
Holiday rentals with beach access in Key West
Find and book unique rentals with beach access on Airbnb
Top-rated rentals with beach access in Key West
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Fully renovated 2/2 bath condo w/ shared pool!
**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Oceanfront Sunrise Condo Private Beach Heated Pool
Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

ABeachBungalow-60’dock w/ access to pool and beach
"A Beach Bungalow" A-frame has everything you need for a relaxing vacation. 2 bedroom, 2 bath Key Colony Beach rental home with easy ocean access. Fully equipped kitchen with all new appliances. Living room with dining area, flat screen tv, wifi, cable, bbq and beautiful views of the water. Master bedroom with king bed and bathroom with large shower. 2nd bedroom (loft) with 2 twin beds and closet. Tackle room to store gear with extra refrigerator. Boat trailer parking on site.

Lighthouse - Beach Houses Key West
If you’re reading this, you’re already on the path to paradise! Thank you for considering us for your dream vacation—we can’t wait to host you. Our amazing Lighthouse is a 2 bed 1 bath Loft Bungalow sitting just a few feet from our private beach. The master bedroom loft is accessed by a spiral stair, and has a beautiful bird’s eye view of the Atlantic Ocean. Our nautical inspired living room leads outside to an exterior deck facing the beach perfect for peaceful mornings.

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.

Poolside Cottage #411
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the Seaport and world famous Duval Street! Bikes, kayaks, paddle boards and golf carts can be rented locally

*Emerald Seas*-Florida Keys Ocean Front Paradise!
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

Key West Beachside 1400sf, 2 Bedroom Condo
Welcome to our Key West Condo. This spacious well appointed 2 bedroom, 2 bath condo sleeps 6 and is next to the best beach on Key West. This condo is the perfect alternative to staying in a hotel. It gives you a true island experience. Great for Couples and Families We have a Website specific to our Condo where we offer special pricing, discounts and additional pictures Search-keywestbeachsidecondo

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!

A Perfect Getaway
The perfect spot in the heart of Key West. Located in the exclusive Truman Annex’s gated community. Once you are in the Annex you are located near Fort Zachary Taylor National Beach and 2 blocks from Duval St. Everything is in walking distance.
Popular amenities for rentals with beach access in Key West
Apartment rentals with beach access

Beachside Unit 22 - Private Beach on Atlantic

#1 Island Hideaway 89 - OCEAN FRONT

Henry's Penthouse On The Ocean

Dock POOL Kayaks Bikes Beach2mi WalkToStores

2 Bdrm Oceanfront Complex Private Beach & Pool

Oceanview condo w/pool, jacuzzi

Beachfront Condo w/ Ocean Views in Marathon

Heart of Old Town Key West
House rentals with beach access

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

Paradise found!Key Colony Beach,Cabana Club.

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Waterfront 2-bedroom Home w/Pool and Spa

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Beach House, Private Pool & Dock, Gulf Sunset view

Beachfront Villa - Florida Keys

Waterfront House with 37 ft Dock & Cabana Club
Apartment rentals with beach access

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

Villa 5027 on Duck Key BOAT SLIP available

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

The Palms

Private Beach in Marathons Key Colony Beach

Coastal Charm: 2BR Condo, Patio, Pool Views, Beach

Studio with Balcony, Kitchen, Open Living Space

P41 - Beach Front condo with 2 bedrooms, 2 bath, p
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 348 | € 347 | € 360 | € 323 | € 273 | € 231 | € 295 | € 230 | € 209 | € 256 | € 276 | € 317 | 
| 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 with beach access in Key West

Total holiday rentals
Explore 380 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at € 61 per night before taxes and fees

Verified guest reviews
Over 12,360 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
370 of Key West holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Key West rentals

4.9 Average rating
Key West stays are highly rated by guests – averaging 4.9 out of 5!
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