Holiday rentals in Fort Myers

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Top-rated holiday rentals in Fort Myers

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.
Home in Fort Myers
4.96 out of 5 average rating, 135 reviews

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

Superhost
Villa in Pelican
5 out of 5 average rating, 3 reviews

Intervillas Florida - Villa The View

The View – Luxury Waterfront Villa with Infinity Pool & Sunset Views The View welcomes you from the very first moment with breathtaking, wide lake views and spectacular sunsets that turn every day into an unforgettable experience. Perfectly located in a quiet and highly desirable position on one of the lower 8-Lakes, the villa offers direct boat access, allowing you to reach the River and the Gulf of Mexico in a short and scenic ride – ideal for boating enthusiasts and water lovers.

Top guest favourite
Flat in Fort Myers
4.93 out of 5 average rating, 69 reviews

Executive King Suite City View | Downtown Ft Myers

Welcome to Your Luxe Living Getaway! Experience the perfect mix of comfort and sophistication in this Executive King Suite with City Views, located in the heart of Downtown Fort Myers. This modern 1-bedroom condo features a plush king bed and a queen-size pull-out sofa, ideal for couples, professionals, or small families. Enjoy city views, a fully equipped kitchen, and access to premium amenities all just steps from the best dining, shopping, and entertainment in Fort Myers.

Guest favourite
Home in Cypress Lake
4.96 out of 5 average rating, 25 reviews

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.

Superhost
Villa in Fort Myers
5 out of 5 average rating, 4 reviews

Mediterranean Waterfront Estate on Caloosahatchee

Experience Nascosto Estate, a Mediterranean waterfront sanctuary on the Caloosahatchee River. This extraordinary estate offers resort-style amenities, including a heated infinity pool with a cascading waterfall, sanded lounge, fire pit, private pier, and boat lift. Just minutes from Downtown Fort Myers, it provides absolute privacy, breathtaking river views, and magical sunsets—a one-of-a-kind escape where every moment feels unforgettable and memories last a lifetime!

Top guest favourite
An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.
Home in Fort Myers
4.99 out of 5 average rating, 98 reviews

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.

Top guest favourite
Home in North Fort Myers
4.96 out of 5 average rating, 25 reviews

Secret Hideaway North Fort Myers

8 minutes to Historic Downtown Fort Myers. Alan Vallejera offers an exquisite luxury home, nestled in lush tropical settings. Ours Property is adult-only with a minimum age requirement of 25. Carefully curated to provide an unparalleled experience of comfort and elegance, surrounded by natures beauty and luxurious amenities designed to make your stay unforgettable. This rental is the perfect setting for a romantic vacation or relaxing staycation!

Top guest favourite
Home in Fort Myers
5 out of 5 average rating, 29 reviews

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.

Top guest favourite
Home in Cape Coral
5 out of 5 average rating, 6 reviews

Waterfront with Saltwater Pool, Sauna, Cold Plunge

Experience the epitome of comfort and luxury in our exquisite 4-bedroom, 4-bathroom waterfront wellness retreat. Revel in the tranquillity of water views and be pampered by a host of rejuvenating amenities, including a therapeutic saltwater pool, a soothing sauna, and a refreshing cold plunge. This sanctuary is designed with top-of-the-line features and sumptuous interiors that ensure a restful and revitalizing stay beyond compare.

Top guest favourite
Home in Fort Myers
4.91 out of 5 average rating, 184 reviews

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.

Guest favourite
Flat in Fort Myers
4.94 out of 5 average rating, 34 reviews

17th Floor Riverfront • Downtown • Pool & Gym

🌅 Ember Horizon · 17th Floor Riverfront Wake up to panoramic river views from the 17th floor of a modern downtown high-rise. This 2BR/2BA features floor-to-ceiling windows, two private en-suite bedrooms, and a fully equipped kitchen. Enjoy the building's pool, 24-hr gym, secure access, and free garage parking — all just steps from Fort Myers' best restaurants, bars, and nightlife.

Guest favourite
Home in Cape Coral
4.88 out of 5 average rating, 50 reviews

Waterfront Estate With Heated Infinity Pool

Escape to a 5-suite, 5-bath luxury waterfront estate in Cape Coral. This 5,000 sq ft home comfortably fits 11 guests and features a heated zero-edge pool & spa within a two-story screened lanai. Enjoy a game room, gourmet kitchen, and family-friendly amenities. Perfect for multi-generational getaways, this private retreat offers resort-style living with stunning wide-water views.

Popular amenities for Fort Myers holiday rentals

When is the best time to visit Fort Myers?

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Avg. price$166 SGD$195 SGD$198 SGD$162 SGD$144 SGD$143 SGD$139 SGD$136 SGD$136 SGD$137 SGD$149 SGD$163 SGD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

Frequently Asked Questions

  • What are the best places to stay in Fort Myers?

