Condo holiday rentals in San Carlos Island

5.0 out of 5 average rating, 6 reviews

Harbour House #312 “Castaway Dreams”

“Castaway Dreams” at Harbour House Resort is a beautifully designed two-bedroom, two-bathroom retreat located in the heart of Times Square Fort Myers Beach. Steps from the sugar-white sand, waterfront dining, and vibrant island entertainment, this prime location puts you right in the center of it all while still offering a relaxing coastal escape. The Harbour House community features a welcoming pool deck and inviting common areas. All linens, beach chairs, and umbrellas are included with your s

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5.0 out of 5 average rating, 18 reviews

The Finn at Coconut Cove

Welcome to The Finn at Coconut Cove on Fort Myers Beach! This bright and comfortable unit puts you just steps from white sand and blue waves. Whether you’re here to relax, explore, or soak up unforgettable sunsets, this beach retreat has everything you need. Start your mornings with coffee, spend your days swimming, shelling, or lounging under the Florida sun. In the evenings, unwind in your space or head out to enjoy Fort Myers Beach’s famous restaurants, bars, and live music just minutes away.

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Superhost

5.0 out of 5 average rating, 3 reviews

Beachfront • Heated Pool, Hot Tub • Walk to Dining

This top floor, 2 bed 2 bath beachfront corner condo offers the quintessential Sanibel vacation experience with spectacular unobstructed Gulf views, only steps from the shell-lined beaches on the island's coveted East End. Ideally located within Shell Island Beach Club, one of the island’s most beloved boutique communities, you’ll enjoy an exceptional beachfront setting and resort-like amenities - including heated pool, hot tub, tennis, pickleball, and shuffleboard - without resort-like crowds.

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A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

4.95 out of 5 average rating, 121 reviews

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

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Guest favourite

A glass filled with a refreshing drink is held against a vibrant sunset backdrop. Soft golden light reflects off the surface of the drink, while wispy clouds scatter across the sky, indicating a serene beachfront setting.

4.94 out of 5 average rating, 48 reviews

Vacation Villas #132 Second Floor Beachfront Condo

We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

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4.97 out of 5 average rating, 65 reviews

Relax FMB Gulf views/ pool Beautiful 2B/2B condo

White Cap Beach condo is just steps away from the gulfs white sandy beach. Relax, unwind, and create beautiful memories in this 2b/2b condo! The master bedroom oasis has a king size bed, full bathroom, private balcony, and a streaming TV. The second bedroom boasts a beachy feel with two twin beds and a streaming TV. The living room has a pull out queen sofa and a new 60 inch 4k TV. The fully loaded kitchen contains all your cooking needs. Enjoy Gulf views from your front balcony.

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4.98 out of 5 average rating, 58 reviews

Gulf-front Penthouse, Lighthouse Sunrises

Start the morning on the lanai of this gulf-front penthouse, lighthouse off to the east, boardwalk a few steps from your building. From the great room, the kitchen, and the king suite, you look straight at the water. The kitchen is new, with custom concrete countertops and an induction cooktop. The master bath has a new walk-in shower. The shower has dual heads and a hand shower. Please note: This building does not have an elevator.

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Superhost

5.0 out of 5 average rating, 4 reviews

Tangerine Tides: Resort Pool/Spa, On Beach, Lanai

Welcome to Tangerine Tides! This bright & colorful 2BR/2BA Gulf-view condo on Fort Myers Beach sleeps 6 with a king, queen & sleeper sofa. Enjoy direct beach access, a community pool & hot tub, beach chairs and beach towels, pickleball, tennis, BBQ grills, plus Gulf views from your private balcony. With a fully equipped kitchen and plenty of space to unwind, it’s the perfect island escape for families, couples & friends!

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5.0 out of 5 average rating, 19 reviews

Oceanfront Condo 201 | Heated Pool + Gulf Views

Rare corner-unit beachfront retreat directly on the white sands of Fort Myers Beach! Enjoy panoramic Gulf views, ocean breezes, beautiful sunsets & a large heated pool. Bright, comfortable and perfectly located mid-island. Supermarket, Junkanoo restaurant/bar & Snook Bight Marina are right across the street. Walk to dining, boat rentals, sunset cruises & deep-sea fishing. Keyless entry, 3 TVs & 6 beach towels included.

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4.84 out of 5 average rating, 128 reviews

206C Gulf Water Views + 2 bikes + beach gear

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

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An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

5.0 out of 5 average rating, 104 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach! Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

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A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.