Holiday houses in Naples

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Top-rated holiday rentals in Naples

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Top Guest favourite

Home in Naples

4.96 out of 5 average rating, 112 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.

Top Guest favourite

Home in Naples

4.99 out of 5 average rating, 135 reviews

POOL HOUSE, CLOSE TO THE BEACH & DOWN TOWN NAPLES!

HEATED Pool home - Completely renovated home that comfortably sleeps 6 Only 5 minutes to the most desirable Beaches in the USA! Also very close to incredible restaurants, Publix, Target, Shopping, Parks and only 10 minutes to Downtown Naples. Flat-Screen TVs, Hi-Speed Internet, Comfy beds, modern and fully-stocked Kitchen. Very private and large pool with outside grill and patio furniture. Perfect for relaxing after a long day at the beach, we look forward to welcoming you to our HAPPY PLACE!

Guest favourite

Home in Naples

4.94 out of 5 average rating, 126 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!

Top Guest favourite

Home in Naples

4.96 out of 5 average rating, 125 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Guest favourite

Home in Naples

5 out of 5 average rating, 19 reviews

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

Nestled on a tranquil street in the heart of Naples, this newly renovated retreat offers the perfect mix of modern comfort and coastal charm. Step outside to a chic outdoor living area, perfect for enjoying your morning coffee or relaxing in the evening breeze. Just minutes from renowned 5th Avenue and pristine beaches, it's easy to enjoy the best of the area. Plus, we provide all the beach essentials — chairs, umbrellas, and towels — so you can fully relax and enjoy the sun-soaked paradise.

Top Guest favourite

Villa in Naples

5 out of 5 average rating, 32 reviews

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

Tranquil Naples Oasis: 5 Miles to Beaches! Updated, family-friendly 4BD/3BA home, just 5 miles from Lowdermilk, 5th Ave, and Clam Pass beaches. Quiet, safe, gated cul-de-sac community with sports amenities. Relax in our screened lanai: salt pool, grill, loungers, egg chairs, indoor/outdoor flow. Perfect for family gatherings and relaxing afternoons. Enjoy white linens, a fully stocked kitchen, and easy access to all Naples has to offer, 15 minutes away! Your perfect family getaway awaits!

Top Guest favourite

Home in Naples

5 out of 5 average rating, 20 reviews

Pool Home Minutes to the Beach

Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Top Guest favourite

Condo in Park Shore

5 out of 5 average rating, 19 reviews

Westshore 1201 at Naples Cay

Welcome to our condo with amazing views where you can enjoy the peaceful grounds with amazing views of the ocean, bay and Clam Pass. We are located on the 12th Floor of Westshore of Naples Cay Complex. 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.

Top Guest favourite

Home in Naples Park

5 out of 5 average rating, 19 reviews

Modern Oasis Naples Park

Maple Shore Homes proudly offers Modern Oasis Naples Park - the epitome of tropical luxury living! This stunning designer home is close to beautiful Vanderbilt Beach, restaurants at Mercato, shopping, bike paths and more. Spread out amongst the 4 grand bedrooms each with an ensuite bathroom; Cook in the fully equipped chef's kitchen with stunning 18-foot ceilings; or step out into the ocean air with covered dining, a grill, lounge zone and a heated salt water pool & hot tub.

Top Guest favourite

Condo in Naples

5 out of 5 average rating, 7 reviews

Naples Tyme Retreat

New spring rates! Enjoy Spring at Naples Tyme Retreat — an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining. Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

Top Guest favourite

Home in Coquina Sands

5 out of 5 average rating, 18 reviews

Beach Access Modern 3BR w/ Pool

Welcome to your ideal getaway in the vibrant heart of Old Naples! This stylish 3-bedroom retreat is just a few blocks from stunning beaches, inviting you to experience the perfect blend of relaxation and coastal adventures. Our home is ideal for families, couples, and friends looking to make the most of their vacation. Whether you're lounging by the pool, taking a sunset walk to the beach, or enjoying a gourmet meal prepared in your modern kitchen.

Top Guest favourite

Home in Naples

4.98 out of 5 average rating, 272 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. 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.