Family-friendly holiday rentals in Sanibel Island

Fort Myers Waterfront 3 bed 3 bath w heated pool

Stunning, remodeled 3 bdrm, 3 bath in coastal Fort Myers. Open floorplan with 1400sf of living space, addtl 1500sf of outdoor space (screened lanai and heated pool). Large oversized dream kitchen for for entertaining & cooking. Open all doors to the lanai! Located on salt water canal minutes from open water & the Gulf of Mexico. Beaches galore with Sanibel, Ft Myers and Cape Coral 15 minutes away. Night life, restaurants and local attractions nearby. Sleeps 10 max. Host: Ramses Meijer /WerkMagic

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!

100+ 5 Star Reviews and Right on The Beach!

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

Steps to the beach Bikes & Beach Gear Weekly Stays

Loggerhead Cay #332 is your perfect Sanibel escape — just steps from the beach, beautifully decorated, and packed with thoughtful touches. After a day of shelling, biking, or lounging by the oversized pool, come home to a spacious, serene retreat. Whether you’re exploring the nearby Lighthouse, enjoying breakfast at Lighthouse Café, or grabbing essentials from Jerry’s, everything you need is right here. ✨ Beachfront location | ☀ Oversized heated pool | 🚲 4 Bikes included | CoolCabanas tent

Relaxing Poolside Retreat

Welcome to The Sunny Getaway! Nestled in SW Cape Coral, our charming 3-bedroom, 2-bathroom home offers the perfect blend of comfort and relaxation, complete with a sparkling heated pool. The master suite features a king-sized bed and an en-suite bathroom for added privacy and convenience. Take a dip in the pool to cool off from the Florida sun, or simply soak up the rays on the sun loungers. Tucked away in a quiet neighborhood, this place is sure to help you refresh, relax and recharge.

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Ground Floor Walk-Out Pointe Santo Residence

Gorgeous waterfront residence in the highly esteemed Pointe Santo de Sanibel development. Characterized by chic décor, stunning views, and bright sun-filled exposure. Fully renovated in 2025 with the finest finishes and furnishings. Highlights: -Two bedrooms with den, featuring plush pull out mattress - Access to exclusive Pointe Santo amenities - Corner unit on ground floor with designated parking spot in front, great for mobility restricted individuals

Charming Cottage Steps from the Beach!

🏡 Life’s A Beach – Charming Cottage Steps from the Beach! 🏖️ 🌟 NEWLY DECORATED & REFRESHED – Experience Captiva’s Fun in the Sun! 🌟 Welcome to Life’s A Beach, a beautifully updated beach cottage on quiet, sandy Wightman Lane! This prime Captiva Village location offers a 5-minute walk to the beach and easy access to shops, restaurants, and activities. Enjoy the lush tropical landscaping, private backyard, and wraparound deck for a true island escape.

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.

Waterfront Pool Home. Minutes to Sanibel & Beaches

Where prime location meets tropical paradise. Welcome to your very own lakefront, poolside oasis, less than 10 minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. The perfect destination for a family or friends vacation!