    Explore stays in the River District for walkable access to shops, galleries, and historic architecture. Beachside areas and neighborhoods near the Caloosahatchee River are frequently suggested for a relaxed atmosphere and scenic settings.

  • What are the best things to do in Fort Myers with kids?

    Families often explore hands-on exhibits at the IMAG History & Science Center, interact with nature at local wildlife preserves, or play along Fort Myers Beach. Shelling, visiting parks, and boat tours are also frequently suggested for kids.

  • What are some of the best things to do in Fort Myers?

    Explore the historic Edison and Ford Winter Estates, stroll the River District’s arts and dining, or relax on sandy beaches. Wildlife viewing, kayak tours, and visits to regional museums are often recommended for deeper discovery.

  • How is the weather in Fort Myers?

    Fort Myers has mild winters around 49–74°F (10–23°C) and hot, humid summers near 73–91°F (23–33°C), with the wettest months falling in summer. Lightweight clothing, sun protection, and rain gear in the rainy season are suggested.

  • What are the best places to visit in Fort Myers?

    Explore the Edison and Ford Winter Estates for history, walk the River District for culture, or relax at Fort Myers Beach and nature preserves. The local art museums and farmers markets are also frequently suggested spots.

  • What are some hiking trails in Fort Myers?

    Stroll shaded paths at Lakes Regional Park or seek out wildlife sightings along trails in Six Mile Cypress Slough Preserve. Nature lovers also explore the Calusa Nature Center’s boardwalks surrounded by native plants and wetlands.

  • What are some family activities we can do in Fort Myers?

    Discover the hands-on exhibits at the IMAG History & Science Center, build sandcastles on Fort Myers Beach, or enjoy boat tours to observe dolphins and seabirds. Parks and nature preserves are also frequently suggested for family outings.

  • What are some of the best day trip ideas from Fort Myers?

    Explore the barrier islands around the coast, wander the quiet trails of state parks, or discover local art galleries in neighboring towns. Shelling, birdwatching, and historical village tours are often part of these nearby adventures.

  • Are there any pet friendly accommodations available in Fort Myers?

    Many Fort Myers stays welcome pets, especially in beachside neighborhoods and near parks. Local walking paths, outdoor cafes, and designated dog-friendly areas make it convenient for travelers with pets.

  • What are some local tips for visiting Fort Myers?

    Locals suggest bringing sun protection and insect repellent, especially when exploring beaches or preserves. Visiting early in the day helps avoid crowds, and sampling seafood at locally owned restaurants is often recommended.

  • What is Fort Myers known for?

    Fort Myers is known for its historic estates, white-sand beaches, and ties to inventors like Thomas Edison and Henry Ford. The area has a lively arts scene, distinct wildlife preserves, and a reputation for excellent shelling.

  • What are the best hidden gems to explore in Fort Myers?

    Seek out the serenity of Manatee Park for seasonal wildlife viewing, explore lesser-known art galleries tucked in the River District, or wander nature trails at nearby preserves. Quiet side streets often reveal colorful murals and local coffee shops.

  • What are the best foods to try in Fort Myers?

    Sample fresh Gulf seafood like grouper and shrimp, Cuban sandwiches, and locally inspired key lime pie. Seasonal stone crab and tropical fruit dishes are also frequently suggested by local food enthusiasts.

  • What should I bring for a trip to Fort Myers?

    Pack lightweight clothing, sturdy sandals, sunscreen, and insect repellent for outdoor activities. A hat, swimwear, and a reusable water bottle are practical for exploring beaches and preserves.

  • What is the nightlife in Fort Myers like?

    Nightlife in Fort Myers centers around the River District, with live music, rooftop bars, and locally owned eateries. Beachside venues often feature relaxed atmospheres with sunset views and occasional open-air performances.

  • What are the most popular events or festivals in Fort Myers?

    Fort Myers has an annual art festival in the River District, a seafood celebration in early spring, and music-focused gatherings at the beach. Holiday boat parades and seasonal farmers markets are also frequently suggested by locals.

  • Are there family friendly vacation rentals in Fort Myers?

    Many vacation rentals in Fort Myers are family friendly, especially in beachside neighborhoods and the River District. Look for features such as kitchens, outdoor spaces, and nearby parks for convenience and comfort.

  • When is the best time to visit Fort Myers?

    Later fall through early spring is often recommended for milder temperatures, lower humidity, and less rainfall. This season is popular for festivals and outdoor activities, with blooming nature and comfortable afternoons.

Quick stats about holiday rentals in Fort Myers

  • Total holiday rentals

    Explore 1,080 holiday rentals in Fort Myers

  • Nightly prices starting at

    Fort Myers holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 26,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    690 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 390 rentals that welcome pets

  • Holiday rentals with a pool

    670 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wifi availability

    1,060 of Fort Myers holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Free parking on premises across Fort Myers rentals

  • 4.8 Average rating

    Fort Myers stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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