Summer By The Pool Or In The Ocean? Part One

cloud 9 pool and outside dining

Will you summer by the pool or in the ocean when you vacation in Key West this year?  When you choose a luxury boutique vacation rental from the Historic Key West Vacation Rentals collection you can do both. So many of our nightly, weekly and monthly vacation rentals have pools, hot tubs, and waterfalls you'll find just what you're looking for. Be ready for relaxation and adventure each day when you choose to sun at your rental or in the Caribbean!

Bahama Getaway - Monthly Rental 4 Bedrooms 3 Bath Sleeps 8

Enjoy your stay in the covered and screened-in 10 people hot tub and spa. It's located on a tiny, quiet Old Town Lane which is a 5-minute walk to Duval Street, a 15-minute walk to Ft Zachary Taylor State Beach, and an 8-minute walk to the free community pool where you can swim laps, free swim, or take an exercise class.

Butterfly Cottage - - NEW Nightly Rental 2 Bedrooms 2 Bath Sleeps 4

The private wrap-around deck includes a brand new hot tub that seats four. Experience the relaxing outdoor seating and dining!

Cayo Limón - Monthly Rental 2 Bedrooms 2.5 Bath Sleeps 6

Cayo Limon features all the outdoor amenities you could ask for during your Key West vacation: a private, seasonally heated pool, a covered outdoor eating area, a large gas grill, an outdoor shower and plenty of poolside seating. Walk to Nancy Forrester's Secret Garden and the Hemingway House and Museum, then make your way to the Key West Lighthouse and Fort Zachary Taylor Historic State Park.

Chavez House - Nightly Rental 3 Bedrooms 2 Bath Sleeps 6

Here, you can enjoy a dip in the new private pool and work on your tan on the large exterior deck! Margaret Street is a highly desirable location due to its proximity to 5-star restaurants, as well as being walking distance to both Duval Street and the Historic Seaport. 

Chick-a-Pea Cottage - Nightly Rental 4 Bedrooms 2.5 Bath Sleeps 8

The best feature of the house is the heated pool and cabana. There is deck space around the pool that is great for sunning. There is a propane grill for outdoor cooking. The pool cabana is covered and has a sofa and lounge chairs. This is the perfect spot for an afternoon cocktail or nap!

Cloud 9 - Nightly Rental 3 Bedrooms 3 Bath Sleeps 7

The beautiful custom pool here has plenty of loungers and outdoor spaces with seating that will lure you into its magical spell. Rent bicycles for a quick ride past the Green Parrot and onto Fort Zachary Taylor State Park with its beaches and picnic areas.

Fair Winds at the Foundry - Weekly Rental 2 Bedrooms 2.5 Bath Sleeps 6

There is an amazing shared pool for the guests of the Foundry within a very short walk. Walk to Mallory Square for Sunset Celebration. Walk to Duval Street for the galleries, restaurants and nightlife. Walk to the Tropic Cinema for wine, popcorn and movies. Ride a bicycle to Fort Zachary Taylor State Park and Beach.

Grand Maison - Nightly Rental 4 Bedrooms 4.5 Bath Sleeps 8

Luxuriate in the large courtyard with a private heated saline pool and covered lanai. The outdoor deck is spacious and there are plenty of chaise pool chairs to work on your tan in this private oasis. It's just a few blocks away from the Southernmost Beach, nightclubs, and tourist areas. 

The Truman Suites - Nightly Group Rental 7 Bedrooms 5 Bath Sleeps 18

Rent one of these suites, a combination of two or more or the entire group to enjoy a brand new shared 14' x 10' heated pool with a tranquil waterfall feature! There are also loungers for being poolside. Beach towels provided. You'll be steps from Duval Street, the Lighthouse, the Hemingway Home, shops, restaurants, beaches and art galleries!

My Happy Place - Monthly Rental 2 Bedrooms 2 Bath Sleeps 4

The pool here is right outside the backdoors. It's great for taking a dip, day or night!

These are just some of the fabulous cottages and Key West homes with availability this spring and summer. We'll tell you about more of our collection in part two of this blog. When you book your Key West vacation directly through us (either online  or by phone at 305.619.4880), you get the best rate on your rental. Not only can you take advantage of specials when you book direct, but you also save yourself from paying booking fees. It's true — online booking sites like Airbnb and Vrbo charge additional fees (in excess of 10%) for the same properties.  Let's get started!