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Vacation rentals with a pool in San Carlos Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Carlos Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.97 out of 5 average rating, 124 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! 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 stunning sunsets under the tiki hut.

Top guest favorite
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, 230 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!

Top guest favorite
An in-ground pool is situated within a screened enclosure, showcasing clear blue water and a lounge float. Comfortable seating arrangements are positioned beside the pool, surrounded by greenery. Ceiling fans are visible overhead, contributing to a relaxed atmosphere.
Home in Fort Myers
5 out of 5 average rating, 40 reviews

Private Heated Pool, 7 minutes to the beach

Welcome to your dream home in prestigious Kelly Greens Country Club! ! Home is brand new remodeling…Step outside and be greeted by your very own oasis - an in-ground pool with a place to relax. Large open Kitchen. This home is set up for entertaining Family and Friends! Enjoy breathtaking view of the pool from your kitchen and family room. ! Close to the Airport, restaurants, shopping, Sanibel Island, Ft Myers Beach 7min - and walking distance to the Bunche Beach 5 min. Tenis,golf cors area …

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 43 reviews

5 O’Clock at Miramar

It’s always five o’ clock at our cozy oasis located just steps from Fort Myers Beach! Quaint street close to Times Square & Margaritaville. Short 2-3 min walk to deeded walkway to Fort Myers Beach. Boating your thing? Canal access at the end of the street. Ranch home (no steps!) that sleeps up to six with two king bedrooms, one Murphy queen bed, pull-out couch, two full baths, stocked kitchen, wifi, laundry, ample parking! Pool with sundeck. Kick back & relax your cares away! FMB STR# 22-0240

Top guest favorite
A serene saltwater pool is framed by stylish pavers, featuring a built-in seating area. Sun loungers are positioned nearby, surrounded by minimalist landscaping with decorative gravel and tropical plants, creating a calm atmosphere for relaxation.
Home in Fort Myers Beach
5 out of 5 average rating, 53 reviews

Beyond The Sea · Walk to Beach-Town

A stylish coastal home with lush banana and palm trees only a 6 min walk to the powdery sugar sand beach. In the morning, enjoy sipping coffee on the covered front porch with the bay breeze. During the day, relax by the saltwater heated pool on sun loungers with a good book! At night, enjoy the tropical backyard and grill out on our comfy outdoor living set with an evening fire! The best part.. you can take a sunset stroll to the beach bars, open air restaurants or local ice cream shoppes🍦

Top guest favorite
An open living area features a kitchen island with seating for four, surrounded by white cabinetry and stainless steel appliances. A comfortable seating area with light gray furniture invites relaxation, complemented by natural light streaming through multiple windows. Decorative accents add a welcoming touch.
Home in Fort Myers Beach
4.93 out of 5 average rating, 14 reviews

Paradise Found

Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping, and you can bike or walk to the beach. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen. Must be 35 to book, park rules.

Top guest favorite
A modern kitchen area features sleek white cabinetry and a large island with bar seating. Warm wooden accents create a welcoming atmosphere. Potted greenery complements the space, while stylish pendant lights provide illumination above the island. The kitchen is equipped with stainless steel appliances, adding to its contemporary appeal.
Home in Fort Myers Beach
5 out of 5 average rating, 66 reviews

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!

Top guest favorite
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
5 out of 5 average rating, 93 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 favorite
A covered outdoor space features a heated saltwater pool bordered by wide stone tiles. Comfortable lounge seating is seen under an umbrella nearby. Lush greenery and canal views are visible beyond the pool area, offering a serene setting for relaxation.
Home in Cape Coral
5 out of 5 average rating, 58 reviews

Coastal Cowgirl - Heated Pool

Have fun with the whole family in Southwest Florida. This bungalow is full of coastal cowgirl vibes and sits right on a gulf access canal. Everything from top to bottom is stocked and brand new. Bring the outdoor oasis in via large panoramic sliders, a covered lanai with a heated saltwater pool and hot tub, outdoor kitchen, and entertainment system. Watch wildlife float by or rent a boat and cruise through the canals to the gulf for amazing beach access. Coastal living at its finest.

Top guest favorite
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
4.97 out of 5 average rating, 128 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!

Top guest favorite
A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.
Home in Fort Myers
4.91 out of 5 average rating, 101 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Guest favorite
A modern living area features a spacious light-colored sofa adorned with neutral pillows, positioned next to a circular accent chair. A large television is mounted on the wall opposite, while a dining area is visible in the background. Natural light fills the room, highlighting a beige area rug.
Apartment in Fort Myers Beach
5 out of 5 average rating, 7 reviews

Beachfront Bliss!

Experience the ultimate Fort Myers Beach getaway in our charming 2B/2Ba condo overlooking the beach! This retreat features a king master suite and second bedroom with full and twin beds. Enjoy modern walk-in showers, fully equipped kitchen boasting SS appliances and quartz tops. Stay connected with high-speed Wi-Fi, unwind on the balcony with stunning Gulf views, stroll along the beach, or explore the vibrant Times Square area. Your perfect beach escape awaits!

Popular amenities for San Carlos Island rentals with a pool