Runway To Reef - Summerland Key Rental
βοΈArrive By Air, Explore By Sea! π
Land, park, & step straight into vacation mode where laid back island living meets rare convenience.
04/07/2026
π΄ Luxury Monthly Retreat in Summerland Key β Private Airstrip + Dockage βοΈβ
Escape to paradise in beautiful Summerland Key β a hidden gem in the Lower Keys known for its laid-back island vibe, crystal-clear waters, and even a private community airstrip for aviation enthusiasts.
This stunning 3 bedroom / 2 bathroom vacation home comfortably sleeps 8 guests, making it perfect for families, snowbirds, or extended stays in paradise.
β¨ Property Highlights:
β’ ποΈ Sleeps up to 8 guests
β’ π‘ 3 Bedrooms | 2 Bathrooms
β’ βοΈ Access to private airstrip (rare in the Keys!)
β’ β Dock space available β bring your boat & enjoy easy water access
β’ π Minutes to world-class fishing, sandbars & snorkeling
β’ π΄ Peaceful, upscale neighborhood just 25 minutes from Key West
π
Important:
β‘οΈ 28-day minimum stay required (per county regulations) ()
π Local Events (Late April β Early May 2026):
Make your stay even more memorable with nearby events:
β’ πΆ Key West Songwriters Festival (April 29 β May 3)
β One of the largest music festivals of its kind featuring live performances across Key West
β’ π Conch Republic Independence Celebration (April 17 β 26)
β Parades, parties, and local culture celebrating the Keysβ quirky independence spirit ()
β’ π Ocean Fest (April 25)
β Family-friendly waterfront festival with live music, food trucks & vendors ()
β’ πΆ Mote Marine Homeschool Meetup (Summerland Key)
β Kayaking, eco tours & marine experiences right nearby
π
Whether youβre flying in, boating out, or just soaking up the island lifestyle, this home offers a one-of-a-kind Florida Keys experience.
π© Message for availability & monthly rates β your extended island escape awaits!
04/06/2026
π΄ For rent in Summerland Key! πβοΈ
Welcome to your slice of paradise in the Florida Keys! This stunning 3-bedroom, 2-bathroom home offers the perfect blend of island living and adventure. Featuring private airstrip access and boat dock privileges, this property is a dream for pilots, boaters, and anyone who loves life on the water.
Wake up to ocean breezes, spend your days fishing or cruising the turquoise waters, and fly in with ease right from your own community. Whether you're looking for a vacation getaway, this home delivers the ultimate Keys lifestyle.
π
Highlights:
β’ 3 Bedrooms | 2 Bathrooms
β’ Private airstrip access βοΈ
β’ Boat dock access π€
β’ Open-concept living spaces
β’ Tropical surroundings & laid-back luxury
π Plus, youβll be just in time to enjoy some of the Keysβ most exciting late-April events, including local seafood festivals, waterfront live music, and seasonal fishing tournaments that bring the community to life. Itβs the perfect opportunity to experience the vibrant island culture right outside your door!
03/26/2026
π΄β¨ ESCAPE TO PARADISE β SUMMERLAND KEY, FL β¨π΄
Looking for the perfect long-term getaway in the Florida Keys? Your slice of island life is waiting! πβοΈ
π‘ 3 Bedroom | 2 Bathroom Vacation Rental
β Private Boat Dock Access β bring your boat & hit the open water anytime
βοΈ Private Airstrip Access β fly in and start relaxing instantly
π
Peaceful, scenic surroundings with breathtaking sunsets every evening
Whether youβre into fishing, boating, or just soaking up that laid-back Keys lifestyle, this home has everything you need for an unforgettable stay.
π
Minimum Stay: 28 Days β perfect for a true escape, remote work, or extended vacation
π Local Events Happening in May:
Lower Keys Dolphin Tournament β a must-see for fishing enthusiasts π
Key West Songwriters Festival β live music, island vibes, and unforgettable performances πΆ
πΊ Donβt just visit the Keysβ¦ live them.
π© Message now for availability, pricing, and details β this hidden gem wonβt last long!
03/24/2026
π΄βοΈπ€ FLY IN. DOCK. EXPERIENCE THE KEYS β SUMMERLAND KEY ESCAPE π€βοΈπ΄
Looking for a May getaway in the Florida Keys thatβs actually UNIQUE? This is it π
π‘ 3 Bed | 2 Bath Private Home β Summerland Key
π€ Dock Your Boat Right Outside
βοΈ Private Airstrip Access β Fly Straight In
This isnβt just a stayβ¦ itβs a full-on Keys experience.
π₯ Whatβs happening in May nearby:
π¨ Morada Way Third Thursday Art Walk (May 21) β live music, local art, food & island vibes ()
ποΈ Key West Artisan Market (weekly) β fresh food, crafts & local culture ()
π½οΈ Food & drink events + pop-ups in Key West β perfect for a night out after a day on the water ()
Plus, youβre minutes from:
π£ World-class fishing & boating
π¬ Dolphin tours, snorkeling & sandbars
π
Some of the BEST sunsets in the Keys
βοΈ Your Days Look Like:
Morning coffee by the water β boat out to the reef β afternoon sandbar hang β sunset drinks back at your private dock
Perfect for:
βοΈ Boaters
βοΈ Pilots / aviation lovers
βοΈ Families & groups
βοΈ Anyone wanting more than just a basic rental
π
May is a HOT month with events + perfect weather β dates are going fast!
π¬ Comment or message me for availability, pricing & details!
π₯ Rare combo: Dock + Private Airstrip + Prime Location β you wonβt find this often in the Keys.
