Holiday rentals in Naples

4.96 out of 5 average rating, 110 reviews

Home in South Naples

New Home, 6 Beds, Heated POOL / Game Room

Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

4.97 out of 5 average rating, 88 reviews

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.

4.94 out of 5 average rating, 125 reviews

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!

4.96 out of 5 average rating, 190 reviews

Home in Naples Park

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

This 2,000-square foot stunner has a saltwater 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.

Apartment in South Naples

4.95 out of 5 average rating, 156 reviews

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.

4.98 out of 5 average rating, 258 reviews

Flat in Naples

Bear Necessities - 1 Bdrm 1 Bthrm w/Kitchen/Lvrm

Relax and enjoy Florida indoors and outdoors in this "mini-apartment". You can watch for roaming wildlife and enjoy the tall pine trees, palm trees, and cypress trees from the patio. The "mini-apartment" is within walking distance of the canal where you can go bird watching and possibly see other wildlife. The apartment is outside of the busy hustle and bustle of the city but within driving distance of the beach. There are several restaurants with indoor or outdoor dining options.

Guest house in Cape Coral

4.94 out of 5 average rating, 144 reviews

Pool Modern Apartment fishing paradise

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

4.96 out of 5 average rating, 107 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.

4.95 out of 5 average rating, 130 reviews

Three Palms Oasis - 2 Miles to Beach and 5th Ave

We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

4.95 out of 5 average rating, 304 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!

4.95 out of 5 average rating, 184 reviews

Home in Naples Park

~ ~The Studio~ ~ Comfort, Quality, walk to beaches

This unique and comfortable studio is equipped with everything you might need. Walking distance to everything or you can use the beach bikes that we have for you. Myself as a Superhost ( with over 300 five-star reviews) and my team will make sure you have a memorable stay without missing anything, because we are someone who truly care for you and your stay. Let us welcome you.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

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Villas

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Popular amenities for Naples holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Naples's top sights

Naples Beach110 locals recommend

Waterside Shops116 locals recommend

Artis-Naples62 locals recommend

Other great holiday rentals in Naples

Home in East Naples

5 out of 5 average rating, 4 reviews

Poolside Stay for Every Getaway

MelanieRating, 5 stars1 week ago

Our stay was amazing! The house is absolutely beautiful- immaculately clean, thoughtfully and tastefully decorated, and equipped with everything you could possibly need for a comfortable stay. Every detail felt intentional and welcoming. The host was incredibly friendly, responsive, and flexible, which made the whole experience even better. It truly felt like a home away from home. We would absolutely stay here again and highly recommend it to anyone looking for a relaxing, worry-free stay.

5 out of 5 average rating, 17 reviews

Home in East Naples

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

ClaudioRating, 5 stars6 days ago

This very bright and airy private home has everything you may want for a relaxing holiday retreat. It is impeccably designed with high-end contemporary furniture, appliances, kitchenware and bath products. It is quiet and filled with birdsong once you step outside into the screened covered lanai. Only minutes from a plethora of food and beverage options and the beaches of downtown Naples. It was a pleasure staying at Flamingo House and I plan on returning soon.

4.96 out of 5 average rating, 67 reviews

Home in Naples Park

Peaceful 2/2, w/ relaxing patio, close to beaches

NealRating, 5 stars1 month ago

I stay in four or five Air BNBs a year on average, and Jacklyn's place is definitely at the top of my list. The bicycles provided were great, as it is only about a ten minute ride to the beach and saves you the $ 10 parking fee. The layout of the community is such that not every street feeds out on to the main highway, so it was surprisingly peaceful given how close it is to just about everything. Walmart is only a half-mile away (less than a five minute bike ride if you are inclined), and there are a lot of convenient options for restaurants and just about anything else you could want. The house was super clean. I loved the walk-in shower. I don't get to Naples very often, but the next time I do I will definitely check to see if this property is available before looking at any other option.

5 out of 5 average rating, 16 reviews

Home in Bonita Springs

Elegant Beachside Luxury Home Awaits!

CarolineRating, 5 stars1 week ago

Amazing stay! 3 minute walk to a beautiful beach. The house was beautifully decorated and fully stocked with everything we needed. Stella is a great communicator and even let us access the beach gear and park at the property prior to check in time. I would definitely book again! Thank you for the fun memories!

5 out of 5 average rating, 34 reviews

Home in South Naples

Modern Naples Duplex Home ~ 7 Mi to Beach!

MiaRating, 5 stars3 weeks 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, 16 reviews

Home in Old Naples

Beach Access Modern 3BR w/ Pool

JennyRating, 5 stars2 weeks ago

We had a great experience at this Airbnb! The place was exactly as described clean, cozy, and thoughtfully decorated. The location was perfect close to the beach. Our host was incredibly kind and responsive, making check-in and communication smooth and stress free. We appreciated the little touches, like fresh towels and well stocked kitchen. It truly felt like a home away from home. We would definitely stay here again and highly recommend it to anyone looking for a great place to stay!