Family-friendly holiday rentals in McGregor

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

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!

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

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.

4BR Waterfront Home w/ Heated Pool & Private Dock

Waterfront Coastal Retreat | Heated Private Pool + Dock | Dining + Beaches Unplug, unwind, and settle into effortless coastal living at this beautifully renovated 4-BR waterfront home in Fort Myers’ quiet, upscale Town & River neighborhood. You’ll enjoy a peaceful setting while staying close to everything—so many local restaurants are just minutes away, and the area’s best beaches are an easy drive: Sanibel Island beaches are about 15 minutes (9.6 mi) & Fort Myers Beach is about 18 mins

The Island Hideaway

Lovely remodeled 3 bedroom, 2 bath home. Kitchen fully equipped, living room and gym - gorgeous views onto the river. Pool is electric heated, hot tub. Plenty of pool furniture/seating areas on the entire property. Upstairs office can be used. 100 % privacy - sun all day long. Large boat dock Lift cannot be used. Quiet location minutes away from shopping/restaurants. Entire property is fenced. Two bikes can be used. Pets allowed - non refundable fee $ 200. ASK FOR LAST MINUTE DEALS :)

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.

Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit

Welcome to Palm Breeze Villa, a luxury home in Fort Myers! - Pool - 15 mins to Fort Myers River District - 20 mins to Fort Myers Beach - 40 mins to Sanibel-Captiva Islands - Playground for kids - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 2 QUEEN, 2 Double Beds) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7 We would love to host you!

Heated Pool & Game Room Waterfront Family Retreat

★ New 4BR/2BA Waterfront Home ★ Top-Rated for Cleanliness & Comfort ★ Heated Saltwater Pool & Hot Tub ★ Screened Lanai + Grill + Sunset Views ★ Fully Stocked Kitchen & Game Room ★ Spacious Open Floor Plan – Sleeps 12 ★ Fishing, Fire Pit & Outdoor Dining ★ Relax Under Palms by the Waterfront ★ Minutes to Cape Coral Beach & Dining ★ Close to Fort Myers, Sanibel & Gulf Fun ✨ Villa Belleriva: Where comfort, style & Florida sunshine meet for an unforgettable stay in paradise.

Serene Pool & Spa Home near Beaches & Downtown

Where prime location meets tropical paradise. Welcome to your very own private poolside and spa oasis, minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. This remarkable space can accommodate up to 10 guests, making it the perfect destination for a family or friends vacation!

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.

Luxury Riverfront Estate & Pool

Your Property This spacious waterfront home features a bright open floor plan with expansive water views throughout the main living areas. Guests can enjoy a fully equipped chef’s kitchen, large dining area, comfortable living room, private pool, dock, outdoor entertainment spaces, and a dedicated game room. The home was thoughtfully designed to maximize the waterfront setting, with large windows showcasing beautiful bay views from sunrise to sunset.