Family-friendly holiday rentals in Sanibel

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.

Sundial A201- Gorgeous Beachfront Condo at Sundial

Introducing Sundial A201- Wake up to the sound of waves and breathtaking panoramic ocean views in this stunning 2 BR/2BA beachfront condo at Sundial of Sanibel. Located just steps from the beach, this coastal retreat offers the perfect blend of relaxation and comfort for your next getaway. Available for the first time since its complete renovation in 2025, don't miss out on the opportunity to experience some of the finest finishings and furnishings that only a condo of this caliber can offer!

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

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

Poolside elegance!

This enchanting newly renovated ground floor unit is located directly adjacent to the pool. The unit is stylishly appointed with new furniture and original local artwork. Master bedroom with king size bed, walk-in closet and private bath. Open and airy living room with sleeper sofa and flat screen TV. Sun filled kitchen with counter stools opens to DR with sliders to the enclosed lanai. W/D off kitchen. Charming guest room with two full sized beds. All this minutes to the beach.

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.

Indian Bayou Lake House 2 - Lakeside Oasis

Located on a gorgeous fresh water lake, Indian Bayou Lake House 2 offers beautifully remodeled 2 bedroom, 2 bath accommodations. Walk into the spacous livingroom with a spectacular view of the lake through the floor to ceiling glass. Step through the slider out onto the large deck overlooking the water. You're sure to spot some wildlife out there, from birds and ducks to turtles and fish. It's the perfect spot to sip your morning coffee or drink your evening wine.

Sea La Vie

Nestled in the exclusive Kings Crown condominium complex on the quiet west end of the island, this luxurious 2-bedroom, 2-bathroom newly remodeled condo offers direct beachfront access and breathtaking gulf views. It's perfect for creating unforgettable family memories! Step out of the door to miles of pristine shoreline, renowned for world-class shelling and gentle waves ideal for kids. * The pool is expected to be open after inspection in the spring of 2026

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.