Holiday rentals with breakfast in North 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!

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

Sunlit Naples Pool Escape!

This beautifully furnished pool home is perfectly located just minutes from world-renowned beaches, 5th Avenue dining, shopping, and top golf courses. Relax in your private oasis with a heated and saltwater pool, and tropical landscaping. Inside, enjoy a fully equipped kitchen, smart TVs, fast Wi-Fi, and comfy beds. Whether you're here to unwind, explore, or work remotely, this home offers the ideal blend of comfort, convenience, and Florida charm. Perfect for families, couples, or snowbirds.

Villa Cascata Mediterranean Home

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 and waterfall pool. Located just 3/4 mile to beach access at popular Vanderbilt Beach. Primary: king size. Guest Room 1 queen-sized bed, and the 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 Extra Guests Pool Heat Concierge Menu (Ask About)

Resort Style Tropical Oasis

Location, location, location! This beautiful 3 bed 3 bath waterfront modern home, which offers the perfect blend of comfort, convenience and entertainment. Ideal for families and friends. Just a short walk to the beach and minutes away you can enjoy easy access to fine dinning, shops and lively nightlife. Relax in luxury at this waterfront retreat featuring a pool, hot tub, fire pit, 6 smart TVs, full outdoor kitchen, bar, and private dock. Perfect for entertaining or unwinding in style.

Luxurious condo in Lely Ole - Amazing location!

All new furniture and furnishings! Be the first guests to enjoy this fabulous new spot in the luxurious and highly desirable Olé at Lely Resort! 3 bedrooms, 2.5 bathrooms, plenty of room for your family or friends to relax and spread out. The amenities are endless!! Enjoy a full gym, breathtaking pool, tennis, library, restaurants and more! All in a fabulous location too! The whole group will enjoy easy access to everything from this centrally located place!

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.

Backyard Oasis: White sand, exotic trees & plants.

3 Bed, 2 Bath - Dog Friendly and the Best Value in Naples Park! The "Hideaway" is a charming "Key West" style house with a large white sand back yard. This OASIS of exotic plants, palm & bamboo trees on 1 & 1/2 lots. A hammock, an outdoor hot/cold shower with a raindrop shower head. A Fire pit and gurgling dolphin fountain all lit up at night. We provide bicycles, pickleball rackets, fishing rods, beach chairs & towels. Also golf clubs on request.

Naples Oasis – Perfect Getaway!

This serene 4-bed, 2-bath home offers a fully equipped kitchen and outdoor BBQ area for relaxing dinners. Beach chairs, umbrellas, and golf clubs are included. Just 7 minutes from Clam Pass and Seagate beaches, you can bike or drive to the best beach spots. Walking distance to Publix, Target, and more. Bedrooms include a king, queen, twin beds, and bunk beds (queen and full). Perfect for a relaxing stay near shops, restaurants, and the beach!

"Tropical Retreat"

YOUR PRIVATE PARADISE AWAITS! QUIET & SECLUDED GEM OFF THE BEATEN PATH, YET CLOSE TO EVERYTHING NAPLES HAS TO OFFER. Minutes to the Beach during the day and the Mercato Entertainment District at night. Great options for Golfing, Fishing, Dining and Shopping close by. This home is PERFECT for weekly & monthly visitors! Unwind and enjoy a true vacation atmosphere either off the grid, or plug in for a perfect remote work environment.

"Casa Bella" Poolside boutique style guest suite

Casa Bella is a large European home with stylish, comfortable décor. Enjoy our private pool side guest suite, bedroom with king size bed; living room 85 " TV; dining area, bathroom. Breakfast items offered. Kitchenette- sink, refrig, cooktop, micro. BBQ grill, great for dining outside. Private entrance, pool, parking, beach chairs, umbrella, towels etc. less than 1.5 miles from Bonita Beach, Walk to markets, many restaurants, shops.

Naples Hideaway

Short term rental, 2 bedrooms with private shared bath, private access for each. Private lanai with front and back patios, plenty of parking. Stroll to the beach or ride our bikes to the Ritz Carlton, Mercato, Whole Foods or Walmart. Arthrex University and NCH are walking distance away. Very reasonable w/4 people it can be under $50 per person per night and less than $100 per room per night. Rent as a suite. Owner on site.