Holiday rentals in Naples

4.95 out of 5 average rating, 20 reviews

Boaters Bayshore Bungalow Suite w/HOT TUB on CANAL

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, 3 m to DT Naples and 4 to the best beaches. This is a perfect couples vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee/drinks on the patio + enjoy sun rise/sets. Lots of activities close by. Romantic getaway.

4.97 out of 5 average rating, 374 reviews

Guest suite in Naples

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.

4.94 out of 5 average rating, 121 reviews

LUX Oasis~Custom heated pool~10 mins Beach/5th Ave

Paradise awaits! This newly updated, 3 bed 3 bath home is just perfect for your family vacation! *10-15 minute drive to our favorite local beaches: Via Miramar and Lowdermilk. *Located on a quiet street just 7 minutes from 5th Avenue!* Our screened in lanai makes our home the perfect mix of indoor/outdoor living! Lay out on our luxury chaise loungers, sip a cocktail, watch the game while taking a dip in the heated pool, grill up some grub, kick back and relax!

4.95 out of 5 average rating, 153 reviews

Apartment in Naples

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.

4.96 out of 5 average rating, 106 reviews

Tropical paradise 5 minutes from the beach

Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

Superhost

Guest suite in Naples

4.9 out of 5 average rating, 125 reviews

Private Studio 5 Minutes From Beach (All New)

You can make your stay in Naples complete when you unwind in this bright and cozy studio. Features: Private entrance with flexible self-check-in Private bathroom and kitchenette with all the essentials 516 Mbps fiber optic wifi On-site washer/dryer Private patio with loveseat Complimentary coffee and wine This unit is located just minutes away from the many beaches, shopping centers, and dining options that this slice of paradise has to offer.

4.93 out of 5 average rating, 147 reviews

Home in Naples Park

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

4.95 out of 5 average rating, 299 reviews

Coastal Farmhouse w/ mini Golf, Private Beach &Spa

We welcome you to our high end, next level, brand new Farmhouse, which is conveniently located in the heart of Naples. Only 1.5 miles away from the beach, minutes away from the nearby plaza, which offers dining experience, shops, supermarkets, gas stations, etc. The well-known downtown district is only four miles away and Mercato, if you are looking for nighttime activities. Brand new High-end furniture and beds. Welcome, Home!

4.94 out of 5 average rating, 102 reviews

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀

Escape to The Private Oasis in the heart of Naples! → Welcome to 2,279 square feet of modern and elegant furnishings → Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier → Fully equipped kitchen fit for the chef at heart → Dine and unwind poolside in the enclosed lanai → Take a dip in the heated pool and spa → Grill masters will love the outdoor kitchen & bluetooth speakers → Click the ❤ to add listing to wishlist!

4.97 out of 5 average rating, 60 reviews

Villa in Naples

Modern Villa with peaceful setting

Kick back and relax in this private, and stylish attached villa. Beautiful setting with views of nature and the woods. 12 foot ceilings, full kitchen, luxurious bath with separate shower and soaking tub, front lanai and back patio to enjoy the peaceful outdoors. Feel free to drink the water with whole house reverse osmosis.All cleaning fees paid to professional cleaner between each guest.

4.92 out of 5 average rating, 221 reviews

" The Bohemian Heaven " w/ SPA, 2miles to downtown

Welcome to the unique Bohemian Paradise. Completely renovated spectacular bright space, high-end furniture, a fantastic huge outdoor area, firepit, outdoor dining table, and BBQ station. Minutes away from restaurants and convenient stores, as well as historical Naples Pier, Naples beach, and 5th Ave/Downtown. You don't want to miss this experience.

4.98 out of 5 average rating, 269 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. 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.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Naples holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Naples's top sights

Naples Beach109 locals recommend

Waterside Shops115 locals recommend

Artis-Naples62 locals recommend

Other great holiday rentals in Naples

5 out of 5 average rating, 12 reviews

Home in Bonita Springs

Outdoor and Indoor Paradise -Close to Beach!

RachaelRating, 5 stars2 months ago

Michael was extremely responsive and the home was top notch. Great personal touches by his rental company (kitchen + bathroom boxes with toiletries). All the amenities you need are there, especially traveling with a 17mo old kiddo! The back yard and pool area was exactly what we hoped for and just like the pictures showed. The furniture and decor felt like a magazine. Beautiful job! We didn't want to leave :) Will definitely stay here again.

4.83 out of 5 average rating, 215 reviews

Private room in Naples

charming home on lake near 5th Ave.

MichaelRating, 5 stars1 month ago

Carolyn is a lovely person and was very accommodating. The house is located in a quiet spot and still close to all the great places in Naples.

5 out of 5 average rating, 10 reviews

Home in Naples Park

Huge Game Room-Near Vanderbilt Beach-Heated Pool

IzaRating, 5 stars4 days ago

Denisa's listing was exactly as pictured. During the rainy weather we took full advantage of the game room. I loved being within walking distance to the beach as well.

5 out of 5 average rating, 34 reviews

Modern Naples Duplex Home ~ 7 Mi to Beach!

MiaRating, 5 stars1 week ago

Great place to stay! Was in a great location that offered a peaceful stay. Place was easy to find and very comfortable.

5 out of 5 average rating, 7 reviews

Home in Naples Park

Luxurious "Villa in the Hills"

WendiRating, 5 stars2 weeks ago

This home was fantastic. Had everything we could have imagined. We celebrated my husbands birthday with our adult children (6 of us). It was spacious, well taken care of and the back yard was phenomenal. Beautiful pool, great hot tub, large covered deck to hang out on. And the extensive outdoor barbeque area was a huge bonus as we were able to cook lunch & dinner out there. We loved the area too - just. Short distance to Vanderbilt Beach. Danijela was so easy to communicate with and our stay was fantastic.

5 out of 5 average rating, 14 reviews

Home in Old Naples

Beach Access Modern 3BR w/ Pool

YeniRating, 5 stars2 weeks ago

We had a fantastic stay at this Airbnb hosted by Brittany! The house is peaceful, beautifully maintained, and perfectly located just a short walk from the beach. One of the highlights was definitely the pool — clean, spacious, and perfect for relaxing after a day by the ocean. The neighborhood is quiet, which made it easy to unwind and really enjoy our vacation. Highly recommend this spot for anyone looking for a relaxing beach getaway with all the comforts of home. Brittany went over and beyond to answer all questions during our stay and she was very nice and professional

4.9 out of 5 average rating, 39 reviews

Apartment in Naples

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

DominikRating, 5 stars3 weeks ago

Great place - recommend this Airbnb and the host! Thank you