Kid-friendly holiday rentals in Little Gasparilla Island

4.94 out of 5 average rating, 172 reviews

Waterfront Cape Escape - Heated Salt Water Pool!

Luxurious saltwater pool with a screened-in enclosure offering picturesque views of the canal. The pool includes a shallow sun shelf and bubbler, ideal for young children and those looking to relax by the water's edge. Several outdoor seating areas provide a tranquil space to observe and interact with the local wildlife, including turtles and fish. Conveniently situated near a variety of dining options and within easy driving distance to one of the many beaches available in Southwest Florida!

4.96 out of 5 average rating, 117 reviews

Townhouse in Englewood

Summer Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

4.98 out of 5 average rating, 120 reviews

Home in Englewood

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $125/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Superhost

5 out of 5 average rating, 10 reviews

Venezia/Home/idealfor Family

Make some memories at this unique and family-friendly placeTop location -5 minutes from Sunsplash water park -close to Sanibel beach -30 min from Fort Myers Beach -very closed to Sanibel Beach you can enjoy restaurant with amazing views and sunset / shopping at Target outlets -minutes away from Matlacha seafood restaurants -3bedroom -3 bathroom -2 car garage -Fantastic neighborhood -Plenty Backyard -Amazing modern pool -Barbecue Area -Peaceful place -close to shopping center

4.93 out of 5 average rating, 28 reviews

Home in Nokomis

Last minute May ,house 2 Mil beach .Pets welcome

Relax with the whole family at this peaceful place to stay. This charming just rehabbed home is set up with guest in mind and has everything you may need for a relaxing vacation! Located in a quiet and quaint neighborhood of North Venice- Nokomis, only a 5-minute drive away from beautiful beaches on the Gulf Coast - Nokomis, Venice and Caspersen-dog beach or downtown of Venice. 20 minutes' drive away to Siesta Key. Walking distance to historic Tamiami trail.

5 out of 5 average rating, 34 reviews

Beautiful River Front House with Pool and Hot Tub

Enjoy life on the water with this stunning river front house overlooking the Caloosahatchee River! This luxurious home features an outdoor oasis with Adirondack chairs, an outdoor kitchen and pool/hot tub area perfect for entertaining. Lush palm trees provide shade as you relax in seclusion. Inside, open floor plans connect you to the tranquil river views. Make every day a peaceful getaway in this one-of-a-kind waterfront paradise.

Home in Matlacha Isles-Matlacha Shores

4.97 out of 5 average rating, 31 reviews

Pet-Friendly Tropical Oasis

Your tropical oasis awaits! Bring the whole family to this pet-friendly vacation home with lots of room to play and relax on our canal waterfront. You will find all the comforts of home, a heated pool, and many amenities to enhance your stay. Our boat lift is available for use (max 8500 lbs and not a pontoon boat), as well as 2 jet ski docks and a kayak launch. 1 kayak and several fishing poles are also available for use.

4.97 out of 5 average rating, 109 reviews

Villa in Cape Coral

Dream Villa with Private Pool/Spa

NO HIDDEN FEES. New home built on a freshwater canal. Amazing sunset views. Heated pool and waterfall spa with LED lighting. Outdoor Kitchen and TV. This home is perfect for families and infants, and is fully equipped with everything you need for a relaxing vacation. We have a lot of toddler items, including 2 pack and plays, a pool safety gate, a high chair, and a baby bouncer, books games and toys

Superhost

Home in Port Charlotte

4.83 out of 5 average rating, 12 reviews

Florida Rental

Unwind with your family at our peaceful and pet-friendly retreat, surrounded by stunning natural beauty. Our spacious and beautifully designed accommodation guarantees a relaxing stay for every guest. Whether it's enjoying leisurely walks in the serene surroundings or engaging in outdoor activities, there's something for everyone to enjoy at our family-friendly getaway.

4.91 out of 5 average rating, 11 reviews

Escape to Cape!

Look no further than Escape to Cape for your perfect vacation for the whole family! -This amazing pool home with 4 bedroom and 2 bath located on a canal, is fully furnished with extra amenities including a game room! -Located in South East Cape with numerous family friendly places within a mile!

4.76 out of 5 average rating, 136 reviews

Home in Venice

Vacation home by Shasta Rd

This ideal vacation home sits few steps away from Shasta Lake in a quite peaceful area making it an ideal place for any season gateway. This is a great place for biking, running and walking. You will love my home because it can accommodate couples, solo adventures or families with kids and pats.