Naples Vacation Rentals Homes & Condos
Browse 357 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 →
Filters
Showing 1–24 of 357 properties
Trevi 5418
Discover this breathtaking three-bedroom, two-bathroom condo located in the esteemed, resort-like environment of Treviso Bay.
Dolphin Way on Bonita Beach 109
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!
Naples Park 551
Immaculate 4-Bedroom home by Vanderbilt Beach - sleeps 9 comfortably and is equipped with a heated pool and an outdoor grilling station. Perfect for entertaining friends and family.
Serendipity at Pelican Bay
Experience the best of Naples living in this beautifully renovated 2-bedroom, 2-bath condominium in Serendipity at Pelican Bay.
Castillo in Tiburon 103
CASTILLO AT TIBURON luxury Penthouse overlooking the 2nd fairway of the Championship Gold Course!
The Pier House
Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes.
Vanderbilt Towers - Vanderbilt Beach - Bayside 610
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!
Royal Harbor Golden Shores
Sunlight spills across the lanai, pool deck, and backyard, each space opening to the waterway—a clear path to the Gulf of Mexico through Naples Bay.
Trevi 5426
Stunning condo in East Naples premier resort community!
Gulf Breeze - Vanderbilt Beach - Bayside B-401
This beautifully decorated two-bedroom condo is steps from the beautiful sand and surf of Vanderbilt Beach and Delnor Wiggins State Park. This 4th floor corner residence has lovely Bay and Gulf views.
Esplanade Club 505
Welcome to your slice of paradise at the Esplanade Club.Perched directly on the sugar-white sands of Naples, Unit 505 offers the perfect blend of spacious living and breathtaking scenery.
Regatta 400-403
Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT!
Naples Park 559
The Coastal Haven - 3-bed Immaculate home near the beach
Laurel Oak in Pelican Bay 104
Enjoy serene lake views and the ultimate in convenience with this beautifully renovated 2-bedroom, 2-bath first-floor condo in the desirable Laurel Oaks neighborhood of Pelican Bay.
Trevi 5442
Experience the epitome of luxury living in this elegant 2-bedroom, 2-bathroom condo located within the exclusive Treviso Bay community in Naples.
Bordeaux Club in the Moorings 212
This beautiful Bayfront condominium in the Moorings with prestigious Gulf Shore Boulevard address.
Giaveno 1714
Welcome to your seasonal escape in the highly sought-after Treviso Bay community in South Naples.
Serendipity in Pelican Bay
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.
The Mark 311
Experience upscale Naples living at The Mark on 8th, a premier condominium in the heart of Olde Naples — just steps from world-class dining, boutique shopping, and the white sand beaches of the Gulf of Mexico.
Castillo at Tiburon 2809-101
ATTENTION GOLFERS! This first floor home in Castillo at Tiburon is available and includes a transferrable Full golf membership!!
Acqua 417
Welcome to Acqua 417, a beautifully remodeled 2-bedroom, 2-bathroom oasis located in the prestigious Treviso Bay community.
Harborside Gardens at the Moorings B4
Experience the best of Naples seasonal living in this light-filled 2-bedroom, 2-bath condo in Harbourside Gardens, a sought-after bayfront community in The Moorings.