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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 beachfront property with a large house featuring a balcony and a covered patio area.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
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 resort with a swimming pool, beach area, and marina.

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

  • Balcony
  • Hot tub on site
  • Swimming pool
  • Barbecue grill
  • Air conditioning
  • Refrigerator

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

Where you'll sleep

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.
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 one vehicle per unit. The vehicle must fit fully in the driveway and may not extend into the road. The driveway measures approximately 25' long x 9' wide with 12' height clearance. If your vehicle does not fit, you must request an overflow parking pass from the guard gate. Overflow parking is $5 per day, subject to availability (first come - first serve and is not guaranteed), limited to one overflow spot only, and has a maximum stay of 14 days.
Boat trailer overflow parking is also subject to availability: $5 per day for trailers under 20 feet and $10 per day for trailers over 25 feet.
If overflow parking is unavailable, if your trailer does not fit, or if you need more than one overflow spot, you must use an offsite parking option. For the most up-to-date availability and pricing, please reach out to the offsite companies directly. Must follow all the Rules and Regulations during your stay.
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
  • Boondocks Grille & Draft House - 10 min drive - 11.7 km
  • Lower Sugarloaf Sound - 11 min drive - 12.1 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
  • ‪Square Grouper Bar and Grill - ‬4 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 Sep 15, 2026, prices found for a 1-night stay for 2 adults at Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views on Sep 16, 2026 start from $774, 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).

About the host

Hosted by Bluescape Vacation Rentals

Host profile image

The Bluescape Vacation Rentals Team
Cudjoe Key, Florida

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests

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