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ISLE BE BACK To The Sunny Keys

Summerland Key accommodation with kitchen

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Photo gallery for ISLE BE BACK To The Sunny Keys

A room with a bed, a sofa, a TV, and a chair.
A small, single-story building with a white exterior and a blue awning.
A living room with a sofa, a patterned armchair, a small table with a lamp, a kitchen area with a refrigerator, and a patterned rug.
A compact kitchen with wooden cabinets, a dining table with chairs, a white lamp, and a patterned rug.
A white building with a blue awning, number 35, and a blue trash bin.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4800 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪9 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Room options

About the neighborhood

Summerland Key

Seaside stay .Within 6 miles (10 km) of this cottage, you'll find Florida Keys Beaches and Upper Sugarloaf Key. Boondocks Grille & Draft House is within 6 miles (10 km) and Lower Sugarloaf Sound is within 9 miles (15 km).
View more Cottages in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 4.8 miles
  • Florida Keys Beaches - 8 min drive - 4.8 miles
  • Upper Sugarloaf Sound - 9 min drive - 5.6 miles
  • Lower Sugarloaf Sound - 12 min drive - 7.8 miles
  • Key West Visitors Center - 18 min drive - 13.0 miles

Getting around

  • Key West Intl. Airport (EYW) - 33 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬3 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬10 min drive
  • ‪Square Grouper Bar and Grill - ‬4 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.

ISLE BE BACK To The Sunny Keys

VO035
Sparkling Clean 2Bd/1Ba w/ Free WiFi
Large Patio For GREAT Outdoor Enjoyment. This home is sparkling clean with all linens and features two bedroom with 1 full bathroom and is located on the south end of the park close to an open water common area. Living room offers a queen sleeper sofa with flat screen television, Free Wiress Internet, reclining chair and additional comfortable seating. Dining room adjoins the kitchen and offer table and chairs for plus two bar stools. Master bedroom features a queen size bed with flat screen television and hallway bath access. Adjacent the bathroom is a large closet with sliding doors with a full size washer and dryer. Guest bedroom features a full size bed and offers access to the private backyard courtyard with table, chairs and two lounge chairs to soak up the sun or gaze up at the starry night sky. Additional amenities include Central Air Conditioning, full size washer and dryer, 2 flat screen tv's for streaming, BBQ grill, DVD player, FREE IN HOUSE WIRELESS INTERNET and outdoor patio furniture. SECURITY DEPOSIT REQUIRED, NO SMOKING, NO PETS, 7 DAY MINIMUM LOBSTER SEASON, FREE WIFI IN REC HALL, OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.
VO REGISTRATION FEE $125**DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.
****PLEASE NOTE, THIS PROPERTY HAS A SHORTER DRIVEWAY/PARKING SPACE AND WILL NOT FIT TRUCKS OR SUV'S- GUEST MUST VERIFY PRIOR TO RESERVING****

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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Fishing nearby
  • Kayaking nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming 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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 800 square feet

Policies

Check-in

Check-in time starts at 3:00 PM

Contactless check-in available

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

Rules

Venture Out charges a $125 registration fee upon arrival paid via cash or cc only.

https://ventureoutcondo.com/wp-content/uploads/2025/02/Renter-Rules-Packet-2.24.25.pdf

Only 1 vehicle is allowed at/under the unit at any time. Other vehicles MUST park on the street during the day and pay for overflow at night.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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 not indicated whether there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Property is also known as

101451

Frequently asked questions

How close is ISLE BE BACK To The Sunny Keys to the airport?

This cottage is 21.6 mi (33-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does ISLE BE BACK To The Sunny Keys have an airport shuttle?

Airport shuttle services are not available at this cottage.

How close is ISLE BE BACK To The Sunny Keys to the beach?

This cottage is 4.4 mi (10-min drive) from Florida Keys Beaches and 11.5 mi (23-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does ISLE BE BACK To The Sunny Keys offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at ISLE BE BACK To The Sunny Keys?

No, there is no casino at this cottage.

What time is check-in at ISLE BE BACK To The Sunny Keys?

Check-in begins at 3:00 PM.

Is there free parking at ISLE BE BACK To The Sunny Keys?

Free parking is not available at this cottage.

Does ISLE BE BACK To The Sunny Keys have a pool?

Yes, there's a heated pool.

Does ISLE BE BACK To The Sunny Keys have a spa?

There are no spa services available at this cottage.

How close is ISLE BE BACK To The Sunny Keys to downtown Summerland Key?

This cottage is 2.1 mi away from Summerland Key.

ISLE BE BACK To The Sunny Keys Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 27 out of 35 reviews
Rating 8 - Good. 8 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Stephanie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location! Comfortable beds and all the amenities you need! I would definitely stay here again!
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

James A.

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

Nice place.

Nice location, convenient to where we needed to be.
Stayed 6 nights in Apr 2025
Verified review

10/10 Excellent

Patricia

Liked: Cleanliness, amenities, property conditions & facilities, communication
Loved the property !! Would definitely stay again
Stayed 6 nights in Apr 2025
Verified review

10/10 Excellent

Maria V

Liked: Cleanliness, amenities, property conditions & facilities, communication
Everything was nice
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Teresa S.

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

Nice!

Nice place for 4 adults. Perfect distance from Key west.
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

Krystina F.

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

Amazing Stay

Had a great time with family for mini season. Would definitely rent again. Beautiful place and plenty of room!
Stayed 7 nights in Jul 2021
Verified review

8/10 Good

Micheal G.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

5 day stay

Close to everything
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

Sean C.

