Sharwood 365
Escape to this stylish Naples coastal retreat, where modern luxury meets sun-soaked relaxation.
Browse 400 vacation rental homes and condos, from Olde Naples cottages to North Naples beach condos, with live pricing from trusted local rental agencies.
Prefer a curated, bespoke stay? Many visitors work directly with an agency for tailored recommendations and concierge-level service. Meet Naples' top rental agencies →
400 condos and homes from $53 to $2,143 a nightmost in Vanderbilt Beach, Treviso Bay and Pelican Bay44 pet-friendly54 sleep 8+
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Escape to this stylish Naples coastal retreat, where modern luxury meets sun-soaked relaxation.
Gorgeous like-new SFH in Bonita National Golf and Country Club.
Escape to the serene shores of Marco Island and discover 911 Giralda Ct, a premier waterfront residence designed for the ultimate seasonal getaway.
This is the kind of Naples stay where the hardest decision of the day might be whether to head to the beach, play a game of tennis or pickleball, enjoy the pool, or simply take a walk through Pelican Bay.
This designer-furnished 2-bedroom, 2-bath Birkdale sits on the fourth (top) floor of the last building on the street in Trevi at Treviso Bay — exceptionally quiet, wonderfully private, and wrapped in …
Welcome to this beautifully renovated 2-bedroom, 2-bathroom condo located at 555 Augusta Blvd #1 in Naples, FL.
Experience resort-style living in this beautifully furnished 2-bedroom, 2.5-bath coastal-themed townhome, ideally located in the highly sought-after Quad 1 of Olé at Lely Resort.
Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and aglimpse of the Gulf of Mexico.
Experience the vacation of a lifetime in our stunning 3-bedroom, 3-bathroom single-family home located in the prestigious, gated community of Quail Creek Village in Naples. Overlooking a golf course and complete with a private pool and brand-new golf cart
Location, Location, Location!
Welcome to your turnkey Naples escape in Royal Bay Villas—a beautifully renovated 2-bedroom, 2-bath ground-floor condo that’s been thoughtfully refreshed from top to bottom.
PUT YOUR TOES IN THE SAND AND LISTEN TO THE SOUNDS OF THE SURF FROM THIS NEWLY RENOVATED AND FURNISHED DOLPHIN WAY RETREAT IN BONITA SPRINGS!
Acqua 235 – 2-Bedroom Condo with Full Golf Membership
Embark on a week-long escape to the dazzling paradise of Regatta - where every moment is bathed in sunlight and pure bliss!
This is a single-story, three-bedroom home on the lake in Esplanade at Hacienda Lakes, a gated Taylor Morrison community in southeast Naples.
HELLO NAPLES!
Discover the perfect Florida retreat with this rarely available San Pablo condo in Ole at Lely Resort. This spacious 1,771 sq. ft.
Welcome to your sky house, beach retreat! St. Marissa is a luxury high-rise condominium building located in the gated subdivision of Crown Colony within Pelican Bay. St.
Charming Newly Renovated Villa with Pool & Scenic Views at Lely Resort
Turnkey-furnished Naples pool home available for seasonal — just bring your suitcase.
Welcome to your ideal vacation getaway in the exclusive Treviso Bay community of Naples, Florida. This sophisticated 2-bedroom, 2-bathroom condo provides all the luxuries of home in a serene and elegant setting.
Welcome to your vacation rental! Nestled within the highly sought-after Sapphire Lakes community, this charming 2-bedroom, 2-bathroom condo offers stunning views of a tranquil nature preserve from the screened lanai.
Nothing in Naples compares.
Welcome to the Regatta! This 9th floor residence offers one of the most highly sought after floor plans at Regatta with 3 bedrooms and 3 full bathrooms. With over 2000 sq.ft.
Renting a condo or home is one of the easiest ways to settle into Naples for a week or a whole season. Most of the area's vacation rentals are condos near the Gulf, from the towers of Vanderbilt Beach and Pelican Bay in North Naples to Park Shore and the Moorings closer to downtown, with homes and villas in communities such as Treviso Bay and Lely Resort in East Naples.
The homes here come from local rental agencies, with nightly prices from their own booking systems. You book directly with the agency, so check its minimum stay, which is often longer in winter and spring. Then plan the rest of your trip with our guides to Naples beaches and restaurants, or meet the agencies.