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Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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Exterior
Pool
Fridge, microwave, oven, stovetop
Outdoor dining
Marina

Reviews

8.8 out of 10
Excellent

Entire home

3 bedrooms2 bathrooms1350 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

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.)
    ‪33 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 patio, 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 - 5.6 miles
  • Sugarloaf Beach - 15 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
  • ‪Mangrove Mama's - ‬3 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪5 Brothers Two - ‬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.

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

You're in the tropics... listen to the waves, rest, relax or fish, kayak and snorkel, if you wish to lose a few pounds. Three bedroom, two bath home, with direct ocean access, boat parking at the back door. Sunrise view, ocean breezes. Fully furnished, linens, cable/internet. This home is on a compound, we also have several one bedroom units as well as 2 bedroom. The perfect spot for large groups! Square Grouper restaurant and bar in the is down the street. Lower Keys 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 patio, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine and a coffee maker.

Similar properties

Exterior
SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washer
9.8 out of 10, Exceptional, 87 reviews
$450 nightly
The price is $499
Apr 22 - Apr 23
Total with taxes and fees
SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Property amenities

Pool/Spa

  • Pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

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

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

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.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Location highlights

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

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Wildlife walks 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: 1,350 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
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed
Please inquire

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
Note from host: Please inquire
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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number L15000144105

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.
  • Note from host: Please inquire
  • Onsite safety features include a fire extinguisher and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What can I see within easy reach of 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 this vacation home adjacent to a casino?

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

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 19.3 mi away (27 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is around 28.3 mi away.

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 102 out of 164 reviews
Rating 8 - Good. 35 out of 164 reviews
Rating 6 - Okay. 18 out of 164 reviews
Rating 4 - Poor. 7 out of 164 reviews
Rating 2 - Terrible. 2 out of 164 reviews

8.4/10

Cleanliness

6.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

8/10 Good

Anthony S.

Liked: Cleanliness
Just spent 4 days, was a absolute blast! The big house had a awesome screen room and views were incredible! Dock space was good but is a little limited for bigger boats. Was very dog friendly! Kids loved the pools and kayaks!
Stayed 3 nights in Mar 2026

8/10 Good

Lynda M.

Other than being sparsely stocked with basic things the house was great
Stayed 3 nights in Jan 2026

10/10 Excellent

Sagar M.

Liked: Cleanliness
We had an incredible stay! The space was clean, stylish, and perfectly located. It made our Keywest trip even more special. Would 100% book again!
Stayed 1 night in Feb 2026

10/10 Excellent

Karen K., Mechanicsville, MD

Liked: Cleanliness
This is a large, comfortable house close to Key West, but far enough away from the hustle and bustle
Stayed 4 nights in Jan 2026

10/10 Excellent

Verified traveler

The home itself does need some updating but overall the home fit our needs. Could have had a better cleaning in some areas, but we will be back to stay in the future.
Stayed 3 nights in Dec 2025

10/10 Excellent

melissa

Traveled with family
Location and views are perfect, the home itself needs love. Lots of things broken. The pool is very clean kept up. The docks are nice. Landscaping is great!! Space in the home is amazing, the screened in porch makes the space huge. We opened the windows and doors and never shut them until we left partially because we couldn't, no idea how to lock the doors. 🤔😂 It was amazing. Big bathroom shower has no water, the smaller one has water but comes out weird. Fridge freezes the food and has no settings. Washer sounds like it's going to explode!! However, if you can laugh it all off and see past it, this home is probably THE best space locations and price for families on a budget. I would stay here again and again!! I did not want to leave, we stayed right up to checkout time.
Stayed 4 nights in Dec 2025

10/10 Excellent

Mark C.

Liked: Cleanliness
We had a great stay. Had trouble getting the door locks to work but otherwise great.
Stayed 2 nights in Dec 2025

6/10 Okay

patricia g., Kingsport, TN

Its very obvious that the property is very neglected. The perfect spot, but not up to par for the . I reached out 2 months prior to make sure appliances worked accordingly, as my family and friends would be attending my 50th bday and had to cook and cater my party at a separate venue, and appliances were in poor and not in working condition. Kitchen faucet is installed back words and leaks. One oven sounds like its going to blow up and the other does not work at all. Nice refrigerator but ice maker does not, so you when you open freezer, you get a big block of ice in a shopping bag. Main shower is tricky to get to work, and major damage to soap holder.( careful if you let children shower in there) Its a nice place but very neglected. Don't open the old ice maker on patio, something died in there. Do not leave anything out....the ants will take over. Also the rebar exposed on patio is not kid friendly either. I called maintenance immediately, and next morning showed up and was told that it is what it is..that I should I understand how rich people are with their rental properties. Perfect location but not well taken care of.
Stayed 4 nights in Oct 2025

8/10 Good

Edward R.

Liked: Cleanliness
Location was great and the view was spectacular. We thoroughly enjoyed sitting out by the dock and looking at the ocean. Just don't expect the lap of luxury as the home could use a little TLC. Although the areas of concern are primarily cosmetic, there are several parts of the home that need attention, such as the shower handle (shower still works), kitchen counter tile, and patio concrete piling with visible rebar. We also had the misfortune of having a smoke detector chirp in the middle of the night. The host did respond quickly and had a handyman remove the malfunctioning detector. As long as you're not looking for the Ritz, it's a great spot for a waterfront getaway.
Stayed 3 nights in Nov 2025

10/10 Excellent

Kirk D.

