Waterfront Home in Summerland Key | Best Rates & Deals on Orbitz

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Entire home

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Where to?

Dates

May 2025

June 2025

Overview
Amenities
Policies
Location
Host

Excellent

Entire home

2 bedrooms2 bathroomsSleeps 4816 sq ft

Popular amenities

Hot Tub
Pet friendly
Dryer
Washer

Explore the area

Cudjoe Key, FL

Venture Out Keys
‪7 min walk‬
Upper Sugarloaf Key
‪7 min drive‬
Florida Keys Beaches
‪8 min drive‬
Key West, FL (EYW-Key West Intl.)
‪31 min drive‬

Room options

About the neighborhood

Summerland Key

This cottage places you within a 10-minute stroll of Venture Out Keys and Venture Key. The cottage includes a kitchen, a balcony, and a refrigerator.

View more Cottages in Summerland Key

What's nearby

Venture Out Keys - 7 min walk - 0.4 miles
Upper Sugarloaf Key - 7 min drive - 4.0 miles
Florida Keys Beaches - 8 min drive - 4.1 miles
Upper Sugarloaf Sound - 9 min drive - 4.3 miles
Sugarloaf Beach - 21 min drive - 11.0 miles

Getting around

Key West Intl. Airport (EYW) - 31 min drive

Restaurants

‪Mangrove Mama's - ‬7 min drive
‪Boondocks Grille & Draft House - ‬9 min drive
‪Kiki's Sandbar - ‬11 min drive
‪The Square Grouper Bar & Grill - ‬3 min drive
‪Looe Key Tiki Bar & Grill - ‬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.

Waterfront Home

You found it!! Bring your boat! Charming cottage located in Venture Out, resort style community located on Cudjoe Key, just 20 miles from Key West. Remodeled cottage, Two bedroom, two bath, sleeps 4 (2 queen beds, there is also a sleep sofa), well equipped kitchen. Screened porch that overlooks the wide canal, 35' concrete bulkhead, with easy access to the Atlantic Ocean or Gulf. Amenities include heated 80' swimming pool, hot tub, tennis courts, full service marina and community convenience store. Wonderful restaurants nearby, post office, gourmet grocery, liquor store. There is a $125.00 fee that is due at check in payable to Venture Out for use of the amenities. Parking for one car, one golf cart and one motorcycle, additional vehicles will park in overflow parking. If you are bringing a boat, we have trailer storage for you just down the street. Please let me know.

The cottage is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find a TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Susan Rich

Languages

English

Similar properties

Kitchen
Washer
Dryer
Pet friendly

Property amenities

Pool/Spa

Communal pool
Heated pool
Hot tub

Internet

Available in the cottage: WiFi

Parking and transportation

Car recommended

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Microwave
Oven
Refrigerator
Spices
Stovetop
Toaster

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

2 bathrooms
Bathtub or shower
Hair dryer
Towels provided

Living spaces

Living room

Entertainment

Books
DVD player
Stereo
TV with cable/satellite channels

Outdoor areas

Balcony
Barbecue grill

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

Pet friendly
Welcoming dogs only
2 pets total (up to 20 lbs per pet)

Suitability/Accessibility

Smoke-free property

Services and conveniences

Iron/ironing board

Location highlights

Near a health/beauty spa
Near a hospital
Near the marina
Near the ocean
On the waterfront

Things to do

Arcade/game room
Billiards/pool table
Boat
Heated pool
Kayak
Table tennis
Tennis
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Water skiing nearby
Wildlife walks nearby
Windsurfing nearby

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher

General

Property located in a resort
Unit size: 816 square feet

Policies

Check-in

Check-in time starts at 3:00 PM

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

Pets

This property welcomes pets
Dogs only
2 total (20 lbs is the maximum weight per pet)
Restrictions apply
For more information, guests can reach out to the property at the number on the booking confirmation
Service animals exempt from fees
Note from host: $100 pet rent

Children and extra beds

Note from host: there is a canal in the back with no fence

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

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 private host, not a professional engaged in trade or business.
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.

Property is also known as

Resort Waterfront Home Cudjoe Key

Resort Waterfront Cudjoe Key

Resort Waterfront Home

Waterfront Home Cottage

Waterfront Home Cudjoe Key

Waterfront Home Cottage Cudjoe Key

Frequently asked questions

What's there to see around this cottage?

This cottage in Summerland Key is within a 10-minute walk of Venture Out Keys, Venture Key, and Out Key. You'll also find Florida Keys Beaches and Upper Sugarloaf Key within a short drive.

Will I be able to park at this cottage?

No, there isn't parking available at the cottage.

Is this cottage next to a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

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

What will couples enjoy most about a stay at Waterfront Home?

Amenities that appeal to couples at this waterfront cottage include a kitchen as well as tennis and a heated pool.

