Holiday rentals in Harlem Heights

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

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

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.

Sanibel Breeze 15337

Newly built private duplex unit, with fully furnished 4-bed, 3 baths, just 10 minutes from Sanibel Island and 10 minutes from Fort Myers Beach. The second unit is listed separately and may be available for larger groups. Enjoy relaxing evenings in the hot tub after a beach day or grill dinner in your private outdoor space. The home is beautifully furnished with brand-new décor and everything you need for a comfortable stay. Located near beaches, restaurants, shopping, and outdoor activities.

White Swallow Cabanas ! Relax close to the beach.

Our home is close to the beaches, art and culture, restaurants and dining, shopping. Five minutes to Sanibel Island & 10 minutes to Ft. Myers Beach. You’ll love our place because it's situated in an old traditional neighborhood. Great ambiance, WiFi, washer & dryer, fully stocked and outdoors space. Our place is geared for couples or snowbirds who want to relax or the solo adventurer and business traveler who is tired of staying in hotels and needs a space to unplug. Screened in porch too!

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

Wellington Escape

Welcome to this fully renovated home conveniently located in the desirable Wellington Lakes community of south Fort Myers. This location offers convenient access to Downtown Fort Myers, shopping, dining, world-class golfing and Fort Myers Beach and Sanibel Island. The stylish interior is well equipped with 3 bedrooms featuring 1 King bed and 2 Queen beds. The lush backyard features a heatable pool and BBQ so you can dine al fresco or float your days away with a cool beverage in hand.

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.

Beach Breeze Getaway

Your perfect family beach escape awaits! Relax in a spacious, just a few minutes from beautiful beaches, shopping centers and restaurants. Enjoy fully stocked amenities, a kid-friendly layout, and a peaceful backyard for evening BBQs and family fun. Whether you’re spending the day by the ocean or relaxing at home, this cozy retreat offers the comfort, convenience, and charm every family needs for a memorable getaway. We look forward to hosting you at our place.

Ocean Breeze 2BR/2BA Beach Getaway

Welcome to your perfect beach getaway! This cozy and beautifully designed 2-bedroom, 2-bathroom home offers an open-concept layout that’s perfect for relaxing or entertaining. Fully stocked with all the amenities you need, it’s your home away from home—just a quick 5-minute drive to the beach! Located in a resort-style community with access to three sparkling pools, you’ll enjoy comfort, convenience, and that peaceful coastal vibe from the moment you arrive.

Seahorse guesthouse Entire house close toSanibel

Seahorse guesthouse in Iona , welcomes you with colours and brightness rather you are on romantic escape, family fun or friends vacay!5 miles short drive to fort Myers beach or Sanibel beaches, spacious private yard and walking distance to restaurants and stores.Relax in beautiful outdoor jacuzzi , free parking, WiFi . Excited to see you soon 🔜, your new friend Seahorse 😁 we do not allowed parties at any kind, thank you for understanding.

Hideaway at Hidden Palms Cove

Nestled in the exclusive Davis Preserve, this inviting vacation home boasts 3 spacious bedrooms and all the comforts of home. Perfect for families, friends, and even pets, it offers easy access to Sanibel and Captiva Islands, along with Fort Myers Beach. Enjoy the community's serene lake, attracting Florida's exotic birds, and a bespoke swimming pool surrounded by chic furniture and a convenient covered cabana.