See all properties
Entire home

Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.

Photo gallery for Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.

Exquisite Oceanfront
DJI_0600
DJI_0601
DJI_0602
DJI_0604

Reviews

10 out of 10, Loved by Guests
Top 10% based on
5 bedrooms5+ bathroomsSleeps 10

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪3 min drive‬
  • Place, Robbie’s of Islamorada
    ‪3 min drive‬
  • Place, Anne's Beach
    ‪4 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪40 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

5 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Bidet · Toilet · Shower only

Half Bathroom 6

Toilet

Spaces

Kitchen
Balcony
Separate dining area
Dining area

About this property

Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.

Exquisite Oceanfront - Luxury and tranquility await you at this elegant Islamorada oceanfront estate. Drive through a gated entry to your own paradise. The entire property offers spectacular views of the Florida Keys waters and boasts 150 feet of luxurious beachfront living. The main house offers four bedrooms and four bathrooms with a powder room adjacent to the living area. Two king ensuites are located on the main level along with a twin bedroom and shared pool bathroom. The upstairs is dedicated to your own master suite with spa bathroom and cozy living area. French doors open to your private oceanfront veranda to catch the morning sunrise and ocean breezes. Separate one bedroom, one bath guest home. Relax in the infinity edge pool and spa while cooking lunch or dinner at the outdoor grill and bar. Two kayaks, bikes and beach toys are included with the property. VACATION RENTAL LICENSE: 24-0325
If booking more than a year in advance current prices may not reflect the annual cost of living increase.
Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us.
Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Beach
Stunning Oceanfront Home located in Islamorada Florida
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (76 reviews)
Stunning Oceanfront Home located in Islamorada Florida

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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

About the area

Islamorada

Located on the beach, this holiday home is in Matecumbe, a neighbourhood in Islamorada. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include Indian Key Historic State Park and Hurricane Monument. Discover the area's water adventures with jet skiing, kayaking and snorkelling nearby, or enjoy the great outdoors with ecotours.
View more Holiday homes in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 3 min drive - 2.7 km
  • Robbie’s of Islamorada - 3 min drive - 3.0 km
  • Anne's Beach - 4 min drive - 4.6 km
  • Indian Key Historic State Park - 4 min drive - 4.0 km
  • Bud n' Mary's Dive Center - 7 min drive - 8.0 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 31 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬2 min drive
  • ‪Lazy Days Restaurant - ‬5 min drive
  • ‪Papa Joe’s Waterfront - ‬5 min drive
  • ‪Lorelei Restaurant & Cabana Bar - ‬9 min drive
  • ‪Islamorada Fish Company - ‬7 min drive

Frequently asked questions

Does Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada. have a pool?

Yes, this property has a pool. Pool types include infinity and heated pools.

How much does it cost to stay at Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.?

As of 29 March 2026, prices found for a 1-night stay for 2 adults at Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada. on 10 April 2026 start from NZ$2,977, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada. pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.?

On-site parking is available at the property.

What time is check-in at Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.?

Check-in begins at 4:00 PM.

What time is check-out at Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.?

Checkout is at 10:00 AM.

Where is Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada. located?

This family-friendly Islamorada holiday home is located on the beach, within 2 mi (3 km) of Sunset Drive Beach and Robbie’s of Islamorada. Indian Key Historic State Park and Anne's Beach are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 41 out of 45 reviews
Rating 8 - Good. 4 out of 45 reviews
Rating 6 - Okay. 0 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Stacey R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was helpful and kind. The home was very clean. The location was peaceful.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

elma l.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was beautiful house, extremely clean and a well stocked kitchen. Our host was very helpful and sweet, took care of all our request. Would stay there again!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Ricardo N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is beautiful and very well equipped. As described. The area is very private and quiet. Sue is a pleasure to deal with and she responded quickly to communications. We would love to come back!
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

Donna N.

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

Great Family vacation

This is a perfect place for an extended family vacation. We had our adult children and grandbabies. The pool and beach were perfect for our group.
Stayed 7 nights in Nov 2022
Verified

10/10 Excellent

Karen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just book it!! Amazing house the pool was great!! Yes there was some seaweed but it’s the keys it’s everywhere.
Sunrise
Beach
Pool
Living room stairway
Stayed 7 nights in Jul 2025
Verified

8/10 Good

Michelle P.

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

June stay with friends

The house was beautiful, super easy check in and Sue was very helpful and accommodating. We loved the pool and deck area, and the kitchen was huge and very well stocked. Our only issue was very bad sargassum during our stay. If it wasn’t for that the house and grounds would’ve been perfect.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

KRIS G.

