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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Nestled in the heart of Olde Naples, The Mark on 8th offers a rare blend of luxury, location, and flexibility — including weekly rentals that make it an exceptional choice for your Southwest Florida escape.
Welcome to a luxurious turnkey retreat at St. Laurent in Pelican Bay, where refined design meets effortless coastal living.
Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.
Welcome to this beautifully appointed sixth-floor residence in The Dunes of Naples, one of North Naples' most sought-after resort-style communities.
Welcome to your seasonal escape in the highly sought-after Treviso Bay community in South Naples.
Step into this beautiful 3-bedroom, 2-bath residence, offering over 1,700 square feet of open and airy living space.
Indulge in the ultimate coastal retreat at 13915 Old Coast Rd #502, a masterfully designed residence located within the ultra-exclusive Kalea Bay community in North Naples.
Some Naples addresses simply can't be beat — and this is one of them.
Welcome to The Strand, a highly sought after Social Community in North Naples! A beautiful first floor, 3 Bed/ 2 Bath, end unit with golf course views.
From the seventh floor of Del Mar Club, the view runs over the palms of Lowdermilk Park straight out to the Gulf.
Enjoy gorgeous landscaped and pool views from this third floor 3 bedroom 2 bath Valencia condominium.
Sunset Gulf views from the penthouse level, a private beachfront enclave, and Waterside Shops within walking distance.
DOLPHIN BREEZE RETREAT available as annual rental. Swim with the dolphins and wine down with sunsets! Perfect condominium with a spectacular gulf view, where every day feels like a vacation.
Welcome to your dream vacation rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style.
Exquisite condo at Regatta, Vanderbilt Beach, featuring stunning decor with tasteful furnishings and accessories.
Whether you are looking for a seasonal retreat or a long-term home, this ground-floor condo in Harbor Lakes of Naples offers the perfect blend of modern luxury and coastal convenience.Located in the h…
On the Beach!
Wake Up to the FairwayThere are only a handful of residences inside Treviso Bay where you can sit on your lanai and watch golfers tee off in the morning.
TheTiburon Club and the Ritz Carlton Golf Resort is across the street from this first- floor condo in Tiburon.
Welcome to Trevi 4915, a stunning 2-bedroom, 2-bathroom ground-floor condo in the highly sought-after Treviso Bay community.
Bonita Springs Seasonal Rental. Enjoy resort style living this season in this one level four bedroom plus den recently constructed home in Seasons at Bonita.
Your Naples season, done right.
Your Naples Seasonal Getaway Awaits — Gulf-View Retreat in Pelican BayEscape to sunshine, sunsets, and the ultimate SW Florida lifestyle in this immaculate two-bedroom unit in St.
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.
