Key West House Rental with Pool

Key West House Rental with Pool

Looking for a vacation rental in Key West with a pool? You’ve come to the right place! This list of Key West house rentals with pools will help you find the perfect place to stay for your next vacation. Whether you’re looking for a small rental for a romantic getaway or a large rental for a family reunion, you’ll find what you’re looking for on this list.

Key west house rental with pool

**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...

House 1420 sq. ft 3 bedrooms Sleeps 8 3 bathrooms 3 full baths Spaces Balcony

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!

OCTOPUS’S GARDEN has been whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. Located in the gated community of Coral Hammock, you will be just down the street from the famous Hogfish Bar & Grill, Roostica Pizzeria, Hurricane Hole Marina & Restaurant and Chico’s Cantina. The Key West Golf Club is just across the street while Lazy Dog Island Sports is just up the road for paddle boarding and kayaking trips. For your convenience there is a CVS Pharmacy right across the street. You will be just a short bike or Uber ride from Old Town Key West whenever you choose to take in the downtown area.

4.9
4.7/5
Key west house rental with pool

"EL CORAZON"~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

House 2300 sq. ft 5 bedrooms 5 bedsSleeps 10 4 bathrooms 3 full baths1 half bath

REMARKABLE GEM JUST OFF DUVAL ST!

Get lost in this impressive retreat, uniquely designed to capture the true essence of island life within an elegant and upscale setting. A sweet surprise just off Duval St, this lavish and newly renovated creation is perfectly located making this an unmatched Key West escape. Unlike any other home, enjoy your own private gated access to the heart of Duval Street.

4.9
4.7/5
Key west house rental with pool

**CASA SERENDIPITY @ OLD TOWN** Historic 3BR/2BA Home & Pool + LAST KEY SERVICE

House 1860 sq. ft 3 bedrooms Sleeps 6 2 bathrooms 2 full baths

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!

Sometimes in life a ‘stroke of good fortune’ leads you to discover something so delightful at a moment when you’re not even looking for it. When strolling through the streets of Old Town Key West, you may be fortunate enough to stumble upon a home with the perfect combination of quintessential charm and the conveniences of modern amenities. CASA SERENDIPITY is a tastefully restored historic home featuring every coveted amenity you can think of: an unbeatable location, spacious indoor and outdoor living areas, a private pool, a fully equipped kitchen, off-street parking, and a classic wrap-around porch. CASA SERENDIPITY coupled with Last Key Realty’s Five-Star Guest Services is a recipe for a Key West vacation that you’ll be treasuring for years to come.

4.9
4.7/5
Key west house rental with pool

Sophisticated Sunsets- Waterfront Estate w/ Pool!

House 2810 sq. ft 4 bedrooms 6 bedsSleeps 12 4 bathrooms 4 full baths Spaces KitchenDeck/PatioBalcony

Secluded on the island of Key Haven with turquoise blue waters, the Key Haven Estates presents luxury with a tropical touch.

Not far from Key West beaches and downtown an island escape awaits at Key Haven Estates. Stretching along the canal the luxury homes are an opportunity to experience keys living with re-designed ocean-view residences.

4.9
4.7/5
Key west house rental with pool

Smooth Sailing- Waterfront Home with Heated Pool!

House 2443 sq. ft 4 bedrooms 6 bedsSleeps 10 5 bathrooms 4 full baths1 half bath Spaces KitchenDeck/PatioBalcony

Smooth Sailing is a four-bedroom, four and a half-bath home with breathtaking decor. Sleeping up to 10 guest this home features two king bed, 4 twin bed, and a sleeper sofa

The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.

4.9
4.7/5