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

Family vacation in Islamorada

We had an amazing vacation! This home had everything you need plus more. Absolutely beautiful!
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Sally P.

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

Paradise

Perfect spot for a family. Everything you need is provided. I highly recommend this location.
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Craig M.

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

Exactly as advertised

The house was beautiful, well stocked & maintained. Sue, the property manager, was extremely helpful & responsive. Would highly recommend!
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Sarah B.

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

Paradise

Wonderful home to spend the week. Can’t say enough about the porch, the pool, the views. Beautiful place to view the sunrise.
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

JULIE C.

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

Island Paradise

Loved morning coffee sitting on the balcony watching the spectacular sunrises. This spacious home has everything you need for vacation from toys and towels for the beach and pool to a beautiful kitchen overlooking the ocean and the outdoor bar . We had a wonderful stay .
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Christy L.

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

Perfect beach vacation

This property is absolutely beautiful! Our family enjoyed playing on the beach everyday and swimming in the private pool. Everything is exactly as pictured in the listing. Sue was great with communication! We will definitely book again for our next trip to the Keys.
Stayed 9 nights in Dec 2024
Verified

10/10 Excellent

Bob & Kathy Lizana N.

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

Met expectations

Property met every expectation we had. Children loved the beach and pool. Adults loved everything about the property. The kitchen had everything needed for food preparation. Top shelf property!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

ROBERT B.

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

Beautiful House - quiet location

Beautiful, very comfortable house. Lots of room - everyone had their own space. Pool and beach are great. For a rental house - kitchen is well equipped plus a large outdoor grill. Property manager very helpful and responsive.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Shannon G.

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

Perfect stay

We had an amazing time at this property. Everything was beautiful and the property manager Sue was super attentive and acted on our every ask. We had photos scheduled on the beach and they sent in a team to take the beach and make it look beautiful. We would stay here again instantly
Stayed 7 nights in Oct 2022
Verified

10/10 Excellent

Kimberly C.

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

Spacious oceanfront beach property

The home and property was amazing with numerous amenities. It was spectacular. Sue was responsive and helpful with questions. I highly recommend this property.
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Jason P.

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

Perfect vacation home.

The home was amazing. Very comfortable and clean. The pool was great and there was more than enough comfortable seating around it. The property manager, Sue, was more than accommodating and extremely easy to work with. I would recommend staying in this house to anyone who is looking to vacation in the keys.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Julia W.

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

Simply Heavenly

Our stay was wonderful. The house was much more than we needed, but we enjoyed every aspect of it. It is perfect for a family vacation of any kind and we even thought about bringing our grandchildren with us next time. The pictures of this property are very accurate and Sue responded to every contact we made. It was a simply heavenly vacation!
Stayed 8 nights in May 2023
Verified

10/10 Excellent

Michael S.

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

NH family on the keys

Beautiful house and view. Seaweed was heavy, but....x Sue was great and everything went smoothly.
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Roy W.

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

Perfect in every way!

Location was great and house was even better! Plenty of room for our family celebration. Amenities above and beyond our expectations. Memories were made with kids and grandkids. Would give more than five stars is possible.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Colette D.

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

ABSOLUTE PARADISE

If you want a property that is fabulous for adults and children this is the place to stay! Quiet and secluded but not far from restaurants/fishing/shopping, etc. The beach was amazing, the pool was awesome, and the house magnificent. Sue the property manager was the best VRBO contact I have ever dealt with! Book your vacation here...you will not be disappointed!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

stacey s.

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

Birthday celebration

Fabulous trip with friends and family… 10 adults… house worked great… plenty of space… location is perfect if you love all restaurants and activities in Islamorada. Sue was great.. very responsive.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Alan and Kimberly F.

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

Amazing

I would recommend this home to anyone, there was not a bad thing about this house. It was everything and more. This one is a must rent!
Stayed 7 nights in May 2022
Verified

10/10 Excellent

Allen M.

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

Islamarado Home

First class property and location. Sue is the over the top caring and helpful. Will return in a heartbeat.
Stayed 7 nights in Jun 2023
Verified

8/10 Good

Doreen S.

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

Nice property

Sue from Freewheeler was great at communicating. The house was very spacious and the kids loved the pool. The beach edge had a lot of beach debris so don’t plan on swimming. It was a great family week.
Stayed 7 nights in Jul 2023

About the host

Hosted by Sue at Freewheeler Vacations

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback