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

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Exterior
Beach nearby
Outdoor pool
Exterior
Smart TV

Reviews

8.8 out of 10
Excellent

Entire home

3 bedrooms2 bathroomsSleeps 61272 sq ft

Popular amenities

  • Ocean view
  • Pool
  • 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.)
    ‪35 min drive‬

Room options

About the neighborhood

Summerland Key

This vacation home places you within a few miles (5 km) of Upper Sugarloaf Key and Upper Sugarloaf Sound. The vacation home includes a kitchen, a balcony, and a refrigerator.
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
  • ‪The Bent Prop - ‬19 min walk
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 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.

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

Main House - You're in the tropics... listen to the waves, rest, relax or fish, and snorkel. Spacious three bedroom, two bath home, with direct ocean access, dockage, boat ramp and swimming pool. Sunrise view overlooking Cudjoe Bay. Fully furnished, linens, cable/internet. This home is on a compound, the swimming pools, dockage and property are shared with the other units on the property. The perfect spot for weddings, reunions, or large groups! Square Grouper restaurant and bar in the is down the street. Shuttle to Key West just steps from the home. Come and stay with us, you're sure to have a wonderful vacation.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, 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 washing machine and a coffee maker.

Similar properties

Exterior
SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washer
9.8 out of 10, Exceptional, 90 reviews
$393 nightly
The price is $436
Jun 16 - Jun 17
Total with taxes and fees
SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • 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

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

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
  • 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

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

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 doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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: 4:00 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 carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

Vrbo Property

Frequently asked questions

What can I see around this vacation home?

This vacation home 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.

Is parking available on site at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

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

Will I find an indoor pool at this vacation home?

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

What amenities will couples enjoy at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

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

Are there hot tubs at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

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.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

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

How close is the airport from this vacation home?

The closest major airport to this vacation home 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 around 28.4 mi away.

Are there rooms with balconies that I can book at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

Yes, every house at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West comes with a balcony and some offer ocean views.

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

Reviews

8.8

Excellent

Rating 10 - Excellent. 56 out of 100 reviews
Rating 8 - Good. 30 out of 100 reviews
Rating 6 - Okay. 6 out of 100 reviews
Rating 4 - Poor. 5 out of 100 reviews
Rating 2 - Terrible. 3 out of 100 reviews

8.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Bob B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location plenty of room for 4 adults and 2 kids
Stayed 3 nights in Feb 2026
Verified

8/10 Good

Valerie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect except the beds need replaced.Loved the view!
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Denise B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for us, liked the secluded feeling. Little overgrown and outdated. Clean, ease of checking in. Worked just right for us.
Stayed 4 nights in Feb 2026
Verified

8/10 Good

Jan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place. Very comfortable. Gorgeous view. Host was responsive.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

James G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This location was better than the pictures. My family and I truly enjoyed every minute we spent here and will definitely return if we’re back in the area. The backyard……..pictures can not do this kind of beauty justice!!! Sunrise and sunsets are gorgeous. Coconuts everywhere, we swam in the pool in February…….just amazing. Highly recommend
This is what we woke up to and was able to relax, read a chapter, and watch the sunrise
Stayed 3 nights in Feb 2026
Verified

8/10 Good

Jen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a nice stay at Cudjoe key. We like the location of the home (in between Key West and Marathon). Views were beautiful! We enjoyed the local wildlife neighbors (lizards, pelicans, a one legged cormorant and jelly fish). Great restaurants nearby. Pool was nice and plenty of outdoor chairs for relaxing. Inside the home was as expected based on prior reviews. I would like to have had more bath towels provided. Communication and instruction from the managers good. Washer and dryer very efficient.
Stayed 7 nights in Mar 2026
Verified

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
Verified

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
Verified

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
Verified

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
Verified

6/10 Okay

Shaunie R.

Liked: Check-in, location
Great location but property/house is outdated.I think one of the big issues is in the living room. There are no blinds or curtains so you get constant sunlight which makes the house hot and you can’t even see the television screen because of the glare.Outside pool furniture was broken.
Stayed 4 nights in Dec 2025
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Yuselys C.

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

Grateful

Peace
Stayed 3 nights in Jun 2025
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

8/10 Good

Margie D.

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

Nice property

The home was neat and clean. There were a few items that needed to be repaired… Drawers in the primary bathroom vanity and master bedroom armoire. could’ve had more bath towels… We stayed one week the pool and dock area were very nice. Also, the kitchen amenities, including dishwasher worked very well for us… Would recommend
Stayed 6 nights in Mar 2025
Verified

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

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