Family-friendly holiday rentals in Fort Myers

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 farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

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!

3 BR Heated Pool House with Boat Lift

Forget your worries in this spacious and serene space. Total and complete renovation in 2024. Everything is new. Large driveway with the room to park your boat trailer . Gourmet, fully equipped kitchen, including stainless steel appliances, and a Keurig coffee machine . Peaceful location. Private outdoor space. Fully fenced in side garden. Deck with flat top grill and dining area. House is three bedrooms, one king, one queen, and two twin beds. The house is waterfront with the boat lift.

Inn Season Cottage-Cozy Florida Living

Welcome to the Inn Season Cottage...where relaxation, family time, and sunshine are always "INN" season. Experience cozy Florida living in this newly renovated 1250 sq. ft. home located in the desirable McGregor Corridor. This home is nestled within a quiet neighborhood and provides a relaxing setting for your family to unwind and make memories together. It is the ideal location for seasonal visitors looking to stay during the winter months, a small family vacation, or a couples getaway.

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Private pyramid home to relax and explore-7021

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

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.

Chic & Cozy River District Townhouse

This townhouse is in the heart of the River District, making it easy to plan your visit. For the young or young at heart, you can enjoy the downtown entertainment on foot or from the comfort of your own Chic City Townhouse. Park your car in front and you'll never need to leave. Walk to any one of numerous restaurants. Whether you want to curl up and enjoy a movie on the 77 inch tv or walk to the Edison Home, it's all at your fingertips.

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.