Holiday rentals in Naval Air Station Key West, Monroe County

Newly Renovated 2/2 Bath Condo, with shared pool

Welcome to Poseidon Too! A newly renovated 2/2 bath condo @ Sunrise Suites. Our condo is located 1 mile to the beach, 5 miles to downtown Duval St. With a full renovation just completed from top to bottom, you will enjoy top of the line furniture, furnishings, a brand new kitchen, and private balcony to enjoy amazing sunsets. Things To Note: - Guests will have full access to shared pool, hot tub, fitness room, & tennis court - Free parking - Keurig and drip coffee - Smart TV's in each room

Honeymoon Hideaway, King bed, Private Deck & Spa!

This Historic unit has Pale blue interiors, small efficiency kitchen, platform Pottery Barn King memory foam bed with multiple basket drawers underneath for storage, large shower. Large private deck with 2 person spa, hammock, outdoor sofa and table/chairs. Bose Bluetooth speaker, Alexa. Private gated compound and gated entrance to Honeymoon Hideaway. Renovated August, 2019 with new full bathroom and designer kitchen with dishwasher, 2 burner stove, refrigerator with freezer, microwave!

Key West Cottage Du Soleil w/ Pool!

This two-bedroom Key West Writer's Cottage is a serene haven for creative minds and vacationers. It features a cozy living area with charming decor that inspires relaxation. Enjoy the relaxing deck for morning coffee or unwinding with a book, and take a refreshing dip in the inviting pool. Each comfortably furnished bedroom ensures a restful night’s sleep, and the fully equipped kitchen is perfect for cooking. Plus, you can easily bike to the nearby boardwalk and beach for fun in the sun!

Deluxe Bungalow

Hurricane Hole Marina offers dual single stateroom Aqualodges for nightly and weekly rentals. Each Aqualodge has a kitchenette, living room, 2 bedrooms, a loft, and a pull out couch. Fire TV, WIFI, and A/C. Check in 3:00PM and Check out 11:00 AM. Waterfront bar and restaurant, Boat rentals, jet ski, kayak, paddle board rentals, tikis, Sandbar and fishing and diving charters, ship store . No smoking. Free parking available on a first come first served basis.

Poolside Cottage #411

Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the Seaport and world famous Duval Street! Bikes, kayaks, paddle boards and golf carts can be rented locally

Key West Luxury Houseboat at Yacht Club Resort

PANORAMIC Ocean Views - POOL 200+ FIVE STAR Reviews- FIVE YEARS SuperHost Rated ~ SUN DECKS on All Levels, 500 square foot Rooftop Sky-Deck - 2x Queen Bedrooms 2x Ensuite Full Bath Queen Sleeper Sofa and 1/2 Bath Ocean-View Living Room ~ Floor-to-Ceiling Windows ~ 50 inch TV, 42 inch TV, 32 inch TV ~ Granite Countertops Throughout ~Full Kitchen, Full Size Appliances ~

Casa Cove 3bed3bath sleeps 8 beautiful decorated

Forget your worries in this spacious and serene space. Family home in gated community Coral Hammock on Stock Island just 2 miles from Key West. Spacious three bedrooms each with their own bathrooms. Fully stocked plenty of towels, beach towels and paper products.

Beach Club Ocean Front 2BR Condo

Come fall in love with Key West in our luxurious ocean front condo. The Key West Beach Club is located directly on the Atlantic in a quiet residential secured building. It is a 2BR, 2 1/2 Bath located in Mid-Town.

Ocean's Edge at Venture Out 137

Don’t be fooled by canal front listings. Ocean's Edge has forever ocean views, a 52 foot seawall, paddle boards, bikes, a kayak, 24 hour security and is just 30 minutes from Duval Street in Key West.