Places to stay near Key West Express

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Top-rated holiday rentals near Key West Express

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

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Top guest favourite
Villa in Cape Coral
4.95 out of 5 average rating, 133 reviews

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Top guest favourite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Apartment in Sanibel
4.96 out of 5 average rating, 115 reviews

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

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 Cape Coral
4.99 out of 5 average rating, 251 reviews

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!

Guest favourite
Home in Cape Coral
5 out of 5 average rating, 11 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

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
4.99 out of 5 average rating, 108 reviews

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.

Top guest favourite
An open living area features a spacious arrangement of light-colored furniture, including a large leather sectional and armchairs. A modern fireplace and flat-screen TV are positioned on a textured feature wall. Natural light floods the space through expansive glass doors that overlook the pool area.
Home in Cape Coral
4.98 out of 5 average rating, 55 reviews

Villa Sunset Serenade II

Komplett renoviert und neu eingerichtet! Erleben Sie die schönsten Wochen in der brandneu durch ein professionelles Designerteam komplett renovierten Villa Sunset Serenade II. Das mit einem tollen Lichtkonzept ausgestattete offene Wohnzimmer mit der nagelneuen großen modernen Küche der Ess- und Kochinsel sowie mit Kamin und Großfernseher. Die große italienische Ledercouch mit den großen elektrischen Sessel erlaubt einen tollen Blick auf den breiten Kanal und laden zum genießen ein.

Guest favourite
A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.
Home in Bonita Springs
4.9 out of 5 average rating, 50 reviews

Elegant Beachside Luxury Home Awaits!

This stunning Bonita home is steps from the beach. It combines modern luxury with artistic flair. The home features a striking wave stained-glass window and cozy sitting nook which provides an ideal spot to watch mesmerizing sunsets. The chef’s kitchen flows into the great room and dining area, where a large picture window frames serene views of palms. The home has a generous outdoor deck. It features three beautiful bedrooms and two full bathrooms, each designed luxuriously.

Guest favourite
Home in Fort Myers Beach
4.92 out of 5 average rating, 13 reviews

“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

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.
Home in Fort Myers
4.99 out of 5 average rating, 96 reviews

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.

Guest favourite
Home in Fort Myers Beach
4.96 out of 5 average rating, 27 reviews

Cap't Jack's Waterfront Cottage

Escape to Captain Jack’s Cottage, a newly renovated canal-front retreat perfect for up to 4 guests. Just a 10-15 minute walk to the sandy beach, this charming home offers a tranquil vibe with modern amenities, a private patio, and stunning water views. Walk to local restaurants or hop on the nearby beach trolley. Whether relaxing or seeking adventure, Captain Jack’s Cottage is ideal for a memorable coastal getaway. Book now and unwind in paradise!

Top guest favourite
Home in Fort Myers Beach
5 out of 5 average rating, 16 reviews

Icon on the bay - Panoramic views/Rooftop hot tub

Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Top guest favourite
Home in Fort Myers
4.91 out of 5 average rating, 181 reviews

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Popular amenities for holiday rentals near Key West Express