Entire home

The Diving Dolphin #268 - Ocean Views, Kayaks!

Summerland Key vacation home with kitchen

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Photo gallery for The Diving Dolphin #268 - Ocean Views, Kayaks!

A heated pool
Exterior
Terrace/patio
Fridge, microwave, oven, stovetop
Beach

Reviews

9.0 out of 10
Wonderful

Entire home

2 bedrooms2 bathrooms704 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet friendly
  • Hot Tub
  • Kitchen

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Venture Out Keys
  • Place, Upper Sugarloaf Key
    ‪9 min drive‬
  • Place, Florida Keys Beaches
    ‪11 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪45 min drive‬

Room options

About the neighborhood

Summerland Key

Seaside stay .Within 6 miles (10 km) of this vacation home, you'll find Upper Sugarloaf Key and Florida Keys Beaches. Also within 9 miles (15 km) are Lower Sugarloaf Sound and Big Pine Key Flea Market.

What's nearby

  • Upper Sugarloaf Key - 9 min drive - 4.3 miles
  • Florida Keys Beaches - 11 min drive - 4.8 miles
  • Sugarloaf Beach - 21 min drive - 11.2 miles
  • National Key Deer Refuge Visitor Center - 24 min drive - 10.9 miles
  • Bahia Honda State Park - 38 min drive - 20.2 miles

Getting around

  • Key West Intl. Airport (EYW) - 32 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬18 min walk
  • ‪Broil - ‬5 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.

The Diving Dolphin #268 - Ocean Views, Kayaks!

The Diving Dolphin #268 - Waterfront Getaway | 2BR/2BA | Ocean Views, 2 Kayaks, 2 Bicycles, 2 Paddleboards, 35' Seawall & Pet-Friendly!

Welcome to your perfect island escape! This charming and clean two-bedroom, two-bath home sits right on a boating canal with beautiful ocean views and breathtaking sunrise scenes. Ideal for up to six guests, it's the perfect spot for relaxing, adventuring, and making memories.
Inside, you'll find two cozy bedrooms, each with a queen-sized bed, TVs and two full bathrooms for your comfort. The Primary bedroom has an ensuite full bathroom and direct access to the back patio. The guest bedroom also has a sliding door for direct access to the back patio.
There is a Queen size pull out sleeper sofa in the living room for additional sleeping accommodations.
The fully equipped kitchen makes meal prep easy, featuring a dining table for four and a kitchen island with two barstools. There is a dishwasher for convenience and a Keurig coffee machine ready to brew up your favorite cup of coffee.
A dedicated laundry area with washer and dryer adds to the ease of your stay, and beach towels are provided for your sun-soaked adventures.
Adventure awaits right outside your door! Guests have access to two paddleboards, one kayak, one tandem kayak and two bicycles — perfect for exploring the surrounding islands and waterways. This location is a boater's dream with a 35' seawall, offering quick access to both the backcountry and offshore waters. There is a fish cleaning station and swim ladder on the dock for your convenience. A BBQ grill awaits to cook up your fresh catch of the day. Plenty of outdoor seating including a table and sun loungers to relax and enjoy the sea breezes!
We're pet-friendly too! Bring along up to 1 small, under 40# dog maximum (with a $150 pet fee) so the whole family can enjoy the trip.
Book your stay today and experience the beauty, adventure, and relaxation that island life has to offer!

Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your stay to the next level. Indulge in resort-style amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts.
Adventure beyond the gates for a bite to eat at some of Florida Keys favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away!
Whether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the waters edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key.

Located inside Venture Out on Cudjoe Key. A separate Registration Fee of $125 (subject to change) will be charged by Venture Out at time of arrival. This fee must be paid with cash or credit card (4% credit card fee will apply). Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 19'L x 10'W. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay.
Main guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee.

Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations

Book your stay today and experience the beauty of waterfront living!

Similar properties

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Area rugs in public areas
  • Gravel flooring in public areas
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Smoking not allowed

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • 2 outdoor pickleball courts
  • Bicycles
  • Billiards/pool table
  • Boat
  • Golf
  • Heated pool
  • Kayak
  • Table tennis
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Recycling
  • Unit size: 704 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

Pets

  • Pets are welcome
  • Service animals are exempt from fees

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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

956609

Frequently asked questions

How close is The Diving Dolphin #268 - Ocean Views, Kayaks! to the airport?

This vacation home is 21.5 mi (32-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does The Diving Dolphin #268 - Ocean Views, Kayaks! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is The Diving Dolphin #268 - Ocean Views, Kayaks! to the beach?

This vacation home is 4.2 mi (9-min drive) from Florida Keys Beaches and 11.3 mi (22-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does The Diving Dolphin #268 - Ocean Views, Kayaks! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at The Diving Dolphin #268 - Ocean Views, Kayaks!?

No, there is no casino at this vacation home.

What time is check-in at The Diving Dolphin #268 - Ocean Views, Kayaks!?

Check-in begins at 4:00 PM.

Is there free parking at The Diving Dolphin #268 - Ocean Views, Kayaks!?

Free parking is not available at this vacation home.

Does The Diving Dolphin #268 - Ocean Views, Kayaks! have a pool?

Yes, there's a heated pool.

Does The Diving Dolphin #268 - Ocean Views, Kayaks! have a spa?

There are no spa services available at this vacation home.

How close is The Diving Dolphin #268 - Ocean Views, Kayaks! to downtown Summerland Key?

This vacation home is 1.9 mi away from Summerland Key.

The Diving Dolphin #268 - Ocean Views, Kayaks! Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 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

9.0/10

Cleanliness

Reviews

8/10 Good

Kim C.

Liked: Cleanliness
Overall it was good. There are a few things that could be better. We had to keep all curtains and blinds closed at all times. The air conditioning (mini splits)struggled to keep the unit cool. I realize it was a pet unit but it smelled like pet urine and the carpets were very dirty. Housekeeping did remove the carpets. The sugar ants were bad in the kitchen area. We just kept everything in the refrigerator. Housekeeping offered to spray but I said it was not necessary. I have stayed in Venture Out multiple times. The property itself with all of the amenities is great. The unit overall was good. Just a few minor things mentioned above.
Stayed 8 nights in Aug 2025

10/10 Excellent

Cameron B.

Liked: Cleanliness
This was a great little community on Cudjoe Key. The property didn't have many reviews so I was a little nervous, but it was just as described in the listing. The management company was responsive. The house was very comfortable. The two loungers pictured were brittle and cracked from being in the sun, but after I reported it they brought some better ones to replace them promptly. It's well-located for trips to nearby keys, especially Key West, while being much quieter. The kayaks and SUPs were a nice touch, though it was a bit on the windy side the whole time we were there. It's easy to get out on kayaks and explore some nearby unpopulated smaller keys. We had a lot of fun catching little snappers and grunts in the canal. Around dusk the first night, I hooked an absolute monstah on a pinfish but after fighting it for five minutes with a medium heavy rod, it broke me off at the end of the canal. I want to think it was a shark, but the neighbors tell me it was probably a giant tarpon. So, I'll be crying myself to sleep for a while for having lost it. I am not sure whether I should congratulate my discipline for not having walked onto other people's property to fight it, or condemn my weakness for bowing to such petty restrictions when glory was within my grasp.Oh, the beds were comfortable too and the kitchen was pretty well equipped. The pool was nice. The community has a ton of really nit-picky rules.
Stayed 3 nights in Jul 2025