03/24/2026
π΄β¨ Your Private Slice of Paradise Awaits in Summerland Key β¨π΄
Looking for the perfect Florida Keys escape? This stunning 3-bedroom, 2-bath vacation home is more than just a place to stay β itβs your gateway to the ultimate island lifestyle.
π€ Bring Your Boat β Enjoy direct access to dock your boat and spend your days exploring crystal-clear waters, fishing, or island hopping.
βοΈ Fly In, Stay in Style β Exclusive access to a private airstrip makes arriving here as unforgettable as the stay itself.
π‘ Comfort Meets Coastal Charm
Spacious, beautifully designed, and fully equipped for relaxation β whether you're sipping coffee at sunrise or unwinding after a day on the water.
π
Endless Island Vibes
From breathtaking sunsets to laid-back Key life, this is where memories are made.
πΌ Perfect for families, couples, or anyone craving a one-of-a-kind getaway.
π
Dates are filling fast β donβt miss your chance to experience Summerland Key like never before!
π© Message now for availability & details!
03/23/2026
Escape to paradise in Summerland Key π΄βοΈβ
Looking for the perfect extended stay in the Florida Keys? This beautiful 3-bedroom, 2-bath waterfront home is now available with a minimum 28-day stayβperfect for aviation enthusiasts and those who love the freedom of island living.
β¨ Property Highlights:
β’ Sleeps up to 8 comfortably
β’ Private boat dock with direct water accessβbring your boat!
β’ Exclusive private airstrip access for ultimate convenience
β’ Spacious, fully furnished interior with coastal charm
β’ Outdoor space perfect for relaxing, dining, and sunset views
Fly in, dock your boat, and experience the Keys from both air and sea. Spend your days exploring turquoise waters and your evenings enjoying peaceful island sunsetsβthis is a lifestyle unlike any other.
π
Now booking 28+ day stays
π© Message for availability, pricing, and details
Your island lifestyle starts here π
03/20/2026
π΄βοΈ Escape to Paradise in Summerland Key! π€π
Looking for the perfect Florida Keys getaway? Our beautiful 3-bedroom, 2-bath vacation home in Summerland Key has everything you need for an unforgettable stay!
β¨ Property Highlights:
β’ Private airstrip access β fly in and start relaxing instantly
β’ Boat dock access β bring your boat or rent one nearby
β’ Spacious, comfortable living for families or groups
β’ Close to world-class fishing, snorkeling, and island hopping
π Perfect Timing β Spring Events Nearby!
Stay with us in April or May and enjoy local favorites like:
β’ Waterfront seafood festivals π¦
β’ Live music and sunset celebrations πΆ
β’ Fishing tournaments and boating events π£
Whether you're flying in, cruising the Keys by boat, or just looking to unwind in a tropical paradise, this is your spot.
π
Now booking for April & May β dates are filling fast!
π© Message me for availability, pricing, and more details!
πΊ Your island escape is waitingβ¦ donβt miss it!
03/17/2026
π΄βοΈ Waterfront Paradise in Summerland Key β 3BR/2BA Vacation Rental ππ€
Looking for the perfect extended getaway in the Florida Keys? This beautiful 3-bedroom, 2-bath vacation home in Summerland Key offers the ultimate blend of relaxation and adventure!
β¨ Property Highlights:
β’ Private airstrip access β ideal for aviation enthusiasts
β’ Boat dock access β bring your boat and explore the open water
β’ Spacious 3 bedrooms / 2 bathrooms β perfect for families or groups
β’ Bright, open living spaces with island vibes throughout
β’ Stunning waterfront location with breathtaking sunsets
π
Whether you're flying in, boating out, or just soaking up the laid-back Keys lifestyle, this home has everything you need for an unforgettable stay.
π
Minimum stay: 28 days
π Located in beautiful Summerland Key
Message now for availability, pricing, and more detailsβyour island escape is waiting!
03/16/2026
π΄βοΈ Fly In β’ Boat Out β’ Relax in Paradise β Summerland Key, FL π€βοΈ
Escape to the Florida Keys and stay at this beautiful 3 bedroom / 2 bathroom vacation rental in Summerland Key β a perfect spot for pilots, boaters, and anyone looking to enjoy island life.
β¨ Property Highlights:
β’ ποΈ 3 Bedrooms | 2 Bathrooms β spacious and comfortable for families or groups
β’ βοΈ Private Airstrip Access β fly in and start your vacation right away
β’ π€ Boat Dock Access β bring your boat and explore the incredible Keys waters
β’ π
Relaxing island atmosphere with amazing sunsets
β’ π£ Perfect for boating, fishing, diving, and exploring nearby islands
This unique property offers the best of air, sea, and island living all in one unforgettable location.
π
Now booking stays in beautiful Summerland Key, Florida!
π© Message for availability, rates, and booking details.
03/13/2026
ποΈ Florida Keys Rental β Summerland Key | Private Airstrip + Boat Dock | 28+ Day Stay βοΈπ€
Rare opportunity to rent a fly-in, boat-out home in Summerland Key located in one of the most unique communities in the Florida Keys.
Details:
β’ π Summerland Key β Lower Florida Keys
β’ βοΈ Private airstrip access (perfect for pilots)
β’ π€ Dockage available for your boat with easy ocean access
β’ ποΈ Quiet island neighborhood
β’ π‘ Fully furnished home ideal for extended stays
β’ π
Minimum stay: 28 days
Perfect for pilots, boaters, snowbirds, traveling professionals, or anyone looking for a longer stay in the Keys.
Enjoy the ability to fly in for the weekend, keep your boat at the dock, and experience true island living.
π¬ Comment or message for:
β’ Monthly rates
β’ Availability
β’ Photos & additional details
Click here to claim your Sponsored Listing.
Category
Contact the business
Telephone
Website
Address
280 Airport Drive S
Summerland Key, FL
33042