Holiday rentals in North Naples

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Top-rated holiday rentals in North Naples

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Naples

4.98 out of 5 average rating, 340 reviews

Naples Loft

Beautiful new construction loft that offers 640 square feet of open floor plan! This unit sits above our two car garage , 130 feet from the main house. Full kitchen, microwave, coffeemaker, toaster, iron, and washer/dryer! Our home sits on 1.14 acres with a circular driveway in a very quiet neighborhood. Enjoy organic farm fresh eggs from our backyard chickens! If you have children, your welcome to play in the "island" (our kids play area) with a playhouse and climbing dome. Very relaxing place!

28 Jun – 5 Jul

$139 SGD per night

Guest favourite

Home in Naples

4.98 out of 5 average rating, 174 reviews

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.

6–13 Sep

$455 SGD per night

Guest favourite

Flat in Naples

4.99 out of 5 average rating, 121 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

19–26 Jul

$185 SGD per night

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 304 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the 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.

3–10 Apr

$165 SGD per night

Guest favourite

Guest house in Naples

4.78 out of 5 average rating, 234 reviews

814 LeChicShack •Modern GuestHouse• Private Entry

Welcome to the Le Chic Shack! This newly renovated Guest House is conveniently located in the popular Naples Park neighborhood. Close by are Vanderbilt & Wiggins Pass Beaches, Mercato Shopping & Dining District, Ritz Carlton, LaPlaya & Turtle Club Resorts. Endless options of Dining, Shopping & Nightlife are just minutes away. You will enjoy the modern updates such as Furnishings, TV, Kitchen, Bed & Bath. The lush & tropical outdoor space is private and equipped with a gas grill.

17–24 Jun

$199 SGD per night

Superhost

Cabin in Bonita Springs

4.91 out of 5 average rating, 278 reviews

Calming, relaxing cabin on the Imperial River

This private cabin surrounded by beautiful Florida landscape is the perfect place to get away from the stress and pressures of life. Unique decor from local artists, water filtration cooler, View birds, otters, manatees, turtles and fish in the river right outside your door. At night, sit on the screen porch under the soothing cafe lights protected from rain and bugs. Pagoda offers seating for 4, gas grill and chaise lounge for dining and relaxing. Come unwind in this gem!

30 Jul – 6 Aug

$130 SGD per night

Superhost

Home in Naples

4.83 out of 5 average rating, 185 reviews

Naples Park Coastal Contemporary Retreat

This cozy modern space has just been completely renovated from top to bottom with all the latest style and finishes. Open floor-plan with huge back yard, plenty of parking , large screened lanai and curb appeal. Vanderbilt and Wiggins Pass beaches to choose from within a mile away. Nightlife at Mercato, dining and shopping all within minutes away. Naples Park is Naples premiere vacation rental beach community. There are bikes and all beach gear for your enjoyment.

10–17 Jun

$170 SGD per night

Superhost

Apartment in Naples

4.85 out of 5 average rating, 157 reviews

Ground Floor, A+ Location Club Membership Included

Lakeside, ground floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, dining, Publix, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Membership is included, giving access to the larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop tennis match making, etc.

23–30 Oct

$151 SGD per night

Guest favourite

Guest suite in Naples

4.96 out of 5 average rating, 130 reviews

Kismet Cottage- A Tropical Paradise

A tropical paradise positioned in the middle of all Naples has to offer! Kismet Cottage is our private guest house, complete with a full kitchen, bathroom with shower/tub, living room, sofa bed, and patio in a tropical setting with a totally private keyless entry and plenty of plants, bamboo, trees, and parking. Here are some popular sights: Clam Pass Beach-5.3 mi Mercato-4.9 mi 5th Ave-S 9 mi Naples Pier-11 mi Waterside Shops-5.2 mi Lowdermilk-6.4 mi

10–17 Jul

$192 SGD per night

Guest favourite

Cottage in Naples

5.0 out of 5 average rating, 184 reviews

Coastal Vibes Cottage Pickleball Ct Mile to Beach

Our beach cottage, with it’s open spaces and bright beachy vibe gently reminds you of why you came! From the sunny yellow front door to the screened back lanai, this 2 bedroom, 2 bath has everything you need to kick back and enjoy your time in paradise. Located in North Naples one mile from the beach in the center of the city hustle, the completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

30 Jul – 6 Aug

$272 SGD per night

Guest favourite

Guest suite in Naples

4.85 out of 5 average rating, 129 reviews

Private Studio Suite near the Beach

Great location! Only 1.3 miles to Ritz Carlton, Vanderbilt Beach, & Wiggins Pass State Park. Close to great restaurants and shopping. New driveway with separate entrance. Very private. Coffe maker, toaster, microwave, refrigerator & induction stove tops with pots & pans. Two beach chairs & towels. Ironing board with iron. Hair dryer. Queen size bed & convertible sofa bed. Washer and dryer. Screened lanai. Weber grill. Two bicycles.

28 Sep – 5 Oct

$154 SGD per night

Guest favourite

Home in Naples

4.98 out of 5 average rating, 108 reviews

Beachside Bungalow! Beautiful Pool Home- Remodeled

Welcome to Paradise! Brand new floor to ceiling, inside & out! 3BR/2BA home with split bedroom floor plan. Enjoy your vacation in the pool under the screened lanai or head off to the beach for sun, surf and beautiful sunsets. The home is located just over a mile from Vanderbilt Beach & Delnor Wiggins State Park, as well as close to shopping/dining at Mercato, The Ritz Carlton, La Playa resort, and more.

8–15 Jul

$309 SGD per night