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

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!

Ocean Front Studio private Sandy Beach in Key West
Studio unit with fridge, microwave, settings for 2 and a king sized bed. Doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy air conditioning.

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

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.

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!

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

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.

Marathon 2BR Waterfront property on Resort
Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experience the best of the Florida Keys with each stay. The resort entrance envelops you in lush tropical foliage, and Caribbean music greets you at the door. Relax, you're on island time now. The glass-enclosed lobby is impressive with its 30-foot cathedral ceilings and saltwater aquarium of a living coral reef.

Hyatt Windward Pointe Resort: Beachfront Condo
Experience this tropical paradise as you relax in a family friendly timeshare within the Hyatt Residence Club. Have breakfast on the oceanfront balcony followed by a dip in the pool/hot tub or visit the nearby spa. There are 2 bedrooms and 1 sofa bed which can fit 6 people. 2 bathrooms with a spa tub in master bedroom. Fully functioning kitchen and dining area in addition to an in-home washer/dryer unit.

Blue Palms Retreat
This 3 bedroom/2 bath oceanfront home with amazing views on Cudjoe Key private heated salt water swimming pool, shaded hang out area, ping pong table, corn hole game. The pier, gazebo, kayaks and kayak launch area is shared with one other home, Latitudes. You can dock your 24' boat at the pier. The water is shallow getting out to the channel with about a 2' draft.

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.
Popular amenities for Stock Island beachfront rentals
Pet-friendly beachfront home rentals

Adventurers escape breathtaking off-grid houseboat

Powell Family Resort

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS

RV In The Keys | Tropical Retreat

Serene Resort w/ Private Beach & Spa in Key West

Palm - Beach Houses Key West

Seaside Getaway! Gym, Spa, Pool Harbor Access

Family Retreat
Beachfront home rentals with a pool

Marathon Beachfront | 2 Queens + Veranda

Marathon Beachfront | King Bed + Veranda

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home

Oceanfront Balcony King, Isla Bella, Beach Resort

Marathon Beachfront | 2Kings, Veranda + 2LuxeBaths

Marathon Oceanfront Room | 2Queens + Spa-Like Bath

Marathon Oceanfront Suite | Balcony + Kitchenette

Marathon Oceanfront | ADA Queen + 5 Pools
Private beachfront home rentals

Key West ocean front Resort w/private sandy beach

#7 Waterfront 4Bed 3Bath Pool Home

Galleon Resort - Walk to Duval & Mallory Square!

Marathon 2BR Waterfront Property on Lovely

Oceanside home 111, dock,kayaks,bikes,pool,fishing

Oceanfront Key West Condo

Private Beach House Resort Oasis, 2-Bedroom Suite

Oceanside home 109, dock,kayaks,bikes,pool,fishing
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 $547 AUD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
10 of Stock Island holiday rentals include Wi-Fi 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!
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- Beachfront rentals Monroe County
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- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- The Turtle Hospital
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- Key West Butterfly & Nature Conservatory
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