Holiday rentals in Naples

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Top-rated holiday rentals in Naples

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

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Top guest favourite
Home in Naples Park
5 out of 5 average rating, 91 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

Top guest favourite
An inviting collage showcases various areas of the Naples Holiday House. Bright outdoor seating is paired with an umbrella, while the living space features comfortable seating and coastal decor. A cozy dining area invites meals al fresco, and serene beach views complete the relaxing atmosphere.
Home in Naples
4.95 out of 5 average rating, 198 reviews

Home Close To Beach & Downtown Naples

We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

Top guest favourite
A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.
Guest suite in Naples
4.97 out of 5 average rating, 405 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Guest favourite
A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.
Home in Naples
4.96 out of 5 average rating, 102 reviews

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

Top guest favourite
A spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.
Home in Naples
4.96 out of 5 average rating, 167 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Guest favourite
Home in Naples
5 out of 5 average rating, 11 reviews

1 Bedroom/ Bayshore Art District

Newly renovated 1-bedroom, 1-bathroom attached villa is the perfect getaway for couples, solo travelers, or remote workers. No Paper Towels or coffee provided 🛏️ Bedroom: Comfortable king -sized bed and a queen sofa sleeper. 🛁 Bathroom: Clean and modern 🍳 Kitchen: Full-size kitchen with all essentials 🧺 Laundry: washer and dryer detached to the property 📶 WiFi: Free ☀️ Just 4 miles from the beach 🍽️ Surrounded by great restaurants 🏓 Close to pickleball courts and local attractions

Top guest favourite
An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.
Home in Naples
5 out of 5 average rating, 24 reviews

Pool Home Minutes to the Beach

Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Top guest favourite
A modern living room is highlighted by a large wall-mounted TV above a wooden console table. A neutral-colored sofa is paired with a natural fiber rug and a wooden coffee table. A potted plant is positioned beside the sliding glass doors, allowing natural light to enter.
Townhouse in Naples
5 out of 5 average rating, 13 reviews

Villa Driftwood by Downtown & Beach

Welcome to your perfect Naples getaway! This beautifully renovated 2-bedroom, 2-bathroom townhouse blends modern comfort with laid-back Florida vibes. Located just 2.5 miles from shops & restaurants on 5th Ave. and less than 4 miles from Naples Beach—you’re in the heart of everything. Spend your days sunbathing, paddle boarding, or exploring nearby trails. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await.

Guest favourite
A simple bedroom features a spacious bed with a light quilt. A nightstand with a lamp and an alarm clock is positioned beside the bed. A small dresser is visible, and natural light enters through the window, which is dressed in light curtains.
Flat in Naples
4.98 out of 5 average rating, 270 reviews

Bear Necessities - 1 Bdrm 1 Bthrm w/Kitchen/Lvrm

Relax and enjoy Florida indoors and outdoors in this "mini-apartment". You can watch for roaming wildlife and enjoy the tall pine trees, palm trees, and cypress trees from the patio. The "mini-apartment" is within walking distance of the canal where you can go bird watching and possibly see other wildlife. The apartment is outside of the busy hustle and bustle of the city but within driving distance of the beach. There are several restaurants with indoor or outdoor dining options.

Top guest favourite
A bright studio features a queen-sized bed with a turquoise coverlet and decorative pillows. Natural light floods the room, highlighting the light wood flooring and modern furnishings. A small dining area is visible, with artwork showcasing a coastal theme.
Flat in Naples
5 out of 5 average rating, 33 reviews

Naples Gem | 10Min Beach | BBQ | Patio | Parking

We want to be your Host in Naples! Let us show you why you should book with us: Top Location: - 10 min to Beaches - 8 min to Downtown - 5 min- Rentals- paddle board, kayak & boat - 5 min- Sightseeing, sunset & fishing cruises - 30 Min to Marco Island - Smart TV - Fast WIFI - Fully equipped kitchen - Dedicated work space - FREE Onsite parking - Quiet and Safe Area - Private Patio - BBQ - Outside dining - Beach supplies - Self check in & Hosts available 24/7

Top guest favourite
Home in Naples Park
4.98 out of 5 average rating, 133 reviews

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

Top guest favourite
A modern kitchen area features a central island with a sink and seating, surrounded by large windows offering views of lush greenery. Neutral tones and wood accents create a cozy atmosphere, while appliances and storage solutions provide functionality for all needs.
Campervan/Motorhome in Naples
5 out of 5 average rating, 34 reviews

Wanda the Wanderer - Luxury RV!

If you love to be in a peaceful place surrounded by nature, and just on the outskirts of the rest of society, we've got you! The accommodations are modern, cozy and have all the amenities you'd expect from a regular house. Just 30 mins from the beach, within 20 mins of nature trails and great options for food, you'll have plenty to do when you wake up feeling refreshed here! We look forward to meeting you. :)

Popular amenities for Naples holiday rentals

When is the best time to visit Naples?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$302 SGD$349 SGD$355 SGD$286 SGD$232 SGD$216 SGD$216 SGD$200 SGD$200 SGD$216 SGD$232 SGD$293 SGD
Avg. temp18°C20°C21°C24°C26°C28°C29°C29°C28°C26°C23°C20°C

Frequently Asked Questions

  • What are the best places to stay in Naples?

