See all properties
Entire home

Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!

Photo gallery for Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!

Sunrise from deck of house
Covered Porch view towards the Gulf
Covered porch looking towards Atlantic
Entry Way/Dining area looking into LR
Kitchen with laundry center in closet

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 61800 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Big Pine Key, FL
  • Place, Coupon Bight Aquatic Preserve
    ‪2 min walk‬
  • Place, Key West Visitors Center
    ‪9 min walk‬
  • Place, National Key Deer Refuge Visitor Center
    ‪2 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪52 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!

Beautiful, newly redone home directly on the water, perfect for boating with easy access to Atlantic or Gulf. Canalside docking for your boat. Amazing sunrises on the private porch deck. New furniture. This home offers a wonderful opportunity for relaxation & enjoyment of many water sports and activities in the beautiful, tropical FL Keys. Kayaks, bikes, SU paddleboards available. Beach/National Seashore park just minutes away. Charters nearby to Looe Key Marine Sanctuary reefs for snorkeling or scuba diving. Local park nearby, as well as restaurants, bars and shopping. In the heart of the Key Deer National Sanctuary. Short trip to Key West, a fun day trip, offering much sightseeing, water sports/activities, charter fishing, cruises, theaters & restaurants. Local flea market every weekend.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Enjoy the Key-ver beach house located on the south end of Summerland
Fishermens' dream B.Y.O. boat ocean front with protected canal 600' to bluewater
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (10 reviews)
Fishermens' dream B.Y.O. boat ocean front with protected canal 600' to bluewater

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 3–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Dogs only, must be under 60 lbs; no cats
default

Smoking

Smoking is not permitted
Outside only

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
On-site parties or group events are strictly prohibited
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, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Big Pine Key

Located on the waterfront, this holiday home is in Sands, a neighbourhood in Big Pine Key. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Big Pine KeyOpens in a new window
Map
Big Pine Key, FL

What's nearby

  • Coupon Bight Aquatic Preserve - 2 min walk - 0.2 km
  • Key West Visitors Center - 9 min walk - 0.8 km
  • National Key Deer Refuge Visitor Center - 2 min drive - 1.7 km
  • Big Pine Key Flea Market - 2 min drive - 2.3 km
  • Florida Keys Beaches - 6 min drive - 6.1 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 30 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪No Name Pub - ‬7 min drive
  • ‪Forks & Stix - ‬14 min walk
  • ‪Pop's Smoke Shed - ‬10 min walk
  • ‪Kiki's Sandbar - ‬7 min drive

Frequently asked questions

Is Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! ?

As of 8 Mar, 2026, prices found for a 1-night stay for 2 adults at Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! on 30 Apr, 2026 start from S$364, 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.

How much is parking at Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! ?

On-site parking is available at the property.

What time is check-in at Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! ?

Check-in begins at 4:00 PM.

What time is check-out at Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! ?

Checkout is at 11:00 AM.

Where is Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! located?

Located in Sands, this holiday home is within a 15-minute walk of Coupon Bight Aquatic Preserve and Key West Visitors Center. National Key Deer Refuge Visitor Center and Big Pine Key Flea Market are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 32 out of 33 reviews
Rating 8 - Good. 1 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

traci k.

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

Beautiful home right on the water

We thoroughly enjoyed our stay in this nicely updated and well appointed home. Views of the water on the beautiful deck are spectacular. A great spot to enjoy the sunrise.
Stayed 30 nights in Jan 2024

10/10 Excellent

Pete D.

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

Great Big Pine Key Bay Front Vacation House

Diana, the owner, was extremely friendly and helpful in pointing out all the points of interest and great restaurants. The house was perfectly situated off the bay We enjoyed all the wildlife including a visiting manatee. The inside was beautifully decorated, spacious and well stocked. We would most certainly love to return again.
Stayed 30 nights in Mar 2021

10/10 Excellent

Kris K.

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

Paradise!

This home is exactly as advertised. Clean, comfortable, well stocked and you can’t beat the view! The owner responded immediately to any questions we had. We would definitely rent this home again.
Stayed 28 nights in Mar 2024
This review was submitted before 2018 and can't be verified.

10/10 Excellent

charles w.

A wonderful week

A wonderful week in a marvelous place. Enjoyed each day in a clean, well stocked and decorated home, on an absolutely beautiful spot, with a very hospitable owner who was very available . Thank you so much. Hope to return for a much longer stay.

10/10 Excellent

James B.

