See all properties
Entire home

Cottage with swimming pool and dockage, just minutes to Key West!

Choose dates to view prices

Photo gallery for Cottage with swimming pool and dockage, just minutes to Key West!

Miscellaneous
Smart TV
Exterior
Outdoor dining
Pool

Reviews

9.0 out of 10
Wonderful

Entire home

1 bedroom1 bathroom390 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
$339
$305 nightly
$339 total
Total with taxes and fees
Feb 14 - Feb 15

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

Similar properties

Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!
  • Pool
  • Kitchen
  • Washer
  • Dryer
4.3 out of 5, Excellent, 157 reviews
$286 nightly
The price is $317
Jan 22 - Jan 23
Total with taxes and fees
Cottage with Pool and Boat Dockage just minutes to Key West!

About the neighborhood

Summerland Key

With a stay at this cottage in Summerland Key, you'll be by the ocean, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This cottage is 2.2 mi (3.6 km) from Upper Sugarloaf Sound and 2.5 mi (4.1 km) from Venture Key.
View more Cottages 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 - ‬1 min walk
  • ‪5 Brothers Two - ‬8 min drive
  • ‪Mangrove Mama's - ‬2 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.

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage #3 - 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. This cottage is only steps away from our pool. The dock and seawall 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.
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

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

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • 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

Services and conveniences

  • Iron/ironing board

Location highlights

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

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Theme park nearby
  • Windsurfing 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: 390 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

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets

Children and extra beds

Children are welcome

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

We should mention

A car is recommended for transportation to and from this property

Cottage with swimming pool and dockage, just minutes to Key West! Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 104 out of 162 reviews
Rating 8 - Good. 41 out of 162 reviews
Rating 6 - Okay. 10 out of 162 reviews
Rating 4 - Poor. 2 out of 162 reviews
Rating 2 - Terrible. 5 out of 162 reviews

9.2/10

Cleanliness

8.0/10

Amenities

9.4/10

Property conditions & facilities

Reviews

2/10 Terrible

Sheila M.

Disliked: Cleanliness
VRBO was not cleaned when arrived with dirty linens and towels everywhere but told it was "just overlooked" but after driving 8 hours, not a pleasant start. In addition, the blinds missing were on windows, sliding glass door wouldn't lock, bed is not a queen size bed, but a full size - too small for two people, the grounds had dog poop and overall experience was horrible. Left after 2 nights. Sadly it was our anniversary and my husband is going through cancer treatment and became ill. Reached out to owner and was told we could get a credit but we are not planning on EVER coming back. I was hoping to avoid this review but no consideration from owner to reimburse us for monies expended. We stayed 2 nights out of 6. This place is a complete dump and we wasted over 1,500. Don't make the same mistake.
Stayed 6 nights in Dec 2025

8/10 Good

Terry H.

Liked: Cleanliness
Quant little home. Kitchen has everything you’ll need. One bedroom, mattress is comfortable. We only were back each day after 8pm so didn't watch too much TV, bring your app's for more of a selection of things to watch. We had one plumbing issue, owner addressed this issue by the time we got back in the evening.Pool was clean and just behind the building. Only thing i would suggest is upgrading on furniture in living room. Couple local restaurants within 3-5 minute ride. We would stay there again, it was only a 30 minute drive to get to down town Key West.
Stayed 3 nights in Dec 2025

10/10 Excellent

Artie G.

Liked: Cleanliness
Very nice
Stayed 5 nights in Nov 2025

10/10 Excellent

John O.

Liked: Cleanliness
Quiet area
Stayed 6 nights in Sep 2025

10/10 Excellent

Dawn Z.

Liked: Cleanliness
Perfect for a Keys stay when you don’t want to be surrounded by Key West tourists.
Stayed 8 nights in Aug 2025

10/10 Excellent

Jack M.

Stayed 3 nights in Aug 2025

10/10 Excellent

David R.

Liked: Cleanliness
Everything in the cottage was pristine . I will be back again , and tell friends about you. If you could put a slip free mat in the tub, when wet is like stepping o ice . Thank you !
Stayed 3 nights in Aug 2025

8/10 Good

Shannon O.

Liked: Cleanliness

Cute cottage in the Keys

Easy check in. Our host was quick to answer emails prior to check in. The cottage was great for my husband and myself. Quiet and cozy. The location was perfect for us due to spending more time in Key West. We enjoyed our vacation and will definitely try to book with thos host again next year.
Stayed 7 nights in Jun 2025

10/10 Excellent

Tony S.

