Entire home

ISLE BE BACK To The Sunny Keys

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 white building with a blue awning, number 35, and a blue trash bin.
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.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Spa pool on site
  • Patio
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View 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

Rooms & beds

2 bedrooms (sleeps 4)

Guest

1 Double Bed

Master

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

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About the area

Summerland Key

Located in Summerland Key, this cottage is by the sea. Florida Keys Beaches and Upper Sugarloaf Key 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. Looking to get your feet wet? Kayaking, scuba diving and snorkelling adventures can be found near the property.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.6 km
  • Florida Keys Beaches - 8 min drive - 7.7 km
  • Upper Sugarloaf Sound - 9 min drive - 8.9 km
  • Boondocks Grille & Draft House - 11 min drive - 12.1 km
  • Lower Sugarloaf Sound - 12 min drive - 12.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬7 min drive

Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at ISLE BE BACK To The Sunny Keys?

As of 1 November 2026, prices found for a 1-night stay for 2 adults at ISLE BE BACK To The Sunny Keys on 4 November 2026 start from NZ$1,652, 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 ISLE BE BACK To The Sunny Keys pet-friendly?

No, pets are not allowed at this property.

How much is parking at ISLE BE BACK To The Sunny Keys?

On-site parking is available at the property.

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

Check-in begins at 3:00 PM.

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

Checkout is at 10:00 AM.

Where is ISLE BE BACK To The Sunny Keys located?

Situated by the sea, this cottage is within 6 miles (10 km) of Upper Sugarloaf Key, Florida Keys Beaches and Boondocks Grille & Draft House. Lower Sugarloaf Sound and Big Pine Key Flea Market are also within 9 miles (15 km).

Reviews

9.6

Exceptional

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

9.8/10

Check-in

9.4/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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
Response from VrboOwner on 17 February 2026
Thank you Stephanie. It is great to know you enjoy the home and your stay here. We look forward to your return. WFR
Verified review

10/10 Excellent

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
Response from VrboOwner on 25 April 2025
We are happy you enjoyed your time here with us and the home meet your expectations.Thank you for sharing your feedback, we hope to see you return here to the beautiful Florida Keys.
Verified review

10/10 Excellent

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

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

10/10 Excellent

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

10/10 Excellent

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
Response from VrboOwner on 5 April 2025
Teresa..So happy to hear you enjoyed your stay. Hope to see you again soon. WFR
Verified review

8/10 Good

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

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

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

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
Response from VrboOwner on 10 April 2025
Mark, Thank you for the great review. So happy you enjoyed your stay and we look forward to hosting you again soon. WFR
Verified review

10/10 Excellent

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
Response from VrboOwner on 23 May 2021
Thank you for those kind words. We try to provide everything you need for your home base to tour the beautiful Lower Keys. Ya’ll come back now!! 🏖🌸
Verified review

10/10 Excellent

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
Response from VrboOwner on 24 April 2023
william, so happy you enjoyed your stay at Isle be back and venture out...see you again soon. waterfront keys realty
Verified review

10/10 Excellent

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
Response from VrboOwner on 23 February 2025
Donald, Thanks for the great review. We are so happy you enjoyed your stay with us and hope to see you again soon. WFR
Verified review

8/10 Good

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

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

Liked: Cleanliness, communication, listing accuracy
Nice little place to stay
Stayed 12 nights in Apr 2026
Response from VrboOwner on 27 May 2026
It great to know you enjoyed your stay with us. Thank you for booking with us. We hope you consider booking with us again if you return to the Keys. WFR
Verified review

8/10 Good

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
Response from VrboOwner on 1 July 2021
We are sorry you felt one of our guards at the front gate was rude. Highly unusual. They do their best to keep people safe 24/7 in our gated community, one of the very few gated communities in the Lower Keys. Possibly you were standing in the way of entering or exiting vehicles and they were concerned about your safety.
Verified review

10/10 Excellent

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

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

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
Response from VrboOwner on 26 April 2021
We were so glad you enjoyed your stay and apologize for the grill being not as it should be. We do hope you come back to relax in the Keys and stay at Isle Be Back. 🌴🌺
Verified review

10/10 Excellent

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

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

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

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

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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