Seeking hotel recommendation and advice

Question

Hi. Looking for a smaller, relaxing, quaint hotel for a one night stay in either Key Largo, Islamorada, or Tavernier area. With such a short stay (driving from FLL to Key West), having a room steps to the beach is preferred. A bonus if tiki bar/live music/food is there. Don't wish to stay at a big resort. Any thoughts on Chesapeake Beach Report, Amara Cay, or Coconut Palm Inn? Or other hidden gems to consider? Thank you in advance!

Answer

For a short, relaxing one-night stay in the Upper Keys (Key Largo, Islamorada, or Tavernier) with beach access and a quaint, smaller property, you have a few solid options. Since your priorities include a beachfront room, a more intimate property rather than a large resort, and possibly a tiki bar or live music, here’s a breakdown:

Chesapeake Beach Resort (Key Largo): A small, boutique-style property with direct water access. Rooms are cozy and it has a laid-back vibe. Some guests enjoy the casual outdoor seating areas, though live music may not be daily.
Amara Cay Resort (Islamorada): This property offers beach-adjacent rooms, a calm, tropical feel, and nice landscaping. While it’s more resort-like than a true boutique hotel, it’s still quiet and intimate compared to larger chains. Dining options may be limited on-site, but you’re close to local restaurants.
Coconut Palm Inn (Islamorada): A smaller property with individual cottages and water views. Very casual and quiet, suitable for a short, relaxing stop. On-site amenities are limited, so you’d likely need to explore nearby eateries for food or drinks.

Other hidden gems worth considering:

The Moorings Village (Islamorada): Boutique-style cottages with marina views and tropical landscaping. Small, quiet, and charming, with easy access to local dining and waterside activities.
Pelican Cove Resort & Marina (Islamorada): Cozy rooms and villas right on the water, with a casual, relaxed atmosphere. Some units are steps from the dock or waterfront.
Islander Resort (Islamorada): Offers cottages with direct ocean or canal views, casual vibe, and a small tiki-style bar onsite. Good mix of relaxation and Keys atmosphere.

Advice:

Book early, especially in peak season, as smaller boutique properties fill quickly.
Check directly with the property to confirm beachfront room availability and any on-site bar/live music schedule.
If live music is a must, prioritize properties with onsite dining or bars; otherwise, explore nearby local restaurants with entertainment.

Overall, for a one-night stop, smaller inns or cottage-style resorts in Islamorada give the best combination of waterfront access, quiet, and a Keys vibe without the hustle of a large resort.

Seeking hotel recommendation and advice

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