Liked: Cleanliness

Another great stay....

Clean and comfortable.
Stayed 6 nights in Jun 2025

10/10 Excellent

edward

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Very quiet. The pool was shared with several other houses and people used it but it was never crowded. We used it pretty much whenever we wanted. At most we had to wait 10 to 15 minutes for it to be empty. The laundry is just one wash and one dry. It worked ok for us but we had to check and wait to use it both times we tried. Kitchen was sufficient for a week but the appliances were cheap and not great. The area is very quiet, much better than key west. Highway 1 gets busy for about an hour at 10am (people head to the beach) but otherwise its ok. Pulling out of the driveway at that time was tough so plan accordingly. My wife called the place "dingy but good". Its old and could needs some repairs. Tiles are cracked, sprayer on sink was broken etc but it was clean and the owner was responsive. It's the type of place I seek out, cheap, clean and away from the crowds.
Stayed 6 nights in Jun 2025

10/10 Excellent

Pamela S.

Liked: Cleanliness
Clean quaint charming little cottages.
Stayed 6 nights in Jun 2025

8/10 Good

John H.

Liked: Cleanliness

Comfortable place to stay

The cottage was comfortable, and the bed was just right. We were in the Keys for a funeral, so not much running around.
Stayed 3 nights in May 2025

8/10 Good

Jay T.

Stayed 6 nights in Mar 2025

10/10 Excellent

Thomas B.

Liked: Cleanliness

Great getway to keys

Nice place and susan was an excellent hosts
Stayed 4 nights in May 2025

10/10 Excellent

Roy G.

Liked: Cleanliness

Great place to stay. We brought a boat with us, tied it up 50 yards away.

Outstanding location for us. Our stay was quiet and relaxing. I
Stayed 3 nights in Apr 2025

10/10 Excellent

Eric E.

Liked: Cleanliness

Wonderful oasis to feel at home!

Wonderful stay with great property and pool. Very well maintained!
Stayed 4 nights in Apr 2025

10/10 Excellent

Colleen S.

Liked: Cleanliness

Great get away

We have been staying at this property for over 20 years. It’s the perfect location for visiting all of the lower keys.
Stayed 7 nights in Mar 2025

10/10 Excellent

Jasmine M.

Liked: Cleanliness

Nice quite relaxing

We had a nice time at our stay. We stayed for 3 nights and it was close to key west and the docks were nice to fish off of. Place was clean and everything worked fine for us.
Stayed 3 nights in Mar 2025

10/10 Excellent

Tracy B.

Stayed 2 nights in Feb 2025

10/10 Excellent

Becky W., Grand Rapids, Ohio

Liked: Cleanliness

Cottage #3

This little cottage was perfect for our stay. Clean and comfortable. No frills but all essentials. Property manager gave very helpful clear directions to find the cottage. Would stay again.
Stayed 6 nights in Feb 2025

8/10 Good

Patricia N.

Liked: Cleanliness

Pleasant experience

Overall it I was good. Feel it needs some TLC. Window and door blinds need updating. Loved sitting on the screen porch which also might need some updating. Very peaceful.
Stayed 3 nights in Feb 2025

8/10 Good

Rebecca P.

Liked: Cleanliness

Cute

It was a very cute and small place to stay. My husband and I are very tall and felt a little cramped in the bathroom otherwise our stay was great. Check in and out was simple.
Stayed 3 nights in Jan 2025

10/10 Excellent

Virginia P.

Liked: Cleanliness

Nice cabin layout.

We liked layout of cabins. Plenty of trees and brush provided a sense of privacy. Nice porchfor afternoon sitting. Close to lots of restaurants/bars with good seafood.
Stayed 16 nights in Jan 2025

10/10 Excellent

Tamara J.

Liked: Cleanliness

Wonderful time

We had a wonderful stay in a small cottage in Cudjoe Key. It was a fun little place stay. Location was great for visiting the other Keys. I would seriously look at staying in one of the bigger cottages if I brought my family down. Thank you very much!
Stayed 4 nights in Dec 2024

10/10 Excellent

Faith H.

Liked: Cleanliness

Home away from home

Property kept clean. Very quiet. Close to my family
Stayed 4 nights in Nov 2024