Holiday rentals with breakfast in North Naples

Greenlinks Purple Orchid Luxury Villa-1st Flr/3bdr

Possible Temporary Pool Closure from June 22 for Equipment Upgrade This newly furnished and fully remodeled villa has been thoughtfully redesigned to create a relaxing and memorable vacation experience. New owners, we have invested in high-end appliances, stylish furniture, new beds and mattresses, updated kitchen essentials, fresh paint, and modern décor throughout the unit. Please note that the resort pool may be temporarily closed for a few weeks beginning June 22 due to equipment upgrades.!

Family · Location · Amenities

NEW! 1.5 Miles to Beaches. Bonita Holiday House

🏖 1.5 mile from beaches 🏖 ** BRAND NEW LISTING TO AIRBNB FOR 2026** This is a 2 Bedroom 1 Bath house only 1.5 miles to Barefoot/Bonita beach 🏖 and easy walking distance to many of Bonita's highly rated restaurants! House is approx 700 sq. ft. Full kitchen with Stove, portable dishwasher, and microwave. Both bedrooms have Queen beds, with a pull out sofa sleeper in Front Room. Quiet area. Relax with the whole family at this peaceful place to stay. Located on a canal, yet close to everything.

Location · Outdoor spaces · Pets

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!

Location · Family · Check-in

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

Location · Value · Amenities

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

Value · Family · Biking

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.

Location · Family · Nearby

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.

Family · Value · Decor

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.

Location · Family · Decor

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.

Location · Pool · Cleanliness

"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.

Family · Location · Back garden

Naples Hideaway

Short term rental, 2 bedrooms with private 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.

Location · Family · Beach

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

Value · Location · Bathroom