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
A spacious outdoor area features a heated pool bordered by a tiled deck. Comfortable lounge chairs are positioned around the pool, alongside a table and chairs. Large sliding glass doors provide access to the interior spaces, and a grill is located under the screened enclosure.
Home in Naples
4.99 out of 5 average rating, 155 reviews

Pool House+Game Room, Moments to Beach & Downtown

Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

Top guest favourite
A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.
Home in East Naples
4.94 out of 5 average rating, 151 reviews

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

Top guest favourite
Flat in Park Shore
5 out of 5 average rating, 18 reviews

Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs

🌴Naples Coastal Escape🌴 “After several Airbnb visits this place definitely stands out among the rest…” Enjoy sunrises and sunsets in this remodeled, quiet, lavish lakefront oasis at Park Shore Resort. ☞Screened lanai w/lakeview+alfresco dining ☞Gourmet kitchen+Coffee bar+Wine fridge ☞Rainfall showerheads ☞Towel Warmer ☞Workspace desk ☞Cable TV TOP LOCATION ☀️ Clam Pass Beach->3min by car /~20min walk 🍹Mercato->9min car 💎 Old Naples/5th Ave->10min car 🛒 Fresh Market Grocery->10min walk

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, 128 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
The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.
Home in East Naples
4.96 out of 5 average rating, 151 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Top guest favourite
Home in Naples Park
5 out of 5 average rating, 126 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 new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

Top guest favourite
A spacious screened lanai features a private pool surrounded by lounge chairs. A BBQ grill is positioned nearby, and a glimpse of the indoor living area is visible through large glass doors. Lush greenery offers a natural backdrop to this relaxing outdoor space.
Villa in Naples
5 out of 5 average rating, 48 reviews

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

Tranquil Naples Oasis: 5 Miles to Beaches! Updated, family-friendly 4BD/3BA home, just 5 miles from Lowdermilk, 5th Ave, and Clam Pass beaches. Quiet, safe, gated cul-de-sac community with sports amenities. Relax in our screened lanai: salt pool, grill, loungers, egg chairs, indoor/outdoor flow. Perfect for family gatherings and relaxing afternoons. Enjoy white linens, a fully stocked kitchen, and easy access to all Naples has to offer, 15 minutes away! Your perfect family getaway awaits!

Top guest favourite
A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.
Home in North Naples
4.99 out of 5 average rating, 183 reviews

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

Top guest favourite
Home in Naples
4.97 out of 5 average rating, 101 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

Guest favourite
Home in Naples Park
4.91 out of 5 average rating, 101 reviews

Naples' Home With Private Pool - Esthetic Stays

If you have to be isolated, do it in style. This luxurious Naples vacation home comes with our Triple-Cleaned Promise, ensuring a spotless and thoroughly disinfected environment for your peace of mind. Enjoy social distancing in comfort with your own private pool, luxurious amenities, and four complimentary bikes for exploring the area. Whether you’re relaxing outdoors or staying active, you’ll experience total comfort, confidence, and peace during your stay.

Guest favourite
Home in Naples Park
4.95 out of 5 average rating, 155 reviews

Beachside Haven | Family 3BR Near Vanderbilt Beach

We’re so excited to share our beautiful home with YOU! Located in the heart of Naples Park . Our 3-bedroom, 2-bath home is perfect for families, friends, or anyone looking for a blend of relaxation and quiet. The home is designed the home for maximum comfort and fun! The house is FULL of amenities, games for adults and kids - if you find something we don't have - message us :-) Let us host you in Naples Park, a few minutes from beautiful Vanderbilt beach.

Top guest favourite
Flat in Vanderbilt Beach
5 out of 5 average rating, 42 reviews

Seashell Beach, your place to relax and enjoy.

ONE BLOCK FROM THE BEAUTIFUL BEACH OF NAPLES Take it easy at this unique and tranquil getaway. Experience the best of Naples from this beautifully updated condo, perfectly situated just a block from the iconic Naples Beach. Enjoy a bright and airy living space, modern amenities, and the convenience of being within walking distance to everything Naples has to offer - from vibrant restaurants to charming shops. Your effortless beach vacation starts here!

Popular amenities for Naples holiday rentals

When is the best time to visit Naples?

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Avg. price$313 SGD$384 SGD$371 SGD$281 SGD$229 SGD$212 SGD$212 SGD$196 SGD$196 SGD$209 SGD$243 SGD$292 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 1,560 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 38,700 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    1,020 properties feature pools

  • Rentals with dedicated workspaces

    860 properties have a dedicated workspace

  • Wifi availability

    1,550 of Naples holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym 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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