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Pelican's Roost, Waterfront comfort at Venture Out

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Photo gallery for Pelican's Roost, Waterfront comfort at Venture Out

A covered outdoor seating area with lounge chairs and a table, overlooking a marina with boats and palm trees.
A beach scene with a thatched-roof gazebo, palm trees, and a clear sky.
A waterfront building with a covered deck, a blue door, and a staircase leading to the entrance.
A clear blue pool with a smooth surface, surrounded by a concrete deck and palm trees in the background.
A marina at dusk with calm waters reflecting buildings and palm trees.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 5856 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer

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

Room options

Similar properties

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washer
4.8 out of 5, Exceptional, 99 reviews
$391 nightly
The price is $434
Oct 22 - Oct 23
Total with taxes and fees
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

About the neighborhood

Summerland Key

With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 15-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This vacation home is 5.1 mi (8.2 km) from Boondocks Grille & Draft House and 8.5 mi (13.6 km) from Lower Sugarloaf Sound.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 4.5 miles
  • Florida Keys Beaches - 8 min drive - 4.6 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Boondocks Grille & Draft House - 10 min drive - 7.3 miles
  • Lower Sugarloaf Sound - 11 min drive - 7.6 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
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬7 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.

Pelican's Roost, Waterfront comfort at Venture Out

About this space

Pelicans Roost is a waterfront home on the Atlantic side of Cudjoe Key with a 17’ dock. Only 20 miles from historic Key West. Explore the lower keys from this great central location. Big Pine is only 8 miles away, Bahia Honda state park only 16 miles. Also plenty of family friendly activities within the Venture Out Resort like a hot tub, pool, tennis courts, pickle ball, basket ball, a private beach with tikis for beautiful ocean viewing and a community store. A perfect home for your adventure

The space

Comfortable 2 bedroom 2 bathroom, the master bedroom has a comfortable king. The second bedroom has two twins that can convert to a king.

Guest access

Something to note;

There is a, non refundable, $125 fee to access the Venture Out community and is paid directly to Venture Out upon arrival. This is separate of your booking charges. The fee is collected at the entrance gate and is subject to a convenience fee if you choose to use a credit card.

Guests have access to the entire home along with all of the amenities inside of Venture Out. A key code will be sent along with instructions before arrival once the booking is complete and the rental agreement and $300 security hold have been processed.

Just a few reasons we LOVE the Keys



John Pennecamp Park

Jacobs Aquatic Center

Harry Harris Park

African Queen Canal Cruise

Founders park

Robbies

History of Dive Museum

Theater of the Sea

The Lagoon & Bongos at Grassy Key

Florida Keys Aquarium Encounters

Air Museum

Crane Pointe

Sombrero Beach

Dolphins Research Center

Turtle Hospital

Marathon Community Park

Sunset Grille

7 mile Bridge walk

Pigeon Key

Bahia Honda

Veterans Park

The Horshoe swimming hole

Fish the bridges with LandBoat Charters

Visit the Key Deer on Big Pine Key

No Name Pub

Visit the Blue Hole and Marillo trail on Key Deer Blvd.

Big Pine Key community park (skate and bike)

Big Pine Flea market

Kiki's

Boondocks and Mini Golf and Saturday market

Visit Fat Albert at the end of Blimp Rd

Sugarloaf Wednesday Farmer’s Market

Skydive Key West

Eat lunch and Kayak the mangroves from Geiger Key Marina

Hurricane Hole (play area)

Sheriff's Dept Animal Farm

Smathers Beach

East Martello tour

West Martello/Key West Garden Club

Higgs Beach, Park, piers

Salute on the Beach

SNUBA of KW (5+)

Rent bikes and EXPLORE!

Rent kayaks and EXPLORE

Trolley tour

Train tour

Lighthouse

Hemmingway House

Curry Mansion (crows nest!)

KW Aquarium

Shipwreck museum

Mel Fisher Museum

Waterfront brewery (video games)

Sunset at Mallory Square

Butterfly museum

Visit the MANY art galleries

Truman Waterfront park &

Splash pad

Ft. Zach

Peak Charters

Sunset cruises

Sandbar trips…
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
Take advantage of recreation opportunities including a hot tub and a fitness center. This vacation home also features an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby
  • Beach loungers

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Porch/lanai
  • Terrace

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Property located in a resort
  • Unit size: 856 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Lock the doors
Safe Travels
Failure to complete these may result in a negative review from the host.

Rules

A signed rental agreement and a $300 security deposit hold is due before check in.

Pets

Pets not 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 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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

We should mention

A car is recommended for transportation to and from this property

Property is also known as

orp5b655aex

Pelican's Roost, Waterfront comfort at Venture Out Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 8 out of 11 reviews
Rating 8 - Good. 3 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

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

Great location

Very clean, had everything we needed.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Perfect family vacation home

We had a wonderful stay at Pelicans Roost. The home is beautiful and has everything a family with kids will need. The location of Venture Out is perfect. This was our 4th year here and love being close to key West and Marathon. The pool is amazing.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Comfortable and felt like home

We loved our stay! Bed was comfortable and every room had a cute nice touch. My first heated toilet seat😁 we would stay again. Thank you!
Stayed 5 nights in Jun 2023
Verified review

10/10 Excellent

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

Excellent stay

This home has everything you could ever want in s rental. The kitchen is fully stocked. The screen porch is primo.
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

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

Loved it!

The home was fantastic! As soon as you walked in the door it was inviting!!! The heated toilet seat was also great. Absolutely would stay again.
Stayed 4 nights in Dec 2023
Verified review

8/10 Good

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

Tortuga’s senior trip

The location is really nice. The space was as well stocked as any I’ve ever stayed in. Although, the smell from the rotting seaweed in the end of the canal was brutal. Really the only negative from our stay.
Stayed 8 nights in Jun 2025
Verified review

10/10 Excellent

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

Great location, great hosts!

Pelican’s Roost is in a great central location- easy to go to all the other keys east or west. Home is well stocked and we didn’t need a thing. Beds were super comfy and Hugh and Wendy were great about communicating the power was (unexpectedly) going to be out for a few hours and to work with us had we decided to change our plans. We look forward to our next stay at Pelican’s Roost.
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

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

Pelican's Roost

We really enjoyed our stay! A small hiccup with the AC but Wendy got the repairmen there quickly. That issue was resolved right away! Thanks for the home away from home!
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

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

Most Relaxing Spot to Unwind

My family could not have been more comfortable. The vacation home was immaculately clean. The appliances were either brand new, or I am fooled. The host thought of every detail of making our stay positive. The view of the water from the screened deck was very peaceful. We had a question during our stay. The host was very quick to respond. We want to come back and sit on the deck soon.
Stayed 2 nights in Jun 2023
Verified review

8/10 Good

Stayed 28 nights in Feb 2026