
Family-friendly holiday rentals in San Carlos Island
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Top-rated family-friendly rentals in San Carlos Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

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!

The Bayview
Welcome to "the Bayview," a stunning getaway minutes from downtown Fort Myers Beach, and a short drive to Sanibel Island. This gorgeous 4 bedroom, 3-bath home has all the amenities to experience the perfect vacation with family and friends. Kick back and enjoy the breathtaking view of Estero Bay from the front porch Lanai, or relax with the family around the rear pool patio. Looking for some fun? Ride an E-bike, rent a golf cart or walk to the nearby "Excursions Marina" and make some memories!

Close to Cape Harbour western pool and dock, golf
Talk about location! This house is located in southwest Cape Coral close to everything great that Cape Coral has to offer including marina, restaurants, shopping, bike trails, kayaks included etc. Right across the street from Cape Coral's most exclusive neighborhood Cape Harbour. This house has a heated pool facing west for sun all day long and fantastic sunsets, new hot tub, boat dock, and completely remodeled check out the primary bath and all brand-new furnishings including kids stuff.

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 suite w/ private deck Downtown FMB
Discover the perfect blend of modern and tropical charm at our 1BR/1BA loft apartment in Downtown Fort Myers Beach. Just a 2-minute walk to the white sands, this upscale retreat is walking distance to the beach, Times Square, restaurants, bars, and shops. Enjoy water sports, kayaking, parks, and more. Ideal for couples, snowbirds, or anyone seeking a tropical escape, The Loft FMB combines modern comforts with island relaxation truly designed to feel like your home away from home.

“Welcome to Relax and Unwind".
“Welcome to Relax and Unwind, your perfect waterfront getaway in beautiful Fort Myers Beach. This charming 2-bedroom, 2-bath home at 70 Emily Lane offers everything you need for comfort and relaxation — a queen bed, twin beds, a cozy futon, and a fully equipped kitchen. Enjoy peaceful mornings by the water, take a kayak or bike ride. Just minutes from the beach and top attractions like Margaritaville Resort, the Key West Ferry, the vibrant marina, and local restaurants

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!

Icon on the bay - Panoramic views/Rooftop hot tub
Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Primo Paradise
LOCATION is everything! Your family will enjoy easy access to everything from this centrally located property. Walkable to Time Square, the beach, and so much more! Brand new Margaritaville is .2/mile walk. Lani Kai is .3/mile. While at the property you will become obsessed with the pool, canal view, and lanais! This home offers it all! Primo Paradise is also big enough to bring the whole family!

Water Front | Modern Open Concept | Beach Vibes
Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.
Popular amenities for San Carlos Island family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

SW Exposure Gulf Access Waterfront Cape Coral Home

Last Minute-Villa Twenty Two - modern, pool & spa

Villa Vanity - Heated Pool+Spa | Gulf Access

Intervillas Florida - Villa The View

Coastal Modern Retreat with Heated Pool and Spa

Luxury Villa: Pool, Hot Tub And Amazing Lake View

Modern City Loft in Downtown River District
Family- and pet-friendly home rentals

McGregor’s Gem• Heated Pool 3BR/2BA River District

Swimsational Golf views

A Little Beach of Heaven- Beachfront Condo

Steps to BEACH/POOL/Downtown

Paradise on Estero Bay

Hideaway at Hidden Palms Cove

Golden Pearl | Luxury Villa | Pool | Dock | Games

Whole cozy house
Family-friendly home rentals with a pool

Paradise Palms A Desirable Pool Home

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Fort Myers Beach | private pool | bikes | Arcade

Bay to Beach - Aruba 3 (2 BR / 2 BA)

Short walk to beach and Time Square

Villa Sunset Serenade II

4BR Casa Del Mar – Sand Beach Pool & Hot Tub

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock
Destinations to explore
- Seminole Holiday rentals
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- House rentals San Carlos Island
- Apartment rentals San Carlos Island
- Rentals with a washing machine and dryer San Carlos Island
- Rentals with outdoor seating San Carlos Island
- Rentals with a hot tub San Carlos Island
- Rentals with a patio San Carlos Island
- Rentals with beach access San Carlos Island
- Rentals with pools San Carlos Island
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