Liked: Cleanliness
Great location , clear communications and listing accuracy. Will be coming back again
Stayed 6 nights in Sep 2025

6/10 Okay

Brian B.

Liked: Cleanliness

8/4-8/9

Check in was great kitchen had issues. The stove took about 30 minutes to heat up and the display didn’t work and the other stove didn’t work at all. I’ve stayed in several Vrbos before and this kitchen had very few supplies. We were told there was a ramp and electricity at the dock, there was neither.
Stayed 5 nights in Aug 2025

10/10 Excellent

Jonathan K.

Liked: Cleanliness

Family Vacation.

The property was excellent. The location was perfect. Quiet and relaxing.
Stayed 5 nights in Jun 2025

10/10 Excellent

Mariana Y.

Liked: Cleanliness

perfect for what we needed it for

it was a great day. Best part about it was being able to see the water from the balcony! my family and I were able to cook breakfast and eat outside together! We definitely will be back.
Stayed 4 nights in Jun 2025

10/10 Excellent

Nelson K.

Liked: Cleanliness

Priced right

There are many small things that could be fixed but this is a good value.
Stayed 7 nights in May 2025

10/10 Excellent

Mikhail F.

Liked: Cleanliness
Stayed 5 nights in May 2025

8/10 Good

William T.

Liked: Cleanliness

Week away

We go every year to Key West with the boat to go diving and enjoy the warm weather. We tried this new place (our usual was not available). If bringing a boat, know to get to the channel will have to go thru very shallow water (our 23ft boat handled it very well). The available ramp on property was a little to be desired so used the Marina ramp. The “big house” needs some updates- 2 ovens but only 1 works, the sliding door kept coming off track, broken tile in the bathroom and a huge chunk of cement missing from a main outside column. Overall it met our needs for why we were there.The pool area was nice and enjoyed it every night, even saw 2 iguanas in the area.
Stayed 6 nights in May 2025

10/10 Excellent

Nicole G.

Liked: Cleanliness

Family get away

We had a fantastic stay, lots of room for our kids and even room for our family when they came over. Watched the sunrise on the enclosed deck every morning and evening had a walkway toSit on the water. Definitely recommend this location!!
The view from the walkway
The view of sunrise from the deck
The house
Stayed 4 nights in Apr 2025

10/10 Excellent

Matthew R.

Liked: Cleanliness

Fabulous

We have stayed in the Keys often. This place has it all…great water views, kitchen of glass with more great views and an open floor plan full of light. The house is clean and nicely decorated. Dock was perfect for the boat we rented…caught lots of lobster the last several days of the season!
Stayed 8 nights in Mar 2025

8/10 Good

Tara E.

Liked: Cleanliness

Great location and clean house

After reading the other reviews I packed my air mattresses… didn’t need them the beds were fine. The patio rail is fixed based on a previous post. Only 1 working TV but not a big deal. 2 built in ovens but neither works, not ideal for larger family to use a small toaster oven. The place was clean and you can’t beat the location.
Stayed 5 nights in Mar 2025

8/10 Good

Jennifer S.

Stayed 4 nights in Feb 2025

10/10 Excellent

jeannie b., Cottondale

Liked: Cleanliness

Stay for March

The house was located in a great place and was a very easy checkin / checkout process. Thank you for a great stay.
Stayed 4 nights in Mar 2025

10/10 Excellent

Ian D.

Liked: Cleanliness

Family Vacation March '25

We fell in love with this property upon our arrival and during our stay! It was very comfortable and the large screened in porch with a view of the Atlantic was one of the stars of our stay during breakfast sipping coffee in the morning and cocktails in the evening. We enjoyed the peacefulness while we relaxed at the pool. We had two minor issues and after contacting the property manager they were fixed within the hour. We definitely would stay here again.
Stayed 7 nights in Mar 2025

10/10 Excellent

Joann C.

Liked: Cleanliness

Weekend getaway with family

The place was spacious, very clean and beautiful!
Stayed 3 nights in Feb 2025

10/10 Excellent

Sheila M.

Liked: Cleanliness

Fishing trip with friends

The location and ambiance of the property is wonderful. The house itself could use some TLC and attention to detail. It was difficult to find because there is no number on the house and Google maps was confused. There are loose and damaged faucets, burnt out light bulbs, missing fan blades, minimal towels, and no hooks in the bathroom to hang your robe or clothes on when you shower. Most repairs could be done quickly and inexpensively and would greatly enhance the stay.
Stayed 3 nights in Feb 2025

8/10 Good

Barbara S., San Antonio, TX

Liked: Cleanliness

It's all about the view!

This house is on stilts, and the views from the Atlantic-facing side are amazing! You look over the treetops and see the ocean from the kitchen, dining area, one bedroom, and the giant screened-in porch! The view is expansive enough to give you a glimpse of both sunrise and sunset. When we were at the house, we spent much of our time on the porch -- we really didn't want to leave. The pool right behind the house was enjoyable and seemed very clean. The location is great -- only 30 minutes from Key West!
Stayed 3 nights in Feb 2025