Entire home

Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

Waterfront vacation home with private pool and kitchen

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Outdoor dining - Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! (Summerland)
Smart TV - Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! (Summerland)
5 bedrooms, free WiFi, bed sheets - Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! (Summerland)
Smart TV - Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! (Summerland)
Outdoor dining - Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! (Summerland)
Perched on Ocean front property, this 5-bedroom home offers a serene escape with a heated pool and private dock leading to Cudjoe Bay. Lounge by the pool, kayak with dolphins, or fish off the nearby lighthouse - every day begins with breathtaking ocean views.

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 12279 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1. Located just 20 miles away from Key West. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill. Full WiFi. TVs in every bedroom! Brand new kitchen! Travel down our private dock to Cudjoe Bay, hop one of the kayaks and take a healthy paddle with your friends/family or a swim with the dolphins. For the boaters, water depth runs between 1 foot and 2 feet depending on tide at the dock. Wake up to breathtaking ocean views every day! The lighthouse right out back for some of the best Florida Keys fishing. Dolphin, Wahoo, Snapper, Grouper, and some of the most beautiful reefs in the world. The number 1 restaurant in the keys , Square Grouper, is just minutes away. This five bedroom home has been set up and furnished with your complete comfort in mind. Bring all your friends or family for this one of a kind property. You will have an unforgettable experience!


Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Dock
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the bay
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Golf
  • Heated pool
  • Kayak

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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Unit size: 3,000 square feet

Similar properties

Policies

Check-out

Check-out before 9:00 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

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Crib available.

Events

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
Parties and events are allowed on site
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 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

About the neighborhood

Located in Summerland Key, this vacation home is on the waterfront. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Visit our Summerland Key travel guide
View more Vacation Homes in Summerland Key
Map
Summerland, FL

What's nearby

  • Lower Sugarloaf Sound
    Lower Sugarloaf Sound
    8 min drive - 8.5 km
  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    8 min drive - 8.7 km
  • Stopped by the sea on a ride down the Overseas Highway from Miami to Key West.

The bike is a KZ750 lent to me by the guy living in the condo next door. 

#TheKeys #florida #beach #kawasaki
    Sugarloaf Beach
    15 min drive - 14.7 km
  • Upper Sugarloaf Key
    3 min drive - 3.6 km
  • Upper Sugarloaf Sound
    4 min drive - 4.9 km

Getting around

  • Key West Intl. Airport (EYW)
    27 min drive

Restaurants

  • Boondock's Grille & Drafthouse
    8 min drive
  • Morning Joint
    2 min drive
  • Broil
    1 min walk
  • 5 Brothers Two
    8 min drive
  • Mangrove Mama's
    2 min drive

Frequently asked questions

Does Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! have a pool?

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

Is Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! 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-out at Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!?

Check-out is at 9:00 AM.

Where is Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! located?

Situated on the waterfront, this vacation home is within 3 mi (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key. Venture Out Keys and Out Key are also within 3 mi (5 km).

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Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 66 out of 77 reviews
Rating 8 - Good. 7 out of 77 reviews
Rating 6 - Okay. 3 out of 77 reviews
Rating 4 - Poor. 1 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

9.2

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Peter C.

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

Great place for 10 people. Great food and fun.

Great location if you are good with being away from the madness of key west. Pool is great and love the food nearby.
Stayed 6 nights in Dec 2024

10/10 Excellent

Tabatha R.

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

ABSOLUTELY AMAZING

Our stay was amazing, the house had EVERYTHING we needed for our trip. Perfect location, beautiful scenery. Just perfect
Stayed 4 nights in Mar 2025

10/10 Excellent

Lacey E.

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

Nice property

Very nice and clean. Comfortable . Really enjoyed our stay
Stayed 7 nights in Jan 2025

10/10 Excellent

Kyle D.

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

Vacation

We stayed at this property for mini season and it was great for the family. We will definitely stay here in the future.
Stayed 8 nights in Jul 2024

10/10 Excellent

Chau P.

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

Perfect hideaway for 55th year HS reunion

We’re a group of seniors in our late 60’s getting together for a HS reunion .There were 7 of us, and this house comfortably accommodated all of us.It’s conveniently located 15/20 minutes from Bahia Honda and about 30 minutes to Key West .The view from the house is just sublime. Beautiful turquoise water to the horizon.I heartily recommend this house for your next large family gathering or reunion .
Stayed 6 nights in May 2025

10/10 Excellent

Christine D.

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

Vacation

Beautiful location, beautiful home. Great having kayaks there to use and the pool and hot tub. Close to key west
Stayed 7 nights in Mar 2024

10/10 Excellent

Linda R.

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

Amazing view

Was a wonderful fully equipped house with a gorgeous view. We had a wonderful time in the pool, hot tub, and hanging out on the wrap around porch. We loved the beds and spaciousness of house. Definitely a great house!!
Stayed 8 nights in Aug 2024

8/10 Good

Lisa K.

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

Awesome

This house was right on the water with a dock and private pool!! While it could use some updating in places the house was plenty big with a well stocked kitchen and plenty of pool towels! While not in Key West it is just a short drive away! If I ever go back I will absolutely stay here again!
Stayed 7 nights in Sep 2024

10/10 Excellent

Jennifer M.

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

Awesome and Spacious

Great location and view of Gulf - saltwater/heated pool, jet tub. Host very responsive, clear communication. Large living/dining/kitchen area - with upgraded furnishings. Although bathrooms were somewhat dated, everything was really nice. Host advised that plans for the future includes updating! Overall it was a maximum-star experience.
Stayed 5 nights in Dec 2024

10/10 Excellent

Joel W.

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

Sooooo perfect!

