Homes and Villas

Private homes and waterfront hideaways from Key Largo to Islamorada!

About

Homes and Villas

More room, more privacy, more fun! Homes and Villas is our collection for families and groups who want space to spread out: private houses, waterfront retreats and villa-style condos across Key Largo, Tavernier and Islamorada.

At a glance:
📍 Key Largo, Tavernier & Islamorada
🏠 Two- to four-bedroom homes sleeping 4 to 8
🏊 Private pool and spa at Splash House
⚓ Boat basin & fishing jetty in Islamorada, plus trailer parking at several homes
🌅 Bayside sunsets and water views
🐶 Dog-friendly option at Pennekamp Hideaway
🚶 Walk to restaurants & breweries in Islamorada
Homes and Villas

Homes and Villas

7 Retreats Available

Splash House | Private Pool & Spa | Key Largo

Key Largo, FL

Your own private pool AND an oversized spa? Yes, please! This 3-bedroom Key Largo home sleeps 7 across two separate floors: a 2BR/1BA main home upstairs with a full kitchen and lau...

7 Guests 3 Bedroom 2 Bath
from $359 / night
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Port Largo Villas Escape 5A

Key Largo, FL

Welcome to Port Largo Villas in the heart of Key Largo! This 2BR/2BA condo sleeps 6 and has an oversized balcony made for morning coffee and sunset drinks. Take a dip in the heated...

6 Guests 2 Bedroom 2 Bath
from $269 / night
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Key Largo Bayfront Pool, Sunroom & Stunning Views!

Key Largo, FL

Bay views from your own air-conditioned sunroom, so you get the scenery without the sweat! Moon Bay 304 is a 2-bedroom bayfront condo in Key Largo with a king, a queen and one and...

5 Guests 2 Bedroom 1 Bath
from $250 / night
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Sleeps 8 | Sunset + Boat Basin | Islamorada

Islamorada, FL

Unique property in the heart of Islamorada, ideal for groups and families traveling together. Enjoy rare access to a private boat basin and fishing jetty just steps away—perfect fo...

8 Guests 4 Bedroom 4 Bath
from $598 / night
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Elevated Retreat | Sunset Access + Boat Basin

Islamorada, FL

Elevated, thoughtfully updated retreat in the heart of Islamorada with rare access to a private boat basin and fishing jetty—perfect for sunset views and relaxing by the water. Set...

4 Guests 2 Bedroom 2 Bath
from $299 / night
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Pennekamp Hideaway | Water View, Kayaks & Pool Table

Key Largo, FL

Water views, a pool table and a kayak launch close by? Welcome to Pennekamp Hideaway! This two-story Key Largo house has 2 bedrooms and 1 bath, a balcony overlooking the water and...

7 Guests 2 Bedroom 1 Bath
from $329 / night
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Sunset Access + Boat Basin | Walkable Islamorada

Islamorada, FL

Unique, thoughtfully updated retreat in the heart of Islamorada with rare access to a private boat basin and fishing jetty—perfect for sunset views and relaxing by the water. Walk...

4 Guests 2 Bedroom 2 Bath
from $299 / night
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