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

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

Shared pool
Living area
Living area
Living area
Private kitchen

Reviews

8.6 out of 10
Excellent
3 bedrooms2 bathroomsSleeps 6118.2 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View 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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 2

1 Queen Bed

Bedroom one

1 Queen Bed

Master Bedroom

1 King Bed

2 bathrooms

Bathroom 1

Bathtub or shower

Bathroom 2

Bathtub · Shower only

Spaces

Kitchen
Balcony

About this property

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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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Similar properties

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Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
8.8 out of 10, Excellent, (164 reviews)
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

House Rules

Check in after 4:00 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

No pets allowed
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Summerland Key

Located in Summerland Key, this holiday 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.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.3 km
  • Upper Sugarloaf Sound - 4 min drive - 4.6 km
  • Lower Sugarloaf Sound - 7 min drive - 8.2 km
  • Florida Keys Beaches - 8 min drive - 9.0 km
  • Sugarloaf Beach - 15 min drive - 14.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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
  • ‪5 Brothers Two - ‬9 min drive

Frequently asked questions

Does Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

As of 23 Apr 2026, prices found for a 1-night stay for 2 adults at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West on 10 May 2026 start from AU$559, 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 Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

On-site parking is available at the property.

What time is check-in at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West?

Checkout is at 10:00 AM.

Where is Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West located?

Situated on the waterfront, this holiday home is within 3 miles (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound and Venture Key. Venture Out Keys and Out Key are also within 3 miles (5 km).

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 54 out of 98 reviews
Rating 8 - Good. 30 out of 98 reviews
Rating 6 - Okay. 6 out of 98 reviews
Rating 4 - Poor. 5 out of 98 reviews
Rating 2 - Terrible. 3 out of 98 reviews

8.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.2/10

Communication

9.6/10

Location

8.8/10

Listing accuracy

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

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

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

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

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

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

Yuselys C.

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

Grateful

Peace
Stayed 3 nights in Jun 2025
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

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

Justin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was the best water front with a pool in the lower keys for the money. We really enjoyed our stay, and look forward to booking again. I wouldn’t expect a brand new house and there was some things that were less then pristine about the house but isn’t most things in the Florida Keys. Side note accessing the slips by water is a bit of a challenge. Cudjoe Bay is shallow! 2 houses south has buoys use them and head out that way.
Stayed 3 nights in Jul 2025
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

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

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

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

About the host

Hosted by Susan Rich

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