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

Family · Value · Kitchen

Mini Golf • Heated Pool • Near Beach Prime

Welcome to SELBY GOLF HOME – Your Luxury Getaway in Fort Myers .12 mins to Downtown Fort Myers .18 mins to Fort Myers Beach .30 mins to Sanibel & Captiva Islands .Less than 5 mins to nearby golf courses .Sleeps up to 10 guests .3 King beds + 2 Full beds .Private pool .Fast Wi-Fi .Washer & dryer .Safe & quiet neighborhood .Free parking .Self check-in for easy access .Pool table .Ping pong table .Mini golf area .Poker table .Kids play area .Outdoor grill .Fire pit lounge Private patio & terrace

Location · Family · Pool

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.

Value · Location · Checkout

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Family · Location · Kitchen

The Pearl | River Views | King | Pool+HotTub+Gym

Welcome to The Pearl — a bright 17th-floor retreat in the heart of Downtown Fort Myers, with river views from every window. Sleep four comfortably with a king bed and a full sofa bed. Cook in a complete kitchen, work by the window, and do laundry in-unit. Downstairs: resort-style pool, hot tub, gym, game room, and movie theater — all included. The River District's restaurants and bars are a short walk away. Self check-in, fast WiFi, and everything you need for one night or one month.

Location · Cleanliness · Hospitality

Fort Zen Downtown

Modern Fort Myers retreat with a stylish, peaceful vibe. This cozy home features a custom mural, spa-style bathroom, and sleek kitchen with bar seating. Enjoy a private outdoor space with a vibrant, social media worthy photo op. Fast WiFi and minutes from beaches, dining, and local hotspots—perfect for relaxing, exploring, or working remotely. Now offering in House massages right at FortZen! Just message us or book directly with WellFit to have them accommodate you during your stay.

Location · Value · Comfort

Swimsational Golf views

Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

Location · Family · Grill

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Family · Location · Decor

River Views / Luxury 2BR/2BA, Pool, Walk downtown

Wake up to breathtaking Caloosahatchee River views through floor-to-ceiling windows in this luxurious 2-bedroom, 2-bath apartment in the heart of Downtown Fort Myers. Walk to restaurants, bars, and entertainment, then unwind by the resort-style pool or enjoy the fitness center, movie theater, and free parking. Whether you're visiting for business, a family getaway, or a relaxing vacation, you'll find everything you need for a comfortable and memorable stay.

Location · Hospitality · Cleanliness

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.

Accuracy · Access · Kitchen

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock

Step inside this beautifully maintained, canal-front four-bedroom retreat, perfect for relaxing or entertaining. Enjoy a private, landscaped pool and spa with evening lighting, plus a dock for boating and fishing. Inside features include a fully stocked kitchen, spacious living and dining areas, high speed Wi-Fi, and fresh linens and towels. Ideal for families, boaters (boats can be stored at the seawall - not on the lift), and entertainers.

Family · Location · Comfort

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.

Location · Family · Beach