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.
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
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
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.
Lux Oasis | 10 min Beach and 5th Ave•HTD Pool•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!
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).
DreamStay | Heated Pool | Spa | Golf | Top Area
Welcome to DreamStay Naples! Why should you book with us?👇 -Heated pool & spa -Private mini golf ⛳️ -Quiet, safe & central location -20 minutes to Naples Pier & beaches 🌅 -10 minutes to Paradise Coast Sports Complex (fields, gym & indoor waterpark) -Minutes to I-75, shops & dining -Sleeps 6 comfortably -Family & kids friendly -Fast WiFi & Smart TVs -Fully equipped kitchen -BBQ area with outdoor dining -RV & boat friendly parking -Washer & dryer on-site -Self check-in & hosts available 24/7
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.
LUXE: Beach Home w/ Screened Pool & Spa, BBQ
This 2,000-square foot stunner has a pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.
Park Shore Resort-BLDGC#218*Amazingly remodeled*
*REMODELED 2024* One of the Nicest & most luxurious condos at PSR-Top Floor condo. This condo has been lovingly restored. Park Shore Resort has all the amenities you could want with an on-site restaurant, Heated Pool, BBQ's, Tennis, Pickleball courts, Basketball, Exercise room. In the middle of Naples walking distance to numerous Restaurants & Shops within minutes to the Village Shops on Venetian Bay, Mercato, Waterside Shops, and of course Naples Famous Beaches.
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!
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!
Sunside House, 3/2 Pool Home in Gated Community
Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.
Popular amenities for Naples holiday rentals
Other great holiday rentals in Naples
Gulf Access Canal Home with Heated Pool
Naples Dream Getaway w/ a view !
Boho Beach Bungalow -5 min Drive from the beach
NEW! Luxe gem resort-style pool—10 min beach/town
Chardonnay Beach Escape, Naples, Florida
Modern 3BR w/ Pool & Lanai | 5 Min to Downtown
Waterfront Condo near Tin City |Balcony + views|
Private Heated Pool• Outdoor TV• off season rates!
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $311 SGD | $382 SGD | $369 SGD | $280 SGD | $227 SGD | $211 SGD | $211 SGD | $195 SGD | $195 SGD | $208 SGD | $241 SGD | $290 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
- Big Cypress National Preserve
- The Naples Pier
- Barefoot Beach State Preserve
- Bunche Beach
- Coral Oaks Golf Course
- Talis Park Golf Club
- Coconut Point
- Hertz Arena