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Ocean Breeze Retreat w/ Dock - Keys Escape

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A waterfront property with multiple buildings, docks, and boats.
A marina with multiple boats docked, surrounded by residential buildings with waterfront views.
An aerial view of a coastal resort with multiple buildings, a marina, and clear blue waters.
A wooden deck with outdoor furniture, a marina with boats, and a clear sky.
A wooden deck with a table and chairs, a pool, and a marina with boats.

Reviews

10 out of 10
Exceptional

Highlights

  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
2 bedrooms2 bathroomsSleeps 6

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
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Living Room 1

1 Queen Sofa Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Kitchen
Number of living rooms
Dining area

About this property

Ocean Breeze Retreat w/ Dock - Keys Escape

Welcome to Ocean Breeze Retreat, your waterfront escape in beautiful Cudjoe Key, Florida Keys. Relax and enjoy sunset views from your private 35-ft dock with easy access to world-class fishing, boating, snorkeling, and local restaurants. Perfect for families, couples, fishing trips, or weekend getaways, this cozy 2-bedroom, 2-bath home comfortably accommodates up to 6 guests. The home includes a queen bed, twin bed with pull-out trundle, sofa bed, Smart TVs, ceiling fans, in-unit washer and dryer, and a fully equipped kitchen with everything needed to feel at home. Guests enjoy full access to Venture Out Resort amenities including a saltwater pool, kiddie pool, jacuzzi, marina, tennis and pickleball courts, basketball court, playground, game room, convenience store, and gated community with 24/7 security. Your stay includes full access to the home, private dock, and one dedicated parking space. Venture Out charges a ONE TIME RESORT FEE OF $125 (tax included), payable at the gate upon arrival. This fee provides access to resort amenities for all registered guests. One vehicle is included per lot and must fit within the driveway. Additional vehicles, boat trailers, and jet ski trailers may be accommodated in Venture Out overflow parking areas. Applicable overflow parking fees are paid directly to Venture Out.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Gather used towels
Remove personal items and remove leftover food and drinks
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.
Children must be supervised at all times near the water and dock.
Please close the outdoor umbrella when not in use or during wind condition. Do not store bait or chum in the refrigerator or freezer.

Important information

You need to know

Property # 5289841vb
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
Long-term renters welcome
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Summerland Key

Summerland Key is home to this holiday home. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.3 km
  • Florida Keys Beaches - 8 min drive - 7.4 km
  • Upper Sugarloaf Sound - 8 min drive - 8.6 km
  • Boondocks Grille & Draft House - 10 min drive - 11.7 km
  • Lower Sugarloaf Sound - 11 min drive - 12.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 34 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬17 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Square Grouper Bar and Grill - ‬3 min drive

Frequently asked questions

Does Ocean Breeze Retreat w/ Dock - Keys Escape have a pool?

Yes, this property has a pool.

How much does it cost to stay at Ocean Breeze Retreat w/ Dock - Keys Escape?

As of 26 September 2026, prices found for a 1-night stay for 2 adults at Ocean Breeze Retreat w/ Dock - Keys Escape on 28 September 2026 start from NZ$1,219, 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 Ocean Breeze Retreat w/ Dock - Keys Escape pet-friendly?

No, pets are not allowed at this property.

How much is parking at Ocean Breeze Retreat w/ Dock - Keys Escape?

On-site parking is available at the property.

What time is check-in at Ocean Breeze Retreat w/ Dock - Keys Escape?

Check-in begins at 4:00 PM.

What time is check-out at Ocean Breeze Retreat w/ Dock - Keys Escape?

Checkout is at 10:00 AM.

Where is Ocean Breeze Retreat w/ Dock - Keys Escape located?

Situated in Summerland Key, this holiday home 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

10

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. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Has a great time on our visit
Stayed 9 nights in Aug 2026
Response from VrboOwner on 24 August 2026
Thank you so much for staying with us! We’re so happy you had a great time and enjoyed the fishing. 🎣🌴 It was a pleasure hosting you, and we’d love to welcome you back to Ocean Breeze Retreat anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay. From the very beginning, Michael was an exceptional host. He always responded to our questions promptly, was incredibly kind, and maintained great communication before and throughout our stay.The check-in process was simple and stress-free. The house was clean, spacious, and had everything we needed for a comfortable vacation. Our kids absolutely loved staying there, and there was plenty of room for everyone to relax.The location was perfect—right on the water with an ideal setup for our boat and quick, easy access to the ocean. We also appreciated the selection of board games. We ended up having several fun Uno nights together. This was truly a memorable vacation, and we couldn't have asked for a better place to stay. Thank you, Michael, for your wonderful hospitality. We would absolutely stay here again and highly recommend this property to anyone looking for a relaxing waterfront getaway!
Stayed 4 nights in Jul 2026

About the host

Hosted by Michael

Host profile image
I’m a local Florida host who loves the Keys lifestyle and enjoys helping guests create memorable vacations. My goal is to provide a clean, comfortable, and relaxing stay, and I’m always happy to help if you have questions.

Why they chose this property

I chose this neighborhood for its peaceful waterfront setting, beautiful views, and easy access to boating, fishing, and everything the Florida Keys have to offer.

What makes this property unique


Waterfront location with a private dock, peaceful surroundings, and easy access to the best fishing, boating, and attractions in the Florida Keys.

Languages:

English, Spanish
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