At the Islamorada Resort

High Tide Hideaway

87395 Old Highway, Islamorada, FL 33036

A brand-new, exquisitely furnished two-story residence with a resort-view lanai, peek-a-boo ocean views and two beach cruisers waiting by the door.

Check availability 305-240-1851

Living room at sunset at High Tide Hideaway, Islamorada, Florida Keys High Tide Hideaway exterior at sunset at High Tide Hideaway, Islamorada, Florida Keys Workspace at High Tide Hideaway, Islamorada, Florida Keys Bathroom at High Tide Hideaway, Islamorada, Florida Keys Guest room at High Tide Hideaway, Islamorada, Florida Keys Washer and dryer at High Tide Hideaway, Islamorada, Florida Keys Dining and coffee bar at High Tide Hideaway, Islamorada, Florida Keys Primary bedroom at High Tide Hideaway, Islamorada, Florida Keys Primary bathroom at High Tide Hideaway, Islamorada, Florida Keys Open living room at High Tide Hideaway, Islamorada, Florida Keys Exterior and balcony at High Tide Hideaway, Islamorada, Florida Keys Primary bedroom alternate view at High Tide Hideaway, Islamorada, Florida Keys Coffee and wine bar at High Tide Hideaway, Islamorada, Florida Keys Range and microwave at High Tide Hideaway, Islamorada, Florida Keys Full kitchen at High Tide Hideaway, Islamorada, Florida Keys Additional property view at High Tide Hideaway, Islamorada, Florida Keys High Tide Hideaway vacation rental in Islamorada, Florida Keys – additional photo 1 High Tide Hideaway vacation rental in Islamorada, Florida Keys – additional photo 2 High Tide Hideaway vacation rental in Islamorada, Florida Keys – additional photo 4 Resort pool with poolside cabanas Sunning beach with loungers On-site marina with boat slips Oceanside fire pit at sunset Game pavilion with ping pong, foosball and a pool table On-site gym Resort store

Refined resort residence

Islamorada Resort · 87395 Old Highway2 Bedrooms2 Baths1,380 Sq. Ft.28-Day MinimumStarting at $5,650–$9,200 Monthly

A brand-new, exquisitely furnished two-story residence with a resort-view lanai and peek-a-boo ocean views. High Tide Hideaway blends polished coastal interiors with the ease of a true home away from home.

The open living level features a large modern kitchen with high-end appliances, an island, coffee bar and dining space. Upstairs are two spacious bedrooms—one king and one queen—with ample closets, while the living room includes a queen sleeper sofa and a 75-inch smart television.

  • Resort-view lanai with partial ocean view
  • Exquisitely furnished
  • New high-end appliances
  • Two new beach cruisers
  • Large-screen smart TVs throughout
  • Washer and dryer in residence

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 four of our five rentals — The Castaway II, High Tide Hideaway, Island Vibes Villa and Aqua Paradise. 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 →

Guest reviews

What guests say about High Tide Hideaway

★★★★★

“High Tide Hideaway was exactly what we wanted for an extended stay. The resort-view lanai became our morning coffee spot, and the peek-a-boo ocean view was such a peaceful way to begin each day.”

★★★★★

“The home felt brand new, beautifully furnished and exceptionally comfortable. We cooked often, and the large kitchen, island and high-end appliances made it feel much more like a true residence than a temporary rental.”

★★★★★

“The two beach cruisers were one of our favorite touches. We loved riding around Islamorada, then coming back to enjoy the pool, beach, kayaks and other resort amenities without having to drive anywhere.”

★★★★★

“The layout worked wonderfully for our month-long stay. The king and queen bedrooms were both spacious, the closets were generous, and everyone had enough room to settle in without feeling crowded.”

★★★★★

“Everything was thoughtfully set up for a longer visit—from the washer and dryer to the large smart televisions and comfortable living room. High Tide Hideaway made it easy to relax and feel at home in the Keys.”

Check availability

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