Inspirato.comFor BusinessFor Good
  • Living Room
  • Living Room
  • Kitchen
  • Living Area
  • Dining Area
  • Second Floor Deck
  • Primary Bedroom
  • Primary Bathroom
  • Primary Bedroom Deck
  • Bedroom 2
  • Bathroom 2
  • Bedroom 3
  • Bedroom 4
  • Outdoor Patio
  • Outdoor Patio
  • Aerial View
  • Resort Pool
  • Pool
  • Exterior
  • Resort Pool
  • Fire Pit
  • Aerial View
  • Fire Pit
  • Beach
  • Beach
  • Beach
  • Aerial View
Resort Residence

Arbor

  • 10guests
  • 4bedrooms
  • 4.5bathrooms
  • 4,067 sq ft
  • Open and airy three-story villa with a balcony or terrace on each level
  • Includes four bedrooms, a full kitchen, and a two-car garage
  • Short walk to the resort pool, ocean and private marina

Features & Amenities

  • Daily housekeeping
  • Full kitchen
  • Ground floor open-air loggia
  • Two water-facing balconies
  • Two-car garage
  • Short walk to the pool, resort amenities, and ocean

Full access to the amenities of The Islands of Islamorada, including:

  • On-site concierge
  • Private beach (not recommended for swimming)
  • Two swimming pools and a hot tub
  • Poolside tiki bar
  • Outdoor fire pits
  • Children's playground
  • 24-hour fitness center
  • Complimentary paddleboards and kayaks are available on a first-come, first-served basis
  • Complimentary fishing rods
  • Two pickleball courts and pickleball gear available on a first-come, first-served basis
  • Complimentary bicycles available on a first-come, first-served basis
  • Eco-friendly driving green (additional charges may apply)
  • Private marina. Please contact your Care team for more details

Amenities

  • Ocean View
  • Resort View
  • Heating
  • Air Conditioning
  • Cooking Essentials
  • Dishes And Silverware

Bedding

  • Primary Bedroom

    • One King Bed

  • Bedroom 2

    • One King Bed

  • Bedroom 3

    • One King Bed

  • Bedroom 4

    • Two Twin Bunk Beds

Explore 3D Tour

Know before you go

check-in time
check-out time

  • This home is staffed, managed, and maintained by our trusted partners at The Islands of Islamorada.
  • This villa is three stories and is accessible by stairs or by elevator. Please contact your Care team if you have any questions.
  • Please note this villa is located on the south west side of the resort, and is not directly impacted by noise from the pool. Please contact your Care team if you have any questions.
  • Bedroom four is an ideal space for children as it is smaller than a standard room and does not have a closet.
  • While there are no restaurants yet at The Islands of Islamorada, there is a tiki bar serving beer, wine, and champagne, open from 11 a.m.–7 p.m. daily. Please note there are many restaurants nearby.
  • The private beach is not recommended for swimming due to its rocky terrain but you can enjoy complimentary water sports, such as paddleboards and kayaks.
  • You may find seaweed on the beach during your visit. The team at The Islands of Islamorada removes seaweed daily, but due to the location of Islamorada on the Atlantic side of the Florida Keys, seaweed is common. Please contact your Care team for the most up-to-date information.
  • Islands of Islamorada is licensed as a private club and as a result are prohibited from permitting outside guests. Overoccupancy is not permitted.

Additional Information:

  • Cancellation policy: The Standard Inspirato Cancellation Policy applies for this property. Please note the Peak Reservation policy applies for Christmas and New Year's weeks and certain other travel dates.
  • Maximum occupancy: Stated occupancy cannot be exceeded.
  • Pet policy: No pets allowed.

Members-Only Benefits:

  • Skip the baggage hassle by using Ship&Play, which offers door-to-door transport for your luggage and sports equipment.
Have questions?
We're here to help
(888) 625-7525

Location

The closest major airport to The Islands of Islamorada is Miami International Airport (MIA). It’s about a 90-minute drive to the resort community, or you may also travel by seaplane. The seaplane (frequently booked through Tropic Airways) can accommodate a maximum of eight guests and typically flies out of Miami or Palm Beach. There is a private marina with dock space on site if you choose to bring your own boat.

To make the most of a trip to the Florida Keys, we recommend renting a car through club partner Avis. Inspirato members receive exclusive benefits through the invitation-only Avis President’s Club.

Need help booking flights? Our expert Air Desk Specialists can book your preferred seats and flight times at the best available price.

Reviews

1 - 5 of 20 reviews

Timothy H

Property is Awesome. Islamorada, Not as Much

I would rate the resort an absolute 5. It is very well layed-out, and I can't think of a single complain. Our unit was perfect, with two decks, and a large outdoor covered area on the ground floor. With two pools and many different beach side chair options, it never felt crowded. Work-out room was impressive given the small size of the property, and the play area (with pickleball courts) were great. Loved the outdoor tiki bar and bar area, plus the firepit was a great place to hang after dark.

The island of Islamorada, similar to most of the Keys, is not so awesome. It's old, but not charming. Architecturally it's an incongruent mess. Beautiful homes and resorts line the outside of the island, but the central core is a throw-away.

For restaurants, we LOVED Square Grouper. Robbies for lunch (with Bloody Mary's) was fun casual (and a great place for souvenirs. Islamorada Fish Company was a huge disappointment.

Anonymous

Relaxing

Two pools, hot tub, a bar and a beautiful relaxing area with chairs and a couple swings. So nice to be able to walk out of the condo and you’re just feet away from it all.

photo that accompanies review number 0

Anonymous

Nice, but sleepy property

The condo was great for three couples. Could have had up to four kids in the bunk room. The pool and hot tub closing at sunset was pretty lame and there wasn’t a lot of other activity.

Inspirato Alex

January 29, 2025

Thank you for your comments on this home. Our Destination team has been informed of your feedback and will work to address your concerns. Your input is greatly appreciated, and we do hope we can welcome you back on vacation with us in the future!

Mark P

very chill

The home is very nice. The beach is small but private. The pool is decent. We weren’t interested in water sports, which is really the main activity in The Keys. Our daily drama involved which seafood restaurant to try. No onsite restaurant, very limited poolside drinks. But we love the vibe, and will likely return.

Jorge A

Thanksgiving 2024

We recently stayed at Arbor in the Florida Keys and had an overall wonderful experience! The location is truly unbeatable – right in the heart of the Keys with beautiful waterfront views that make you feel like you're in paradise.

The property is very well-maintained. One of the highlights was the variety of water sports available, perfect for families looking for some adventure.

The pool area is lovely and a great place to cool off, though it is a bit on the smaller side. If you're visiting during peak times, it can feel a little crowded, but it's still a relaxing spot to unwind.

Overall, Arbor is a fantastic choice for a family-friendly getaway in the Florida Keys. We'd definitely return for another stay!