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Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views

Photo gallery for Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views

A covered outdoor area with a grill, wicker furniture, and a table with drinks, overlooking the sea.
A balcony with wicker furniture overlooking turquoise waters and a distant island.
A living room with a sofa, two armchairs, a glass coffee table, and a ceiling fan.
A modern kitchen with a large island, wooden bar stools, a dining area with a table and chairs, a patterned sofa, and a view of the ocean through large windows.
A dining area with a glass table, four bamboo chairs, a blue vase, and a view of the sea through a balcony.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Pickleball on-site
    A rare find — enjoy pickleball without leaving the property.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Heated Pool
  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning

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

Rooms & beds

2 bedrooms (sleeps 4)

Guest Bedroom

1 King Bed

Primary Bedroom

1 King Bed

2 bathrooms

Guest Bathroom

Toilet · Shower only

Primary Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views

Oceanfront 2BR Retreat in Venture Out with Stunning Views, 32' Dock, Heated Pool & Optional Golf Cart
Welcome to Caribbean Blue #517, one of Venture Out's most sought-after waterfront vacation homes located inside the private, gated community of Venture Out on Cudjoe Key in the beautiful Lower Florida Keys. This beautifully appointed 2-bedroom, 2-bath oceanfront retreat offers breathtaking open-water views, excellent boating access, vibrant coastal décor, and the perfect balance of relaxation and island adventure.
Situated directly on the oceanfront, Caribbean Blue #517 is designed for guests looking to experience the very best of the Florida Keys lifestyle, whether that means boating, fishing, poolside afternoons, or simply enjoying sunrise views from your private waterfront patio.
The Space
From the moment you walk inside, you'll be welcomed by bright coastal interiors, cheerful Lily Pulitzer-inspired décor, and sweeping ocean views that immediately set the tone for an unforgettable Keys vacation.
The open-concept living area is warm, inviting, and filled with natural light, creating the perfect space to relax after a day on the water. The fully equipped kitchen features everything needed to prepare meals during your stay, along with a spacious island with seating for 2 and a colorful dining area that comfortably seats 4 additional guests.
Coffee lovers will appreciate the Cuisinart dual drip and pod coffee maker, giving guests the flexibility to enjoy either a full pot or single-serve coffee while taking in the waterfront scenery each morning.
The living space flows seamlessly outdoors where multiple waterfront seating areas invite you to relax with a cocktail, watch the boats pass by, or simply soak in the endless ocean views and tropical breezes.
Bedrooms & Sleeping Arrangements
Primary Bedroom: King-size bed, smart TV, and private ensuite bathroom
Guest Bedroom: Two twin beds that can be converted into an additional king-size bed, plus smart TV
Maximum Occupancy: 4 guests
Bathrooms
Both full bathrooms feature stand-up showers, including a private ensuite bathroom located in the primary bedroom.
Waterfront Living, Boating & Fishing
Caribbean Blue #517 is truly a boater and angler's paradise featuring a 32' wraparound concrete seawall that can accommodate boats up to approximately 29 feet.
Guests enjoy direct boating access to the Atlantic Ocean and nearby Gulf waters, making this home ideal for fishing trips, sandbar adventures, snorkeling excursions, and sunset cruises throughout the Lower Florida Keys.
Additional waterfront features include:
Private fish cleaning station
Spacious waterfront patios upstairs and downstairs
Incredible open ocean views
Plenty of outdoor seating for dining, relaxing, and entertaining
Optional Golf Cart Rental
A 4-seater electric golf cart is available for an additional fee:
$50 per day
$250 per week
$750 per month
Please contact the rental manager prior to arrival to add the golf cart to your reservation. Venture Out is golf cart-friendly and perfect for cruising around the community and marina areas.
Community Amenities at Venture Out
Venture Out is one of the premier gated waterfront communities in the Florida Keys and offers guests access to exceptional island-style amenities including:
Marina store with fuel, bait, and convenience items
Boat ramp and wash-down station
Massive 80' heated saltwater swimming pool, hot tub, kiddie pool, and saltwater swimming lagoon
Tennis courts, basketball, bocce ball, and pickleball
Post office and convenience market
Oceanfront common areas with lounge seating and beautiful waterfront views
Gated security and electric golf cart-friendly streets throughout the community
Location
Located on Cudjoe Key at Mile Marker 23, Caribbean Blue #517 is close to some of the Florida Keys' favorite restaurants and attractions including Square Grouper, Morning Joint, The Bent Prop, Mangrove Mama's, Kiki's Sandbar, and Boondocks Draft House & Mini Golf, all within about a 10-minute drive.
Looe Key Reef, one of the most famous reef systems in the Florida Keys for snorkeling and diving, is also nearby. When you're ready for additional shopping, nightlife, and entertainment, Key West is only about 20 minutes away.
Traveling with Flexible Dates?
Caribbean Blue #517 is one of our most popular and frequently booked homes in Venture Out. If your dates are unavailable, you may also want to check availability for its nearby sister property, Unit #319.
Good to Know
No pets allowed at this home
Minimum age to book is 25 years old
Signed rental agreement and copy of government-issued ID required within 24 hours of booking acceptance
Venture Out Registration Fee:
A separate $125 registration fee (subject to change) is collected directly by Venture Out upon arrival. Payment may be made by cash or credit card.
Parking Information:
Parking is limited to 1 vehicle per unit. The driveway measures approximately 25' long x 9' wide with 12' height clearance. Vehicles must fit completely within the driveway and may not extend into the roadway.
If your vehicle does not fit, overflow parking may be available through the guard gate for an additional nightly fee, subject to availability and community rules.
Payment Information
A 4% credit card processing fee applies to credit card payments.
Whether you're planning a boating adventure, fishing vacation, snorkeling trip, or simply a relaxing waterfront escape, Caribbean Blue #517 offers one of the best oceanfront experiences in Venture Out and the Lower Florida Keys.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

