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.
Boondocks Grille & Draft House - 3 min drive - 3.7 km
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
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 33 min drive
Restaurants
Boondock's Grille & Drafthouse - 3 min drive
Morning Joint - 10 min drive
No Name Pub - 9 min drive
Kiki's Sandbar - 3 min walk
Looe Key Tiki Bar & Restaurant - 3 min drive
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 A Tropical Luxury Getaway, Your own private resort!!?
As of 29 October 2026, prices found for a 1-night stay for 2 adults at A Tropical Luxury Getaway, Your own private resort!! on 9 November 2026 start from NZ$34,189, 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.
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
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
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.
This property is fantastic! It’s in perfect condition, both inside and out. The grounds were immaculate. They had everything you could need, from pool games and beach games to beach towels, life jackets, entertainment around the pool, large porches, a dock for a boat, a fish cleaning area at the dock’s end, paddle boards, kayaks, and more. The layout was ideal for a large group with multiple families. The host was super responsive and helpful with all our questions. We can tell they really care about the home and the property. Definitely recommend! We cannot wait to come back
Stayed 7 nights in Jul 2026
Response from VrboOwner on 4 August 2026
Katherine,
Wow! Thank you so much for the amazing review. We are so glad you and the family enjoyed your stay at the Sterling Bay House. We want each guest to enjoy their time there as much as we do! Steve and Whitney
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!
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.
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!
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.
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.
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!
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.
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!
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!
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.
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.
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!
The Sterling Bay House was absolutely beautiful and I would highly recommend it to anyone. Our daughter had a small family wedding at the venue and it was absolutely gorgeous. The owners were very friendly and timely in responding to any questions we had and even went above and beyond to have all the dinnerware, glassware and silverware for the event. The location was very convenient to restaurants and stores and only a half hour or so to Key West.
This property has it all! From the pool to the dock! Even has a large ice maker and a bait freezer! Left our boat in the water all week. Great location!
This is our second time staying in the Sterling bay house and will definitely book it again in the future!