Holiday rentals in Naples

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.

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.

Sea Glass Retreat. Beach*Wine*Dine*Relax. Repeat

A sunny vacation home, ideal for families, couples, or friends - a vacation, or a staycation. Located in north Naples Park, Vanderbilt beach with its sugar white sand, is 5 minutes away by car. It is also around the corner from Mercato, one of the highlights of the Naples scene for shopping, dining and entertainment. A cute home away from home, you'll find everything you need for a relaxing stay. Just remember to bring your sunglasses and flip flops and enjoy a taste of Florida life!

75"TV, World Tennis Club, Beach 4ml, Sauna, HotTub

🌐 Guests recognize us as Catch of Naples — read the reviews and see why active travelers choose us! ✨ Introducing Catch of Naples ✨ 🎾 Stay active at Blue Coral Naples Coastal Home in WTC – with 16 tennis & 4 pickleball courts, 2 pools, hot tub & sauna right in the community! 🏖️ Just 4 miles to Naples beaches & 10 min to downtown dining. 🚲 Bikes, beach chairs & umbrellas included for endless outdoor fun. 🌴 Relax on the lanai while kids play safely in our gated community.

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.

699 Gulf Breeze Oasis · NEW Heated pool w Sundeck

Welcome to 699 Gulf Breeze Oasis! Come in and stay in our fully remodeled, contemporary vacation home or relax in our NEW heated pool! Featuring a gorgeous, waterfall fountain & sun deck surrounded by lush tropical foliage. 699 Gulf Breeze Oasis is your bound to be your newest, completely private vacation home! Located just a mile to world class, white sand beaches, waterfront dining, live entertainment and open air shopping! We look forward to hosting you!

RARE FIND! New Renovated Home on Golf Course!

Welcome to your NEWLY RENOVATED (2,100+ sqft) perfect Naples vacation home with your own heated, private pool! Located on hole 3 of one of the only public golf courses in Naples! Home is in the safe, clean and friendly Lely residential neighborhood. Naples 5th Ave is only 8 mins away, where you will find some of Southwest Floridas' best restaurants and shops and to the famous Naples pier (great beach/pier with some of the best sunsets on the planet)

Beach Vibe Resort Condo | Pool/Golf & Near Beaches

Enjoy resort-style living in this bright 2BD/2BA condo with Wi-Fi, a dedicated workspace, and a fully equipped kitchen. Sip coffee on the lanai overlooking the fountain, then stroll just steps to the pool, hot tub, tennis courts, gym, or BBQ grills. Centrally located in Lely—perfect for unwinding and minutes to Naples, Marco Island, top-rated beaches, shopping, and dining. BONUS: Free golf May 15–Oct 15 on 3+ night stays—ask for details.

Naples Seabreeze Paradise, heated pool, beachwalk

Your family will be close to everything when you stay at this centrally-located place, 1 mile to the beach and 1 mile to Mercato shops and restaurants. Open concept home, with heated pool, impeccable maintained with weekly visit by pool company. 3 Bedrooms, Living room and Dinning Room, 1 car garage with Epoxy floor. House is fully gated, with Backyard privacy and mature tropical landscaping. You can walk or bike to Vanderbilt Beach.

The Club at Naples Cay 501 - Gulf Views

Welcome to our condo with amazing Gulf Views and an old Florida feel. We are located on the 5th Floor of The Club at Naples Cay. Forget your worries in this spacious & serene space, watch the beautiful sunsets from our private balcony and listen to the waves as the sun rises. We are just a short walk from our private beach with amazing views. Our complex is a gated community that provides 24-hour security.

“NEW” Bardominium

The whole group will be comfortable in this spacious and unique Bardominium. Smart TVS in all three bedrooms and in living room. Free coffee, shampoo and soap for your first couple of days. USB charging station in case you forgot yours. Farmers porch equipped with comfortable rocking chairs to relax in. Gas grill on the front porch with table and chairs to sit and enjoy the grilled food.

BEST Location Naples Park! Beach, Bikes, & Firepit

WALK OR BIKE the path to the best beaches in Naples: VANDERBILT BEACH or DELNOR-WIGGINS PARK. This home is not your ordinary Naples Park experience; it's The Vandy experience. You can play a game within the eclectic trappings of a Boho chic and lovingly remodeled home, relax in the cocoon chairs, or gather around the firepit as the sky turns to stars