House vacation rentals in Windley Key

Waterfront House with 37 ft Dock & Cabana Club

Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

No hidden fees! Casa Azul blends luxury and laid-back island vibes in the heart of Key Largo. With Superhost status and hundreds of 5-star reviews, a perfect escape. Voted the #1 Vacation Rental in Key Largo, it’s ideal for families, couples, and groups alike. Enjoy a free golf cart, fast Wi-Fi, 2 pools, private beach, saltwater lagoon, kayaks, tennis and pickleball courts with gear, marina access, boat ramp, trailer parking, and optional slip rentals. Salt Life meets luxury - this is the one.

Oceanview Oasis! Screened Porch & Outdoor Theater

Getaway to Paradise in Sunny Marathon! Furnished in comfort and opulence, this private, well-appointed 2 bed 2 bath house boasts: +5-Star OCEANVIEWS +Cozy Screened-in Porch +Outdoor Theater +Jumbo Nest Chairs over lush beach sand +Shade and Sun Loungers +Full Kitchen +Electric Smoker Grill Ready for Adventure? 5 Minutes from the Keys' best public sandy beaches (Sombrero and Bahai Honda State Park), Theater of the Sea, Marathon Aquarium, Dolphin Research Ctr, Turtle Hosp'l and 7-Mile Bridge!

Waterfront Home 37.5-ft dock, Cabana Club Included

Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Sunsets In Palms Paradise

Vacation Rental Permit #19300755 Sunsets in Palms’ Paradise is a waterfront Keys home where you can spend quality time with your family/friends. Our enhanced cleaning practices are as recommended by AIRBNB/CDC, ensuring a sanitary vacation rental safe from Covid-19. Also, this home is the perfect place to vacation if you require social distancing! Features include spectacular sunsets & dolphins for neighbors! Enjoy one acre of privacy and coconut palms galore! VRBO #4648063

Little Cottage on an island

Very nice quiet neighborhood. Clean updated home with new appliances. Owner does live on property. There is a shared washer/dryer outside. The house is fully furnished with a queen bed and pullout sofa bed twin size. The home has a beautiful little office to work in and a full kitchen with all dishes and cooking utensils. Centrally located in Key Largo... 1 mile away from everything you need! There is a 21 yrs and over policy - house does have liquor bar. Thank you! 🏝️😊

Paradise Found! Oceanfront home & amazing sunrises

License :VACA-22-182 Escape to our tropical oasis in the Florida Keys! Our vacation house offers a whimsical adventure with fantastic outdoor amenities: balcony, charcoal grill, private pool/spa, hammock, outdoor furniture, and an outdoor freezer for your catch. Stay connected with high-speed internet, enjoy entertainment with a Smart TV and iPhone dock, and rest assured with outdoor security cameras. Book now for an extraordinary getaway!

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

Beautiful Renovated Home in Marathon, FL

Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409