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

Very clean place

Unit was well stocked and very comfortable
Stayed 9 nights in Aug 2021
Verified review

8/10 Good

Robin E.

Love the Keys!

Great location to Key West. The pool is great. Comfy and cozy place to stay. The owners are just a phone call away to help with anything you need.
Stayed 4 nights in Dec 2018
Verified review

10/10 Excellent

Mark S.

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

Spring Get away

Very nice, location and property. The people at the park were wonderful. We joined the pancake breakfast at the shelter house and had a great time and wonderful pancakes and sausage for 6. Great deal.
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

James H.

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

Gated fun!

We enjoyed our time at this quaint gated retirement community with lots of amenities. We based our vacation out of this nice and clean rental. Took advantage of the convenience store and pool. A wonderful location with beautiful sunrises and sunsets
Stayed 5 nights in May 2021
Verified review

10/10 Excellent

Bill B.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

We always try to get a certain unit . It’s perfect for us

Rxcellent
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Donald M.

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

Cute 2 Bedroom

This property has all the items that you would expect in the kitchen and more. It was a wonderful time, sitting in the back, relaxing with coffee in the morning . Supper time around the outdoor table. Grilled fish on the barbecue. I would definitely go back.
Stayed 8 nights in Feb 2025
Verified review

8/10 Good

Stephanie P.

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

Ok

Was a nice place and well supplied. Had a problem getting any television so I loaded my own Netflix on to it.
Stayed 6 nights in Feb 2025
Verified review

10/10 Excellent

Tom P.

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

LITTLE PIECE OF PARADISE

We really loved staying here. The house was small but cute. It fit our family of 5 just fine. The pots, pans, and dishes were in great condition (which seems to be pretty rare in vacation rentals). Plenty of towels for bathing, beach, and pool. Venture Out is a great community with lots to do. We loved the pool and the pickleball courts. The boys could fish right off the pier. Everyone we met was so friendly. It was great to have a little convenient store there. The only thing we wished it had was a little restaurant. We would definitely stay there again.
Stayed 8 nights in Feb 2021
Verified review

8/10 Good

Bill B.

Liked: Cleanliness, communication, listing accuracy
Nice little place to stay
Stayed 12 nights in Apr 2026
Verified review

8/10 Good

Kristy B.

Liked: Cleanliness, communication, location, listing accuracy

Gard shack lady

So cab was picking us up in front of shack, lady yelled at us Saturday afternoon to move vehicle and not politely ! Could have asked a lot nicer. Younger blonde lady, so rude !
Stayed 5 nights in Jun 2021
Verified review

10/10 Excellent

Michael L.

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

A very relaxing atmosphere.

Easy process, good communication, very friendly area.
Stayed 10 nights in May 2021
Verified review

10/10 Excellent

Jordan W.

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

Great stay on Cudjoe Key

Nice little space with excellent outdoor space in the backyard with a grill, zero gravity, chairs surrounded by tall vegetation for privacy. It had a cozy, cottage feel that was very clean. We traveled throughout the keys during our stay and didn't stay on site much but the resort had great amenities with pool, tennis, and other activities. Had dinner at Square Grouper, which you can walk to, that was fantastic. Not much else walkable for food and drink if that's your jam. Would recommend
Stayed 5 nights in Apr 2021
Verified review

10/10 Excellent

Norma O.

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

Keys

The only thing that was bad was the out door grill it was really dirty.
Stayed 7 nights in Apr 2021
Verified review

10/10 Excellent

L W.

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

Just Perfect!

Property was as described, very clean and we'll equipped with everything we needed! We loved it! Would definitely stay again! A 20-30 minute drive to Key West. Close to Bahia Honda State Park and all it's beauty! We visited a lot of the keys, great restaurants and plenty to do! Yes...Isle be back!! ⭐⭐⭐⭐⭐
Stayed 6 nights in Apr 2021
Verified review

10/10 Excellent

Linda F.

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

Nice place nice location

Very nice place with a wonderful small but private patio that I used most days to relax. Cudjoe is close enough to Key West (20miles) to take advantage of all the tourist stuff. Complete kitchen. Bathroom is small but doable. I would definitely stay here again.
Stayed 6 nights in Mar 2021
Verified review

10/10 Excellent

Susan P.

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

Easy stay for family with teens

Property was easy to access and very comfortable for three of us. Property owner kindly refilled tank for gas grill when we inquired and made very easy arrangements to fix the one ac unit that they had identified as not working prior to our stay. Clear communication was provided throughout stay. Bring your own ping pong paddles, balls, etc because anything usually shared on the larger property has been locked away for Covid.
Stayed 5 nights in Mar 2021
Verified review

10/10 Excellent

Kevin M.

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

Awesome place, community and hosts

Vicki and Bill are simply fantastic. Surprise balloons for my wife’s birthday started our vacation off on a high note. The cottage is in a very nice well kept community with plenty of activities. Being a short drive from key west and many other attractions was a plus. We couldn’t have asked for more. The outdoor patio in the back complete with grill, table and umbrella provided a nice evening in after the weekend hustle. The provided 5 ring binder with suggestions helped guide our impromptu trip nicely. We will definitely be back!!
Stayed 5 nights in Mar 2021
Verified review

10/10 Excellent

Sylvia W.

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

Loved the Keys!

We had a wonderful time! This home had so much storage. We loved the pickleball community - they were so welcoming. This was our first time in the keys and were a little surprised how little access there actually was to water. The cottage had everything that you could want. We did have a problem with the kayaks, but were told they won’t be listed any more so that is good. We recommend this location.
Stayed 5 nights in Feb 2021

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