Skip to main content

A Tropical Luxury Getaway, Your own private resort!!

Photo gallery for A Tropical Luxury Getaway, Your own private resort!!

A boat deck with seating, a small table with a drink, and a view of the water with other boats.
A room with a large window overlooking a body of water, palm trees, and a distant shoreline.
Exterior
A beach view with a pool, lounge chairs, and palm trees.
A modern kitchen with white cabinets, a large island with a sink, stainless steel appliances, and pendant lighting.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
6 bedrooms6+ bathroomsSleeps 16

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Little Torch Key, FL
  • Place, Big Pine Key Flea Market
    ‪3 min drive‬
  • Place, National Key Deer Refuge Visitor Center
    ‪4 min drive‬
  • Place, Coupon Bight Aquatic Preserve
    ‪4 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪47 min drive‬

Rooms & beds

6 bedrooms (sleeps 16)

Black Pearl

1 King Bed

Captains Quarters

1 King Bed

Crews Quarter

3 Queen Beds

Love Shack

1 King Bed and 1 Single Bed

Tranquility

1 King Bed

Turtles Nest

1 King Bed

6 bathrooms, 1 half bathroom

Black Pearl Bathroom

Towels provided · Bathtub or shower · Toilet · Hair dryer

Captains Quarter Bathroom

Towels provided · Toilet · Shower only · Hair dryer

Crews Quarters bathroom

Towels provided · Bathtub or shower · Toilet · Hair dryer

Half Bath in Hall off Living Room

Towels provided · Toilet

Love Shack Bathroom

Towels provided · Toilet · Shower only · Hair dryer

Tranquility Bathroom

Towels provided · Toilet · Shower only · Hair dryer

Turtles Nest Bathroom

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony

About this property

A Tropical Luxury Getaway, Your own private resort!!

For more pictures on this property look us up on Instagram at sterlingbayhouse. This house is located on the open water with private dock and private in ground pool has five (5) bedrooms with king size beds with private bathroom and the 6th bedroom with three (3) queen size beds and their own bathroom. Bedroom six (6) with queen size beds has Foosball and Shuffleboard game table. All bedrooms have their own smart TV's to log into whatever platform you may need. Full kitchen with dining room, and spacious exterior porch. Downstairs you will have plenty of seating with table and chairs, couches, loungers by pool area, beach cabanas, hammock, and two tiki huts to relax under. Bar area under home has big screen tv to watch the games on with a commercial ice machine, poker table with roulette wheel, darts, and Pac man machine for the kids or kids at heart still. Fishing poles, light tackle, Ping Pong table under home, paddle boards (2), kayaks (5) and beach cruisers (6) to ride around on. Receiver in bar area to play local radio stations or bluetooth connectivity with speaker all over the back yard.

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

Pool
Sublimely private luxury home with enveloping oceanfront views near Key West
Sugarloaf Key
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
9.4 out of 10, Exceptional, (47 reviews)
Sublimely private luxury home with enveloping oceanfront views near Key West

House Rules

Check in after 4:00 PM
Check out before 10:30 AM
default

Children

Children allowed: ages 0–17
default

Events

Events allowed: family gatherings, birthday parties, weddings
Noise Ordinances go into affect 10:00 PM
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Outdoors only! Absolutely no smoking in the house.

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Take out the rubbish
Turn off the lights
Failure to complete these may result in a negative review from the host.
Absolutely do NOT open and leave open windows and doors!!!
No Smoking in house .

Important information

You need to know

Property # 2565281vb
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 (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 40
Note from host: Noise Ordinances go into affect 10:00 PM
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
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. The area's natural beauty can be seen at Florida Keys Beaches and Bahia Honda State Park. Travelling with kids? Consider Blue Hole and Big Munson Island. Discover the area's water adventures with kayaking, scuba diving and snorkelling nearby, or enjoy the great outdoors with cycling.
View more Holiday homes in Summerland KeyOpens in a new window
Map
Little Torch Key, FL

What's nearby

  • Big Pine Key Flea Market - 3 min drive - 4.0 km
  • National Key Deer Refuge Visitor Center - 4 min drive - 4.6 km
  • Coupon Bight Aquatic Preserve - 4 min drive - 4.3 km
  • Key West Visitors Center - 5 min drive - 6.3 km
  • Florida Keys Beaches - 8 min drive - 8.7 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 33 min drive

Restaurants

  • ‪No Name Pub - ‬9 min drive
  • ‪Boondock's Grille & Drafthouse - ‬3 min drive
  • ‪Pop's Smoke Shed - ‬6 min drive
  • ‪Morning Joint - ‬10 min drive
  • ‪Kiki's Sandbar - ‬3 min walk

Frequently asked questions

Does A Tropical Luxury Getaway, Your own private resort!! have a pool?

