Holiday rentals in Naples
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Top-rated holiday rentals in Naples
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Luxurious Naples Home. Heated Pool. Mins to Beach.
Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.
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
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.
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).
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.
Aesthetic Lush Landscape, 3 Min to Town, King Bed
For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!
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.
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.
699 Gulf Breeze Oasis · NEW Heated pool w Sundeck
Welcome to 699 Gulf Breeze Oasis! Come in and stay in our fully remodeled, contemporary vacation home or relax in our NEW heated pool! Featuring a gorgeous, waterfall fountain & sun deck surrounded by lush tropical foliage. 699 Gulf Breeze Oasis is your bound to be your newest, completely private vacation home! Located just a mile to world class, white sand beaches, waterfront dining, live entertainment and open air shopping! We look forward to hosting you!
Sugar Beach Bungalow With a Pool!
Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!
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.
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.
Popular amenities for Naples holiday rentals
Other great holiday rentals in Naples
Naples Dream Getaway w/ a view !
Chic Naples Coastal Retreat – Heated Pool and Spa
Modern Naples Duplex Home ~ 6 Mi to Beach!
Beach, Sun and Fun! *Beach House * New Listing
Villa Sogno
White Palm Paradise
Luxury home with heated pool
Welcome to Little Paradise
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $309 SGD | $379 SGD | $367 SGD | $278 SGD | $226 SGD | $209 SGD | $209 SGD | $194 SGD | $194 SGD | $207 SGD | $240 SGD | $288 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 1,560 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!
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Bonita National Golf & Country Club
- Tigertail Beach
- Barefoot beach Bonita Springs,FL
- Heritage Bay Golf & Country Club
- Clam Pass Park
- Florida Gulf Coast University
- Bowman's Beach
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
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- The Naples Pier
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