You'll have the entire home to yourself and will only share it with other guests in your party.
Summerland Breeze - Three house retreat, perfect for multiple families
Breathtaking property located on desirable Summerland Key right on the ocean. There are three structures on the property....two cottages (each two-bedroom) and a main house overlooking the ocean. Located between the houses is a breathtaking resort-style pool, diving pool, and hot tub.
Minimum 28-day rental. NO, this is NOT available to rent for fewer than 28 nights. Please don't ask.
NEW May 2022: exterior of homes has been painted a beautiful Keys blue. ALL new doors and windows have been installed. (Photos have not yet been updated). Ice maker, and chest freezer available at an additional fee. Pool heating available for additional fee.
Surveillance cameras located throughout exterior of property for security reasons. No cameras inside interior areas or overlooking pool/hot tub area.
Property manager
Randy and Emily Hassler
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Property amenities
Beach
Near the beach
Pool/Spa
Private pool
Outdoor pool
Heated pool
Fence around the pool
Hot tub
Internet
Free WiFi
Parking and transportation
Onsite parking
Kitchen
Refrigerator
Stovetop
Microwave
Oven
Dishwasher
Cookware/dishes/utensils
Toaster
Electric kettle
Blender
Dining
Dining table
Bedrooms
7 bedrooms
Bed sheets provided
Bathrooms
4.5 bathrooms
Bathtub or shower
Jetted bathtub
Towels provided
Hair dryer
Living spaces
Living room
Entertainment
Smart TV
DVD player
Books
Outdoor areas
Balcony
Barbecue grill
Laundry
Washing machine and dryer
Work spaces
Printer
Desk
Desk chair
Comfort
Air conditioning
Pets
Pet friendly
3 total pets
Welcoming dogs only
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near the ocean
On the waterfront
Near the bay
Things to do
Sailing nearby
Parasailing nearby
Scuba diving nearby
Windsurfing nearby
Water tubing nearby
Wildlife and game walks nearby
Power boating nearby
Swimming nearby
Snorkeling nearby
Safety features
Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
Smoke detector installed (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
Similar properties
One of the very few beach houses with a daily, rental license in the Keys.
One of the very few beach houses with a daily, rental license in the Keys.
You will receive an email from the host with check-in and check-out instructions
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
3 total pets
Children and extra beds
Children are welcome
Important information
You need to know
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: 20
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number DWE5404797
Property is also known as
Resort Style Three House Retreat
About the neighborhood
Summerland Key, FL
What's nearby
Florida Keys Beaches - 1 min walk - 0.1 km
Crab Key - 12 min walk - 1.1 km
Venture Out Keys - 8 min drive - 6.5 km
Upper Sugarloaf Key - 10 min drive - 10.2 km
Sugarloaf Beach - 24 min drive - 21.5 km
Getting around
Key West Intl. Airport (EYW) - 34 min drive
Restaurants
Mangrove Mama's - 10 min drive
Boondocks Grille & Draft House - 5 min drive
Kiki's Sandbar - 8 min drive
The Square Grouper Bar & Grill - 6 min drive
Looe Key Tiki Bar & Grill - 6 min drive
Frequently asked questions
Does Summerland Breeze - Three house retreat, perfect for multiple families have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Summerland Breeze - Three house retreat, perfect for multiple families pet-friendly?
Yes, this property allows dogs (limit 3 total).
What time is check-in at Summerland Breeze - Three house retreat, perfect for multiple families?
Check-in begins at 5:00 PM.
What time is check-out at Summerland Breeze - Three house retreat, perfect for multiple families?
Check-out is at 10:00 AM.
Where is Summerland Breeze - Three house retreat, perfect for multiple families located?
Situated on the waterfront, this vacation home is within a 15-minute walk of Florida Keys Beaches, Crab Key, and Pye Key. Coupon Bight Aquatic Preserve and Venture Out Keys are also within 6 mi (10 km).
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Summerland Breeze - Three house retreat, perfect for multiple families Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
This is the perfect house for a large family! we have 4 adult children and it was perfect with the cottages to have all of us in one place. Tonio's ( at end of road) was a great spot for dinners and with it just 23 miles from Key west and Marathon it was nice being in the middle. We hit Duval on weekdays then took a trip to Sunday Funday at sunset grille in Marathon on Sunday's. Like I said it was the perfect vacation home and we would definitely book this dream home again!
I remember this place being a dream rental 20 years ago. So glad it is back in the vacation rental pool. It was all I'd dreamed it would be and more. You can tell this paradise was designed with heart and with great detail. Very clean, very family friendly. We did bring two boats 36' Yellowfin for offshore fishing and 24' Carolina Skiff.
We had THE BEST experience staying at Emily and Randy’s place from beginning to end! They are great people to work with and communicate very well pre-arrival and during the stay. We live in SW Florida and take our summers down to the Keys for the last 8 years. We rent a home 6-8 weeks while there and rotate our friends and family to visit with us. This home was by far the best we’ve ever rented. Neighborhood was safe and quiet. The property was very spacious with the most beautiful flowers and plants everywhere! The pool and porch area being enclosed by the screen was a huge plus when it comes to keeping the bugs away at dusk. The open water view was incredible! Entertaining guests in and out for a few weeks is a chore and having the separate cottages for families to spread out was a genius set up and it allowed some quiet time for me in the main house too ☺️ We only came across a couple of downfalls while there. We brought our 31 ft boat. Having a private basin to store the boat was AMAZING! However, it was a bit too big for the scenario. Going in and out in high tide worked fine, low tide we hit bottom a couple times. Also when we pulled out during a Northwest wind it was tricky keeping the boat in the dug out channel. Also extremely tight to turn the boat around in basin. We did it thanks to my husbands boat skills but I closed my eyes and couldn’t watch each time. Lol Overall, This house comes highly recommended by us! 😎☀️🌴