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

How much does it cost to stay at Open-water home with private pool, dock?

As of 30 July 2026, prices found for a 1-night stay for 2 adults at Open-water home with private pool, dock on 2 October 2026 start from NZ$30,891, 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.

Is A Tropical Luxury Getaway, Your own private resort!! pet-friendly?

No, pets are not allowed at this property.

How much is parking at A Tropical Luxury Getaway, Your own private resort!!?

On-site parking is available at the property.

What time is check-in at A Tropical Luxury Getaway, Your own private resort!!?

Check-in begins at 4:00 PM.

What time is check-out at A Tropical Luxury Getaway, Your own private resort!!?

Checkout is at 10:30 AM.

Where is A Tropical Luxury Getaway, Your own private resort!! located?

This family-friendly Summerland Key holiday home is located on the waterfront, within 3 mi (5 km) of Boondocks Grille & Draft House, Big Pine Key Flea Market and National Key Deer Refuge Visitor Center. Blue Hole and Coupon Bight Aquatic Preserve are also within 6 miles (10 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. 53 out of 54 reviews
Rating 8 - Good. 1 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Janice K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was absolutely wonderful !!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 July 2026
So glad you enjoyed your stay, thank you for your review! Steve and Whitney
Verified

10/10 Excellent

Todd A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
You will not find a better property, managed and thought out to every detail. If you don’t book this place now, you will regret it immensely!!!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 July 2026
Thank you so much Mr. Allen, this means so much to us! Steve and Whitney
Verified

10/10 Excellent

Angela W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was perfect for our group! Clean and well stocked. The pool is wonderful and the location was perfect for us. Would definitely rent this home again.
Stayed 7 nights in Jun 2026
Response from VrboOwner on 27 July 2026
Angela, thank you we are so glad your group enjoyed the Sterling Bay House! Hope to see you again. Steve and Whitney
Verified

10/10 Excellent

natalie f.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The owners take great pride in their property. The house was immaculate and they have honestly thought of everything! Great location right between Key West and Marathon. The house, pool, dock, everything was top notch. The kayaks and paddle boards were definitely a bonus! The house looks just like the pictures. We will definitely be back!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 July 2026
Natalie, thank you so much for this. We work really hard to make it what everyone would want in a vacation! Thank you Steve and Whitney
Verified

10/10 Excellent

Jenny M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home is absolutely beautiful and it suited our group very well. I’m not a morning person but I caught the sunrises every morning we were there. There isn’t a bad view at all. Just beautiful stunning views.
Stayed 6 nights in May 2026
Verified

10/10 Excellent

McKell G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing host, beautiful house and property!
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Nancy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Sterling Bay House is truly a private resort. It was impeccably clean, with lovely rooms; the kitchen was well-stocked, the beds comfortable. Our family loved the pool (best ever), the fun oceanfront with cabanas, hammock, its own sand beach, and the expansive dock for fishing. Brava!
Stayed 7 nights in Apr 2026
Verified

10/10 Excellent

Tomi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, pool and amenities!
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Iven T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host had everything covered and was very responsive when we had a question. The amenities were fantastic.
Stayed 6 nights in Jan 2026
Verified

10/10 Excellent

Mary W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was spotless, well stocked and well labeled. The Sterling Bay House exceeded our expectations. A large group of 16 gathered for a family re-union to celebrate a 70th birthday with an age range from 19 months to 86 years. Plenty of fun things to do within 40 minutes of the house.
Stayed 6 nights in Mar 2026
Verified

