Holiday rentals in Naples
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Top-rated holiday rentals in Naples
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Romantic Condo Directly on Downtown 5th Ave
Top floor condominium in highly desirable Downtown Olde Naples! Located in the heart of 5th Ave South. Downstairs you'll find the best of Naples dining, shopping, luxury art galleries, boutiques, ice cream parlors and more! Enjoy a dip in the rooftop pool and spa just steps outside your door. Inside, the kitchen is fully stocked with everything you need to feel at home. Your master bedroom is outfitted with a King size bed. En suite bathroom also has a large walk-in tile shower, and skylight.
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
Lely Greenlinks Golf Resort Luxury Condo
This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.
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.
LUXE Oasis | HTD Pool~10 min Beach+5th Ave• Crib
Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!
Beach House on pond w/ HEATED pool - sleeps 6
This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.
#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF
CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach
Tropical paradise 5 minutes from the beach
Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard facing the preserve. The moment you pull into the driveway, you'll instantly feel those vacation vibes.
"Granada"1.5 Miles to the Beach,10 Min to Downtown
Welcome to "Granada" – a beautifully remodeled 3BR/2BA designer-furnished home in the heart of Naples. Enjoy a heated pool with no extra charge, a fully fenced-in yard, and a gourmet outdoor kitchen perfect for entertaining. The home includes bikes, baby gear, beach gear and everything you need for a stylish, comfortable stay. Ideally located just 5 minutes from the beach and 10 minutes to downtown Naples, shops, and dining. Your perfect Florida retreat awaits!
835 GulfShore Villa | Mins 2 Mercato & White Sands
Welcome to 835 GulfShoreVilla! Bask in the Florida sunshine, practice your golf swing, & explore the Gulf Coast in style when you choose this completely remodeled vacation rental! This 2BD/1.5BA Villa is just a block away from Mercato Shopping Center, where you'll unique shops, eateries, live entertainment & more. With a fully equipped kitchen, 2 Smart TVs, free WiFi, modern decor, & a peaceful location, this home invites you to kick back, relax, & enjoy!
Coastal Farmhouse w/ mini Golf, Private Beach &Spa
We welcome you to our high end, next level, brand new Farmhouse, which is conveniently located in the heart of Naples. Only 1.5 miles away from the beach, minutes away from the nearby plaza, which offers dining experience, shops, supermarkets, gas stations, etc. The well-known downtown district is only four miles away and Mercato, if you are looking for nighttime activities. Brand new High-end furniture and beds. Welcome, Home!
New Listing-Pool & Putting Green
Naples Harmony is a pet-friendly 2BR/2BA Naples Park home near Vanderbilt Beach and Mercato. Enjoy a private pool with sun shelf and loungers, covered lanai with TV, fire pit table, putting green, and spacious fenced yard. Inside features Smart TVs throughout, a coastal-modern interior, and a well-equipped kitchen. Beach gear included. Ideal for couples, families, or longer stays near dining, shopping, golf, and boating.
Popular amenities for Naples holiday rentals
Other great holiday rentals in Naples
Cozy and breathtaking lake views
NEW! Luxe gem resort-style pool—10 min beach/town
Luxury Naples Condo | Downtown | Beach & 5th Ave
Luxury Modern Estate | Pool Spa & Volleyball Court
Lakeside Private Home with Pool
Chic Pool Naples Beach House
Stunning Beach Cottage!
Private, Secluded Lakefront Luxury
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 SGD | $343 SGD | $350 SGD | $282 SGD | $229 SGD | $212 SGD | $212 SGD | $197 SGD | $197 SGD | $210 SGD | $243 SGD | $292 SGD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°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 1,570 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 37,350 verified reviews to help you choose
Family-friendly holiday rentals
1,210 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 490 rentals that welcome pets
Holiday rentals with a pool
1,060 properties feature pools
Rentals with dedicated workspaces
910 properties have a dedicated workspace
Wifi availability
1,560 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!
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Bonita National Golf & Country Club
- Clam Pass Park
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bunche Beach
- Bowman's Beach
- Big Cypress National Preserve
- Coral Oaks Golf Course
- Hertz Arena
- Sun Splash Family Waterpark
- Manatee Park
- The Naples Pier
- Coconut Point