Holiday rentals in Fort Myers

Fort Myers Waterfront 3 bed 3 bath w heated pool

Stunning, remodeled 3 bdrm, 3 bath in coastal Fort Myers. Open floorplan with 1400sf of living space, addtl 1500sf of outdoor space (screened lanai and heated pool). Large oversized dream kitchen for for entertaining & cooking. Open all doors to the lanai! Located on salt water canal minutes from open water & the Gulf of Mexico. Beaches galore with Sanibel, Ft Myers and Cape Coral 15 minutes away. Night life, restaurants and local attractions nearby. Sleeps 10 max. Host: Ramses Meijer /WerkMagic

Walk to Best Eats/Shops in heart of River District

"Welcome to The Cracker Cow Cottages-a boutique retreat in the heart of the River District! Perfect for couples or solo travelers, this cozy escape blends historic charm with modern comfort. Enjoy premium amenities, & a tranquil atmosphere ensuring a personal & relaxing experience. Just steps from the best dining, shopping, & entertainment in the River District, or a short drive to Southwest Florida's most stunning beaches. Whether you're here for business or leisure, your ideal stay awaits!"

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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.

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.

Orange Door Fort Myers Beach

Welcome to The Orange Door! This cozy, single-level home is perfectly located just steps from shopping and restaurants and only 4 miles from FMB. Close to Beach Trolley and bus stop, making it simple to explore the area. Enjoy nearby favorites like the River District, mini golf, and ballparks, or take day trips to Sanibel and Captiva Islands or even hop on a ferry to Key West. With three comfortable bedrooms and a fully fenced backyard, the home has everything you need for beach days or BBQ's

Legacy Loft by Sip and Sage Co

Set on the 29th floor with wide views of the Caloosahatchee River and downtown Fort Myers, this retro-modern loft brings together a little 90s nostalgia and a lot of comfort. Designed by Sip & Sage Co., the space feels bright, relaxed, and easy to settle into. Start your mornings with coffee on the balcony, end the day with sunset colors over the water, and enjoy the building’s resort-style amenities whenever you want a break — the pool, gym, sauna, and game room are all right downstairs.

Renovated House Walking Distance to Downtown!

Welcome to my gorgeous vintage modern house! Every inch of this charming historic house has been lovingly renovated, restored, and decorated with unique antique pieces that I have found. This house is situated in an amazing location- 5 minutes walking to downtown, the Burrows home, artsy Gardner's Park, shops, restaurants, and so much more. I hope you enjoy this beautiful house that I have put so much love into! Also brand new- a gorgeous stock tank pool ready to cool you down in Summer!

Sunrise Getaway | Peaceful N. Fort Myers Home

Relaxing Waterfront Retreat | 3BR/2BA + Optional Guest House Welcome to your perfect getaway in sunny North Fort Myers! This spacious 3-bedroom, 2-bathroom single-family home sits right on the canal, offering peaceful water views and a truly relaxing atmosphere — all while being centrally located to shops, dining, and area attractions. Step inside to find a bright and comfortable living space, fully equipped kitchen, and plenty of room for families or groups to unwind.

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.

|Heated Pool |Hot Tub |Pickleball |3.5mi to Beach!

Travelers 35 & over-pack your sunglasses and swimsuit and escape to Fort Myers Beach! This charming modular home is located in the Sun Resorts & Residences community (formerly Indian Creek)! Perfect for snowbirds and beach lovers, this cozy space offers all the comforts of home with access to resort-style amenities and a prime location. Grab a couple beach chairs and hop in the car or on the bus and head 3.5 miles straight to Ft. Myers Beach!

Indian Bayou Lake House 1 - Lakeside Oasis

Located on a gorgeous fresh water lake, Indian Bayou Lake House 1 offers 2 bedroom and 1 bath accommodations. Walk into the open concept living area and take in the views of the lake from the floor to ceiling glass. Enjoy a full kitchen with all your major appliances and everything you need to whip up something tasty. Slip through the slider to step out on the deck overlooking the lake. You'll find seating and a BBQ grill out there.