Port of the Islands holiday lettings

We found 38 holiday rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Port of the Islands

  • Outdoor Adventures: Engage in exciting activities such as kayaking tours through the stunning Everglades, perfect for nature lovers.
  • Picturesque Waterfront: Enjoy the serene views and tranquil atmosphere at the charming port, ideal for romantic strolls or family outings.
  • Pristine Beaches: Relax on nearby beautiful beaches, perfect for unwinding and soaking up the sun.
  • Friendly Community: Experience the warm hospitality of locals, enhancing your holiday experience in this inviting destination.
  • Diverse Accommodation: Choose from a variety of rentals, including cosy condos and luxurious villas, tailored to your holiday needs.

Popular types of accommodation around Port of the Islands

You've chosen Port of the Islands for your next getaway, and now it's time to find the perfect accommodation. Whether you're looking for a cosy condo, a private holiday home, or a luxurious villa, there are plenty of options available to suit your needs. Explore our selection of rentals near Naples, Florida, and enjoy the transparent information and great savings we offer for an unforgettable stay at this stunning islands resort.

  • Condos: The most sought-after option for holiday rentals in Port of the Islands, providing a comfortable and convenient stay.
  • Houses: A popular choice for those seeking a home-like atmosphere, perfect for families or groups.
  • Villas: Elegant and spacious, these accommodations offer a luxurious retreat in the heart of nature.
  • Apartments: Ideal for couples or solo travellers, offering a compact and practical living space.
  • Cottages: Quaint and charming, providing a delightful escape for a tranquil holiday experience.**

Top attractions near Port of the Islands

Port of the Islands in Naples, Florida, offers a delightful array of attractions for outdoor enthusiasts and families alike. Visitors can explore the local visitor centre, marina, and urban park, or embark on exciting adventures such as kayaking tours through the Everglades. Whether you're seeking adventure or a relaxing family experience, there's something for everyone in this beautiful destination.

  • Collier Seminole State Park: Experience the thrill of adventure amidst stunning scenery, with opportunities for hiking, canoeing, and wildlife watching in this lush national park, located 4.3km from Port of the Islands.
  • Dismal Key: A hidden gem just 3.1km away, Dismal Key boasts beautiful beaches and inviting outdoor spaces, perfect for sunbathing, picnicking, and exploring the natural surroundings.
  • Marsh Trail Trailhead: Located 1.9km away, this preserve offers serene trails for walking and birdwatching, allowing visitors to immerse themselves in the area's vibrant ecosystems.

Things to do recommended for couples

For a romantic getaway near Port of the Islands, consider a thrilling day at Marco Island Ski & Watersports, just 8.7km away, or indulge in luxury at the Mustang Course at Lely Resort, 9.3km away. Both offer unforgettable experiences for couples seeking adventure and elegance.

Things to do recommended for families

Families will love the City of Marco Island Racquet Center, a delightful recreation park 8.1km from Port of the Islands, offering wellness and relaxation vibes. Additionally, Eagle Lakes Community Park, located 9.3km away, provides a perfect setting for outdoor fun and leisure.

Things to do recommended for groups

Groups visiting Port of the Islands can enjoy a round of golf at Boyne South Golf Course, indulge in shopping at Naples Outlet Center, and catch a performance at Marco Players Theater, all offering a delightful mix of outdoor, entertainment, and cultural experiences.

What do I need to keep in mind when booking a vacation around Port of the Islands

If you're travelling with a group, with family, bringing your pets, or seeking extended stays, be sure to set your priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Port of the Islands with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Port of the Islands with young kids: Traveling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you might want to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Port of the Islands: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, explore the pet-friendly properties available on Vrbo. Most of these accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Port of the Islands: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Port of the Islands

Port of the Islands offers a delightful getaway with its picturesque port and tranquil waterfront, perfect for those seeking romance or family-friendly excursions. Explore the nearby pristine beaches where you can unwind and soak up the sun. With friendly locals and a relaxing atmosphere, this charming destination promises a memorable experience filled with stunning views and leisurely activities, making it an ideal spot for your next holiday.

  • Marco Island: Located approximately 7.5km from Port of the Islands, Marco Island is a stunning coastal city renowned for its beautiful beaches and family-friendly atmosphere. Visitors can indulge in a variety of outdoor activities, from sunbathing on pristine shores to exploring local resorts and shopping centres. The island's picturesque beaches, such as Tigertail Beach, offer a perfect backdrop for relaxation and recreation, making it an ideal destination for families and beach enthusiasts alike.
  • Goodland: Just 5.6km from Port of the Islands, Goodland is a charming small town that provides a unique blend of outdoor adventure and beach experiences. Known for its laid-back vibe, this waterfront community is perfect for those seeking a quieter escape. Enjoy a round of golf at one of the local courses or explore the nearby recreational areas. The stunning beaches and the natural beauty of the adjacent state parks make Goodland a delightful spot for nature lovers.
  • Rookery Bay National Estuarine Research Reserve: Situated 5.6km from Port of the Islands, Rookery Bay National Estuarine Research Reserve is a captivating park that showcases Florida's diverse ecosystems. This reserve offers a wealth of opportunities for outdoor exploration, including guided nature tours and educational programmes. Visitors can enjoy the beauty of the coastal waters, islands, and mangroves while learning about the local wildlife. The reserve's proximity to beaches and parks makes it a perfect destination for families looking to connect with nature.

