Family-friendly holiday rentals in Sanibel

Sanibel condo steps to the Beach - Sandalfoot 5C1

Step into Unit 5C1, a fully renovated 2-bedroom, 2-bath ground-floor condo where beachfront relaxation meets modern comfort. Just steps from the Gulf Of Mexico, this beautifully redesigned unit offers all-new amenities for an exceptional stay, perfect for those seeking a luxurious yet convenient escape. The unit features a coastal theme and is designed with artwork from notable Sanibel based artist Myra Roberts. Her vintage Florida-style paintings are in public and private collections across the

443 Steps to the beach + 2 Bikes | Weekly Stays

Discover Loggerhead Cay 443, a luxury 2/2 Sanibel Island condo rental in a beachfront complex. This pristine coastal unit features a private lanai, a chef's kitchen, filter drinking water system, 2 bikes, king suite, and 2 full beds in the guest room. Enjoy direct Gulf beach access, heated pool (heated in winter), tennis/pickleball, BBQs, shelling stations, and biking trails w/2 bikes. Perfect for families, couples, or friends seeking shelling, sunsets, and the ultimate Sanibel vacation getaway.

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.

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!

Island Paradise-The Sandy Banana-across from beach

Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!

Mangoes (Right Side)

Discover an escape to Mangoes, our Sanibel retreat where luxury and coastal charm intertwine. This haven features a full kitchen, living room, master bedroom with its own kitchenette and bathroom, bluetooth speakers, guest bedroom, and two pull-out couches. We've got you covered with starters — coffee, tea, etc. Step outside to discover an oasis with a HEATED SALTWATER POOL, hot tub and grill. Just a short walk to the beach, Mangoes captures the essence of Florida living—sun, sand, and sea!

Beachfront Sanibel Condo

Enjoy beautiful Loggerhead Cay, a beachfront development on Sanibel Island. This second floor unit is in pristine condition, suffered no Ian damage and is perfect for a family getaway at the beach. Loggerhead Cay is centrally located on Sanibel, has a wonderful pool, multiple beach access points, and amenities like grills, tennis, pickleball and shuffleboard. See why many people love Loggerhead Cay, and come year after year to enjoy the beautiful sandy white beaches of Sanibel Island.

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.

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

The Flamingo Residence at Sandpiper Inn

The Flamingo Residence is a one bedroom, one bath, unit located in the newly renovated, Sandpiper Inn. Festooned with gorgeous palm trees and an ever present ocean breeze, The Sandpiper Inn has been coveted by travelers as the most colorful inn on Sanibel. Close to beaches, dining and shopping, this property boasts one of the best locations on all of Sanibel Island. NEW: dog enclosure for our 4-legged guests to play while you enjoy our outdoor seating areas with grill and fire pit!

Sanibel Romantic Getaway

Sanibel; named by Travel & Leisure as one of the top 50 “Best Places” internationally to visit in 2025, with its restaurants, shops and of course, Sanibel’s incredible beaches, rebuilt and open for business. Fully equipped kitchen, sheets, towels, etc included. Great restaurants and shopping, lighthouse and parks. Bike rentals and trails throughout the island allow you to access all the hidden treasures on Sanibel. A 2 minute walk to access our pristine white beaches .

Pointe Santo of Sanibel Unit D32

Bright and spacious 2-bedroom condo with Gulf view and direct beach access! Roomy condo with plenty of space -- perfect for families! Many renovations and updates -- new carpet and mattresses in 2024! UPDATE: Sanibel has restaurants, shops, grocery, etc open for business! You may experience daytime noise from landscaping work. Tennis courts, elevators, pool, etc are open as usual. Grills are closed.