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 gorgeous villa for a memorable stay! This western exposure 2 Bedroom + Den/2 Bath home is light and bright and has both a modern and comfortable feel.
This impeccably maintained 3BR/2BA condo, with its island-style décor and sunny western exposure, invites you to unwind in comfort.
LUXURY LIVING! Nestled amongst beautiful waterfront residences in a pristine setting in WILDBLUE. This home offers plenty of natural light throughout its open layout.
Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples!
Soaring above the coastline on the 11th floor, this exceptional residence offers breathtaking views of the Gulf of Mexico.
Breathtaking Views of the Gulf from an expansive 8th-floor lanai, and an enviable location steps away from beaches at Delnor-Wiggins State Park are all wrapped up in this bright Vanderbilt Towers Penthouse residence.
Step into resort-style living at its finest with this newly renovated, single-family home nestled on a premium lot in the coveted Verdana Village community.
St Tropez Beauty! Enjoy extra sunlight in this Southwest facing 2 bedroom+den/ 2 bath end unit. The den is currently set up as the third bedroom..
Welcome to 16450 Seneca Way at Talis Park, where arched iron doors open beneath a barrel vault and lead into a great room crowned with heavy stained beams.
Fabulous location, 20 minutes walk or 5 minutes drive to Moorings or Park Shore Beach.
Experience the inspired lifestyle of Valencia at Pelican Bay! This first floor 3 Bedroom/2 Bath home is light and bright with a cottage inspired interior perfect for Florida living.
Falling Water Beach Resort is a gated community with cascading waterfalls, walkways, lakes, fountains and beautiful vibrant tropical plants and trees.
Entertaining is easy in this beautiful 2-story townhome within close proximity to Mercato and Vanderbilt Beach! This 3 Bedroom/2.5 Bathroom end unit is one of the largest homes available in Pelican Ridge.
Experience penthouse living high above Pelican Bay in this spectacular 3-bedroom, 3-bath residence in Grosvenor, available December through February with a 90-day minimum stay.
This lovely updated 2 bedroom, 2 bath condo is beautifully furnished and has very nice art work. There is an unattached garage to keep your car out of the sun. The master bedroom has a king-sized bed and a smart TV.
Your Naples Seasonal Getaway Awaits — Turnkey Pond-View Retreat in Pipers GroveEscape to sunshine and serenity in this newly remodeled, turnkey two-bedroom plus den, two-bath end-unit condo — the perf…
Walk to the beach from this gorgeous studio condo at Vanderbilt Beach. Stylishly updated and impeccably designed, this lovely condo is being rented turnkey.
Naples charmer located at Serendipity in Pelican Bay! This first floor 2 Bedroom/2 Bath home has been tastefully renovated in a coastal Florida style with an abundance of natural light and splashes of color throughout.
Step into comfort and luxury in this newly remodeled first-floor coach style home.
Vanderbilt Beach Area-Marina Views-Walk to the Beach! This beautiful Naples condo overlooks the Bay and Marina. Wonderful water views from the sixth floor. Two Queen beds!
A refined coastal retreat in the heart of Park Shore, this beautifully updated single-story pool home is offered turnkey furnished and available for seasonal or off-season enjoyment just minutes from the Gulf beaches.
NEW TO THE RENTAL MARKET!
Experience the true Naples Lifestyle, all from this one-of-a-kind stunning residence in The Moorings!
Experience luxury living in the heart of Naples with this stunning condo on the golf course.
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.
