Cottage holiday rentals in North Naples

4.93 out of 5 average rating, 28 reviews

A charming front porch features two comfortable chairs with vibrant cushions, positioned against a light blue wall. Lush tropical plants surround the entrance, enhancing the inviting atmosphere. A door adorned with a seasonal wreath adds a welcoming touch, while large windows allow natural light to fill the space.

Cottage in Naples

Olde Naples Beach Cottage - 1 mile Bike to Beach!

Our tropical retreat in the heart of Naples has everything you need to feel right at home. Imagine yourself sipping a glass of wine under the cover of a tropical canopy, taking a shower under the stars after a sunny day on the white sand beaches of Naples. Fish at the Pier, visit the pristine beaches of Lovers Key and Marco Island, take a shelling tour to Sanibel Island, stroll and shop 5th Avenue, spend an afternoon at Naples Zoo, or play at the Casino in Immokalee. Welcome to our Paradise!

A spacious living area features a large sectional sofa arranged around a wooden coffee table. A flat-screen television is mounted on a gray entertainment unit. Light streams in through the window with white blinds, complementing the neutral color palette of the room.

4.91 out of 5 average rating, 33 reviews

Cheerful 3 bedroom Cottage near the beach!

Relax with the whole family at this peaceful, spacious Home. Located in the southern area of Naples Park and Walking distance to Mercato, Whole Foods, Countless Restaurants and just 1.3 Miles to Vanderbilt Beach. This Pet-friendly Home includes high-speed internet, YouTube TV Service, a Fully stocked kitchen, a private backyard, Indoor Fireplace, Level 2 Tesla EV Charger, 3 Cruiser Bicycles, Beach Toys, Beach Cart, Umbrellas and Folding Chairs. This updated cottage awaits your next vacation!

4.97 out of 5 average rating, 32 reviews

A cozy living area features a dark sofa paired with a round table holding a floral arrangement. A television mounted on the wall displays calming imagery. Natural light enters through a window adorned with bamboo shades, creating a relaxed ambiance.

Cottage in Naples

CozyCove

Welcome to the "CozyCove," your ideal get away nestled in the heart of sunny southwest Florida! This charming cottage is perfectly situated just 5 minutes drive from the vibrant downtown 5th Ave, where you'll discover an array of restaurants and shopping delights. And if you're craving the sun and sand, the beautiful Naples Beach is just a short 10 minute drive away. The cottage come with full kitchen, bathroom, wash and dryer, plus high speed internet, private parking and all other amenities

5 out of 5 average rating, 205 reviews

A bright living room features colorful striped sofas and cushions, with a coffee table at the center. A vibrant blue media console holds a television, while wall art depicting beach scenes enhances the space. Natural light filters through the curtains, creating a cheerful ambiance.

Cottage in Pelican Bay

Coastal Vibes Cottage Pickleball Ct Mile to Beach

Located less than One Mile from the Beach in the Center of the City Hustle, Open Spaces & Bright Beachy Vibes gently remind you of why you came! French Doors in both Bedrooms open to a Beautiful Screened Lanai with Outdoor Dining & BBQ Overlook a Little "Beach". Master Bedroom has Ensuite Bathroom w/Shower; additional Guest Bedroom has 2-Twins or King Bed and Hall Guest Bathroom. This completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

4.98 out of 5 average rating, 182 reviews

A bright living area features large glass sliding doors that open to a private patio with views of lush greenery. A round dining table with four chairs is positioned adjacent to the doors, while a dark sofa is placed nearby, creating a welcoming and open atmosphere.

Cottage in Naples

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.

5 out of 5 average rating, 90 reviews

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Cottage in Bonita Springs

The exterior of a cottage is shown, featuring a brown shingled roof and a garage door with a wood-like finish. Vibrant flower beds with hibiscus plants line the walkway, which is made of smooth concrete leading to the entrance.

4.89 out of 5 average rating, 35 reviews

A Cozy Cottage Close to Beach and Downtown

A cozy and clean cottage, perfect for a couple . Enjoy pristine beaches (10 mins away) Bonita Downtown with coffee shops, kayak rentals, botanical gardens and farmers market under 2 miles away, . Naples 5th Ave , RSW, and Fort Myers all about 20 mins away. On a quiet cup-de-sac, supplied with everything you need. Come relax , get some work in if you need to and enjoy the best of what Southwest Florida has to offer! You will love how cozy you feel and how close you are to everything here!

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

4.91 out of 5 average rating, 257 reviews

Cottage Close to Vanderbilt Beach Heated Pool

2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

Cottage in Bonita Springs

A serene view of the Enchanted Cottage is showcased amidst lush tropical landscaping. Pathways with stone pavers lead towards the quaint entrance, bordered by various palms and flowering plants that enhance the peaceful garden setting.

4.98 out of 5 average rating, 62 reviews

The Enchanted Cottage on the Imperial River

Spiritually relaxing & located on the Imperial River Kayak Trail, the Enchanted Cottage is the perfect Oasis before wandering Downtown to the shops & restaurants of Bonita Springs. Explore this unique property, wander the gardens, Fish or Kayak & explore the River before discovering the new Food Truck Park, bars, & weekend festivals of Bonita Springs. A gorgeous 1920s estate conveniently located; 15-20 mins to RSW, FGCU, & the SWFL beaches with many nearby shops & restaurants.

A bright pool area features a sparkling blue swimming pool surrounded by beige stone tiles. Comfortable lounge chairs are positioned alongside the pool, with a shaded gazebo in the background. Lush greenery and palm trees create a serene atmosphere, enhancing the outdoor experience.

4.99 out of 5 average rating, 97 reviews

Sugar Beach Bungalow With a Pool!

Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

An open-concept living area features a modern kitchen with a spacious island and bar seating. Natural light filters through large windows, illuminating the stylish decor. A comfortable sofa is positioned near a round coffee table on a decorative rug, surrounded by artwork and plants.

4.94 out of 5 average rating, 108 reviews

Cozy Beach House in North Naples

Relax and recharge in this serene, stylish home perfectly situated in the heart of Naples Park. Just 1 mile from the pristine sands of Vanderbilt Beach and less than a mile from Mercato’s vibrant dining, shopping, and entertainment, you’ll have the best of Naples right at your fingertips. Whether you're soaking up the sun, exploring local hotspots, or simply enjoying a peaceful escape, this home offers the ideal blend of comfort, convenience, and coastal charm.