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

Waterfront holiday home with private pool and kitchen

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

Pool
Pool
Pool
Beach
Outdoor dining

Reviews

9.8 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 123000 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning

Explore the area

View in a map
Summerland, FL
  • Place, Venture Out Keys
  • Place, Upper Sugarloaf Key
    ‪5 min drive‬
  • Place, Florida Keys Beaches
    ‪12 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪41 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Guest lower

2 Single Beds

Guest Lower Waterfront

1 King Bed

Guest Lower Waterfront 2

1 Queen Bed

Master suite with waterview

1 King Bed

Upstairs guest

1 King Bed and 1 Double Futon

3 bathrooms

1st floor guest bath

Towels provided · Toilet · Shower only

Jack and Jill 2nd floor

Towels provided · Toilet · Shower only

Master suite

Towels provided · Bathtub or shower

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area

About this property

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!


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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check out before 9:00 AM
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Children

Children allowed: ages 0–17
Crib available.
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Events

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

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 that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Summerland Key

Located in Summerland Key, this holiday 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.
Map
Summerland, FL

What's nearby

  • Upper Sugarloaf Key - 5 min drive - 3.6 km
  • Florida Keys Beaches - 12 min drive - 9.0 km
  • Sugarloaf Beach - 17 min drive - 14.7 km
  • Bahia Honda State Park - 39 min drive - 33.7 km
  • Duval Street - 49 min drive - 39.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 27 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪5 Brothers Two - ‬8 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Broil - ‬1 min walk
  • ‪The Bent Prop - ‬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.

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

Checkout 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 holiday home is within 3 miles (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound and Venture Key. Venture Out Keys and Out Key are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 64 out of 73 reviews
Rating 8 - Good. 5 out of 73 reviews
Rating 6 - Okay. 3 out of 73 reviews
Rating 4 - Poor. 1 out of 73 reviews
Rating 2 - Terrible. 0 out of 73 reviews

9.2/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

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

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

10/10 Excellent

Beth H.

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

Great views and kayaking

We had a full house and really enjoyed our stay. There are several kayaks to use. The kids enjoyed the pool and Grandma loved the deck looking over the ocean.
Stayed 10 nights in Jan 2023

10/10 Excellent

CARMEN & CARLOS P., Miami Lakes, Florida

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

A Tropical Thanksgiving

Waking up to a beautiful view each Morning and watching a picturesque sunset each evening was priceless. The kids enjoyed the pool, hot tub and the kayaking. The property had something for everyone!
Stayed 5 nights in Nov 2020

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

Jason F.

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

1 year anniversary

1 year ago my wife and I were married in at this house. It wonderful to return and celebrate our one year anniversary. Wonderful place and great location. Huge thank you to John and Sam.
Stayed 7 nights in Mar 2023

10/10 Excellent

Vic S.

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

Family Reunion

Our family had a really nice time at your house in the keys. Fantastic location and there are so many great amenities at your house. Enormous space, beautiful pool, excellent view and easy to work with owners. The only opportunity we saw was a few aspects of the house need some work.
Stayed 7 nights in Aug 2021

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

4/10 Poor

Kyle P.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Enjoyed home ammenities, but had some issues

The house was everything as pictured. There was plenty of room for the whole family to gather hang out and be comfortable. However, The first night we were there, we noticed ants on the walls and around the kitchen countertops, and also noticed rat droppings around the kitchen as well. We messaged the host immediately and the next day the property manager was out at the property to treat the bugs inside and out. Unfortunately we did have to throw some food out after the first night because of ants/rat. Totes were provided for our food and sticky traps were provided for the rat. Most of the ants seemed to go away, but we still found ourselves killing them throughout the stay. On the 3rd morning of our stay, we woke up to a live rat on one of the sticky pads. We then became hyper vigilant about any other things around the house. We noticed droppings/dead ants in the bedrooms and along floor boards. Not the experience you want on vacation. Very dissatisfied, I notified the host again on night 4 of our stay. The next day an exterminator was sent out. We were away when they arrived so I’m not sure what all was done. I did notice multiple traps set around the exterior of the home. The host was very responsive and acted quickly to help as much as possible. He is well aware of our experience and seems dedicated to make it right for future vacationers, judging by the quick responses and actions. We did enjoy the home, but these events left us with an overall negative experience.
Stayed 5 nights in Jul 2023

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

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

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

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

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

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

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

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

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

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

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

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

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

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

About the host

Hosted by John & Sam

Host profile image
We are 2 Key west loving souls who want to share our homes with you. With 3 to currently choose from, you will always find somewhere great to stay in the Keys.

Why they chose this property

This property is on the ocean with privacy. 20 miles away from Key West, this house and property has everything you need to enjoy your vacation.

What makes this property unique

Square Grouper Restaurant 1/2 mile north, Cudjoe Key boat marina 1/2 mile south, KOA beach over bridge to the south, Mangrove Momma's Restaurant 2 miles south right hand side, Murray's Grocery Store 2 miles north right hand side, Paradise Pizza 1.5 Miles north. Cudjoe Sales for fishing supplies and fresh fish 1/4 mile north. Convenience store around the corner.

Languages:

English

Premier Host

They consistently provide great experiences for their guests