Important information

You need to know

Property # 4262408
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
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Summerland Key

Located in Summerland Key, this vacation home is on the waterfront. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Consider Boondocks Grille & Draft House for a night out or Looe Key National Marine Sanctuary if you're traveling with kids. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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 - 8.5 km
  • Lower Sugarloaf Sound - 11 min drive - 12.1 km
  • Big Pine Key Flea Market - 15 min drive - 18.3 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬10 min drive
  • ‪The Bent Prop - ‬8 min drive

Frequently asked questions

Does Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views have a pool?

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

How much does it cost to stay at Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views?

As of Jul 31, 2026, prices found for a 1-night stay for 2 adults at Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views on Sep 8, 2026 start from $827, 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 Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views?

Check-in begins at 4:00 PM.

What time is check-out at Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views?

Check-out is at 10:00 AM.

Where is Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views located?

Located on the waterfront, this family-friendly vacation home is within 6 mi (10 km) of Upper Sugarloaf Key, Florida Keys Beaches, and Boondocks Grille & Draft House. Big Pine Key Flea Market and Lower Sugarloaf Sound are also within 9 mi (15 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 19 out of 23 reviews
Rating 8 - Good. 4 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

10/10

Cleanliness

9.4/10

Check-in

9.8/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

8/10 Good

Kandie B.

Liked: Cleanliness, check-in, communication, location
We had a nice stay.
Stayed 6 nights in Jun 2026
Response from VrboOwner on Jun 14, 2026
Thank you so much for taking time to review your stay with us. Any feedback is greatly appreciated. We hope you enjoyed your visit to the Florida Keys. Please come back and visit soon. The Bluescape Vacation Rentals Team
Verified review

10/10 Excellent

Rebecca G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a beautiful property with amazing views.
Stayed 4 nights in May 2026
Response from VrboOwner on May 30, 2026
We are really glad you enjoyed the property and the beautiful views. Please come visit us again soon.
Verified review

10/10 Excellent

Rick S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was exceptionally clean and you could not beat the view.
Stayed 4 nights in Jul 2026
Response from VrboOwner on Jul 13, 2026
Thank you so much for the wonderful review! We take great pride in keeping the house spotless and are thrilled you enjoyed those incredible views. You were fantastic guests, and we would love to host you again anytime!
Verified review

10/10 Excellent

Michael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, beautiful rental very clean with access to the complex pool and also has a golf cart!
Stayed 2 nights in Apr 2026
Response from VrboOwner on Apr 12, 2026
Thank you for the wonderful review! We're so glad you enjoyed the location and found the rental clean and beautiful. It's great to hear you were able to take advantage of the pool and the golf cart—they’re definitely guest favorites! We’d love to host you again on your next visit.
Verified review

10/10 Excellent

Rachel H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect with a beautiful view. We had a lot of fun at the pool and exploring the keys!
Stayed 4 nights in Mar 2026
Response from VrboOwner on Apr 4, 2026
Thank you so much for your kind words! We’re so happy to hear you enjoyed the home, the beautiful views, and had fun at the pool and exploring the Keys. It sounds like a wonderful stay! We’d love to host you again anytime.
Verified review

10/10 Excellent

Dorothy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The view was stellar!
Stayed 3 nights in Jan 2026
Response from VrboOwner on Jan 25, 2026
Thank you for your kind words! We’re so glad you enjoyed the view—it’s one of our favorite features as well. We’d be delighted to host you again in the future. Warm regards, The Bluescape Vacation Rentals Team
Verified review

10/10 Excellent

Debi M.

