Entire home

Summerland Breeze - Three house retreat, perfect for multiple families

Beachfront holiday home with outdoor pool and Hot tub

Escape to the picturesque Summerland Key at this oceanfront property. Unwind in the resort-style pool, diving pool, or hot tub overlooking the turquoise waters. The beautifully renovated main house and two cottages are surrounded by lush surroundings.

Exceptional

Entire home

7 bedrooms5 bathroomsSleeps 14

Popular amenities

Dryer
Hot tub
Washer
Pool
Barbecue grill
Kitchen

Add dates for prices

About this property

Entire place

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 amenities

Beach

On the beach

Pool/Spa

Heated pool
Hot tub
Outdoor pool
Private pool

Internet

Available in the house: Free WiFi

Parking and transport

Parking on site

Kitchen

Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Kitchen island
Kitchenette
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
Toaster

Dining

Dining table

Bedrooms

7 bedrooms
Bedsheets provided

Bathroom

4.5 bathrooms
Bathtub
Bathtub or shower
Hair dryer
Shower
Towels provided

Living spaces

Dining table
Living room

Entertainment

Books
DVD player
Smart TV

Outdoor areas

Balcony
Barbecue grill

Laundry

Laundry facilities
Washing machine

Work spaces

Desk
Desk chair
Printer

Comfort

Air conditioning

Pets

Pet friendly
Welcoming dogs only
3 pets total

Suitability/Accessibility

Smoke-free property

Services and conveniences

Iron/ironing board

Location highlights

Near the bay
Near the ocean
On the waterfront

Things to do

Heated pool
Jet skiing nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Water tubing nearby
Wildlife walks nearby
Windsurfing nearby

Safety features

Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock

Similar properties

Pool
Kitchen
Washer
Free WiFi

Pool
Kitchen
Washer
Dryer

HK$10,813 total

includes taxes & fees

15 Dec - 16 Dec

Policies

Check-in

Check-in time starts at 5:00 PM

Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

3 total pets

Children and extra beds

Children are welcome

Events

Events allowed: family gatherings, birthday parties, weddings

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

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 area

Summerland Key, FL

What's nearby

Florida Keys Beaches - 1 min walk - 0.0 km
Duval Street - 59 min drive - 47.7 km
Southernmost Point - 60 min drive - 47.4 km
Sombrero Beach - 61 min drive - 52.7 km
Mallory Square - 61 min drive - 48.7 km

Getting around

Key West, FL (EYW-Key West Intl.) - 34 min drive

Restaurants

‪Boondock's Grille & Drafthouse - ‬5 min drive
‪Kiki's Sandbar - ‬8 min drive
‪5 Brothers Two - ‬5 min drive
‪Morning Joint - ‬5 min drive
‪Broil - ‬7 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).

How much is parking at Summerland Breeze - Three house retreat, perfect for multiple families?

On-site parking is available at the property.

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?

Checkout is at 10:00 AM.

Where is Summerland Breeze - Three house retreat, perfect for multiple families located?

Situated on the beach, this holiday 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 miles (10 km).

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Summerland Breeze - Three house retreat, perfect for multiple families Reviews

10

Exceptional

9.2/10

Cleanliness

10/10 Excellent

Jim G.

3 Apr 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summerland Breeze

Beautiful oceanfront property with wonderful pool - great space for large families

Stayed 30 nights in Mar 2025

10/10 Excellent

Matt P.

21 Oct 2022

Liked: Check-in, communication, location, listing accuracy

Great trip!

Great location, house was fun, would like to rent it again!

Stayed 28 nights in Jun 2022

10/10 Excellent

Danielle N.

7 Oct 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise Found

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.

10/10 Excellent

Stacie B.

12 Aug 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet Summer Time

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! 😎☀️🌴

Stayed 42 nights in Jun 2021

10/10 Excellent

sheila l.

13 Apr 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation of a lifetime

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!

Stayed 28 nights in Feb 2022