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Private Beachfront Estate with Resort-Style Pool & Pier

Photo gallery for Private Beachfront Estate with Resort-Style Pool & Pier

A beachfront property with a large house, tennis courts, and palm trees.
NEW PHOTOS COMING SOON
A resort with a swimming pool, lounge chairs, and a view of the ocean.
A person pouring a drink into a glass on a tray with a decorative metal stand, near a window with a view of the ocean.
A modern kitchen with a large island, bar stools, and a view of the ocean.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the sand and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 10•5 bedrooms•10 beds

Popular amenities

  • On beach
  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Dog-friendly
  • Kitchen

Explore the area

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

Rooms & beds

5 bedrooms (sleeps 10)

1 - Primary Bedroom Top Level - Oceanfront with Ensuite Bath

1 King Bed

2 - Top Level Oceanfront Guest Suite - Ensuite Bathroom

1 Queen Bed

3 - Top Level Guest Suite Garden View with Ensuite

3 Single Beds

4 - Main Level Guest Suite Garden View with Bunk Beds

2 Single Bunk Beds and 2 Single Beds

5 - Main Level Garden View Guest with Ensuite

1 King Bed

6 bathrooms, 1 half bathroom

1 - Primary Suite Bathroom

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

2 - Top Level Oceanfront Ensuite Bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

3 - Top Level Guest Suite Garden View Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

4 - Main Level Garden View Suit (bunk) Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

5 - Main Level Garden View Suite Bathroom

Soap · Toilet · Shower only

6 - Main Level Powder Room

Soap · Towels provided · Toilet · Shampoo · Hair dryer

7 - Pool Bathroom - Ground level

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Number of living rooms
Outdoor play area
Garden

About this property

Private Beachfront Estate with Resort-Style Pool & Pier

Welcome to a private beachfront estate in on the Atlantic ocean in Islamorada where refined comfort meets the ease of a luxury resort. With 5 bedrooms and 6.5 bathrooms, this spectacular property is exceptionally well suited for couples traveling together, family celebrations, and multigenerational getaways. Set across beautifully designed resort-style grounds, the home offers an elevated vacation experience with standout amenities including a private fishing pier, pickleball, mini golf, basketball shooting, ping pong, kayaks, and bikes. From sun-soaked days by the pool to peaceful mornings on the water and effortless evenings gathered with family and friends, every detail is designed to deliver the space, privacy, and lifestyle that make a Florida Keys stay truly unforgettable.Questions before booking? Message us through Vrbo before submitting a reservation request—no booking request or payment is required. We usually respond within four hours.
Our prices include all fees. No hidden fees.

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
Only dogs allowed.
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Take out the rubbish
Lock the doors
Failure to complete these may result in a negative review from the host.
Guest is required to sign a Renter Agreement. Security Deposit Required of up to $1000. Minimum age to rent is 25.
Renter Agreement must be signed within 48hrs after booking. For last-minute reservations, agreement must be signed before check-in info will be sent.
NO Smoking. Pets allowed with fee. NO parties/events. Quiet Hours are from 10:00 PM - 7 AM.

Important information

You need to know

Property # 5253841vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 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, a first aid kit 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

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. Consider Lorelei Restaurant & Cabana Bar for a night out or MoradaWay Arts & Cultural District if you're travelling with kids. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours.
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Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 2 min drive - 2.7 km
  • Robbie’s of Islamorada - 3 min drive - 3.4 km
  • Anne's Beach - 3 min drive - 4.6 km
  • Indian Key Historic State Park - 4 min drive - 4.4 km
  • Bud n' Mary's Dive Center - 6 min drive - 8.3 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 30 min drive

Restaurants

  • ‪Lazy Days Restaurant - ‬5 min drive
  • ‪Islamorada Fish Company - ‬7 min drive
  • ‪Papa Joe’s Waterfront - ‬5 min drive
  • ‪Habanos Oceanfront Dining - ‬3 min drive
  • ‪The Trading Post - ‬8 min drive

Frequently asked questions

Does Private Beachfront Estate with Resort-Style Pool & Pier have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Private Beachfront Estate with Resort-Style Pool & Pier?

As of 23 Aug 2026, prices found for a 1-night stay for 2 adults at Private Beachfront Estate with Resort-Style Pool & Pier on 20 Sept 2026 start from £12,449, 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 Private Beachfront Estate with Resort-Style Pool & Pier pet-friendly?

Yes, this property allows dogs (limit 1 total).

How much is parking at Private Beachfront Estate with Resort-Style Pool & Pier?

On-site parking is available at the property.

What time is check-in at Private Beachfront Estate with Resort-Style Pool & Pier?

Check-in begins at 4:00 PM.

What time is check-out at Private Beachfront Estate with Resort-Style Pool & Pier?

Checkout is at 10:00 AM.

Where is Private Beachfront Estate with Resort-Style Pool & Pier located?

Nestled on the beach, this Matecumbe holiday home is within 3 mi (5 km) of Sunset Drive Beach, Anne's Beach and Robbie’s of Islamorada. Indian Key Historic State Park is 2 mi (3.2 km) away.

About the host

Hosted by Cari Castaneda

Host profile image

Why they chose this property

Perfect for multigenerational vacations, couples traveling together, and family getaways, this property offers the rare combination of privacy, space, and resort-style amenities in an unforgettable oceanfront setting. With room to gather and room to retreat, guests can enjoy quality time together while still having the comfort and flexibility that larger groups need. From the private beach and pool to the fishing pier, outdoor dining, and extensive recreation amenities, every detail is designed to make group travel easy, memorable, and distinctly special in Islamorada.

What makes this property unique

A standout feature of the accommodations is the exceptional level of privacy offered to each guest. Every bedroom includes its own private balcony and ensuite bath, creating a collection of individual retreats within the home. This thoughtful layout is ideal for multigenerational families, couples traveling together, and group getaways, offering the rare balance of shared gathering spaces and personal comfort. It’s a design that makes the home especially well suited for relaxed, elevated stays where everyone can come together with ease and still enjoy a sense of privacy.
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