At the Islamorada Resort

VellaMar

87395 Old Highway, Islamorada, FL 33036

A newly built two-bedroom oceanfront home with a spacious private lanai overlooking the water and full access to the Islamorada Resort's waterfront amenities.

Check availability 305-240-1851

Living room with ocean views at VellaMar, Islamorada, Florida Keys Private ocean-view lanai at VellaMar, Islamorada, Florida Keys Breakfast bar looking out to the lanai and ocean at VellaMar, Islamorada, Florida Keys Open living room and kitchen at VellaMar, Islamorada, Florida Keys Coastal living room at VellaMar, Islamorada, Florida Keys Shiplap living room with sectional sofa at VellaMar, Islamorada, Florida Keys Living room and staircase at VellaMar, Islamorada, Florida Keys Living room with smart TV at VellaMar, Islamorada, Florida Keys Kitchen with bar seating at VellaMar, Islamorada, Florida Keys Dining island at VellaMar, Islamorada, Florida Keys Galley kitchen at VellaMar, Islamorada, Florida Keys Full kitchen at VellaMar, Islamorada, Florida Keys Wine fridge and wet bar at VellaMar, Islamorada, Florida Keys Primary bedroom with ocean view at VellaMar, Islamorada, Florida Keys Primary bedroom alternate view at VellaMar, Islamorada, Florida Keys Bedroom dresser and smart TV at VellaMar, Islamorada, Florida Keys Guest bedroom at VellaMar, Islamorada, Florida Keys Guest bedroom alternate view at VellaMar, Islamorada, Florida Keys Queen bedroom with water view at VellaMar, Islamorada, Florida Keys Bedroom window overlooking the ocean at VellaMar, Islamorada, Florida Keys Bedroom with smart TV at VellaMar, Islamorada, Florida Keys Full bathroom at VellaMar, Islamorada, Florida Keys Second bathroom at VellaMar, Islamorada, Florida Keys Covered patio with ocean view at VellaMar, Islamorada, Florida Keys Entry stairs and ocean view at VellaMar, Islamorada, Florida Keys Waterfront shoreline at VellaMar, Islamorada, Florida Keys Resort sunning beach at VellaMar, Islamorada, Florida Keys Resort kayaks and paddleboards at VellaMar, Islamorada, Florida Keys Resort lawn games at VellaMar, Islamorada, Florida Keys On-site marina at VellaMar, Islamorada, Florida Keys Live music under the tiki at VellaMar, Islamorada, Florida Keys Resort pool and cabanas at night at VellaMar, Islamorada, Florida Keys Pool deck at night at VellaMar, Islamorada, Florida Keys Aerial view of the resort at sunset at VellaMar, Islamorada, Florida Keys

Oceanfront resort home

Islamorada Resort · 87395 Old Highway2 Bedrooms2 Baths1,340 Sq. Ft.Sleeps 430-Day Minimum$9,599 Monthly · Utilities Included

VellaMar — where the ocean meets the sky — is a newly built two-bedroom, two-bath home completed in 2025 and tucked behind the gated entry of the Islamorada Resort. Bright, refined interiors, two queen bedrooms, a full kitchen and smart televisions throughout make it an easy place to settle in for a month or a season.

The open living spaces flow toward the home's best feature: a spacious private lanai overlooking the ocean. Start the morning with coffee as the sun rises over the water, watch the boats pass in the afternoon and finish the day under the stars. The resort pool, sunning beach, marina, kayaks, paddleboards, fitness center and oceanfront fire pits are all included with the stay, and discounted marina slips are available to monthly guests.

  • Spacious private ocean-view lanai
  • Newly built in 2025
  • Two queen bedrooms
  • Full kitchen with dishwasher, wine fridge and wet bar
  • Smart televisions throughout
  • Washer and dryer in residence
  • Walk-in rain shower
  • Outdoor grill
  • Covered parking
  • Utilities included
  • Non-smoking and no pets

At the Islamorada Resort — includes every resort amenity listed above.

Contact us for availability →

Location one

The Islamorada Resort

87395 Old Highway, Islamorada, FL 33036

Home to five of our six rentals — The Castaway II, High Tide Hideaway, Island Vibes Villa, Aqua Paradise and VellaMar. Each is a complete single-family home, not a condominium, set inside a waterfront resort community whose amenities are shared by every guest staying here. The Original Castaway Bungalow is not at this resort and has its own grounds and amenities.

01

Resort Pool & Cabanas

Relax poolside with shaded cabanas and tropical surroundings.

02

Private Sunning Beach

Unwind on loungers beside the water and soak in the Florida sunshine.

03

Kayaks & Paddleboards

Complimentary daily use makes exploring the water effortless.

04

On-Site Marina with Boat Slips

Convenient marina access with available boat slips for an additional charge.

05

Oceanside Fire Pits

Gather by the water for relaxed evenings under the stars.

06

Fitness & Recreation

Stay active with an on-site gym and a gaming lawn.

Included with every home at the Islamorada Resort

  • Pool
  • Poolside cabanas rentals available at the office
  • Marina fee for use
  • Guest fishing allowed in the marina
  • Sunning beach with loungers
  • On-site gym
  • Complimentary daily kayak use
  • Complimentary daily stand-up paddleboard use
  • Oceanside fire pits
  • Pool table
  • Ping pong
  • Foosball
  • Corn hole
  • Weekly live music
  • Daily resort activities
  • On-site food truck with bar service
See the residences →

Why book with us

Book direct with the owners, not a platform

Every home here is owned and cared for by people who live and work in the Florida Keys. When you book direct you talk to them, not a call centre — and you keep the money that would otherwise disappear into booking-platform service fees.

No platform service fees

Booking sites add a guest service fee to every reservation. Booking direct removes that layer entirely, so the rate you are quoted is the rate you pay.

You speak to the owner

Questions about dockage, the golf cart, whether your dog is welcome or which home suits a six-month stay get answered by the person who owns it.

Flexibility a platform cannot offer

Extended stays, arrival dates that fall outside a rigid calendar and month-to-month arrangements are all worth a conversation.

Local knowledge included

Where the fish are running, which marina to call, who to book a charter with, where to eat on a Tuesday in September. We live here.

Call or email to check availability

Reserve your stay

Your Islamorada escape begins here.

Contact Castaway Vacation Rentals of the Florida Keys directly for availability, rates and personalized assistance.

Call to Book

305-240-1851

Email to Book