10/10 Excellent

Cheryl G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We're a family of 13 and go somewhere different every two years for our family vacation. This year we decided to go to Florida and enjoy the Keys. What an amazing time we had. Everything about our trip and this property was perfect, so much so that no one wanted to go home. We started our mornings and ended our days in the pool. No matter the heat, it was always cool with a breeze while we were enjoying the pool or watching the World Cup. The home was beautifully appointed and so comfortable, all of the bedrooms were spacious with en-suites. The grounds were lovely and private, the sunsets were amazing, the kids were able to fish each day off the dock, boating & deep sea fishing is also available, we took advantage of both, and the sheer beauty of the area can take your breath away. Also, kayaks, paddleboards, bikes, ping pong, darts, corn hole, etc., etc., is available, especially the ice machine, it was loved by all. There wasn't anything we needed that wasn't there. Just a short walk can take you to the KiKi Sandbar for some delicious rum drinks, food and live music. It was frequented many times by all of us. This truly felt like a home away from home. We loved it!
Stayed 7 nights in Jun 2026
Response from VrboOwner on 7 July 2026
Cheryl we are so glad you and your family had such a great vacation it makes our day hearing all of the wonderful things you have to say. Hope to see you again!
Verified

10/10 Excellent

Katherine D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wow! What a house! We had so much fun and while we left a few times, really no need with the amenities and location. It’s everything the pictures show.
Stayed 6 nights in Dec 2025
Response from VrboOwner on 9 January 2026
Thank you so much Katy for the amazing review! We try so hard to make the place what everyone will want and we love hearing all the good things!
Verified

10/10 Excellent

Larry P.

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

Family Vacation

Everything we needed to have a great vacation was provided. Super nice place!We would stay here agin
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Nancy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great place to stay. The kitchen was well stocked and organized. There were more beach towels than you could ever use. The sleeping arrangements/bedrooms were great for a large group. The swimming pool, pool toys, and games were amazing. And..the host was great about responding and helping. For a relaxing and fun place to be with young kids you can’t go wrong.
Stayed 6 nights in Nov 2025
Verified

10/10 Excellent

Heather L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family and I stayed at the Sterling Bay House from March 27th to April 3rd. This property is amazing! The house was impeccably clean and beautifully decorated. The outside was awesome as well. So many amenities come with this house inside and out. From the various games we played, attempting to paddleboard, and fishing on the dock. We even rode bikes the one day (two we couldn't use- one had a flat tire and the other the chain kept popping) but we still had fun. Both the children and adults were never bored. We had one small issue with the heated pool. Steven was quick to respond and came right over and fixed the problem. We went for a very short walk to Kiki's one night. Loved the atmosphere, the food was delicious, and great service. We had so much fun, lots of laughs, and many memories made! Thank you Steven!
A beautiful view every day!
Stayed 7 nights in Mar 2026
Verified

8/10 Good

HARRY H.

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

KEYS VACATION 2025

The house and pool were very nice.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

JD

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

Spring Break in Little Torch Key

This is by far the best property we've found in the Keys. The layout was perfect for our group and the outdoor space was amazing. The owner was very responsive to any questions we had. We will definitely stay here again when we come back.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Amy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family of 10 just spent a heavenly week at Sterling Bay House and we could not love this house more! The house itself is just incredible—spacious, well organized and thought out, beautifully decorated, with so many great amenities! It truly feels like a small private resort. The location on Little Torch Key is perfect—it feels private and secluded, yet it is just a short five minute drive to the grocery store and pickleball courts. It’s also in a perfect location for a day trips to Key West or Marathon, which came in handy when we had a couple of windy days. None of us were ready to leave Sterling Bay House at the end of the week! We are also so impressed with the owners, Steve and Whitney. Steve is super responsive and helpful, and quickly fixed a couple of very minor issues that popped up. He’s also just a genuinely nice guy! We would highly recommend SBH to others, and will hopefully be returning ourselves sooner rather than later!
Stayed 7 nights in Jan 2026
Response from VrboOwner on 3 February 2026
Amy, We are so happy to hear you guys enjoyed your stay. We absolutely love hearing how great a time you all had despite those windy days! We hope to see you again and it was so nice to get to meet you. Steve and Whitney
Verified

10/10 Excellent

alexander v.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is amazing and fully equipped/outrigged. The listing is exactly as stated and beautiful. Very active marine wildlife and warm clear Florida key's water. Owner is very responsive and nice. Kiki's just a two-minute walk away and great restaurants a very quick drive. Everyone in our party was amazed, had a blast, and were sad to leave. I can honestly say that it is the best property I've rented.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Greg W.

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

Living the Life!