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

Relaxing

The view was great, waking up in the morning and having coffee is the way to start your day!! And after a hard day of fishing or catching lobster and drinking a Pina Colada in the afternoon is what vacation is all about. The house was great and I can’t say enough about Diana, always there when or if you need her.
Stayed 29 nights in Sep 2023

8/10 Good

Senevey F.

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

Beautiful Property

After over a decade of staying in Big Pine Key every summer, this property was by far the best. The views were absolutely stunning. The location was spectacular. So close to everything we needed. All the stores, shops, restaurants, bait shops, etc. Just a couple miles up the road if that. Diana was an amazing host and all-around kind person to communicate with. All correspondences between us were very prompt and helpful. As this was our first experience renting with VRBO, she made the whole process easy. Any & all Florida Keys enthusiasts should absolutely visit this property, right on the ocean with a perfect boating location. We would absolutely rent this home again. We had such a great time. Thank you!
Stayed 28 nights in Jul 2024

10/10 Excellent

Ron B.

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

Paradise on Big Pine Key

We spent two incredible months at this house in Big Pine Key, and it was everything we could have hoped for! The location is unbeatable—right on the water, offering stunning views and easy access for boating, fishing, or just relaxing by the shore. The quiet neighborhood is full of local wildlife, including the friendly Key deer that often wandered by.The home itself is beautifully decorated in a stylish South Florida theme and was fully stocked with everything we needed—except for our food, of course! From kitchen essentials to cozy furnishings, everything was thoughtfully provided, making our extended stay comfortable and stress-free.One of the best parts of our experience was the host, Diana. She was absolutely amazing—always friendly, responsive, and available whenever we had a question. She made sure everything was perfect for our stay, which made us feel right at home.With Bahia Honda State Park just a short drive away and Key West about 30 minutes down the road, the location is perfect for both relaxation and adventure. We loved our stay so much that we’re already planning to return next year for another couple of months. If you’re looking for a peaceful, well-equipped waterfront getaway in the Keys, this is the place to be.
Stayed 48 nights in Jan 2025

10/10 Excellent

Ron B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic place! For the past two years we have srated here for the January thru February. Everything about this home is great. Any one renting here will not be disappointed. The host Diana, is a wonderfull host, very responsive and frendly. Thanks Diana for a wonderful place to live for a couple months a year.
Stayed 54 nights in Jan 2026

10/10 Excellent

Avril and John W.

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

Restful Stay in comfort

Thank you, Diana, for a comfortable, enjoyable stay at your Big Pine Property. Your home was spotless and everything we needed was on hand. The location is convenient to all the amenities we were interested in and we had a great time. Storage for our dry goods (bread, cereal, coffee, peanut butter, beer and wine, etc.) was a bit tight, but we made do. The kitchen was stocked with every pot, pan, and utensil we needed. The decorative platters and bowls were cute and we even have one just like yours at home. It was a comfortable place to stay the month. Thank you!
Stayed 30 nights in Jul 2022

10/10 Excellent

Brian H., Macomb, mi

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

The View you cannot leave

We are two retired couples that found the perfect home with the perfect view and the perfect host. We had a wonderful time at this Big Pine Key waterfront home for the months of February. The home is well equipped and convenient with a great kitchen, two baths and plenty of outdoor seating to enjoy the weather and the view of the water and sunrises (and sunsets too). Although we didn’t use the kayaks or paddle boards, the bikes got used and a great neighborhood to walk. The city park is a great nearby escape for bocce, basketball, tennis, kids playground, and a walking path right on the water. Thanks Diana for being a great host and making this property available to us snowbirds.
Stayed 30 nights in Feb 2022

10/10 Excellent

William T.

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

Drop Anchor at this Spot!

I had been to the Keys before but never to Big Pine Key or this particular area. It's far less touristy than many other spots but honestly is ideal for exploring every part of the Keys while being far more peaceful. There are a number of wonderful things about this house for a small group beginning with the lot itself. It resides at the end of the street right on the water and you will have total privacy with plenty of outdoor space. It was ideal for our dog as she felt very conformable zooming around the perimeter. There is also a local park that she loved about 10 mins away. The kitchen was absolutely superb. You will have all the gadgets, appliances, cutlery, pot, pans, cutting boards, etc that you need for a long term stay. It is a well organized kitchen and suited our needs perfectly. The bedrooms are quite cozy with great mattresses and ceiling fans in all three rooms along with plenty of closet space in the master. The living room boasts a great sectional couch with additional comfortable chairs and all of the electronics were very easy to operate. The highlight of the house was the patio which was fantastic, especially for sunrise. You do need to protect yourself from those no-see-ums but much of our time was spent chilling on the patio with that fabulous view including jumping dolphins on occasion! Kayaking right out back was also a tremendous treat! As a final note my communication with the owner (Diana) during our stay, over some minor issues, was seamless and much appreciated. She was incredibly kind, helpful, and truly went beyond anything I expected from my past VRBO experiences. And that makes a big, big, difference in my future vacation choices. Thank you so much Diana and we all hope to come back!
Stayed 30 nights in Jan 2022

