernization, its value proposition remains highly competitive.
Stayed 5 nights in Jun 2025

10/10 Excellent

Christina B.

Liked: Cleanliness

Another Perfect Vacation At Our Favorite Place

We have been coming here for the past few years, usually during Memorial Day. We are always so relaxed and pleased with all aspects of our stay. Already working on booking again for next year!
Stayed 5 nights in May 2025

4/10 Poor

Ronda T.

Disliked: Cleanliness

Did not meet expectations

Our first impression as we entered was surprise. I am incredibly surprised people are giving this place 10’s. When I rent I rely on others ratings and reviews. The first thing noted is the pictures on the listing are NOT accurate. There is a plastic table with 3 plastic chairs on the patio, not the cute furniture in the photo on the listing. The screened porch has a tear in the screen, high above the door, so it must have happened when someone was working there. Mosquitoes were already present in the area and to my dismay inside the house. There are gaps in the back doorway and what they have tried to repair is with duct tape, in the kitchen and bathroom windows. There are cupboard doors missing and cute touches of decorations that were not like that in the listing photos. There was dirt on at least one wall. The furniture was stained,, 2 small chairs and the couch. The furniture is completely different color than in the listing. The bed “squeaked ” as if it was rubbery?! The dust ruffle was filthy, although the bedding appeared clean, thankfully. 1 lightbulb out of 3 worked in the bedroom. No hangers available. Only 1 nightstand, I made a makeshift one from our suitcases. No supplies, for example Saran Wrap, I know that may be a “luxury”, but every place I’ve stayed has basic supplies. Who travels with items like that?!.the microwave was new but difficult to figure out. My husband had to fix the toilet, luckily he is handy. Now for the positive, quiet and great shower.
Stayed 5 nights in May 2025

10/10 Excellent

Fabian M.

Liked: Cleanliness

Very peaceful and private.

Cottage very clean and private. Loved being near the dock.
Stayed 4 nights in Apr 2025

10/10 Excellent

Andrea S.

Liked: Cleanliness

Great spot for a keys getaway

Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas.
Stayed 3 nights in Apr 2025

8/10 Good

Steve S.

Nice location.

Needs work interior wise. Neighbors were yelling and hollering at 2 am.
Stayed 5 nights in Apr 2025

6/10 Okay

Margie D.

Cottage #1

This is a lovely location with a lovely view. The cottage itself is adequate; we pretty much just slept there. But it needs repair and refreshing. It was as clean as it could be for its aged appearance. The wire shelves need to go, we needed additional towel racks, there were no hangers. There were no pillow cases on the pillows in the shams. I wouldn't have cooked in the kitchen. I'd go back if it was fixed up!
Stayed 6 nights in Mar 2025

10/10 Excellent

Ray L., St. Augustine

Liked: Cleanliness

Spring Break 2025

As always, we had a great time. Nothing fancy but just a quiet get-away.
Stayed 7 nights in Mar 2025

6/10 Okay

Robert O.

Disliked: Cleanliness

ok

i wonder what it was before. no door on bedroom. bathoom narrow and outdated. table and 1 chair on screened in concrete porch. small t.v. good spot
Stayed 4 nights in Mar 2025

10/10 Excellent

Susan B.

Liked: Cleanliness

Awesome location

Cottage 1 was right by the water. A walk down a long path to a dock was a nightly trip to watch the sunset. Located between Marathon Key and Key West was perfect for restaurants and stores without the crowding from tourists. About 20-30 minutes to Key West
Stayed 14 nights in Feb 2025

10/10 Excellent

Suzanne B.

Liked: Cleanliness

Quiet paradise

This is a great place to stay if you’re looking for a quiet home base for your vacation. Key West is a quick drive away and we found lots of fun activities and great food locally.
Stayed 4 nights in Feb 2025

10/10 Excellent

Ruth Anne H.

Stayed 11 nights in Jan 2025

6/10 Okay

Marianne

Traveled with family
Place was very clean. The property is in need of upkeep and updating. It was hit in the last hurricane.
Stayed 3 nights in Feb 2025

8/10 Good

Robert O.

Stayed 6 nights in Dec 2024

10/10 Excellent

Thomas K.

Liked: Cleanliness

Kelly wedding

Nothing but good things about the experience. Loved everything about the place.
Stayed 4 nights in Jan 2025

10/10 Excellent

Lamar H.

Liked: Cleanliness

Cute cottage, perfect for a couples getaway.

This is a little quaint cottage excellent for a couples getaway. About 20 mins to Key West. We loved the big patio and the dock through the mangroves. We didn’t cook but ate at the Broil Steakhouse literally across the street two nights for dinner. Great property and a fun little cottage. They have houses, duplexes, a house with a pool and a shared pool. Overall would definitely recommend and will be back in the future.
Stayed 2 nights in Jan 2025

10/10 Excellent

dilligas41501

Liked: Cleanliness

Holiday Getaway

Clean, quiet, made for a nice stay
Stayed 4 nights in Dec 2024