This house was just what we needed for our family getaway! It was the right size for the 10 of us with room to spare. The kids played on the pool every night and it was an easy drive to everything we wanted to do, even in Key West. I even saw a green sea turtle while I was on one of the kayaks just out from the house! I would give more stars if I could.
Stayed 5 nights in Jul 2024

10/10 Excellent

Nicole P.

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

Perfect Homebase for our Visit to the Keys

John and Sam's home was the perfect place for our group. Any questions that popped up while we were there, were quickly answered.We had 2 families consisting of 4 adults and 3 teenagers. Everyone had their own space as well as plenty of space when we were all together. The covered back porch looking over the water was perfect for morning coffee, evening cocktails and just getting out of the sun. We made many meals while there and I don't think there was one thing that we needed in the kitchen that wasn't provided. The separate ice maker was clutch! We were able to go explore Key West and many different state parks/beaches easily from this location and having a pool and kayaks to come back to was fantastic! We made friends with the anoles that live around the property and even had our favorite, which we named curly fry. If we come back to the Keys, we will definitely stay here again!
Stayed 7 nights in Jun 2025

10/10 Excellent

David G., Minnesott Beach, NC

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

Amazing property with amazing location

Loved every minute of it and it was just as advertised. Great location to run in to Key West or up to Big Pine Key. Hot Tub wouldn't heat up but probably faulty heating element but not a big deal. Great property with many nice amenities. We would def. stay again.
Stayed 6 nights in Oct 2023

8/10 Good

andrew w.

Liked: Check-in, location, listing accuracy
Disliked: Communication

Great with a few wrinkles

Large, well appointed place with an amazing view. Great comfy beds and furniture, nice kitchen and laundry. Separate ice machine a plus! Could be better: almost all the paddles for the kayaks are in poor shape, worn, exposed fiberglass or broken. Wireless fans not synced to the remotes. Floors were swept but dirty, obviously not mopped. The outside garbage was full and very nasty, had not been taken out in a while.
Stayed 5 nights in Aug 2024

8/10 Good

Helmut K.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Perfect place for a family get together

We, 6 adults and 3 children ( 2, 8 and 12), came together for a week to celebrate the 70th birthday of my wife. The 5 bedrooms easily accommodated everybody. The house is old but nicely renovated. New kitchen, new floors, clean bathrooms we really felt like home. Only problem was the AC in the 2 upper floor bedrooms. Could controlled only by the living room sensor and is blowing really loud. The big outside heated pool with the volleyball net was the center of activity for both adults and kids. The hot spa then on the upper deck patio relaxed us with a awesome view over the ocean. Couldn't be any better. Location is great as well. Good restaurants for dinner and caribbean styled lunch places with good music are in close driving distances. Key West is just 30 minutes away.
Stayed 7 nights in Mar 2024

10/10 Excellent

Karen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We are a repeat customer and will continue to do so. Great waterfront location!!
Stayed 7 nights in Jul 2025

10/10 Excellent

Devon M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is one of the couple houses we rented at cudjoe key for a family getaway! It was perfect! We had the best time and loved how private it felt! Would definitely recommend!
Stayed 7 nights in May 2025

10/10 Excellent

Joanna G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! The home was WONDERFUL and the location was perfect! A bonus was it was only a few minutes away from The Square Grouper restaurant which we thought was one of the best restaurants in The Keys. The homehad everything - 5 spacious bedroom, a WONDERFUL large porch overlooking the pool and the ocean, a large pool, a hot tub, bicycles, and kayaks. It was beyond what I expected and I would definitely stay there again!
Stayed 5 nights in Jul 2025

10/10 Excellent

Shannon B.

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

Cudjoe Key property was WONDERFUL!!

We stayed for just over a week and absolutely loved our stay. The home was beautiful and spacious enough for 5 adults and 2 teens to spread out. The pool was a great addition allowing for relaxation and fun time for the kids. The loacation allowed us to travel throughout the Keys to various locations without long trips in the car. We loved it here and cant wait to visit again!
Stayed 8 nights in Jun 2025

10/10 Excellent

Claudia A.

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

Couples getaway

Perfect property for a week away. Plenty to keep everyone happy.
Stayed 7 nights in Feb 2025

10/10 Excellent

Michael P.

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

Beautiful home

We loved the spacious home with pool and little fishing dock. The kayaks were fun too. It was roughly 30 minutes to key west and the same to marathon key. Would definitely stay again.
Stayed 5 nights in May 2025

10/10 Excellent

Gwen L.

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

Love this location!

We had a fabulous time staying here! Check-in and communication was easy. The house comfortably fit 10 people. The kitchen was well-stocked even though we brought some of our own stuff. My favorite feature is the separate ice maker we could all fill our Stanley’s from. The pool was wonderful although we did bring our own umbrella for some shade. We launched our paddleboards from the floating dock, it was fairly easy to navigate in and out of there. There was plenty of room to park our cars. He drive to Key West was quick and painless. Overall, we would definitely stay here again
Stayed 8 nights in Jul 2025

10/10 Excellent

Daniel M.

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

Great Place

Will definitely be back.
Stayed 7 nights in Jun 2024

10/10 Excellent

Pam M.

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

Nice place

We enjoyed our stay here. Great location. The owners were very responsive.
Stayed 7 nights in May 2023

10/10 Excellent

Lindsey C.

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

Great spot for a big group!

This house is perfect for hosting a big group! Great restaurants nearby, not far from key west, and an awesome pool and dock!
Stayed 8 nights in Feb 2023

10/10 Excellent

Debra L.

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

Beautiful quiet location

We enjoyed everyti g about the house, especially the wonderful pool and kyaks.
Stayed 7 nights in Feb 2023