Holiday rentals with breakfast in Naples

Private Cozy Coastal Bugalow

Welcome to our woodsy coastal getaway! Located 15 minutes from the sunny beaches. An attached studio guest suite is peaceful & relaxing. Enjoy the mini kitchenette, private bathroom and entrance w/its own patio, along with parking. Take a walk down our long driveway sprinkled with close to 100 orchids that may be in bloom. Some bloom throughout the year and others only once a year. We are a friendly couple who welcome all visitors from around the world. We hope you enjoy your visit to Naples!

Villa Cascata Mediterranean Home

Same Day Bookings-- Please Inquire First; Not guaranteed to be able to accommodate. Unique and updated, tropical oasis tucked into the ideal Vanderbilt Beach location! Villa Cascata is a Mediterranean-style home complete with a lush landscaped backyard oasis & waterfall pool. Located just 3/4 mi to popular Vanderbilt Beach. Primary: King. Guest Room Queen, Third bedroom has a twin over full bunk bed with a trundle (bunkroom has a total of 3 beds & can sleep 4). Extra Charges: Pets Pool Heat

Spacious and private home in prime Naples location

Spacious and clean 3 bedroom, 2 bathroom house fully furnished in Naples with lots of land and a lake view! Central to everything! Less than 10 minutes to the beach and 5 minutes to Mercato! Enjoy fishing, manicured lawn and landscaping, privacy, and a beautiful view from your back porch! Perfect for families, adults in need of relaxation, or a business trip! Family friendly neighborhood great for walking or biking. Plenty of seating for dining, including an outdoor table on lanai. 2 king beds!

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Private Pool Oasis | King Suite | Near Downtown

Welcome to your luxury pool retreat! Relax in style just minutes from downtown. • Large private pool • Spacious king suite with bathroom • Fast Wi-Fi & Smart TVs • Fully Fenced Backyard Unwind in open-concept living areas, cook in the fully equipped kitchen, then step outside to the patio for sunset swims. Three comfy bedrooms ensure everyone has space to recharge. Why you’ll love it: Pool & Loungers Outdoor Dining Table Dedicated Workspace Free Washer/Dryer & Free Parking Large Kitchen

Waterfront Oasis – Heated Pool & Endless Sunshine

Escape the winter chill and settle into this peaceful waterfront retreat in sunny Cape Coral. Perfect for relaxing, this home is close to restaurants and shops, making it easy to enjoy the area. Enjoy mornings on the private dock watching dolphins and boats drift by, or spend afternoons by the pool with calming water views. The home offers four comfortable bedrooms, two full baths, and high-speed Wi-Fi, ideal for extended stays and warm, laid-back coastal living. 🌴☀️

Cottage between Sanibel and Edison / Ford Estate

This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

Briarwood Paradise - The Briarwood Rental Company

Welcome to your own private vacation paradise. Located in the private gated community of Briarwood, this tastefully decorated lake front home has a split floor plan and offers an expansive lanai with direct access from the master bedroom and the living room. Enjoy free community amenities including two pools, tennis, pickleball and basketball courts, and playground equipment. Located just 10 mins from downtown Old Naples and beautiful local beaches.

Luxury 3BR Ole Resort | Steps to Amenities

Experience refined Naples living in this spacious two-story retreat at Olé at Lely Resort. Just a short walk to the pool and main amenities, this 3-bedroom + large office home blends privacy with resort convenience. Enjoy open-concept living on the main floor, with all bedrooms upstairs for added comfort. Relax on the screened front porch and unwind in a beautifully furnished home designed for extended stays and effortless Florida living.

Coastal Waterfront Retreat | Pool & Spa

Escape to this waterfront Cape Coral retreat with Gulf access, a private pool, and spa (heated in winter). Enjoy serene canal views, a private dock, and seamless indoor-outdoor living designed for relaxation. This 3BR, 2.5-bath home features a fully equipped kitchen and comfortable, upscale spaces. Nestled in a quiet neighborhood near dining, shopping, and waterfront restaurants—perfect for a peaceful coastal getaway.

Coastal Elegance: Dual Master Bedroom Retreat 3/3

This stunning single-story home is just one mile from the white sands of Vanderbilt Beach, perfect for an evening stroll or a quick bike ride. At Naples Coastal Vacations, we personally develop and manage our properties to ensure an exceptional guest experience. Every detail of this home has been thoughtfully crafted to offer luxury living that exceeds expectations, creating the ultimate coastal getaway.

Tropical Getaway

“Enjoy an unforgettable stay in our cozy tropical accommodation, ideal for families and groups. Our property features a refreshing pool, a children's park, an outdoor fire pit, and a pool table for your entertainment. Also, we are just minutes from the beach and very close to the airport, which makes our place perfect for a relaxing vacation.