10/10 Excellent

victoria c., Odessa Florida

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

Paradise

Beautiful sunset and sunrise close to the gulf and Atlantic. Tarpon was there every day. Very private lots of room to park cars and boat trailers. Winn Dixie right down the road is very convenient. The house was very clean and well-stocked, I loved all the glass facing the water.
Stayed 28 nights in Jul 2021

10/10 Excellent

William Y.

Beautiful place. Had everything you need. Would definitely recommend.

Great time! Beautiful house. Would love to stay here again
Stayed 7 nights in May 2019
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Karen O.

Paradise!!!

This was our third year staying at Diana's, we look forward to this "little paradise" every year!! We love the mornings on the deck enjoying the quite of the ocean and the breath taking sunrises!! My husband fishes off of the dock and channel our entire vacation and was thrilled when he started catching tarpon!! I love having our own private beach and the manatees that come in the channel every year we have stayed!! We love the short trip to Key West!! The house is decorated beautifully anything we need is already there for us. I never want to get out of the comfortable king size bed but the sunrise always wins. We highly recommend a fishing charter the snapper and tuna we caught were delicious!! Some recommendations for restaurants Hog Fish on Stock Island, The Key Fishery, Burdines, and The Sunset Grille located on Marathon if you get tired of seafood "No Name Pub" for a pizza!! Diana's house is our only choice when going to the Keys!! We are looking forward to next year!! Thank you Diana for sharing your beautiful home!! Scott & Karen
This review was submitted before 2018 and can't be verified.

10/10 Excellent

John P., Central Florida/Illinois

Wonderful Week

My friends and I took or sons on our annual fishing trip to BPK the week of 6/18/2016 and stayed here for the first time. The house is well kept, the appliances were new, and you could not ask for a better location or view. Diana was very responsive, answered all our questions, and was wonderful to deal with. She called the day before we were to arrive to advise of some challenges with the boat lift and was very apologetic. She had the repairman out during our stay but we had no need to use the lift as we had more then enough room for our 29 foot and 21 foot center consoles. The boys really enjoyed using the kayaks and the ground level was a great place to hang out. It's a quick run Oceanside, to Bahia Honda, or gulf side. We would definitely stay here again!
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Cathy C.

Beautiful Open Water Views!

We have just returned from another amazing vacation at this property and we can't wait to go back for a third time! This is a beautiful, very clean and comfortable home, complete with everything you need to prepare all those Keys dishes like fish or lobster. The area is known for its fishing and the home sits on a beautiful open water view lot. My husband can stop talking about the two red snappers he caught off the dock and although they were a nice size, they seem to grow every time he tells the story! We thoroughly enjoyed our time in Big Pine Key, which included a quick trip to Key West, and we plan on returning. The owner, Diana, could not be more accommodating & she will make your vacation is a memorable one.
This review was submitted before 2018 and can't be verified.

10/10 Excellent

todd S.

great view

What a view! Our family really enjoyed this Beautiful house and location. The boat dock and lift were perfect for our 22 ft Hydro-Sport. This house has all the amenities you could ask for. Kitchen is fully stocked for what ever you would like to make. Plenty of towels and bedding. Each room is beautifully decorated and Very clean. Private drive, like having your own island. Enjoyed the Ping Pong table and Corn-hole
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Mike U.

Best Time in the Keys

Our family just returned from our stay at Diana's and miss it already. This is such a comfortable house and the location is perfect. So many extras with the house created so many fun activities for my wife, kids and I. Fishing off the dock and in the canal were great. Caught a few small grouper and some medium size tarpon. Bike riding around the neighborhood and over to No Name Key was fun. The location is convenient to both Key West and Marathon and there are so many things to do and great places to eat at, at both locations. Fireworks were launched on July 3rd from the local park and we had the best seat in the house. Diana was very helpful with any questions we had on local eateries and activities. No Name Pub was a great experience, full of interesting history and stories. I never saw the sunrise, as I was on vacation, but sunsets were very pretty and the full moon rising over the water was beautiful. Overall, just a wonderful vacation. I would highly recommend this rental for anyone who just wants to get away and relax.
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Cathy C.

