Vacation rentals with a pool in San Carlos Island

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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 favourite
A spacious living area features a large sectional sofa adorned with cozy pillows. Natural light fills the room from the adjoining dining area, which showcases a wooden table seating six. The modern kitchen with stainless steel appliances is visible in the background, creating an inviting social space.
Home in Fort Myers Beach
4.99 out of 5 average rating, 112 reviews

Private Home and Heated Pool on Virginia Ave

Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

Guest favourite
An aerial view of a coastal duplex home positioned near a tranquil canal. The residence features a pool surrounded by loungers and palm trees. Two kayaks are visible along the dock, suggesting access to water activities. Bright blue accents add a cheerful touch to the exterior.
Home in Fort Myers Beach
5 out of 5 average rating, 14 reviews

Blue Sky Beach Escape * beach, pool and relaxation

Escape to Fort Myers Beach and experience a classic Florida getaway at this stunning 3-bedroom duplex vacation home, located on one of the quiet canals on the Bayside of the island. This recently remodeled & furnished home, offers the perfect combination of comfort, convenience and relaxation, ideal for friends or families. One of 2 homes that share a pool and dock, YOU MUST BE PREPARED TO SHARE THE OUTSIDE POOL SPACE. The 2 houses are also available to rent together if you have a larger group.

Guest favourite
A spacious open-concept living area is showcased, featuring a modern kitchen with an island and sleek cabinetry. Large glass doors provide abundant natural light and views of the outdoors. Rustic wooden beams contrast with the contemporary décor, highlighting both elegance and comfort.
Home in Cape Coral
4.93 out of 5 average rating, 67 reviews

AquaLux Smart Home

Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

Top guest favourite
An outdoor space features a saltwater pool and a hot tub, both illuminated in soft blue tones under a twilight sky. A large tiki hut provides shaded seating, and lush tropical landscaping surrounds the area, creating a serene and private atmosphere.
Home in Fort Myers Beach
5 out of 5 average rating, 12 reviews

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.

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
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 favourite
Home in Fort Myers
5 out of 5 average rating, 7 reviews

Coastal Hideaway

Welcome to Coastal Hideaway at Sun Resorts & Residences. Escape to this newly remodeled, sun-soaked retreat located just minutes from the beaches of Southwest Florida. Perfect for couples or friends, this cozy hideaway comfortably hosts up to four guests and is designed with everything you need for a relaxing stay. Whether you’re here for a peaceful getaway, a romantic escape, or an extended visit, Coastal Hideaway offers comfort and the ideal setting for your time in paradise.

Top guest favourite
A spacious backyard features a heated pool surrounded by lounge chairs, each adorned with vibrant blue cushions. The building showcases multiple levels, with an outdoor seating area and a grill nearby. Lush greenery adds to the relaxed coastal ambiance of the setting.
Home in Fort Myers Beach
5 out of 5 average rating, 14 reviews

Villa Sorrento · 2025 Luxury · Walk to Town-Beach

Location, location, location! Personally hosted by Paul & Alicia of Dancing Palms Vacations, this stylish coastal home offers a brand-new experience with a spacious lanai and fenced pool backyard—just a short walk to the white sugar sand beach and town with restaurants, bars, and shops. Start your day with coffee on the covered porch and Gulf or bay peeks. Lounge by the heated pool, grill out, or unwind in cozy outdoor seating. End your day with a sunset stroll or walk to town.

Top guest favourite
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.
Home in Cape Coral
4.97 out of 5 average rating, 118 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Top guest favourite
A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.
Cottage in Fort Myers Beach
4.93 out of 5 average rating, 131 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, 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 favourite
Home in Fort Myers
4.94 out of 5 average rating, 359 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Guest favourite
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.
Home in Fort Myers Beach
4.92 out of 5 average rating, 51 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.

Top guest favourite
A screened-in pool area features a clear water pool surrounded by light-colored paving. Two blue lounge chairs are positioned beside the pool, with colorful pool floats gently resting in the water. Lush greenery is visible in the background, enhancing the outdoor setting.
Home in Fort Myers Beach
5 out of 5 average rating, 24 reviews

Coral Charmer POOL HOME short walk to beach

Welcome to your home away from home! This charming coastal retreat offers the perfect blend of comfort and convenience, just steps away from the beach(1 block). Whether you are seeking a peaceful getaway or an adventure-filled vacation this pool home situated just a short walk from Times Square is calling your name! Take the beach cart and chairs to relax and spot some dolphins, or bounce around the shops and variety of bars/restaurants for the day.

Popular amenities for San Carlos Island rentals with a pool