The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
5 bedrooms5+ bathroomsSleeps 12
Popular amenities
Private pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Summerland Key, FL
Florida Keys Beaches
Place, Florida Keys Beaches
3 min drive
Boondocks Grille & Draft House
Place, Boondocks Grille & Draft House
5 min drive
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
8 min drive
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
41 min drive
Rooms & beds
5 bedrooms (sleeps 12)
King Bedroom w/ensuite
1 King Bed
King Bedroom w/ensuite
1 King Bed
King Bedroom w/ensuite
1 King Bed
King Bedroom w/ensuite
1 King Bed
Twin Bunk Room
4 Single Beds
5 bathrooms, 2 half bathrooms
Ensuite Bathroom 1
Towels provided · Toilet · Shower only · Hair dryer
Ensuite Bathroom 2
Towels provided · Toilet · Shower only · Hair dryer
Ensuite Bathroom 3
Towels provided · Toilet · Shower only · Hair dryer
Ensuite Bathroom 4
Towels provided · Toilet · Shower only · Hair dryer
Ensuite Bathroom 5
Towels provided · Toilet · Shower only · Hair dryer
Half Bath 1
Towels provided · Toilet
Half Bath 2
Towels provided · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area
About this property
Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool
Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool
Welcome to Summerland Serenity, an exceptional five-bedroom, five-and-a-half-bath waterfront estate designed for refined Florida Keys living. Thoughtfully curated for extended stays, this exclusive retreat blends modern coastal elegance, effortless accessibility, and resort-style amenities in a serene Summerland Key setting.
From the moment you arrive, soaring ceilings, expansive windows, and sophisticated finishes create an atmosphere of understated luxury. The home’s private in-residence elevator provides seamless access to every level, offering both convenience and comfort—ideal for multi-generational groups and long-term guests.
Each of the five bedrooms serves as a private sanctuary, featuring its own en-suite bathroom and carefully selected furnishings. Four suites offer king beds, while the fifth bedroom is appointed with four custom built-in bunks, perfectly suited for families or guests seeking flexible sleeping arrangements. Two additional half baths add to the home’s thoughtful design.
At the heart of the residence, the gourmet kitchen showcases premium appliances, custom cabinetry, and an expansive island designed for both casual mornings and elegant entertaining. The open-concept layout flows effortlessly into multiple indoor and outdoor living spaces, allowing for a seamless connection to the surrounding waterfront environment.
Outdoors, indulge in your private pool oasis, complemented by a fully equipped outdoor kitchen—ideal for alfresco dining, sunset cocktails, and relaxed evenings under the Keys sky. Boating enthusiasts will appreciate the 60 feet of private dockage, complete with Gulf access, a 10,000 lb boat lift, shore power, and water—offering effortless access to world-class fishing, diving, and island exploration.
Additional conveniences include under-home boat trailer storage, ample parking, and a 4-person electric golf cart, included for stylish neighborhood cruising and island exploration.
Perfectly positioned in Summerland Key and just a short drive from Key West, Summerland Serenity delivers a rare blend of privacy, sophistication, and waterfront lifestyle—an elevated escape for those who expect nothing less than exceptional.
Why Guests Love Summerland Serenity:
Private in-home elevator for effortless access to every level
Prime waterfront setting with 60 ft of dockage and Gulf access
Resort-style private pool with a fully equipped outdoor kitchen
Five spacious en-suite bedrooms for ultimate privacy
10,000 lb boat lift, shore power, and water at the dock
Electric golf cart included for easy island cruising
Quiet Summerland Key location, just minutes from Key West
This property is “Not pet friendly” so pets are not allowed on the property. Owners are highly allergic to dogs. Failure to adhere to this rule will result in a charge up to $500 and asked to vacate without a refund.
Concierge Services - Enhance your stay with our concierge services, designed to create a seamless and memorable Florida Keys experience. Our concierge agent, Kasey Platt, can assist with everything from private boat charters, snorkeling, fishing trips, and eco-tours to in-home massages, private chefs, and unique entertainment like fire shows or dancers. She can also help arrange grocery deliveries, kayak or fishing gear rentals, charcuterie boards, and more.
