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, 117 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

A vibrant, two-story house in a coastal hue is displayed, featuring a spacious pool area surrounded by a paved deck. Sun loungers are positioned near the pool, and a covered seating area can be seen. The property is enclosed by white fencing, adding to its privacy.

5 out of 5 average rating, 9 reviews

New house, pool, views, elevator, steps to beach

Be one of the first families to stay at this Brand New mid island house. Private pool, Elevator, beautiful custom tiled porches, amazing gulf & sunset views. The entire top floor is a master ensuite oasis with large room, spacious bathroom, custom tiled walk-in shower with sunset views, huge custom tiled deck with comfy furniture and amazing views. Perfect mid Island location. Just a mile from all the restaurants and entertainment in Times Square. Linens provided. 3 parking spaces. #19-1352

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.

4.99 out of 5 average rating, 217 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!

A spacious pool area is showcased with a heated pool, surrounded by a screened lanai. Lush tropical landscaping is visible beyond the pool, providing a tranquil backdrop for outdoor living. The expansive area invites relaxation and enjoyment of the surrounding nature.

5 out of 5 average rating, 20 reviews

Backyard Dream-Oasis! - Heated Pool

Welcome to your Cape Coral Dream-Oasis! Come stay in our family friendly vacation home located in the SE Cape. Close to Fort Myers beaches /restaurants, this beautifully designed home provides a tranquil escape with modern amenities. With a heated pool & sleeping accommodations for up to 8, the property exudes luxury and comfort with ample room for relaxation and entertainment. Relax by our lighted pool or dine outside in the lanai enjoying the view of the lush private resort like backyard.

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.

4.97 out of 5 average rating, 117 reviews

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!

Guest favorite

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, 7 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, 90 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.

Superhost

A private pool is surrounded by a beautifully paved patio and lush landscaping, featuring a central palm tree. The pool’s inviting blue water reflects sunlight, while seating areas can be seen in the background, creating a serene outdoor space for relaxation.

4.95 out of 5 average rating, 41 reviews

Paradise Palms A Desirable Pool Home

A desirable private pool home that sleeps 6 If you are looking for a vacation spot that is within walking distance to the beautiful white sandy beach and the famous Times Square at the center of Fort Myers Beach, but gives your own family a pool and lots of splendid outside space, you won't discover a greater ideal vacation rental than Paradis Palms. Your just a quick stroll to the sandy white beaches of Fort Myers seaside and near wonderful shopping, restaurants and entertainment.

Guest favorite

The exterior of the Sand Dollar Triplex features a bright teal façade with white trim, highlighting large circular and rectangular windows. The building is positioned on a paved area, with unobstructed views of the surrounding beach and the clear blue sky above.

Apartment in Fort Myers Beach

4.89 out of 5 average rating, 18 reviews

Sand Dollar South - Beachfront View

Located on the North end of Fort Myers Beach, not far from the pier, Sand Dollar South is one of two spectacular, two bedroom, 2 bath beachfront rentals in the Sand Dollar Triplex located on the seconf 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.

Guest favorite

Guesthouse in Cape Coral

4.94 out of 5 average rating, 144 reviews

Pool Modern Apartment fishing paradise

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.