Vacation rentals with a pool in San Carlos Island

Apartment in Fort Myers Beach

An open-concept living space is highlighted by a modern kitchen featuring white cabinetry, a large center island with seating, and stainless steel appliances. A comfortable seating area includes soft chairs and a sectional sofa, with natural light streaming in through an arched window.

4.98 out of 5 average rating, 115 reviews

Island Oasis Steps From the Sugar Sand Beach

Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

4.99 out of 5 average rating, 216 reviews

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

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!

4.97 out of 5 average rating, 116 reviews

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

Home in Cape Coral

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy the stunning sunsets on the water!

An enclosed pool area features a clear screen enclosure, allowing views of lush greenery outside. The spacious pool is flanked by paved flooring and has a pool ladder for easy entry. Sunlight filters through the mesh, creating a bright and inviting atmosphere.

5 out of 5 average rating, 63 reviews

Luxury Coastal Farmhouse just steps from 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!

An aerial view of a rectangular outdoor pool surrounded by a spacious patio area. Multiple white lounge chairs are arranged around the pool, and a gravel surface extends beyond the patio. The property is enclosed by a white fence, offering a sense of privacy.

5 out of 5 average rating, 25 reviews

Stunning Near Beach Residence with Pool

Casa Margarita- Located at 552 Palermo Circle, Casa Margarita is a 3 bedroom 2 bathroom recently completed residence on Fort Myers Beach's most desirable street. Just feet from the beach, downtown, and easy on/off island access and proximity to Margaritaville's multiple restaurants and shops, this home will make an excellent choice for your next vacation. Outfitted with only the finest furnishings and finishes, guests will find themselves pampered in the lap of luxury at Casa Margarita!

A saltwater pool is set under clear blue skies, reflecting the surrounding palm trees. Sun loungers line the poolside, and a spacious covered area with seating is visible nearby, providing options for relaxation and enjoyment.

5 out of 5 average rating, 6 reviews

Southern Charm: NEW 3 BD w/POOL! Bay views!

This stylish coastal home🌴 offers a brand-new experience with a spacious lanai and fenced backyard only a short walk to the white sugar sand beach. Start your morning with coffee on the covered front porch, enjoying bay views & Gulf breezes. Relax by the saltwater heated pool with a book, throw something on the blackstone grill or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a walk to nearby bars and restaurants. (FMB permit/license 25-0052)

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.

5 out of 5 average rating, 89 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.

Cottage in Fort Myers Beach

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.

4.97 out of 5 average rating, 120 reviews

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!

Superhost

The beachfront property displays a multi-level structure in soft blue, surrounded by palm trees and sandy beaches. Nearby buildings are visible, alongside a clear view of the ocean and sky filled with scattered clouds. The vibrant colors and layout emphasize a coastal atmosphere.

Apartment in Fort Myers Beach

4.74 out of 5 average rating, 19 reviews

Sand Dollar North - Beachfront View

Located on the North end of Fort Myers Beach, not far from the pier, Sand Dollar North is one of two spectacular, two bedroom, 2 bath beachfront rentals in the Sand Dollar Triplex located on the second floor! You will be amazed by the views of the ocean from this space. The large (shared) deck offers plenty of outdoor seating for lounging in the warm Florida sunshine. The master bedroom features a queen size bed and an en suite bathroom. The guest bedroom offers a queen size bed.

An open-concept living area is displayed, featuring a spacious grey sofa with colorful cushions, a dining table with modern chairs, and a well-equipped kitchen. Large windows allow natural light, enhancing the bright and airy feel of the space.

4.95 out of 5 average rating, 38 reviews

Beach Bliss~Private Pool~Steps to Fort Myers Beach

Welcome to Beach Bliss! Located one block to the Sand. Enjoy the quick stroll toTime Square. This Gorgeous Tri-Level Pool home features 1 Bedroom plus Loft & 3 Full Bathrooms. Featuring a Beautiful Open Floor Plan, including a breakfast bar, dining area & plenty of room to relax after a long day spent at the beach. Upstairs you will find a Queen Bed with Full Bathroom and walk in shower. The Loft is a spot for kids! Military & First Responders receive 10% off.

Superhost

A dining area features a round marble table surrounded by sleek, dark chairs. A vibrant floral arrangement with pink orchids is placed in the center. Natural light floods in through large windows, reflecting off polished marble floors. A stylish chandelier hangs overhead, providing an elegant touch.

Condo in Fort Myers Beach

5 out of 5 average rating, 4 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

Solmate is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.