Entire home
Summerland Serenity Elevated Waterfront Luxury with Private Elevator & Pool
Photo gallery for Summerland Serenity Elevated Waterfront Luxury with Private Elevator & Pool





Popular amenities
- Private pool
- Onsite parking available
- Kitchen
- Washing machine
- Air-conditioning
- Barbecue
Explore the area

Summerland Key, FL
- Florida Keys BeachesPlace, Florida Keys Beaches3 min drive
- Upper Sugarloaf KeyPlace, Upper Sugarloaf Key8 min drive
- Upper Sugarloaf SoundPlace, Upper Sugarloaf Sound9 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 comfortideal 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 kitchenideal 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 wateroffering 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 lifestylean 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 knowwe'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 propertywhether directly with us or through a third party siteyou 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 numberplease 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
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 comfortideal 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 kitchenideal 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 wateroffering 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 lifestylean 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 knowwe'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 propertywhether directly with us or through a third party siteyou 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 numberplease 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
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

White Home - Receive 400 dollars
towards a BOAT RENTAL!
Cudjoe Key
White Home - Receive 400 dollars towards a BOAT RENTAL!
Cudjoe Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (209 reviews)
10/10
Exceptional
(209 reviews)

Family Retreat Ocean front pool
Cudjoe Key
Family Retreat Ocean front pool
Cudjoe Key
- Pool
- Spa pool
- Kitchen
- Washing machine
9.4 out of 10, Exceptional, (92 reviews)
9.4/10
Exceptional
(92 reviews)

Yellow Home - Receive 400 dollars
towards a BOAT RENTAL!
Cudjoe Key
Yellow Home - Receive 400 dollars towards a BOAT RENTAL!
Cudjoe Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (150 reviews)
10/10
Exceptional
(150 reviews)

Little Torch Key Nest - Ocean view with pool
Little Torch Key
Little Torch Key Nest - Ocean view with pool
Little Torch Key
- Pool
- Kitchen
- Washing machine
- Free Wi-Fi
9.8 out of 10, Exceptional, (50 reviews)
9.8/10
Exceptional
(50 reviews)

Latitudes - Ocean front with salt water pool.
Cudjoe Key
Latitudes - Ocean front with salt water pool.
Cudjoe Key
- Pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (45 reviews)
9.8/10
Exceptional
(45 reviews)

Conch House - Ocean front with dock and pool
Little Torch Key
Conch House - Ocean front with dock and pool
Little Torch Key
- Pool
- Kitchen
- Washing machine
- Free Wi-Fi
10.0 out of 10, Exceptional, (41 reviews)
10/10
Exceptional
(41 reviews)

Fandango - private pool <br>This is a pet friendly home. A pet fee and approval of your pet is required.
Cudjoe Key
Fandango - private pool <br>This is a pet friendly home. A pet fee and approval of your pet is required.
Cudjoe Key
- Pool
- Spa pool
- Kitchen
- Washing machine
9.8 out of 10, Exceptional, (88 reviews)
9.8/10
Exceptional
(88 reviews)

Spacious 7-bedroom estate with AC in peaceful Summerland Key
Summerland Key
Spacious 7-bedroom estate with AC in peaceful Summerland Key
Summerland Key
- Washing machine
- Dryer
- Pet-friendly
- Air-conditioning

Blue Palms w/boat dock and saltwater pool.
Cudjoe Key
Blue Palms w/boat dock and saltwater pool.
Cudjoe Key
- Pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (161 reviews)
9.8/10
Exceptional
(161 reviews)

Tropical Paradise - Ocean front with swim spa
Cudjoe Key
Tropical Paradise - Ocean front with swim spa
Cudjoe Key
- Pool
- Kitchen
- Washing machine
- Dryer
9.6 out of 10, Exceptional, (91 reviews)
9.6/10
Exceptional
(91 reviews)

Solstice Seaside Waterfront House w/Pool & Spectacular Ocean Views/Min 28 Nights
Summerland Key
Solstice Seaside Waterfront House w/Pool & Spectacular Ocean Views/Min 28 Nights
Summerland Key
- Pool
- Kitchen
- Washing machine
- Dryer
9.0 out of 10, Wonderful, (7 reviews)
9.0/10
Wonderful
(7 reviews)

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
- Pool
- Kitchen
- Washing machine
- Dryer
8.8 out of 10, Excellent, (70 reviews)
8.8/10
Excellent
(70 reviews)

Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
Sugarloaf Shores
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
Sugarloaf Shores
- Pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (14 reviews)
9.8/10
Exceptional
(14 reviews)

Waterfront Beach Houses with Dock & Heated Pool!
Little Torch Key
Waterfront Beach Houses with Dock & Heated Pool!
Little Torch Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (80 reviews)
10/10
Exceptional
(80 reviews)

