
House holiday rentals in San Carlos Island
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Top-rated house rentals in San Carlos Island
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McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

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.

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!

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.

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

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!

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.

Charming Lake View Home, Close to 3 Beaches!
"Come relax by Florida's best beaches and sunsets—no damage from Hurricane Milton, and power/internet are on! This beach-style vacation home is minutes from Ft. Myers Beach and 15 minutes from Sanibel. You'll be spoiled by beach choices and amenities that make you feel like you're in paradise. In the evening, hop on the trolley to watch the sunset, enjoy cocktails, and the best beachside seafood. Just bring your sunglasses & flip flops. Forgot something? Shops are a 5-min walk."

Beach Bound + 2025 Build + Walk to town
Personally hosted by Paul & Alicia of Dancing Palms Vacations, a fresh coastal escape with all the essentials: a saltwater heated pool, fenced backyard, and spacious lanai for lounging or dining outdoors. The covered front porch frames bay views and catches Gulf breezes — perfect for slow mornings with coffee. After the beach (just a short walk away), fire up the Blackstone grill or wander to local restaurants and bars. (FMB permit/license 25-0052)

Cap't Jack's Waterfront Cottage
Escape to Captain Jack’s Cottage, a newly renovated canal-front retreat perfect for up to 4 guests. Just a 10-15 minute walk to the sandy beach, this charming home offers a tranquil vibe with modern amenities, a private patio, and stunning water views. Walk to local restaurants or hop on the nearby beach trolley. Whether relaxing or seeking adventure, Captain Jack’s Cottage is ideal for a memorable coastal getaway. Book now and unwind in paradise!

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Modern 2BR Near Sanibel & FM Beach • Sleeps 6
Escape to this bright and cozy 2BR retreat minutes from Sanibel and Fort Myers Beach. This private half-duplex offers a king room, queen room, and a pull-out couch—perfect for families or small groups. Enjoy fast Wi-Fi, smart TVs, a full kitchen, washer/dryer, and a private entrance. Relax in the outdoor seating area and park in your own driveway. Close to beaches, dining, shopping, and the marina, it’s the ideal coastal getaway.
Popular amenities for house rentals in San Carlos Island
House rentals with a pool

Coastal Cowgirl - Heated Pool

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Private Home and Heated Pool on Virginia Ave

Canal View! Walking distance to Marina Village

Heated Pool, Hut Tub, Dock, Bikes, Beach Gear!

Cape Escape | Hot Tub | Heated Pool | Game Room

Modern New-Build Luxury Villa!

Sunny Retreat-Near Beach-Pickleball-Heated Pool!
Weekly house rentals

Fern-A Cozy Coastal Cottage near the Beach

Best Beach Cottage #2

Escape To Your Personal Lakefront Villa On 8 Lakes

Cozy 2BR - Minutes to Ft. Myers Beach

Villa Sunset Serenade II

Tropical Escape: Stylish Retreat w/ 2 king beds

Beach Cottage

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool
Private house rentals

5 Star, Heated Pool, Twin Home Located D-town Cape

90Degree SaltWater Pool NEW Luxury Spa Gulf Access

Villa Canalview Cove

Villa Tiki w/ heated Pool very quiet & green Oasis

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

Modern Luxury Oasis w/ Pool and Dock

Oasis 2 Miles from the Island

Black Friday Sales! Heated Pool/Spa+Mini Golf
Destinations to explore
- Seminole Holiday rentals
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- Rentals with pools San Carlos Island
- Rentals with a washing machine and dryer San Carlos Island
- Rentals with outdoor seating San Carlos Island
- Rentals with a patio San Carlos Island
- Family-friendly rentals San Carlos Island
- Rentals with beach access San Carlos Island
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