The Best Vacation Rentals to Book in Fort Myers Beach, Florida

Kick back in the pool and relax in your own vacation rental at these Fort Myers Beach properties | Courtesy of Lovers Key Resort by Distinctive Beach Rentals / Booking.com

Nick Dauk

16 December 2021

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Hanging out on Estero Island like a sand crab, Fort Myers Beach is a beach bum’s paradise. Sugar-sand shorelines and calm waves as soft as the breeze will keep you on the sand for hours. Whenever you need a break, home rentals in Fort Myers Beach will cool you down with private pools and blasting air conditioning systems. Get the aloe ready – you’ll need it for the solid tan you’ll get when staying at these vacation rentals on Fort Myers Beach, all bookable with Culture Trip.

Shamron Beach 507

Courtesy of Shamron Beach 507 / Expedia

This apartment is right on the water – do you need anything else to convince you to stay? A screened-in balcony will be the site for all of your meals. In-suite laundry machines will prevent any grain of sand from entering your luggage. Gulf views from the master bedroom let you wake up and fall asleep with the waves. Still need convincing? Fort Myers Beach Fishing Pier is a 12-minute walk away.

5150 Williams Dr. – M

Courtesy of 5150 Williams Dr. - M / Expedia

A huge sectional couch in the living room, a plush loveseat in the Florida room and a sun lounger by the pool – there are so many places to take an afternoon nap in this Fort Myers Beach vacation home that you’ll sleep your whole holiday away. Let’s hope you don’t spend all of your time snoozing – less than a 10-minute drive will take you to the city’s best sites like Times Square, Matanzas Pass Preserve and the Mound House.

Coral by the Sea 3054, Sleeps 8, Walk to Beach

Courtesy of Coral by the Sea 3054 / Booking.com

Did the doctor recommend a healthy dose of vitamin sea? Consider this vacation rental your own personal wellness center. This two-bedroom holiday home grants you access to a local gym and you’ll have no trouble hopping rides on the free LeeTram around the area. Walk to Mound House, an ancient Calusa Native American shell mound, and get closer to the sun. This home has a full kitchen, but the salty eats at Fresh Catch Bistro around the corner will have you rethinking turning on the stovetop.

171 Flamingo Str. – M

Courtesy of 171 Flamingo Str. - M / Booking.com

The three bedrooms and three bathrooms of this home rental in Fort Myers Beach are perfect for a couples trip. The screened-in pool is float-city for the holiday, and when the sun’s rays get a little too frisky, you can retreat under the ceiling fans of the covered outdoor patio. Barefoot Beach is a 15-minute drive – but Charley’s Boat House Grill, a five-minute walk away, will leave you waterlogged all the same.

210 Ostego

Courtesy of 210 Ostego / Booking.com

This Fort Myers Beach vacation rental is a 10-minute walk to Times Square, no doubt your haunt for the holiday. Your dirty dozen – you, your kids, your besties and their kids – will dig this four-bedroom home. The private pool is perfect for the guppies to splash in before tracking wet footprints inside for lunch. Flip flop your way down to Fort Myers Beach in minutes and grab a drink at the Beach Bar while the kids build sandcastles for the sunset.

203 Fairweather Villa B

Courtesy of 203 Fairweather Villa B / Booking.com

If you’re bringing a surfboard, Sea-Doo or huge bottle of sunscreen then you’ll likely need nothing more than these one-bedroom, one-bathroom vacation rentals in Fort Myers Beach. The fishing pier is 15 minutes away by foot if you brought your reel and rod. Cafes and restaurants are even closer if you need a laid-back day that only involves sand between the toes and sandwiches between the lips.

Lovers Key Resort by Distinctive Beach Rentals

Courtesy of Lovers Key Resort by Distinctive Beach Rentals / Booking.com

Looking for a honeymoon-worthy holiday for your casual weekend getaway? Lovers Key Resort has a suite spot for you and your beau. One king bed and a spa tub are all you’ll need to get closer than ever before. All one-bedroom suites have private balconies with sweeping water views. You’re welcome to hit up the lagoon-style pool or rent kayaks, bicycles and stand-up paddleboards – if you ever make it out of the suite, that is.

4870 Coquina Road

Courtesy of 4870 Coquina Road / Booking.com

Pets and people alike are invited to call this four-bedroom property home for a spell. You’d think you might spend your days on the beach, but then you’ll see the backyard and never want to leave. The deck’s decked out with chairs and a grill – the private pool is already surrounded by sun loungers so you can follow the sun across the sky. This vacation home in Fort Myers’ Mid Island will show you why – sometimes – the pool is cooler than the gulf.

Bella Lago by Distinctive Beach Rentals

Courtesy of Bella Lago by Distinctive Beach Rentals / Expedia

With Lover’s Key Beach only a three-minute drive away, this three-two vacation rental in Fort Myers is naturally a great getaway for parents who need a little alone time. Send the kids and the dog over to Bonita Beach Dog Park so you two can work on your dual doggie paddle in the condo’s pool. When the kids are headed back, tell them you’ll meet them down on the tennis courts.

154 Connecticut Villa B

Courtesy of 154 Connecticut Villa B / Booking.com

This vacation rental on Fort Myers Beach isn’t on the sand but it’s pretty darn close. Which – and take it from us – is a perk. You’ll have this two-bedroom home all to yourself, and can roll over to the beach as quick as one left turn and one right turn. The minute you see the sun shining on the waves, you’ll want to stay forever – so keep the sun lotion at the ready. Thankfully, your vacation rental beckons you home with a friendly reminder to reapply the cream.

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