
Holiday rentals in Naples
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Top-rated holiday rentals in Naples
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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.

2 BR Condo w/ King Bed - Resort Pool - Golf - Gym
Stay 3 Nights. Golf for Free. *From May 15 to Oct 15*, get free golf with any 3-night stay. Luxury, redesigned. This remodeled 2BD/2BA condo in GreenLinks at Lely Resort offers 1,237 sq. ft. of bright living space and a screened balcony with golf and lake views. Full access to the resort pool, hot tub, and tennis courts is steps away. Close to Naples beaches, shopping, Marco Island, and the zoo. Luxury meets location—whether you golf or not. Everything’s here. All that’s missing is you.

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.

3 bdrm up to 6 guest pool walk to Vanderbilt Beach
Our home is located in the heart of North Naples. It is less than 1mi. to the beautiful white sand Vanderbilt Beach. Our brand new remolded non-smoking, 3 bedroom 2 bath home is surrounded by numerous local restaurants, entertainment and shopping centers. It's less than 1mi to the newest Naples hot spot "The Mercato". It's 10 min to downtown Naples, 15mi to Miromar Outlets SWFL top place to shop. You can relax in our open floor plan that leads out to the deck of private Pool and hot tub.

LUXE Oasis | 10 min Beach+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!

Sea Shell Villa 1
Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away. We do not offer snorkeling gear.

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife
A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

#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

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, 3 blocks from 5th Ave Shopping. just over one mile to beach with many beach toys in garage. right next to New Marriott being built Center of downtown near New high-rises and many restaurants

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.

Villa Driftwood by Downtown & Beach
Welcome to your perfect Naples getaway! This beautifully renovated 2-bedroom, 2-bathroom townhouse blends modern comfort with laid-back Florida vibes. Located just 2.5 miles from shops & restaurants on 5th Ave. and less than 4 miles from Naples Beach—you’re in the heart of everything. Spend your days sunbathing, paddle boarding, or exploring nearby trails. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await.

718 Coral Cottage | Walk to Beach-Shopping-Dining
Welcome to 718 Coral Cottage! This charming coastal cottage home, decorated in shades of pale blue and coral says "Sandy feet are welcome here!" This 2BD/1.5BA is located just a short walk from world-famous, white sand beaches, high-end shopping, fine-dining & waterfront restaurants. The front screened-in lanai is a vacationers delight for sipping morning coffee, enjoying an evening cocktail, working remotely or taking in SWFL's most gorgeous sunsets.
Popular amenities for Naples holiday rentals
Other great holiday rentals in Naples

Vanderbilt I - Esthetic Stays

Cozy and Stylish, 2 King, Close to Beach & 5th Ave

Little Gem By the Beach and 5th w/Patio Old Naples

Beach Vibe Resort Condo | Pool/Golf & Near Beaches

Spacious Modern 1B Studio w Patio, W/D

Beachcombers Pool Getaway

House 2Queens Fenced Yard Near DownTown & Beach

Minutes from Ave Maria - Victoria Suite
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 SGD | $341 SGD | $347 SGD | $279 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 1,570 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
- Clam Pass Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Jetblue Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bowman's Beach
- Big Cypress National Preserve
- Coral Oaks Golf Course
- Manatee Park
- Sun Splash Family Waterpark
- Naples Botanical Gardens
- Four Mile Cove Ecological Preserve
- The Naples Pier




