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

Comfortable, clean, beautiful home Jan specials
Introducing a brand new property hosted by AirBnb Superhost Roy Svenningsen. This home was fully renovated in January 2019. It features all new furnishings, stainless steel appliances, new flooring, marble countertops, and top quality mattresses. I look forward to hosting you in this beautiful family oriented gated community situated across from the Key West Golf Course and only 3 miles from Duval St. The home comes with parking for 2 cars. I am always available to answer any questions. Roy

Robinson Crusoe Cottage~ Delight In Island Vibes
Welcome to your Key West holiday! This newly acquired and improved one-bedroom cottage has all you need to relax and unwind. Whether walking to Duval Street, Mallory Square, or nearby restaurants, you will enjoy a comfortable stay in an ideal location. THE PROPERTY: Enjoy your stay with us at Robinson Crusoe Cottage, part of the quaint Conch Cottages property, which includes 3 separate rentable units: Robinson Crusoe Cottage at the rear, Royal Poinciana Cottage on the right, and Margarita ...

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, air fryer/oven tumbled marble 2 person shower, private front deck with seating for 4, 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

The Writer's Block- Key West
Discover tranquility aboard this unique floating haven. It's a sleek modern retreat for those who crave space to read, write or find inspiration far from the stresses of the modern world --yet it's steps away from upscale restaurants, two fabulous pools, a gym and so much more. From a king bed to a full-sized shower and kitchenette, you'll enjoy the comforts of home while living directly on the water. Features a large private deck with panoramic views of the marina and its glorious sunsets.

43' Classic Yacht Views, Pools, Duval Shuttle
Create unforgettable Key West memories while staying on our long time charming liveaboard 43' Trawler. This 2 bedroom 1.5 Bath mini yacht will be the perfect home base for your adventures around town or to just sit and enjoy the incredible views and nature. Being at the award winning Perry Marina gives you all the amenities of a 5 star resort. 2 Pools, 3 Restaurants on site, free shuttle to town, hotel gym, laundry and all the charter and adventure options you could ever ask for.

Waterfront Cozy Cottage with Boat Ramp & Dock!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
Time to fish & relax! Bring your family & friends to this 1350 sqft waterfront corner condo home. Boat slip available on-site with commercial ice machine and fish cleaning station. Located in historic Downtown Key West. Walk/Bike everywhere less 1mi to Duval Street, Seaport, Hemingway House, etc. On-site amenities: heated pool, boat slip, tiki bar & grills, parking, secure keyless entry, & building elevator. Large Park adjacent with tennis courts. 10min from airport (EYW).

Spanish Queen @Venture Out
Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnished two-bedroom, 2 bath stilt home checks all the boxes for the ultimate Florida Keys Vacation. Sun- filled open floor plan allows family to spend the their precious time together cooking and entertaining. Two-2 person kayaks and 4 bikes included *** Please note that guests must pay a resort entry fee of $125 directly to security upon entry into the park***

Duval Corner - Pet friendly with Balcony
Welcome to Duval Corner! A beautifully updated one-bedroom condo in the heart of Downtown Key West. This second-floor retreat is perfect for travelers wanting to be steps from it all. Within walking distance to iconic attractions like the Southernmost Point, The Ernest Hemingway Home, and Mallory Square, plus dining hotspots such as Blue Heaven, 7 Fish, and Louie's Backyard; Duval Corner is the ideal base for your Key West adventure.

The Dancing Rooster - 1 Block to Duval!
Located just 2 short blocks from Duval and in the center of downtown, the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house. The Southernmost Retreat is part of the Simonton Historic Cottage enclave and is surrounded by fine restaurants, art galleries, shopping and proximate to all attractions in the Old Town District. No car is needed as you can walk to the beaches and all of the famous attractions.

Houseboat in Key West
Enjoy this 45-ft '71 houseboat, single stateroom with queen bed, perfect for a couple or solo adventure. No resort frills, just old-school Key West vibes, mile-wide water views, and mangroves. Full bath, full kitchen, and a spacious sun deck to enjoy stunning sunsets and stargazing at its finest. 15 mins to Duval.

Gone Coastal
Relax with the whole family at this peaceful place to stay. Completely renovated 3 bedroom 2.5 bath townhome in Coral hammock. Enjoy the pool and excellent location on Stock island. Walking distance to Roostica and Hogfish grill. Dogs are welcome but not over 25lbs. Pitsbulls are not allowed by hoa.
Popular amenities for Stock Island pet-friendly home rentals
Pet-friendly house rentals

Ocean Front Home in Great Location

KW 3BR WaterFrnt, Boat Access & Htd Pool, Pet FRND

Tropical Island Getaway

Ocean~View*Pool*Dock*Kayaks*King Bed

Sea Glass Cottage~ Pet Friendly Tropical Home!

Tropical Hideaway @ Tropical Village

Beach House Key West, with a daily rentals license

Tropical Canal Cottage
Pet-friendly home rentals with a pool

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

The Trinidad at Sunrise Suites - Shared Pool

1 Bedroom Aqualodge # 6 Tarpon

Cozy Houseboat Experience & Scenic Views @ Perry

2BR Suite | Pool | Hot Tub | Tennis | Dog Friendly

Key West Luxury Houseboat at Yacht Club Resort

Island Girl Big Pine Key

Tiny Fish Haus
Private, pet-friendly home rentals

Romantic Captain's Quarters

Honeymoon Hideaway, King bed, Private Deck & Spa!

Location Location Beach Paradise in the Keys Duval

Deluxe Bungalow

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Starr's Suite - 2 person K Suite w/Private Spa!

Lennon's Lodge, Luxury Accommodations for up to 6!

Reel In Inn
When is the best time to visit Stock Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £264 | £277 | £278 | £260 | £221 | £189 | £201 | £195 | £181 | £192 | £225 | £239 |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
Quick stats about holiday rentals that are pet-friendly in Stock Island

Total holiday rentals
Explore 110 holiday rentals in Stock Island

Nightly prices starting at
Stock Island holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 5,580 verified reviews to help you choose

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

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
100 of Stock Island holiday rentals include wifi access

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

4.7 Average rating
Stock Island stays receive an average rating of 4.7 out of 5 from guests
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