Holiday rentals with a patio in Stock Island

Private Pool! Luxury Paradise Pointe, Pet Friendly

Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, watch the game on the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

Beach Front

New built in 2023 WATERFRONT condo has it all. Sunrise & sunset views, OCEAN views with boats, manatees, fish, pelicans, pool views. Private white sand beach with lounge chairs & steps away from the pool. Enjoy this professionally decorated unit with high end furnishings. Upscale furniture throughout including patio. Close parking, elevator. Close to restaurants & more. Be the first to stay. Golf, pickleball, tennis all located in Key Colony Beach. 7 day minimum stay, City requirement.

Keys Hideaway Completely Remodeled w/ Cabana Club

Completely remodeled, clean 2/2 villa with 40ft dock - bring your boat up to 50ft. Great view of both the canal and causeway from your back yard. Directly across the street are the following amenities: 9-Hole Golf Course Pickleball Tennis Basketball Children’s Playground Horseshoe Bocce Ball Walk to the beach, pool and Tiki bar at the Cabana Club (membership included with the rental). You can either relax and grill on the back patio and/or walk to a local restaurant/bar on the waterfront.

Ocean Isles Fishing Village #97

Brand New Condo in the heart of Marathon and minutes from Sombrero Beach. 3 levels of complete BLISS. 1st: Covered parking with picnic table and rocking chairs. Hammock and Tricycle Bikes are included. 2nd Floor: 75” Roku TV, spaciously stocked kitchen, washer/dryer and half bath. Living room with modular sofa that can become a queen bed. 3rd Floor: A Spacious and private master suite w/ 75”TV King bed and sofa bed. Enjoy the sunsets on the fishing dock or under one of 4 tikis. VACA-23-86

Waterfront with Boat Lift/Kayaks and Hot Tub

This 2 bed/2 bath Duplex home is located on the water just 4 homes away from the open Atlantic Ocean. Bring your boat or rent one! Paddle with our 4 comp kayaks right from our dock. Go 8 min drive to Sombrero Beach. We have you covered with comp beach towels and beach chairs. We have fishing rods, nets, underwater green light, outdoor freezer and bait station for you to use while staying in our home. Fish right from your very own dock and cook the fresh catch in our BBQ. VACA-24-53

Sombrero Beach Getaway

Spend your days boating, fishing, and swimming in the South Florida sunshine when you escape to this waterfront home in Marathon! Scenically, this home features a 90 -foot dock (with a filet cleaning table and water), a private heated outdoor pool, and a patio where you can grill your fresh catch each evening. We are located just minutes away from restaurants, bars and entertainment. Key West is less than an hour from the property. We can provide help with Golf Cart and Boat rentals.

Direct Oceanfront Private Paradise - Pool/Spa/Dock

A peaceful oasis with every detail and convenience in place for the perfect Keys getaway. The huge private saltwater pool / spa and sun deck affords sweeping views of the Atlantic Ocean while the large outdoor living area offers open ocean breezes or shaded poolside dining. This property was specifically chosen, and the house thoughtfully designed, to maximize family fun while enjoying the laidback waterfront lifestyle of the Florida Keys. City of Marathon License: VACA-23-27

Waterfront Sanctuary in the Keys!

Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out Resort- a gated community with oversized pool, hot tub, pickle ball/tennis/basketball courts, fishing, lobstering, biking, kayaking, boating! Launch your boat from the private ramp and tie it up on our 35’ seawall! Situated between Key West & Marathon, this property is THE PLACE!

Henry's Penthouse On The Ocean

Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft private balcony accessible from the living and both bedrooms will make your vacation a memorable one and keep you coming back year after year. If the dates you need are not available check my other Key West vacation rental (Henry's Piece Of Paradise) located in the same 1800 Atlantic complex.