We loved every minute of our stay at Sterling Bay House! The house is a well appointed fulfilling all our needs! We were nine adults and five kids. There were fun things for the kids to do. The kids (and adults) loved the pool, we enjoyed being on the dock and fishing, enjoyed all the games for the outside, enjoyed the kayaks. We had iguana visits and key deer! We would definitely stay there again!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Joe B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an absolutely incredible stay at this Little Torch Key beach front property. It’s easily one of the best VRBO experiences we’ve had.The house itself is beautiful, new, and extremely well thought out. It’s very spacious and comfortably accommodated our group without ever feeling crowded. Everything was clean, organized, and clearly designed with guests in mind.One of the standout features is the pool, private beach and long dock. We had a boat delivered for the duration of our stay and kept it docked right outside the house, which made the whole trip that much better. Being able to hop on and off the boat whenever we wanted was a huge plus.The property also came equipped with fishing rods and tackle, and even a deep freezer for storing bait. Small details like that really made a difference. We spent a lot of time out on the water snorkeling, fishing, and anchoring at nearby sandbars. The surrounding waters are absolutely beautiful.Location-wise, it’s hard to beat. You’re just a short 2 minute walk to Kiki’s Sandbar & Grille, which quickly became one of our favorite spots for food, drinks, and live music.The owners were fantastic—very responsive, helpful, and genuinely great to work with from start to finish.Between the house, the setup, the location, and the overall experience, everything about this trip was just about perfect. We would absolutely stay here again and highly recommend it to anyone looking for a relaxing and memorable stay in the Keys.
Stayed 7 nights in Mar 2026
Response from VrboOwner on 30 March 2026
Thank you so much Joe we are so glad you guys had a good time your incredible review means the world to us!
Verified

10/10 Excellent

Craig C.

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

Family Vacation

Great property and location. House is designed and built perfectly for family or multiple couples. It has all the amenities you could hope to enjoy. Great hosts and very helpful. We left a couple of articles of clothing and they graciously sent them to us. Highly recommend.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Ronda S.

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

Family Christmas

Awesome property - everyone had plenty of room and never felt crowded. Amenities were endless. Welcome basket was nice. Plenty of everything from dishes to silverware- to pots/pans to towels. Location is perfect~everything was within great proximity. The warm pool was enjoyed by all.
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Minette T.

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

Perfect Paradise

Perfect vacation for our three families! The house was gorgeous and well stocked with all of the nice little extras! Clean and comfortable, and the owner was extremely helpful and responsive with questions. Our own little mini resort with kayaks, corn hole, pool games, fire pit and bikes all included. Thank you for the hospitality!
Stayed 6 nights in Dec 2022
Verified

10/10 Excellent

Tracy V.

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

Another Perfect Year at Summerland House!

We had another amazing stay this year! Such a wonderful house for the whole family! It has it all from stunning coastal views, private beach and pool! Very close to local restaurants, snorkeling, a great dock for a boat and fishing. The house is tucked in, and perfect o just relax with a tropical drink in hand! They also have kayaks, fire pit, and a room downstairs, with all kinds of fishing gear, poles, big coolers and amazing Ice maker. Perfect for a big family or group, every room has a bathroom, towels for inside and out! Wonderful game room, spacious kitchen and living room! The hosts are incredibly responsive and always make us feel right at home!We can't wait to come back next year!
Stayed 7 nights in Jun 2025

About the host

Hosted by Steven Krieger

Host profile image
My husband and I have been in the Florida Keys now for over 30+ years. He is a transplant from St. Louis Missouri and I'm a Georgia peach! We own a local construction business and have been in business now for 21 years. We designed and built the Sterling Bay House together and still remain happily married (at most times LOL!). We are raising our 9-year-old son and working for a better future for us. The Florida Keys are unlike any other place, it may get exhausting at times because we function like a third world country and you have to get off "the rock" as us locals say, but there really is no place like it! The beautiful Ocean laid back atmosphere and friendly people are what keep us here. We are extremely lucky to live where others vacation.

Why they chose this property

We have worked very hard at trying to provide a little something for everyone in your party at this house. This property is very unique for this location, for a house to have 6 bedrooms 6.5 baths private large pool, private dock on the open water is very rare for this location. Most houses in this area are connecting houses or located on the same property to accommodate this many people in a party .

What makes this property unique

We think what makes our property unique is you really do not have to even leave this place. All of our past guest's number one comment is you don't have to leave this place! It is so relaxing and a place for everyone to come together or have there alone time.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback