Florida

Naples vacation rentals

Gulf sunsets off the pier, world-class golf, and Florida's most polished beach town.

Best time to visit

December through April for dry 70s and the famous sunset streak; May–November is quieter and more affordable.

Rental types

Beachfront condos · Golf community villas · Old Naples cottages · Canal-front homes

Getting there

Fly into Southwest Florida International (RSW) near Fort Myers, 35–40 minutes north. Naples sits at the south end of the Gulf coast on US-41.

About Naples

Naples has been Southwest Florida's gracious beach town since the 1880s, when winter visitors first arrived by steamer. Today the historic pier — rebuilt after Hurricane Ian — still anchors the beach at the end of 12th Avenue South, and dolphins surf the wake of fishing boats most evenings at sunset.

Downtown splits between Fifth Avenue South's restaurant row and Third Street South's boutiques, both walkable to the sand. Nature is close in every direction: Delnor-Wiggins Pass State Park to the north, the mangrove maze of the Ten Thousand Islands to the south, and Corkscrew Swamp Sanctuary's ancient cypress forest inland.

Vacation rentals in Naples

Naples vacation rentals range from Old Naples cottages walking distance to the pier, to beachfront condo towers along Gulf Shore Boulevard and Vanderbilt Beach, to golf villas in the gated communities strung along the Tamiami Trail. Boaters should look at canal homes in Royal Harbor and Port Royal with Gulf access.

Season runs January through April, when monthly rentals dominate and rates peak — book six months ahead for those weeks. Summer brings genuine deals on the same properties. Many condos have 30- or 90-day minimums, so check building rules before planning a short stay. Day trips pair naturally with Marco Island, Fort Myers Beach, and Cape Coral to the north.

Things to do in Naples

Watch the sunset from the Naples Pier, then dine on Third Street South
Walk the boardwalk through ancient cypress at Corkscrew Swamp Sanctuary
Kayak the mangrove tunnels of the Ten Thousand Islands
Browse the Naples Botanical Garden and the Baker Museum
Play a round at one of 90-plus area golf courses
Take the kids to the Naples Zoo at Caribbean Gardens

Couples and snowbird seasons

Naples is one of Florida's best couples' destinations: sunset sails, white-tablecloth dining, and quiet, immaculate beaches. January through March, the town fills with seasonal residents — if you're considering a snowbird month, this is the friendliest version of it anywhere on the Gulf.

Where to stay in Naples

Old Naples

Historic heart around Third Street South and Fifth Avenue — cottages, dining, and the pier.

Vanderbilt Beach & North Naples

High-rise beach condos, the Ritz strip, and Delnor-Wiggins Pass State Park.

Pelican Bay

Resort-style community with private beach tram access, golf, and tennis.

Marco Island gateway & Isles of Capri

Boating country toward the Ten Thousand Islands, 20 minutes south.

Naples FAQs

Is Naples Florida expensive?

Naples is one of Florida's pricier destinations in winter season. Visiting May through November cuts lodging costs considerably, and north Naples condos offer better value than Old Naples.

Which is better, Naples or Marco Island?

Naples has the dining, shopping, and golf; Marco Island is a quieter, purely beach-and-boating island 20 minutes south. Many visitors stay on one and day-trip to the other.

Can you swim at Naples beaches?

Yes — the Gulf here is typically calm, warm, and shallow, with soft white sand. Summer brings the warmest water; winter air temps still average in the 70s.