Holiday rentals in Naples
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Top-rated holiday rentals in Naples
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Park Shore Resort Modern Top Floor 2 Bed 2 Bath
You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!
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
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.
BIG Memories TINYHouse Pickleball Ct Mile to Beach
Located less than one mile from the beach in the center of the city hustle, step inside our “Tiny House" and ease into beach life! Sailor’s knot rope tied around anchored cleats create a banister railing to a 5’6” loft bedroom nestled above a 6’2” full kitchen and bath with Surfboard Shower. The 12' living room makes the 360 sq ft space feel more expansive. The new construction is separated from the main house by a breezeway. The private entrance and courtyard was designed for absolute privacy.
#Blocks2Beach Lower Studio Palm Villa Close2 #RITZ
Gorgeous newly renovated private one King bedroom with en-suite bathroom. This 1st floor studio has modern updates with new furniture, comfortable mattress, fluffy pillows & luxury linens. Small refrigerator, microwave & Keurig in studio for guests to use. Just BLOCKS to the best beach where the sunsets are divine at Vanderbilt Beach. Easy walk to the Ritz Carlton Naples Beach Resort with the finest ocean front dining. Enjoy beach activities including shelling, SUP, fishing, kayaking & more!
606 SeaRenity Resort • Designer Home w/Heated Pool
Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.
Sandy Cove Cottage/Sandy Cove Villa near the beach
Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!
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.
NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.
Garden House-2 Bedroom/2 Bath-Naples / Park Shore
WHOLE HOUSE RENTAL-Intimate quiet setting. 2 miles from the beach and 4 miles from (a 10 minute drive) Downtown / 5th Avenue Naples. The house is within easy walking distance of the Park Shore Area / US41 / Tamiami Trail restaurants and bars. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.
Newly Renovated Studio 5 Min From Beach
This newly remodeled studio with a private entrance is your perfect home away from home as you explore Naples. Featuring : Private entrance with self-check-in Workspace with an office chair, High-speed internet Complimentary coffee On-site washer/dryer Private bathroom and kitchenette with all the essentials (no stove) Staying with us ensures you'll have everything you need to feel revitalized after a busy day of beaching, shopping and dining!
Charming Keys Style house
Unique Key West Style Villa on a friendly private Pave stone street. You will have the entire second floor which consist of an open kitchen/living area plus two bedrooms and two bathrooms. There is a private front porch and a shared rear patio with grill . Queen bed master all quality mattress, all items are new sofa bed also. 3 blocks from 5th Ave Shopping. just over one mile to beach with many beach toys in garage.
Popular amenities for Naples holiday rentals
Other great holiday rentals in Naples
Renovated Studio Steps to Naples Beach & Downtown!
Unique Charming Home 3 Min to Downtown! FAST WiFi
Naples Gem|Perfect for 2|Beach 10Min|BBQ|Parking
Naples Nest- Located near Beaches and Downtown
Serene Efficiency Apt Suite 1Bd/1 Bth Beach 1.5 mi
" Black Vanilla " Stylish Symphony 3miles Downtown
Beach, Sun and Fun! *Beach House * New Listing
Villa Driftwood by Downtown & Beach
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $294 SGD | $339 SGD | $346 SGD | $278 SGD | $226 SGD | $210 SGD | $210 SGD | $194 SGD | $194 SGD | $210 SGD | $226 SGD | $285 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 $38 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
- Marco Island Public Beach Access
- Clam Pass Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Bunche Beach
- Edison & Ford Winter Estates
- Talis Park Golf Club
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Sun Splash Family Waterpark
- Big Cypress National Preserve
- Bonita Beach Dog Park
- Coral Oaks Golf Course
- Florida Gulf Coast University
- Four Mile Cove Ecological Preserve
- Naples Botanical Gardens
- Six Mile Cypress Slough Preserve