Gorgeous Newer Oceanfront Home! Private heated pool, dock and great views!
Cutthroat Harbor Estates
Gorgeous Newer Oceanfront Home! Private heated pool, dock and great views!
Cutthroat Harbor Estates
- Ocean view
- Pool
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (15 reviews)
9.6/10
Exceptional
(15 reviews)

NEPTUNES END - 4 Bedrooms / 3 Bathrooms Waterfront Retreat- Pool & Sunset Views
Cutthroat Harbor Estates
NEPTUNES END - 4 Bedrooms / 3 Bathrooms Waterfront Retreat- Pool & Sunset Views
Cutthroat Harbor Estates
- Pool
- Spa pool
- Kitchen
- Washing machine
9.2 out of 10, Wonderful, (9 reviews)
9.2/10
Wonderful
(9 reviews)

**DOLPHIN DAYDREAMS @ VENTURE OUT** New Home & Golf Cart + LAST KEY SERVICES…
Cudjoe Key
**DOLPHIN DAYDREAMS @ VENTURE OUT** New Home & Golf Cart + LAST KEY SERVICES…
Cudjoe Key
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
- Ocean view
- Pool
- Kitchen
- Washing machine
8.8 out of 10, Excellent, (168 reviews)
8.8/10
Excellent
(168 reviews)

Waterfront Anchor House with Boat Basin & Ramp!
Little Torch Key
Waterfront Anchor House with Boat Basin & Ramp!
Little Torch Key
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (21 reviews)
9.8/10
Exceptional
(21 reviews)

Sugarloaf Key Home With Beach, Dock and Canal!
Sugarloaf Shores
Sugarloaf Key Home With Beach, Dock and Canal!
Sugarloaf Shores
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (26 reviews)
10/10
Exceptional
(26 reviews)

Awesome Open Water View at Blue Heron Estate
Big Pine Key
Awesome Open Water View at Blue Heron Estate
Big Pine Key
- Ocean view
- Pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (63 reviews)
10/10
Exceptional
(63 reviews)

Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly.
Summerland Key
Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly.
Summerland Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (51 reviews)
10/10
Exceptional
(51 reviews)

Open 360 water view, boat dockage, 4 bedroom Home in Big Pine Key
Big Pine Key
Open 360 water view, boat dockage, 4 bedroom Home in Big Pine Key
Big Pine Key
- Ocean view
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

FREE KAYAKS & BIKES! Private Pool Home. Little Torch Key. Great Fishing Area.
little torch key
FREE KAYAKS & BIKES! Private Pool Home. Little Torch Key. Great Fishing Area.
little torch key
- Pool
- Spa pool
- Kitchen
- Washing machine
9.8 out of 10, Exceptional, (32 reviews)
9.8/10
Exceptional
(32 reviews)

Reel Caribbean Getaway
Summerland Key
Reel Caribbean Getaway
Summerland Key
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

SOUTHERN SUNSET - As seen on House Hunters-S228 E6 - Family Time in the FL Keys
Cutthroat Harbor Estates
SOUTHERN SUNSET - As seen on House Hunters-S228 E6 - Family Time in the FL Keys
Cutthroat Harbor Estates
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
Little Torch Key
Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
Little Torch Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (8 reviews)
10/10
Exceptional
(8 reviews)

BLUE PEARL - 5 Bedroom/ 4 Bathroom Pool, Kayak, Bike, Canal Front w/ Boat Lift
Cutthroat Harbor Estates
BLUE PEARL - 5 Bedroom/ 4 Bathroom Pool, Kayak, Bike, Canal Front w/ Boat Lift
Cutthroat Harbor Estates
- Pool
- Kitchen
- Washing machine
- Dryer
9.6 out of 10, Exceptional, (4 reviews)
9.6/10
Exceptional
(4 reviews)

Very Private 3 Bedroom / 2 Bath Canal Home in Little Torch Key w/ Private Pool
Little Torch Key
Very Private 3 Bedroom / 2 Bath Canal Home in Little Torch Key w/ Private Pool
Little Torch Key
- Pool
- Spa pool
- Kitchen
- Washing machine

Tropical 5BR Paradise, Private Pool, Hot Tub, Canal Access – Sleeps 12
Eden Pines
Tropical 5BR Paradise, Private Pool, Hot Tub, Canal Access – Sleeps 12
Eden Pines
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
About the area
Summerland Key
Located in Summerland Key, this holiday home is on the waterfront. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.

Summerland Key, FL
What's nearby
- Florida Keys Beaches - 3 min drive - 2.0 km
- Upper Sugarloaf Key - 8 min drive - 9.9 km
- Upper Sugarloaf Sound - 9 min drive - 11.2 km
- National Key Deer Refuge Visitor Center - 11 min drive - 13.6 km
- Key West Visitors Center - 12 min drive - 15.2 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
- Mangrove Mama's - 7 min drive
- Square Grouper Bar and Grill - 3 min drive
Tell us how we can improve our siteShare feedback