Places to stay near Key West Express

Book unique holiday rentals, homes and more on Airbnb

Top-rated holiday rentals near Key West Express

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Top Guest favourite

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

4.99 out of 5 average rating, 266 reviews

Top Guest favourite

A private backyard features a heated pool surrounded by chaise lounge chairs and lush palm trees. The patio area, paved with tiles, provides space for outdoor dining. The house's exterior is partially obscured by greenery, creating a tranquil retreat for relaxing by the pool.

Home in Fort Myers Beach

Salty Air | Private Pool, Gulf View, Walk to Beach

Salty Air Retreat 🌴 Spend sunny afternoons in our private backyard with heated pool. Walk 200 steps to the beach & Gulf. Enjoy Gulf views from our screened lanai. 3BR beach house tucked on a quiet street, just a short walk to Times Square and Margaritaville. Beach chairs, umbrella, cooler, and beach buggy included. Pet-friendly. Built for families who want a pool, the beach close, and a kitchen worth cooking in! Locally owned & owner-operated - we'd love to host your Fort Myers Beach getaway!

5.0 out of 5 average rating, 52 reviews

Guest favourite

Home in Fort Myers Beach

Waterfront Canal Cottage Near Fort Myers Beach

Unwind at this bright, 2020-built canal-front cottage minutes from the sand and surf. The open kitchen and living area feature quartz counters, a cozy fireplace, and comfy furnishings for two bedrooms and two full baths. Soak in the private hot tub on the screened patio, watch boats cruise the canal, or call a golf cart ride to the beach and waterfront restaurants. In-unit laundry, central AC, and great views make this an easy home base for sun, sand, and salt life. Smart TVs in every room.

5.0 out of 5 average rating, 5 reviews

Guest favourite

A tranquil scene featuring calm waters reflecting a colorful sunset, with hues of orange and purple blending across the horizon. A kayak's bow is visible in the foreground, leading into the serene waters.

Cottage in Fort Myers Beach

Cap't Jack's Waterfront Cottage

Escape to Captain Jack’s Cottage, a canal-front retreat perfect for up to 4 guests. Just a short walk to the sandy beach or local eateries. This charming home offers a tranquil vibe, modern amenities, and stunning water views. ✔ Canal-front with a private patio and waterfront seating/dining areas ✔ Open-concept living area with TV and a sleeper sofa ✔ Fully equipped kitchen with dining table, plus in-building washer and dryer ✔ Free parking on premises, private entrance, and self-check-in

4.97 out of 5 average rating, 32 reviews

Top Guest favourite

Home in Fort Myers Beach

Walk to Times Square, steps to the Beach!

Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

5.0 out of 5 average rating, 78 reviews

Top Guest favourite

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

4.99 out of 5 average rating, 118 reviews

Top Guest favourite

A spacious bedroom features a wooden bed with decorative linens and two bedside lamps. Large windows allow natural light to enter, showcasing views of greenery outside. A granite surface can be seen in the foreground, providing a subtle contrast to the room's warmth.

Apartment in Fort Myers Beach

Scenic Retreat with Private Balcony

A studio apartment more than just a room. Less than a mile from Time’s Square, the beach center, and the remains of the pier. Beach access is a 5 minute walk. Close to public transportation and located on a quiet street with a private backyard on a canal. If you’re lucky, catch a glimpse of a dolphin or manatee. Private entrance and deck. Newly remodeled kitchenette and laundry room. If this sounds like what you’ve been looking for, instant book now or text me with any questions.

4.97 out of 5 average rating, 87 reviews

Top Guest favourite

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

Cottage in Fort Myers Beach

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

4.96 out of 5 average rating, 145 reviews

Guest favourite

Home in Fort Myers Beach

“Welcome to Relax and Unwind".

“Welcome to Relax and Unwind, your perfect waterfront getaway in beautiful Fort Myers Beach. This charming 2-bedroom, 2-bath home at 70 Emily Lane offers everything you need for comfort and relaxation — a queen bed, twin beds, a cozy futon, and a fully equipped kitchen. Enjoy peaceful mornings by the water, take a kayak or bike ride. Just minutes from the beach and top attractions like Margaritaville Resort, the Key West Ferry, the vibrant marina, and local restaurants

4.94 out of 5 average rating, 16 reviews

Top Guest favourite

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

Townhouse in Fort Myers

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

4.99 out of 5 average rating, 104 reviews

Top Guest favourite

A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.

Home in Cape Coral

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach . This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

4.97 out of 5 average rating, 329 reviews

Top Guest favourite

Villa in Fort Myers Beach

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

5.0 out of 5 average rating, 35 reviews