Beachfront vacation rentals in Stock Island

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

Beach · View · Decor

Powell Family Resort

Tranquility abounds in this unique property with fantastic sunset views, beach and a superior pool. Total privacy is yours, deep water dockage abounds on this 2.5 acre estate.. Outdoor gas grill , kayak's and paddle boards included, Tiki Bar. Master bedroom with whirlpool tub, enclosed porches, newly remodeled kitchen. A great place to gather for a large group of family time or friends. Contact for rentals less or over a weekly stay when available. May 30-June 6 available and 2 weeks in Aug.

View · Walkability · Condition

Calypso Cottage

This reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat (larger boat? just ask!) right outside your door, enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, board games, wifi & roku) and of the community (Pools, spa, boat launch, pickle ball, bocce, tennis) even a library and general store!). This is a magical location to launch all your Florida keys adventures! Canal patio for drinks? Lush screen porch for coffee? It's on!

Walkability · View · Location

Hyatt Beach House Condo Resort Sleeps 6 Full Kitch

7 night stays, 2 Bedroom 2 bath Full kitchen w/all essentials Washer/Dryer elevator & free parking. Some 6 or 5 night stays are available, inquire. $3100 for most 7 night stays or split the week into 5 or 6 nights, inquire. Some April-December 2024 dates are still available for 2 or more night stays, inquire Prices are generally $444 per night for full 7 nights+fees Weeks are usually Sunday check-in. There are very limited Saturday check-in dates, but other days may be available, inquire.

Beach · View · Hot tub

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS

AWESOME VIEWS 3 BEDROOMS/2 BATHROOMS/KITCHEN/LAUNDRY ROOM/SCREEN PORCH/SUN PORCH GREAT SNORKELING UNDER DOCK./FISH FROM DOCK TOO. GROCERY (WIN DIXIE) LOCATED 3 MINUTES AWAY/BIG PINE Snorkel or dive at Looe Key coral reef, ride bicycle through Key Deer country, or take fishing adventure in back country or troll deep blue waters beyond the reef. Explore National Key Deer Refuge, large expanse of mostly undeveloped pine lands where the diminutive Key Deer live, or venture out to the "wetlands"

Walkability · Beach · Outdoor spaces

Oceanside home 107,dock,kayaks,bikes,pool,fishing,

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #107 and I also rent adjacent homes 111 and 109 in case you need more than one. We are 120 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

Beach · Walkability · Breakfast

Ocean front 1BR/1BA Suite w/ kitchen & living rm

1BR 1BA ocean front suite with a living room, kitchen and one bedroom. Doors that open to a balcony overlooking the Atlantic Ocean. Heated pool, hot tub, sun deck and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street and the most Southern Point. Located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. Free garage parking. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy central a/c.

View · Walkability · Grill

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Discover the perfect blend of comfort, relaxation and adventure at the Sugarloaf Key Hotel, nestled within the Sugarloaf Key / Key West KOA Resort campground. Newly built in 2023, this beautiful 6-person pet-friendly vacation suite offers everything you need for a great stay. Nestled amongst gorgeous tropical scenery, this resort includes robust amenities including resort-style pool and hot tub with an adjacent pub, quaint sand beach, marina, water rentals, café, camp store and more!

Beach · View · Air conditioning

RV In The Keys | Tropical Retreat

Tropical retreat in the heart of Florida Keys. Relax in this fully furnished private & clean RV with parking just 30 miles from Key West. Enjoy breezy indoor/outdoor living with a fold-down patio, 2 TVs, full kitchen, bathroom, pantry. Outside seating with awning. Nestled in a local RV park w/ pool, fish station, and coin laundry. Vacation here & swim in the ocean —Next to Pine Channel in Big Pine Key and 10 miles to Bahai Honda State Park. Walk to groceries, Walgreens, restaurants.

Beach · Getting around · Location

Key West Condo with Balcony Ocean View

Enjoy beautiful views of the Atlantic Ocean while enjoying a private balcony. Newly re-modeled kitchen. Air conditioning and ceiling fans located in every room. Amenities include pool, hot tub, and tennis courts. Just a few steps across the street in Smathers Beach which offers beach chairs, umbrellas, paddle boards, kayaks and sailboats available for rent. Two vehicles max. NO TRAILERS of any kind allowed to park on property.

Beach · Walkability · Bathroom

Hyatt Beach House-Quiet Key West Spot!

Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key West is the best location for relaxation. The property is on a corner of the island featuring its own private beach and water access. Other activities in the area include scuba diving, snorkeling, parasailing, fishing, dolphin watching, and boating.

Walkability · Beach · Family

Affordable Beachfront Luxury Condo Sleeps 6

My place sits on Smather's beach! Close to downtown and the airport. You’ll love the condo because of the location, the large indoor space, it's quiet, the pool, and has all the comforts of home. My condo is good for couples, solo adventurers, business travelers, families (with kids), and big groups. It’s spacious - and very clean!

View · Beach · Grill