Are there hot tubs at Waterfront Home?

Yes, this cottage has a spa tub.

Does this cottage offer breakfast?

No, this cottage doesn't offer breakfast.

Does 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 this cottage?

No, this cottage doesn't feature connecting guestrooms.

What is the closest airport to this cottage?

The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 21.3 mi away (31 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.2 mi away (42-minute drive).

Are there rooms with balconies that I can book at Waterfront Home?

Yes, every accommodation at Waterfront Home comes with a balcony with some featuring water views.

Waterfront Home Reviews

8.8

Excellent

8.0/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

2.0/10

Eco-friendliness

10/10 Excellent

Charles N.

Apr 17, 2025

Liked: Cleanliness

Chuck

Great price great location

Stayed 3 nights in Apr 2025

8/10 Good

Sharon K.

Apr 16, 2025

Liked: Cleanliness

Nice place

Good

Stayed 8 nights in Mar 2025

6/10 Okay

Sandy B.

Mar 20, 2025

Disliked: Cleanliness

Waterfront Property

Referring back to the review posted October 28, things haven’t improved This could be a nice place with some TLC

Stayed 7 nights in Mar 2025

8/10 Good

CAROLINE L.

Mar 11, 2025

Great spot

Venture out is more of a retirement community than a family resort. The location is ideal and the house was well appointed

Stayed 4 nights in Mar 2025

10/10 Excellent

Andrea M., Iron Mountain, MI

Mar 9, 2025

Stayed 15 nights in Feb 2025

10/10 Excellent

Glenn N.

Mar 7, 2025

Liked: Cleanliness

Keys Visit

All was good. Exactly as expected, clean, organized.

Stayed 3 nights in Feb 2025

10/10 Excellent

Beth B.

Mar 4, 2025

Liked: Cleanliness

First trip to the keys

Property was perfect for our needs and a short distance from Key West.

Stayed 3 nights in Feb 2025

10/10 Excellent

Amy Q., Downingtown

Feb 25, 2025

Liked: Cleanliness

Great location

Loved this property and the community. Great property, near some great restaurants. Would definitely stay again.

Stayed 3 nights in Feb 2025

4/10 Poor

Tina E.

Jan 24, 2025

Keys trip

First, you walk into the property through a bedroom. Stupid. The screen doors in the front and back kept falling off the tracks. 4 very old bath towels which meant washing constantly. The overall feel was that the place was old. Shower faucet in the one bathroom was ready to come off the wall. And the smell off the canal was the most disgusting smell - I can’t even describe it.

Stayed 7 nights in Dec 2024

8/10 Good

David C.

Dec 16, 2024

Good, overall

I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type of property for ocean activity, which would require near-constant TLC. We were permitted a late check-out. Thank you to the host.We would rent this property again.

Stayed 4 nights in Dec 2024

8/10 Good

Verified traveler

Dec 11, 2024

Liked: Cleanliness

Nice House

Points lost for not a lot of necessary itemsOnly enough towels for 1 each, no spares The bed in the 2nd room was so high one guest couldn’t get into it, so slept on the sofa, but there was only a spare sheet and no quilt There was only the toilet roll on the holder 1 more, in each bathroom, tiny bottle of dish soap, no dishwashing tabs, (packet was empty)Found 1 tide pod & 1 dryer sheet!! Other than that it was well equipped & clean

Stayed 10 nights in Nov 2024

8/10 Good

Daniel M.

Dec 9, 2024

Stayed 13 nights in Nov 2024

6/10 Okay

Sonny

Oct 28, 2024

Disliked: Cleanliness, property conditions & facilities

Well where do we start. When you first walk in you walk through the spare bedroom. , the house smelled like a mix of cigarettes and dog, everything is pretty much dirty and stained, if you bring a boat be ware that they don’t have any bumpers it’s solid concrete and only have two cleats. The cooking utensils are very old, couches are full of stains as are the ceilings , walls, casings, etc. I don’t believe there’s any money put back into this rental unit. Was disappointed to say the least

Stayed 7 nights in Oct 2024

10/10 Excellent

William G.

Aug 20, 2024

Liked: Cleanliness

Stayed 8 nights in Jun 2024

10/10 Excellent

art m.

Aug 16, 2024

Liked: Cleanliness

Good fishing "home base"

Has a nice seawall that can accomodate about a 30 foot boat. Cleaning station for fish was nice also. Actual house unit was older, but nice. We really just used it for cooking our fish and sleeping. The main perks of this place is that it has a seawall on a protected canal to keep a boat, has good channel access to both the oceanside and gulf, and is clean. Marina with boat fuel and boat ramp is in Venture Out neighborhood just a few hundred feet away from this actual unit. Overall a good time.

Stayed 5 nights in Jul 2024

10/10 Excellent

Christie O.

