Holiday rentals in Naples

A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.

4.96 out of 5 average rating, 116 reviews

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.

4.98 out of 5 average rating, 429 reviews

The kitchen features modern appliances with a clean design, including a stove, microwave, and refrigerator. A wooden island with two white chairs is positioned in the center, complemented by red pendant lights. Natural light enters through a window adorned with light curtains, enhancing the inviting atmosphere.

Guest suite in Naples

Naples Loft-private-18 min to the beach

Beautiful newer 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 when the hens are laying. If you have children, your welcome to play in the "island" (our kids play area) with a playhouse and climbing dome. Very relaxing place!

4.97 out of 5 average rating, 399 reviews

A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.

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.

4.99 out of 5 average rating, 230 reviews

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Cape Coral

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.

4.96 out of 5 average rating, 100 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.

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.

4.95 out of 5 average rating, 133 reviews

LUXE Oasis | HTD Pool• 10 min Beach +5th Ave •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!

4.93 out of 5 average rating, 128 reviews

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Apartment in Old Naples

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

4.98 out of 5 average rating, 269 reviews

A simple bedroom features a spacious bed with a light quilt. A nightstand with a lamp and an alarm clock is positioned beside the bed. A small dresser is visible, and natural light enters through the window, which is dressed in light curtains.

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.

4.98 out of 5 average rating, 131 reviews

Home in Naples Park

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

4.93 out of 5 average rating, 155 reviews

A refreshing pool area features a heated pool surrounded by lounge chairs and a dining table. An inflatable pink flamingo floats in the water, while colorful umbrellas provide shade. Lush greenery frames the outdoor space, creating a bright and inviting atmosphere.

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.

4.91 out of 5 average rating, 126 reviews

The exterior of Turtle Bungalow is framed by tall palm trees and lush greenery. A shaded seating area is arranged under a large umbrella, accompanied by a table and chairs. Decorative elements, such as a small statue and potted plants, enhance the entrance.

Guest house in Naples

Turtle Bungalow

Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Turtle Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming… I wouldn’t wait.

Guest suite in Naples Park

A bright living area features a comfortable sofa with decorative pillows, a wooden coffee table, and a small dining table with chairs. Natural light filters through the windows, illuminating the warm wood flooring and creating a welcoming ambiance.

4.92 out of 5 average rating, 119 reviews

Private suite near the beach

Great location! Only 1.3 miles to Ritz Carlton, Vanderbilt Beach, & Wiggins Pass State Park. Private suite with separate entrance Close to great restaurants and shopping. Coffee maker, toaster, microwave, refrigerator & counter top stoves with pots & pans. Charcoal grill and countertop oven. Two beach chairs, umbrella & beach towels. Ironing board with iron. Hair dryer. Queen size bed. Washer and Dryer (shared use).

Popular amenities for Naples holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Naples's top sights

Naples Beach

239 locals recommend

Waterside Shops

397 locals recommend

Artis-Naples

189 locals recommend

Other great holiday rentals in Naples

5 out of 5 average rating, 6 reviews

Boho Beach Bungalow -5 min Drive from the beach

5 out of 5 average rating, 8 reviews

A welcoming living area features a white sectional sofa adorned with neutral pillows. A glass-top coffee table sits at the center, showcasing a decorative centerpiece. Large windows provide a view of the lush garden and private pool area through bright, natural light.

Home in Naples Park

Paradise in the Park - Heated Pool

5 out of 5 average rating, 10 reviews

A spacious living area features a modern open-concept design with wooden beam accents. Light-colored furniture includes a white sofa and two armchairs. A round coffee table sits in front, and a comfortable workstation is visible nearby. The kitchen is seen in the background.

Apartment in Naples

Naples Tyme Retreat

4.99 out of 5 average rating, 98 reviews

A bright pool area features a sparkling blue swimming pool surrounded by beige stone tiles. Comfortable lounge chairs are positioned alongside the pool, with a shaded gazebo in the background. Lush greenery and palm trees create a serene atmosphere, enhancing the outdoor experience.

Cottage in Naples Park

Sugar Beach Bungalow With a Pool!

5 out of 5 average rating, 9 reviews

1 Bedroom/ Bayshore Art District

An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.

5 out of 5 average rating, 23 reviews

Pool Home Minutes to the Beach

5 out of 5 average rating, 10 reviews

Apartment in Old Naples

LeMalo, Olde Naples Condo, walk to Beach & 5th Ave

A bright and airy living area features a light-colored sofa paired with a round side table. Natural light enters through a window, illuminating the space. A dining table with black chairs is positioned nearby, complementing the modern décor and wood-beamed ceiling.