Liked: Cleanliness, check-in, communication, listing accuracy
They answered all my questions quickly! Very nice place to stay. The kitchen was well equipped for cooking needs .
Stayed 4 nights in Jan 2026
Response from VrboOwner on Mar 6, 2026
Thank you for your review! Please come back and stay with us again soon!
Verified review

10/10 Excellent

Josh A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was great. The house was clean and well kept. Highly recommend!
Stayed 5 nights in Jan 2026
Response from VrboOwner on Jan 21, 2026
Thank you so much for the wonderful review! We’re happy to hear you enjoyed the great location and found the home clean and well cared for. It was a pleasure hosting you, and we truly appreciate the recommendation. We’d love to welcome you back anytime!
Verified review

10/10 Excellent

Virginia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
outstanding views and house is spotless!
Stayed 5 nights in Sep 2025
Response from VrboOwner on Sep 15, 2025
Thank you for taking time to review your stay with us. Any feedback is greatly appreciated it. We are so glad you enjoyed your stay with us. The house does have wonderful views and we try to maintain a high standard of excellence when it comes to housekeeping.
Verified review

10/10 Excellent

Sara C.

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

Loved it!

Beautiful place!
Stayed 3 nights in Apr 2025
Response from VrboOwner on May 4, 2025
Sara, Thank you for taking time to write a review of your stay with us. Any feedback is greatly appreciated. We are so happy to hear that you enjoyed your visit. We would love to host you again for your next stay in the Florida Keys!
Verified review

10/10 Excellent

Tim F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our 5th or 6th time visiting the Keys. This was an awesome place to stay and use as a base for our outings. The sunrises were awesome to witness every morning. The staff at Bluescape Vacation Rentals were easy to communicate with and very responsive.
One of many sunrises that look this way
Stayed 5 nights in Nov 2025
Response from VrboOwner on Nov 25, 2025
Thank you so much for your kind words! We’re thrilled to hear that your stay with us was an awesome home base for your Keys adventures. Those sunrises truly are something special, and we’re glad you got to enjoy them each morning. It means a lot to know our team was easy to reach and responsive throughout your visit. We’d love to welcome you back for your next trip to the Keys! 🌴✨
Verified review

10/10 Excellent

Shirley W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was absolutely perfect for the four of us. We enjoyed the gorgeous ocean views off the back patio, our son enjoyed some fishing off the dock. The house was very clean and having a washer and dryer was really nice. We would definitely love to go back sometime!
Stayed 8 nights in Dec 2025
Response from VrboOwner on Dec 28, 2025
Thank you so much for your wonderful review! We’re thrilled to hear the home was perfect for your group and that you were able to enjoy those beautiful ocean views—nothing better than relaxing on the patio with the water right there. We’re glad your son had fun fishing off the dock, and that the washer and dryer made your stay even more comfortable. We’d love to host you again anytime! 🌴✨
Verified review

8/10 Good

Catherine S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was excellent. The photos of thr neighborhood were a bit misleading, and the h9me was listed as having two king beds. We had to sleep in twin beds as a couple, and it greatly hindered our enjoyment in the home.
Stayed 4 nights in Mar 2026
Response from VrboOwner on Apr 3, 2026
Hi Catherine! We are happy you enjoyed your stay and are very sorry about the bed situation. Our listing description states "Two cozy bedrooms designed for comfort, ensuring restful nights after your adventures. There is a King size bed in the primary bedroom and two twin beds that can be combined to make an additional king size bed". In the future we are happy to convert the beds prior to your arrival to make your stay as comfortable as possible.
Verified review

8/10 Good

CYNTHIA O.

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

Quiet and nice accommodations

Stayed here for two nights to scout out a work event. Loved the interior of the home and views onto the water. Everything is very well kept.
Stayed 2 nights in Apr 2025
Response from VrboOwner on Apr 28, 2025
Cynthia, Thank you for taking time to write a review of your stay with us. Any feedback is always greatly appreciated! We are glad to hear that you were able to have a relaxing time during your visit. We would love to host you again in the near future. The Bluescape Vacation Rentals Team!
Verified review

10/10 Excellent

Richard D.