Aug 14, 2024

Liked: Cleanliness

Stayed 4 nights in Jul 2024

6/10 Okay

Susan C.

Aug 11, 2024

Tell the truth

The location is amazing with lots of amenities. They have tennis courts, swimming pool right on The Atlantic ocean, a store on site, and many, many more and amenities. I found that the trailer we were in was comfortable, had a great AC just a little dated and needed a bit of maintenance. One thing I was not aware of nor was I told is that you could only have six people which means that your family cannot come into the facility to visit. This was very disappointing as we had family members on the same key just at another location. They couldn’t even come in to go on our boat. Also, they were working on the seawall, so our days were filled with pounding of cement that they were extracting from the seawall all day long. We asked for a new location but didn’t hear back from Jennifer. Communication initially was positive with her, but after I brought it to attention about the seawall, she told me she would get back to me the next day on a possible relocation, but but did not receive a notice back from her the rest of the week. The location was convenient for what we needed it for we were going to lobstering and then to Looe Key!

Stayed 5 nights in Aug 2024

6/10 Okay

Patty B., Palm Beach Garden,Fl

Jun 22, 2024

Disliked: Cleanliness

It’s sad

Starting with a good, the beds were clean and comfortable, and the bathrooms were clean. But the house is sad. No one has done maintenance screens ripped chairs on the porch, broken no bath mats and outside of countertops. Everything is dusty. I wish I could show a picture of the air conditioning vent. It has years worth of dirt on it.

Stayed 7 nights in Jun 2024

10/10 Excellent

Susan W.

Jun 9, 2024

Liked: Cleanliness

Great property

Wonderful little house in a gated area right on a canel.

Stayed 3 nights in May 2024

10/10 Excellent

Ronald K O., Vero Beach, USA

May 26, 2024

Liked: Cleanliness

Wonderful Keys rental

We loved our time here and the host was very friendly. We would definitely stay here again!

Stayed 3 nights in May 2024

8/10 Good

Anthony F.

May 24, 2024

Liked: Cleanliness

Venture Out Cudjoe

Overall, had a great time and the Venture Out organization had everything well organized. The unit was older but did what we expected when we weren't on the water. Trailer storage was not ideal, due to the 2 vehicle limit. A few missed spots in cleanliness. Overall a good place. We would stay again!

Stayed 3 nights in May 2024

8/10 Good

Kenny P.

Apr 13, 2024

Disliked: Cleanliness

Awesome place thanks much

Would definitely come back!!!!

Stayed 5 nights in Apr 2024

4/10 Poor

Cassady R.

Apr 5, 2024

Disliked: Cleanliness

Dirty and in need of maintenance

Could actually be a cute and lovely place to stay if anyone cared to clean it thoroughly and take care of some very basic maintenance. Floors dirty to the point you can’t walk around without shoes on… and let’s be honest we are in the keys we kind of want to kick off the work boots and enjoy some barefoot living. Huge emphasis on cleaning all dishes before you leave yet there was dirty dishes in the cabinets upon arrival. Bath towel had a long hair hanging from it. Blinds have stains all over them and most importantly for safety purposes exposed wires from an outlet on the back deck as well the lights did not work out there. I would personally never stay there again although it has potential. Also pretty tight quarters for just two of us. Most importantly just dirty and in need of some basic upgrades.

Stayed 5 nights in Mar 2024

10/10 Excellent

Verified traveler

Mar 28, 2024

Liked: Cleanliness

A real gem!

Great amenities. Owner was very responsive to a question and very helpful.

Stayed 3 nights in Mar 2024

6/10 Okay

Jeff M.

Mar 24, 2024

Liked: Cleanliness

Idiots working security!

1500 characters is not enough to tell the whole story correctly. The unit I stayed was great, very clean and was described correctly in the listing. My host Jennifer was available to answer questions if I had them. I was very happy with the unit! My problem was with the two idiots working security. They were rude! When I went to check in, I was told that they didn't have any information on me. (Jennifer assured me when I spoke with her later that day that she had given then all the information they needed). Steve, which I found out is suppose to be the supervisor, felt for some reason he needed to raise his voice towards me while giving his welcome aboard speech. I asked about trailer parking and Steve said we don't have any. Jennifer told me about overflow parking available if needed. Steve didn't mention anything about overflow parking, just said we don't have any. To make a long story short, I went in and complained to the manager. He seemed concerned. I told him about the two security guards attitude. I asked him about trailer parking which my host told me was available, and if there wasn't, is there other trailer parking available which my host told me there was. He asked did they (the security idiots) give you a list of overflow parking available, I said no. He said let me go out and get you one. Again I was very happy with the unit and Jennifer as my host! What was disgusting was dealing with the two idiots at the front gate when I checked in.

Stayed 4 nights in Mar 2024