    Naples has stays in areas near the beach, historic Old Naples, and around the waterside neighborhoods of Park Shore and Pelican Bay. Guests often choose locations close to dining, galleries, and outdoor spaces for easy access to local experiences.

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

    Families in Naples can explore the Naples Pier for fishing and wildlife views, play at sandy beaches, or visit nature centers and local parks. The area also has spots for miniature golf and interactive children’s museums.

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

    Explore the vibrant arts scene at local galleries, stroll along Naples Pier, and discover botanical gardens or sandy beaches. Downtown areas spotlight shops, cafes, and seasonal markets blending culture and coastal charm.

  • How is the weather in Naples?

    Naples has warm, humid summers with temperatures around 90°F (32°C) and higher rainfall, and mild, drier winters with highs near 77°F (25°C). Lightweight clothing, sun protection, and an umbrella are practical year-round.

  • What are the best places to visit in Naples?

    Naples Pier is a frequently suggested spot for sunsets and pelican sightings, while Cambier Park and the botanical gardens provide peaceful outdoor settings. Art galleries and historic districts around downtown showcase the city’s creative side.

  • What are some hiking trails in Naples?

    Explore nature trails in the Naples Botanical Garden for lush scenery, or follow boardwalks at Corkscrew Swamp Sanctuary through pine flatwoods and wetland habitats. Area preserves have gentle paths suited for relaxed walks and wildlife viewing.

  • What are some family activities we can do in Naples?

    Families often enjoy searching for shells along the beach, discovering hands-on exhibits at local children’s museums, or relaxing in waterfront parks and gardens. Boat tours and wildlife-themed attractions are also frequently suggested.

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

    Nearby, you can experience Everglades nature tours, explore island beaches, or visit regional wildlife refuges and historic sites. Scenic areas around the Gulf Coast invite discovery by kayak, boardwalk, or eco-boat.

  • Are there any pet friendly accommodations available in Naples?

    Naples has pet-friendly options in neighborhoods such as Old Naples, Park Shore, and near local parks. Visitors often find parks and some outdoor cafes welcoming to dogs, making it easy to explore with furry companions.

  • What are some local tips for visiting Naples?

    Consider sun protection and light layers, as the sun can be strong even in winter. Arrive early at popular beaches for quieter moments, and check local calendars for art walks or farmers' markets around downtown.

  • What is Naples known for?

    Naples is known for white-sand beaches, a lively arts scene, and lush nature preserves. The city has locally rooted culinary offerings, upscale shops, and a relaxed, coastal atmosphere.

  • What are the best hidden gems to explore in Naples?

    Wander quiet stretches of Delnor-Wiggins Pass State Park, discover artist studios in tucked-away alleys, or explore neighborhood coffee shops and small seafood markets. Local preserves and smaller parks often offer less crowded outdoor experiences.

  • What are the best foods to try in Naples?

    Naples has Gulf Coast seafood like grouper sandwiches, stone crab, and peel-and-eat shrimp, as well as Italian-inspired dishes and key lime pie. Outdoor cafes and local markets highlight fresh ingredients from regional farms and waters.

  • What should I bring for a trip to Naples?

    Pack lightweight clothing, sun hats, and broad-spectrum sunscreen for year-round sun. Comfortable walking shoes, a swimsuit, and a light rain jacket help you adapt to changing weather and outdoor activities.

  • What is the nightlife in Naples like?

    Naples nightlife includes relaxed bars, wine lounges, and spots with live music around Fifth Avenue South and Third Street South. Evenings center on casual elegance, with entertainment ranging from jazz to local acoustic sets.

  • What are the most popular events or festivals in Naples?

    Naples hosts events such as art fairs, classical and jazz music festivals in winter, and seafood celebrations during spring. Seasonal farmers’ markets and holiday parades are also frequently featured in community calendars.

  • Are there family friendly vacation rentals in Naples?

    Naples has many family-friendly vacation rentals around Old Naples, Park Shore, and near local beach areas. Locations close to parks and museums often appeal to travelers with children.

  • When is the best time to visit Naples?

    Many travelers favor late fall through spring when temperatures are milder and rainfall is lower. Summer draws visitors for vibrant sunsets and water activities, though it can be humid and rainy.

Quick stats about holiday rentals in Naples

  • Total holiday rentals

    Explore 1,490 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 36,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 420 rentals that welcome pets

  • Holiday rentals with a pool

    1,000 properties feature pools

  • Rentals with dedicated workspaces

    860 properties have a dedicated workspace

  • Wifi availability

    1,480 of Naples holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Beachfront across Naples rentals

  • 4.8 Average rating

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

Destinations to explore

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