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

Gorgeous

The place was beautiful and had everything you would need. The view was spectacular. Easy in and out and close to everything. Can’t wait to come back
Stayed 2 nights in Apr 2025
Response from VrboOwner on Apr 30, 2025
Hey Richard, so glad to hear and we look forward to you coming back!
Verified review

10/10 Excellent

Cherie P.

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

Bone fishing

Great home base for fly fishing
Stayed 5 nights in Apr 2025
Response from VrboOwner on Apr 19, 2025
Thank you Cherie! We hope you hooked some trophies!
Verified review

10/10 Excellent

Leslie Dian F.

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

Tennessee Friends

Excellent! No complaints whatsoever! Views are spectacular!
Stayed 3 nights in Jun 2025
Response from VrboOwner on Jun 17, 2025
Dian, Thank you for taking time to review your stay with us. Any feedback is greatly appreciated. We are so glad you enjoyed your visit to the Florida Keys. We would love to host you again!
Verified review

10/10 Excellent

Joan G.

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

Waterfront Home

Venture Out is a gated community in Cudjoe Key. The house was very clean and had everything you need to make yourself comfortable. We visited Key West which is about 30 minutes by car. Great place to stay
Stayed 2 nights in Jan 2025
Response from VrboOwner on Feb 10, 2025
Thank you so much for taking the time to leave us a great review. We truly appreciate it and would love to host you again soon.
Verified review

10/10 Excellent

kimmie c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was stunning and just perfect for our stay. The view is absolutely amazing from either the top balcony or the lower level parking area. Wish we would have had more time to stay and enjoy the views. Plenty of communication with the host/property manager. They were quick to respond to questions and kept us informed of instructions. We will absolutely try to stay here again on our next visit. Thank you!
Stayed 2 nights in Sep 2025
Response from VrboOwner on Oct 4, 2025
Thank you so much for your wonderful review! We’re thrilled to hear you enjoyed the property and those beautiful views — they really are something special. It’s great to know our team’s communication helped make your stay smooth and enjoyable. We’d be delighted to host you again on your next visit to the Keys! 🌴☀️ — The Bluescape Vacation Rentals Team
Verified review

10/10 Excellent

Amy D.

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

Paradise in Cudjoe

We had such a great stay in this beautiful house in Cudjoe Key. The property was just like the images online and if you walked out about 5 feet, you would be in the water. We used the grill one night, but every night, we sat on the balcony enjoying the view. Great pool in the neighborhood. The kitchen was well-stocked and there was comfortable furniture to lounge around. Would come back and would recommend.
Stayed 4 nights in Jun 2025
Response from VrboOwner on Jun 23, 2025
Thank you so much for the kind words! We're glad you had a positive experience, and we truly appreciate your feedback. We’d love the opportunity to host you again in the future!
Verified review

8/10 Good

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location. Nice gated community.
Stayed 2 nights in Jul 2026
Response from VrboOwner on Jul 18, 2026
We are very happy that you enjoyed the community and you found the location beautiful. We would love to host you again anytime.
Verified review

10/10 Excellent

PRIYA D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nestled in Cudjoe Key, this property is the perfect escape if you’re looking for peace, quiet, and beautiful waterfront views. The neighborhood is serene and relaxing, making it easy to slow down and truly enjoy the Keys.Key West is about a 30-minute drive away, so it’s close enough for a day trip while still offering a much more tranquil place to stay. There are a few great local restaurants nearby, but the real highlight was the evenings. Sitting on the patio, watching the moon rise and the stars fill the sky, was absolutely breathtaking. The stargazing here is incredible, and those quiet moments alone made the stay worth every penny.If you’re looking to unwind and soak in the natural beauty of the Florida Keys, I would highly recommend this place.
Stayed 2 nights in Jul 2026
Response from VrboOwner on Jul 6, 2026
The you for taking time to review your stay with us. Any feedback is greatly appreciated. We hope you enjoyed your visit to the Florida Keys. We would love to host you again soon! The Bluescape Vacation Rentals Team
Verified review

10/10 Excellent

Robo S.

Liked: Cleanliness, location, listing accuracy
Stayed 3 nights in Feb 2025
Response from VrboOwner on Mar 4, 2025
Thank you for your 5 Star review Robo! We hope you had a great time.

About the host

Hosted by Bluescape Vacation Rentals

Host profile image
The Bluescape Vacation Rentals Team
Cudjoe Key, Florida

Languages:

English, French

Premier Host

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