Best time to go to Port of the Islands

If you're planning a trip to Port of the Islands, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No Rain (Dry)Mostly SunnyHighAverage
February68.2°F (20.1°C)No Rain (Dry)SunnyHighSlightly High
March70.3°F (21.3°C)No Rain (Dry)SunnyHighSlightly High
April75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.7°F (28.700000000000003°C)Light RainMostly SunnyAverageAverage
August84.0°F (28.9°C)Light RainMostly SunnyLowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyLowSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnyLowSlightly Low
November73.0°F (22.8°C)No Rain (Dry)Mostly SunnyAverageAverage
December69.3°F (20.700000000000003°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming holiday? Being flexible with your travel dates can be a great way to take advantage of fluctuating prices. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new holidays, manage your existing arrangements, or review and organise your bookings. The properties you’ve saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best holiday rentals near Port Of The Islands?
The best holiday rentals near Port Of The Islands are typically found directly in the Port Of The Islands area of Naples, Florida. You will find a great selection here, primarily consisting of apartments and condos, many offering convenient access to the water. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You will find the best holiday rentals near Port Of The Islands offer a comfortable base for your adventures.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as a pool for relaxing and shared pool access, which is great for families. These homes are ideal for those seeking a tranquil escape with easy access to outdoor activities.
Are there any cheap holiday rentals near Port Of The Islands?
There are several affordable holiday rentals near Port Of The Islands, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around £105 per night. Some stays even drop below this in September and October during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, and can range from cosy studio apartments to modest private homes, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Port Of The Islands while keeping costs down.

*Pricing data are based on past 12 months data.
What are the top holiday rentals with pools near Port Of The Islands?
There are approximately 34 holiday rentals near Port Of The Islands that feature swimming pools. Guests can choose from a variety of options, including properties with private backyard pools or shared community pools, with outdoor options being prevalent. These properties are often concentrated in the surrounding neighbourhoods of Naples and typically come equipped with full kitchens, Wi-Fi, and spacious living areas, making them excellent choices for families or groups desiring a comfortable and convenient stay.

When selecting your ideal rental, consider the benefits of different pool types. Private pools provide seclusion and are great for families seeking exclusive use, while shared pools often include access to additional facilities like fitness centres or hot tubs. For cooler months, many properties offer heated pools, so verifying this amenity based on your travel dates is advisable.
What are the best family holiday rentals near Port Of The Islands?
There are several family-friendly holiday rentals available near Port Of The Islands, primarily consisting of private homes and some apartments. These properties offer ample space with multiple bedrooms and bathrooms, superb for families. Essential amenities like full kitchens, outdoor play areas (gardens or patios), and sometimes a pool are often featured, alongside entertainment options such as video games, foosball tables, and books for children.

To ensure a smooth family stay, look for properties that provide separate spaces for adults and children to relax, and practical features like a well-equipped kitchen can make meal times easier. Staying close to Port Of The Islands means less travel time and more opportunities to enjoy the local attractions.
Are there any luxury holiday rentals near Port Of The Islands?
Near Port Of The Islands, guests can find several luxury holiday rentals that offer scenic views and modern comfort. These properties often feature amenities such as private heated pools, air conditioning, and fireplaces. Some homes also boast access to on-site tennis and golf facilities.

These homes are ideal for families or larger groups, providing everything needed for a comfortable stay. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a holiday rental near Port Of The Islands?
Holiday rentals near Port Of The Islands offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around £105 per night, providing an affordable option such as simple apartments. Mid-range rentals, including private homes, are generally around £260 per night, offering more comfort and privacy. For those seeking a more luxurious experience, upscale options can cost £385 or more per night, especially during peak seasons.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Port Of The Islands?
When visiting Port Of The Islands, several areas offer excellent holiday rental options. The immediate vicinity of Port Of The Islands provides properties that are superb for those keen on nature observation and water activities, with many homes offering direct access to canals or the Faka Union Canal.

A short drive away, the eastern edge of Naples offers a range of holiday rentals that provide convenient access to Port Of The Islands while also being closer to the city's amenities and attractions. This area is great for guests who appreciate a balance of natural beauty and urban conveniences.

Alternatively, properties located further south towards Everglades City offer a more secluded experience, ideal for those looking to explore the Everglades National Park and its unique ecosystem, with Port Of The Islands still within easy reach.
What is the cheapest month to stay near Port Of The Islands?
The cheapest time to find holiday rentals near Port Of The Islands is typically during the late Summer to early Autumn (September to October). September is frequently the cheapest month, often providing the best deals on homes and condos, with rates often 15-25% lower compared to the peak winter season. Guests can often find various savings and greater availability during these months.
Are there any lakefront holiday rentals near Port Of The Islands
Lakefront holiday rentals near Port Of The Islands offer a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes in the surrounding area. These properties are a short drive from Port Of The Islands, offering convenient access to water activities such as kayaking, fishing, motorboating, paddleboating, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy lake views, spot wildlife, and unwind in peaceful surroundings after exploring local trails.
Are there any top beachfront holiday rentals near Port Of The Islands
Beachfront holiday rentals near Port Of The Islands are predominantly found along the Gulf Coast, offering direct access to the sand and breathtaking ocean views. While Port Of The Islands itself is more inland, properties in nearby coastal areas provide ocean-view balconies and are just steps from the water. These locations offer a tranquil retreat, with quieter spots ideal for relaxation, yet remain a short drive from lively dining and shopping areas.

Many of these properties provide amenities such as beach chairs, umbrellas, and oceanfront pools, ensuring a comfortable stay. Accommodation types range from ocean-facing rooms and suites to multi-bedroom units with private terraces or extra living space, suiting various guest needs.
Are there any monthly holiday rentals near Port Of The Islands?
Vrbo offers excellent options for monthly holiday rentals near Port Of The Islands, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer holiday with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Port Of The Islands.
Are there any last-minute holiday rentals near Port Of The Islands?
Vrbo makes it simple to find last-minute holiday rentals near Port Of The Islands that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

More holiday ideas