Family-friendly holiday rentals in Lee County

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

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.

Heated Pool | Canal | Modern | New | Southern Exp.

Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

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.

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

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 bedrooms • Fully equipped kitchen • Private patio for outdoor relaxation • Private Pool • Minutes from shops, restaurants, golf courses & beaches☀️ Located very close to Fort Myers Beach & Sanibel Island🏖️

Heated Saltwater Pool + Playset | 4BR | No stairs

One-level, no-stairs Cape Coral home built for families. Private heated saltwater pool with fountains + sun bench, fenced backyard, playset, and smart TVs in every bedroom. Sleeps 10 with 4 bedrooms and 2 full baths , plus crib, toys, games, grill, and outdoor dining—easy self check-in, lounge chairs, umbrellas, gas grill. You will be close to lots of different cuisines within 5-10mins drive, 30 mins to the white beaches of the Gulf shores, 30 mins to the airport. Relax. Refresh. Rewind.

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!

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.

South Cape Studio near Downtown w/ king bed

Welcome to our studio guest suite in Cape Coral - only minutes from restaurants, cafes, bars, beaches and local attractions. The space has a separate entrance, full bathroom, kitchenette, king bed, TV and internet. Outside find a backyard with a corner view of the canal where you can watch the colors change in the sky during sunset while you unwind. >Downtown - 7 min >Four Freedoms Park - 4 min >Yacht Club Public Beach - 9 min >Glover Bight Trail - 9 min

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.

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.