Entire home
Summerland Breeze - Three house retreat, perfect for multiple families
Beachfront holiday home with outdoor pool and Hot tub
Photo gallery for Summerland Breeze - Three house retreat, perfect for multiple families





Reviews
10 out of 10 
Exceptional
7 bedrooms4+ bathroomsSleeps 14
Popular amenities
Explore the area
- Place, Florida Keys Beaches
- Place, Crab Key
- Place, Upper Sugarloaf Key
- Airport, Key West, FL (EYW-Key West Intl.)
Rooms & beds
7 bedrooms (sleeps 14)
Master Bedroom
1 King Bed
The Boat Room
1 King Bed
The Fish Room
2 Single Beds
The Mermaid Room
2 Single Beds
The Ocean Room
1 King Bed
The Relax Room
1 King Bed
The Starfish Room
2 Single Beds
4 bathrooms, 1 half bathroom
Bathroom - Lower Level
Towels provided · Toilet · Shower only
Cottage One Bathroom
Towels provided · Toilet · Shower only
Cottage Two Bathroom
Towels provided · Toilet · Shower only
Master Bathroom
Towels provided · Bathtub or shower · Bathtub · Toilet · Jetted bathtub · Hair dryer
Powder Room
Towels provided · Toilet
Spaces
Deck or patio
Kitchen
Kitchenette
Balcony
Outdoor play area
Dining area
About this property
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.
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.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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House Rules
Check in after 5:00 PM 
Minimum age to rent: 25 
Check out before 10:00 AM 
Children
Children allowed: ages 0–17 
Events
Events allowed: family gatherings, birthday parties, weddings 
Pets
Pets allowed: dogs (limit 3 total) 
Smoking
Smoking is not permitted 
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 that there is a carbon monoxide detector on the property 
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 
Property Registration Number DWE5404797
About the area
Summerland Key
Located in Summerland Key, this holiday home is on the beach. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. With jet skiing, scuba diving and snorkelling nearby, you'll find plenty of adventures in the water. 
Summerland Key, FL
What's nearby
- Florida Keys Beaches - 3 min walk - 0.3 km
- Upper Sugarloaf Key - 16 min drive - 11.9 km
- National Key Deer Refuge Visitor Center - 17 min drive - 12.9 km
- Sugarloaf Beach - 28 min drive - 23.0 km
- Bahia Honda State Park - 31 min drive - 27.8 km
Getting around
Restaurants
- Kiki's Sandbar - 8 min drive
- Boondock's Grille & Drafthouse - 5 min drive
- 5 Brothers Two - 5 min drive
- Morning Joint - 5 min drive
- Broil - 7 min drive
Frequently asked questions
About the host
Hosted by Randy and Emily Hassler

Why they chose this property
This property is unique and beautiful in many ways....incredible ocean views, one-of-a-kind pool area (fully screened-in), and ample living space. Summerland Key is a lovely, quiet neighborhood, located just 25 miles from the heart of Key West (40 minute drive to Mallory Square, 25 minute drive to Key West Airport.
What makes this property unique
Three homes on the property make this a perfect option for multiple families, providing closeness and privacy at the same time. 
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