Family-friendly holiday rentals in Punta Rassa

Guest house in Fort Myers

4.99 out of 5 average rating, 113 reviews

Private guest house—minutes to the best beaches!

Experience the charm of Fort Myers in this quaint, private guest house located in the historic district. Perfectly situated near Fort Myers Beach (12 miles), Sanibel Island (16 miles), downtown (4 miles), some of the areas best restaurants (some even walking distance), grocery stores, & convenience stores. Easy access to Southwest Florida International Airport & FGCU. Uber and Lyft are easy access. The neighborhood is peaceful, safe, & walk friendly. Book now for a convenient and memorable stay.

4.94 out of 5 average rating, 104 reviews

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

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Superhost

Apartment in Fort Myers

4.91 out of 5 average rating, 177 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, NOT on the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Guest house in Fort Myers

4.98 out of 5 average rating, 181 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Guest suite in Matlacha Isles-Matlacha Shores

4.85 out of 5 average rating, 363 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

4.83 out of 5 average rating, 115 reviews

Apartment in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

Looking for a cozy getaway near the ocean? This charming 2-bedroom rental is just a short drive away from the beach! With bright, airy spaces and a modern, open layout, it’s perfect for small families, couples, or anyone looking for a peaceful retreat. Features: • 2 spacious bedrooms • Fully equipped kitchen • Private patio for outdoor relaxation • Minutes from shops, restaurants, and beachside fun☀️ This condo is located very close to Fort Myers Beach & Sanibel Island🏖️

4.95 out of 5 average rating, 165 reviews

So Beachy! Pet friendly and free early check-in!

Welcome to SO Beachy!! This family and pet friendly 1200 sqft home has been fully renovated and beautifully decorated, featuring everything you need to relax and enjoy our location that is within 5 miles of Sanibel, Fort Myers Beach, and 1 mile from Bunche Beach! Enjoy the beautiful sunsets on the beach and stay with us knowing you have all the beach supplies and basic necessities you could need for your stay! I allow free early check-in as soon as I am finished cleaning:)

4.94 out of 5 average rating, 354 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Superhost

4.85 out of 5 average rating, 676 reviews

Cozy Cabin Next To Sanibel With Paddle Boards

Paddle Board Canin Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee/tea/bottled water 2. Bicycles 3. SUP - inflatable paddle boards 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

Guest house in Fort Myers

4.98 out of 5 average rating, 111 reviews

Charming Carriage House in Historic Neighbourhood

This lovely carriage house backs onto the famous Edison Ford Estates making it a truly unique location- you really don’t have far to go to explore its beautiful gardens! Hit the Downtowns restaurants, bars and shops nestled within Art Deco architecture in stunning pastel colours for a real ‘Old Florida’ experience! DT is a 20 minute walk away or take advantage of the free trolley service from Nov-May 1. SWF airport 17 miles.

4.9 out of 5 average rating, 155 reviews

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.