Born and raised in Marathon, Kasey has strong local connections, allowing for personalized recommendations and exclusive experiences. More details on available services and how to coordinate them are shared with guests after booking. If you have any questions in advance, please let us know—we’re happy to help!
Vacation Rentals of the Florida Keys (Vrotfk) has Terms and Conditions that apply to this property and all properties we manage. By booking this property—whether directly with us or through a third party site—you and your party expressly agree to these Terms and Conditions. A deposit or completed booking serves as acknowledgment and acceptance of these terms. After your reservation is confirmed, the Terms and Conditions will be sent to you via an e-sign document, which is required to be completed. If the e-sign is not completed, access to the virtual guidebook and arrival details will not be provided. Please feel free to reach out with any questions. Additionally, we will request certain information that third-party sites may not collect, as we are required to have specific details on file per company policy and local city regulations.
Things to Note:
- This property has a 28 night min
- Must be 25 years or older to book and must be present for the entire stay
- 12 guests: Max occupancy reflects the number of guests allowed per city regulations and does not guarantee sleeping accommodations for that number—please review the bed description carefully
- Check-in: 4:00 PM on the day of arrival
- Check-out: 10:00 AM on the day of departure
- Dockage is available at this property; please verify maximum boat size and dockage details with the property manager prior to booking
- This property is not pet friendly
- Vacation Rentals of the Florida Keys provides a complimentary starter set of items, including soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent. Guests are responsible for providing additional supplies for the remainder of their stay. Starter items are typically located in the bathrooms, at the kitchen sink, and in the laundry area.
Amenities Include:
- Air Conditioning: yes - central
- Kitchen: yes
- Private Entrance: yes
- Smoke Detector: yes
- Bait Freezer: yes
- Bed Size 1st/Master: King with en suite bath
- Bed Size 2nd Rm: King with en suite bath
- Bed Size 3rd Rm: King with en suite bath
- Bed Size 4th Rm: King with en suite bath
- Bed Size 5th Rm: 4 twin bunk beds (built in)
- Child Friendly: yes
- Coffee Maker: yes
- Pool: private - heated & chilled
- Stand Alone Ice Machine: yes
- Balcony: yes - each room has its own (except bunks)
- Bbq Grill: yes - outdoor kitchen downstairs
- Ceiling Fans: yes
- Elevator: yes
- Internet Access: yes
- Micro/Dishwash/Disp.: yes
- Refrig And Ice Maker: yes
- Stove/Oven Elec/Gas: yes
- TV Cable/Satellite: Smart TVs - Youtube TV
- View: canal view, waterfront, near ocean
- washer dryer: yes in house
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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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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. The area's natural beauty can be seen at Florida Keys Beaches and Bahia Honda State Park. Blue Hole and Big Munson Island are also worth visiting. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours.
Boondocks Grille & Draft House - 5 min drive - 6.4 km
Upper Sugarloaf Key - 8 min drive - 9.9 km
Upper Sugarloaf Sound - 9 min drive - 11.2 km
Big Pine Key Flea Market - 10 min drive - 12.9 km
Getting around
Key West, FL (EYW-Key West Intl.) - 32 min drive
Restaurants
Boondock's Grille & Drafthouse - 4 min drive
Morning Joint - 2 min drive
Kiki's Sandbar - 7 min drive
The Bent Prop - 6 min drive
Square Grouper Bar and Grill - 3 min drive
Frequently asked questions
Does Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool?
As of 3 Jul, 2026, prices found for a 1-night stay for 2 adults at Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool on 4 Apr, 2027 start from S$761, 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 Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool pet-friendly?
No, pets are not allowed at this property.
How much is parking at Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool?
On-site parking is available at the property.
What time is check-in at Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool?
Check-in begins at 4:00 PM.
What time is check-out at Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool?
Checkout is at 10:00 AM.
Where is Summerland Serenity – Elevated Waterfront Luxury with Private Elevator & Pool located?
Situated on the waterfront, this holiday home is within 3 miles (5 km) of Florida Keys Beaches, Crab Key and Boondocks Grille & Draft House. Upper Sugarloaf Key and Big Pine Key Flea Market are also within 6 miles (10 km).
About the host
Hosted by Vacation Rentals of the Florida Keys
Languages:
English
Premier Host
They consistently provide great experiences for their guests