Can't wait to go back!

Hi Diana, I wanted to thank you and let you know that we had the best vacation we have had in a long time while staying at your beautiful home in Big Pine Key. We were excited from the moment we walked in and saw how well equipped and comfortable your home was. Everything we could ever need or want was already there for us. The endless open water views from the deck were amazing and super relaxing. The only time there was any commotion was when my husband caught a large tarpon while fishing right off the dock! We just came back and we are already looking at your calendar to schedule another vacation!
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Dave B.

More then we hoped for.

We drove from Windsor, CT to Pine Pine Key in one long 33 hour drive and when we got to the house we were floored. It was so much more then we ever hoped for. The rooms were very big and that was a plus for us. The house had everything we needed and more. It was so good we left a Fish cleaning kit for others as our way of saying thanks. As a photographer the Sun coming up was something to see. We are even talking about going back next year. Thank You for being our hosts. Dave, Haylan and Isabel
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Dean L., Sussex, WI

Beautiful and Relaxing

My wife and I chose this home based on the location -- on Big PIne Key and directly on the water -- and we were not disappointed. A beautiful view all day long, but especially at sunrise! Clean, freshly decorated and comfortable, the home offered everything we needed for a relaxing vacation. The week we chose was a bit windy, so we couldn't take advantage of the Kayaks, but we did explore the neighborhood, the Key and the region. Several trips to Key West to golf and enjoy the sights were wonderful, and the restaurants throughout the Keys offer excellent local cuisine -- recommend the Square Grouper for dinner and Mangrove Mama's for breakfast! Book this house. You'll enjoy every minute!
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Michelle W.

Amazing Vacation

What an amazing week. Every morning started with a beautiful sunrise and coffee on the deck! From fishing to seeing endangerd animals (manatee and key deer), our stay at Diana's home was filled with memories that will last forever. The home was clean and welcoming to our family. You should definitely take a trip to Key West and Bahia Honda Beach! There are so many delicious places to eat but we loved the Sunset Bar and Grille. I would recommend Diana's home to anyone!
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Barbara R.

My husband and I love this home!

This was our second stay here and it was just as great as last year. The front porch is wonderful in that you can just sit out there and watch the water & birds so your mind just drifts away. It is so relaxing and peaceful just being able to look out over the water. The home is very clean and the kitchen is well stocked with everything that you would need for meals. The owner Diana is very easy to work with and has lots of info on the lower Keys plus wants you to have a great vacation. After a week here you are recharged and ready to go back to your life up in the cold north! Thanks Diana for the wonderful stay!!
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Christoph L.

Absolutely fabulous!

Where am I supposed to start? Diana, the owner, responded to every question we had asap. It was a pleasure and very easy. The house is perfectly located on Big Pine Key, immaculate in every aspect. Very clean, well maintained and I would recommend it without hesitation. Thank you, Diana! It was a memorable vacation!!! Christoph, Hamburg/Germany
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Tammy G.

Home away from Home - Best Place to Stay!

This was a fabulous place to stay! The house is even better than the pictures show and treats you to the most wonderful breathtaking sunsets and sunrises. We thoroughly enjoyed our stay here and will definitely be back sometime in the future. Thanks Diana for all your help and the great communication in preparing for our trip. We ended up spending a lot of time just chilling out in the house and sitting on the porch - the peacefulness and opportunity to relax in such a gorgeous environment makes this the best place ever. Next time we will stay longer!

About the host

Hosted by Diana Denning

Host profile image
We have owned our home in the Keys for awhile and love being able to share our little piece of paradise! We have been renting on Homeaway, now VRBO, since 2012, however, had to hide our listing after Hurricane Irma hit our area in Sept 2017. We have rebuilt and are now ready to show everyone how the Keys has recovered. Please show your support for our beautiful island chain as we continue to recover! Thank you!!

Why they chose this property

Sunrise. Sunset. Fabulous water views; excellent boating access to the Gulf or Atlantic; many amenities on Big Pine Key making it one of the more convenient and desirable islands. Close enough to Key West for day trips. Comfortable bedrooms, all with tvs; new furniture in LR and kitchen area; newly remodeled kitchen with granite countertops and stainless appliances. Boat docking, kayaks, bicycles available.

What makes this property unique

Directly on the water with private porch, panoramic views. Amazing sunrises and sunsets. Close to beaches, snorkeling, water sports.

Languages:

English
Tell us how we can improve our siteShare feedback

Holiday Rentals