
Beachfront holiday rentals in Stock Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Stock Island
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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 g 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. Staycation

Suite Sanctuary at the Beach
CONSTRUCTION NOTICE - 25% off!!! - 25% off any stay through summer 2026 due to construction at the complex! 25% discount is reflected in quoted rate. (FYI - a unit will never be rented while its balcony is being worked on). Call Last Key Realty with any further questions. FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** SUITE SANCTUARY is a luxurious penthouse

New Private 4/3 Single Family - Kayaks & Bicycles+
Blue Treasure at Sombrero Beach is a 2020 built single-family home in a private community within walking distance to the beautiful Sombrero beach and 5 minute boat ride to the ocean. This house is a private fully equipped 4/3 that has three king memory foam beds and one queen memory foam & queen sofa memory foam. All the rooms have a TV w/ cable & Netflix. We also have a separate downstairs area that we provide kayaks, paddle boards, and bicycles at no additional cost. License #:VACA-20-150

Oceanside home 111, 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 #111 and I also rent adjacent homes 109 and 107 in case you need more than one. We are 40 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.

Latitudes-Ocean Front Pool
This tropical 6 bedroom 4 bath oceanfront home has a private heated salt water pool and huge outdoor living space. There is beach access, shared dock space and outdoor gazebo to watch sunsets. There is a 3rd story balcony that offers spectacular views of the sunrise and sunset. Bring up to a 24' boat or paddle out on one of the shared kayaks onsite. Fully equipped kitchen, linens, beach towels, a propane BBQ grill and 2 washer/dryers. This home is priced based on the number of guests.

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.

Hidden Beach unit 1 The Perfect Place to stay
This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

SeaEsta! Bring your boat & 1 block to the beach!
Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home
🌸Home #6 FANTA🐬SEA WATERFRONT!🌸 Look out on the Ocean in your Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA (sleeps 10+) with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

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 Home and Boater’s Paradise Sombrero
Your Private Florida Keys Paradise Steps to Sombrero Beach Waterfront • Private Pool • 50 ft Dock • Direct Ocean Access Welcome to your dream escape in Marathon, the heart of the Florida Keys and the world’s fishing capital. This 2-bedroom, 2-bathroom coastal home offers everything guests come to the Keys for sun, sand, boating, and pure relaxation. Renta Lic: VACA-2025-205
Popular amenities for beachfront rentals in Stock Island
Pet-friendly beachfront home rentals

Adventurers escape breathtaking off-grid houseboat

Powell Family Resort

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Breathtaking Waterfront Hotel w/ / Outdoor Pools

LARGE LOT & RV | Fishermen Camp

7 Mile Ocean Bliss

Key West Luxury Houseboat at Yacht Club Resort
Beachfront home rentals with a pool

Traditional 2 Queen, The Pier House, Beach Access

Oceanfront Balcony 2 Queen, Isla Bella, 5 Pools

Marathon Oceanfront Suite | King Bed + Kitchenette

Scenic Sunset View on Your Balcony | Resort Hotel

2 Traditional Two Queen, Pier House, Near Duval St

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Oceanfront King, Isla Bella Resort, Beach Access

Oceanfront Balcony, Isla Bella, Scenic Paths
Private beachfront home rentals

Beach House Resort + Premium Amenities, 2BR Condo

(#8)Waterfront 4 Bed 3 Bath Pool Home w Free Dock

Ocean Front Studio private Sandy Beach in Key West

Ocean Dream – Your Private Beach + Pool (M#31)

Colorful 2BR Oceanfront 4th-Floor | Balcony

Hyatt Windward Pointe Resort: Beachfront Condo

Oceanfront Key West Condo

Beautiful Beachfront Home w/Heated Pool-45' Dock
Quick stats about beachfront rentals in Stock Island

Total holiday rentals
Explore 10 holiday rentals in Stock Island

Nightly prices starting at
Stock Island holiday rentals start at $475 SGD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wifi availability
10 of Stock Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stock Island rentals

4.9 Average rating
Stock Island stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Rentals with a kayak Stock Island
- Rentals with pools Stock Island
- Rentals with outdoor seating Stock Island
- Villa rentals Stock Island
- Pet-friendly rentals Stock Island
- Boat rentals Stock Island
- Rentals with a hot tub Stock Island
- Rentals with a patio Stock Island
- Rentals with a washing machine and dryer Stock Island
- Rentals with an EV charger Stock Island
- Family-friendly rentals Stock Island
- House rentals Stock Island
- Flat rentals Stock Island
- Fitness-friendly rentals Stock Island
- Apartment rentals Stock Island
- Waterfront rentals Stock Island
- Rentals with a firepit Stock Island
- Rentals with beach access Stock Island
- Hotel rooms Stock Island
- Beachfront rentals Monroe County
- Beachfront rentals Florida
- Beachfront rentals United States




