Entire home

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

Overview
Amenities
Policies
Location
Host

Excellent

3 bedrooms2 bathroomsSleeps 61272 sq ft

Popular amenities

Dryer
Washer
Parking available
Pool
Barbecue grill

Explore the area

Cudjoe Key, FL

Venture Out Keys
Upper Sugarloaf Key
‪3 min drive‬
Florida Keys Beaches
‪11 min drive‬
Key West, FL (EYW-Key West Intl.)
‪34 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

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.

Property manager

Susan Rich

Add dates for prices

Amenities

Pool

Washing machine

Dryer

Free WiFi

Air conditioning

Parking available

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Similar properties

Sea view
Pool
Kitchen
Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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

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.

Cudjoe Key, FL

What's nearby

Upper Sugarloaf Key - 3 min drive - 3.3 km
Florida Keys Beaches - 11 min drive - 10.4 km
Sugarloaf Beach - 17 min drive - 14.4 km
Boca Chica Nude Beach - 35 min drive - 27.9 km
Duval Street - 39 min drive - 41.4 km

Getting around

Key West, FL (EYW-Key West Intl.) - 27 min drive

Restaurants

‪Mangrove Mama's - ‬3 min drive
‪Boondocks Grille & Draft House - ‬9 min drive
‪5 Brothers Two - ‬9 min drive
‪Morning Joint - ‬2 min drive
‪Broil - ‬4 min walk

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.

Is Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West pet-friendly?

No, pets are not allowed at this 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).

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

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

10/10 Excellent

Michelle K.

4 Jun, 2025

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

10/10 Excellent

Cheryl P.

24 Jun, 2025

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

10/10 Excellent

Yuselys C.

28 Jun, 2025

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

Grateful

Peace

Stayed 3 nights in Jun 2025

10/10 Excellent

Justin D.

25 Jul, 2025

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

8/10 Good

Mitchell D O.

11 Feb, 2025

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

8/10 Good

Brian M.

26 Mar, 2025

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

Mac

The house was good for the five of us men. We were comfortable with the sleeping conditions. The kitchen lacked a couple essential pots and dishes to cook with. Yes the house could use some TLC but it was fine for what we needed. I would stay again

Stayed 3 nights in Mar 2025

8/10 Good

Lorilie L.

16 Mar, 2025

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

Beautiful water view

This has beautiful views, a pool that is heated. The house is in need of some maintenance. Two bedrooms are in desperate need of mattresses, specially if you’re using for adults, our guests were complaining. The house has plenty of kitchen supplies as in plates silverware cups coffee cup, The house was clean and we met the house keeper, she was very nice and we appreciated her. Our intentions were to enjoy our time away, and that we did.

Stayed 8 nights in Mar 2025

10/10 Excellent

Mary W.

14 Jan, 2025

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

Relaxing with a Peaceful View

We were very happy with this VRBO and would stay again. Some attention to cleaning out drawers and dusting behind things should be addressed. Everything else was so nice we still give it 5 stars.

Stayed 5 nights in Jan 2025

6/10 Okay

Steve'n Sherry C.

13 Nov, 2024

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

10/10 Excellent

Patrick K.

29 Aug, 2024

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

10/10 Excellent

Holly G.

17 Dec, 2022

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

8/10 Good

Clive B.

15 Feb, 2025

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

Cudjoe Key

Property was very clean. Kitchen is well stocked with equipment. Location and pool were excellent. Pool furniture needed repair. Master bath needs some repair on shower door and vanity. First guest room bed needs replacement. Difficult to find the driveway entrance from the highway.

Stayed 2 nights in Feb 2025

10/10 Excellent

wade t.

21 May, 2024

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

10/10 Excellent

William E.

5 May, 2023

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

10/10 Excellent

Michael D.

3 Apr, 2023

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

Amazing as usual

Always a great stay!!

Stayed 6 nights in Mar 2023

6/10 Okay

Cristina R.

28 Oct, 2024

Liked: Check-in, communication, location

Average

Location was good. We felt safe. Host was good at communicating. The home does need TLC/cosmetic needs. Aside from it I would recommend without high expectations.

Stayed 3 nights in Oct 2024

8/10 Good

Olivia C.

27 Mar, 2024

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

10/10 Excellent

Michael M.

10 Aug, 2023

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

10/10 Excellent

Amy K.

7 Jan, 2023

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

8/10 Good

Michele H.

9 Feb, 2023

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

10/10 Excellent

Jeffrey W.

1 Feb, 2024

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

Good time

Loved our stay. This property works well for us, quiet but close enough to Key West to catch sunsets, shopping, and more dining options. Beautiful sunrises. Although quiet has pretty much everything you need nearby. Communication with Susan very easy

Stayed 7 nights in Jan 2024

10/10 Excellent

Deborah S.

7 Apr, 2024

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

Family vacation

Overall everything was nice. There were a few issues which I addressed with our host. Shower door broken, and no gas in gas grill. Location was beautiful and quiet setting. Our family enjoyed our Cudjoe Key stay

Stayed 3 nights in Apr 2024

10/10 Excellent

Roy H.

15 May, 2023

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

Retirement Fishing Trip

What a beautiful home and spectacular views. Just loved sitting out on the Adirondack chairs watching the sunrise and sunset to a cool breeze, nice music, and a cup of coffee or maybe a Margarita.

Stayed 4 nights in May 2023

8/10 Good

Amy B.

23 Apr, 2024

Liked: Check-in, communication, location, listing accuracy

Family Fun!

Overall, its a great location, the communication was key, the stay was fantastic, the house was outdated and a few minor obstacles but we made the BEST of everything. We wanted relaxation and thats what we got. Thank You for your hospitality and comforting home!

Stayed 4 nights in Apr 2024

10/10 Excellent

Grant H.

25 Jan, 2023

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

Cudjoe heaven

Perfect place on the water with a mini beach. Great for children. House is really nice and spacious with a great view. Big bummer the pool wasn’t heated! Enjoyed the stay and would stay there again!!

Stayed 9 nights in Jan 2023