Cottage holiday rentals in North Naples

A covered outdoor seating area features two lounge chairs beside a natural rug. String lights hang from the wooden ceiling, providing soft illumination. The view of the canal, adorned with lush greenery, is visible beyond the inviting space, enhancing the tranquil atmosphere.

4.87 out of 5 average rating, 62 reviews

The Bonita Bitty Beach Cottage

Welcome to the Bonita Bitty! This 2 bed, 1 bath direct waterfront cottage is the perfect getaway spot to relax & recharge. Outdoor dining and lounge area with private canal mangrove views with the occasional manatee & dolphin visit. Unbeatable location in a quaint neighborhood only 1 mile to walk/bike to the beautiful beaches. Downtown, parks, restaurants, cafes, & breweries minutes away. Explore all Bonita, Naples, & Fort Myers paradises have to offer from this Bonita duplex. Estero Bay fishing

LocationCheck-inBiking

4.93 out of 5 average rating, 160 reviews

LRG Deck River Kayak Launch Updated 1.3M To Beach

Cozy 2 Bedroom 1 Bath Freshly Updated Coastal Cottage. 1.3 Miles to World Renowned Barefoot Beach. 10 Restaurants, 7/11, bait shop, kayak, rental & Publix all very close. Our property is a former Girl Scout Fishing Camp with 8 cottages. Enjoy our 25 ft dock on the Imperial River which leads to the Gulf of Mexico for private use of our guests. Fish from our dock or use the Kayak Launch and a Jetski Floating Dock If this listing doesn't fit your needs, ask us for a link to all of our listings.

LocationValueKitchen

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, 43 reviews

Cheerful 3 bedroom Cottage near the beach!

Relax with the whole family at this peaceful, spacious home. Located in Naples Park, just a short walk to Mercato, Whole Foods, and top dining, and only 1.3 miles to Vanderbilt Beach. Pet-friendly and fully equipped with high-speed WiFi, YouTube TV, a fully stocked kitchen, private backyard, and cozy indoor fireplace. Enjoy a Level 2 Tesla EV charger, 3 cruiser bikes, plus beach gear including toys, cart, umbrellas, and chairs. This updated cottage is ready for your perfect Naples getaway.

ValueLocationWalkability

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.

4.98 out of 5 average rating, 199 reviews

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!

LocationFamilyWi-Fi

5 out of 5 average rating, 216 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 Bdrms open to a Beautiful Screened Lanai with Outdoor Dining & BBQ Overlook a Little "Beach". Master Bdrm has a King Bed Ensuite Bathroom w/Shower; additional Guest Bdrm has 2-Twins or King Bed and Hall Guest Bathroom. Enjoy Pickleball on our shared court or ride one of our bikes to the nearby beaches, grocery, or restaurants!

LocationFamilyWi-Fi

A serene lakeside view is captured, featuring two comfortable chairs positioned on lush green grass. The tranquil water reflects the blue sky and surrounding greenery, with a decorative black fence marking the water's edge.

5 out of 5 average rating, 106 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.

ValueFamilyBeach

A tranquil saltwater pool reflects the vibrant colors of the sunset, surrounded by lush greenery. In-water lounges provide comfortable seating, while several umbrellas offer shade. The pool's edge is complemented by a stone surface, adding a natural element to the serene outdoor space.

4.96 out of 5 average rating, 23 reviews

Las Tortugas Azules (The Blue Turtles) - Family Retreat

Las Tortugas Azules is a Family Retreat where you and your family can relax and enjoy a sun + fun filled get-a-way. We can accommodate 4 adults and 2 small children. There is a charge for 4+ adults. Outside is a play and patio area with lounges, tables, and chairs. Heated cocktail style saltwater pool, in-water lounges + umbrellas. We do accept up to 2 small dogs, 30# max each. Pet fee is $250. We have No Cleaning or Airbnb Fees! Florida License #DWE2104446 Collier Ctny License PENDING

LocationFamilyBarbecue

A private heated saltwater pool is surrounded by a paved area and tropical plants. Several white lounge chairs are positioned beside the pool, offering a relaxing space for sunbathing. The water is clear, reflecting the blue sky above.

4.9 out of 5 average rating, 274 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

FamilyLocationWi-Fi

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

4.96 out of 5 average rating, 141 reviews

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

ValueLocationHeating

A light-filled living area features a comfortable beige sofa adorned with blue and green cushions. A white coffee table sits on a textured rug, while soft curtains frame the glass door leading to the private deck. A ceiling fan enhances the airy feel of the space.

4.93 out of 5 average rating, 153 reviews

Coral Cottage Retreat

Enjoy a quintessential 2-bedroom, 2-bath beach cottage in the heart of central Naples! You’re just 12 minutes from Mercato’s shops and restaurants and 8 minutes from the dining and boutiques of Old Naples’ 5th Avenue. The home comfortably accommodates guests with three queen-size beds, including a sofa bed. Prefer to explore nearby? Walk or bike to great local spots—our favorites are in your guest guide. Or hop on a complimentary bicycle and reach the beach in just 9 minutes!

ValueLocationView

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.

4.99 out of 5 average rating, 75 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.

FamilyValueGetting around

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.

4.91 out of 5 average rating, 131 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.

ValueFamilyIndoor spaces

Popular amenities for North Naples cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The exterior of the house is presented, showcasing a two-story structure with a light blue facade. A spacious driveway leads to a garage underneath, bordered by palm trees. A large front deck with white railings provides direct access to the home.

4.63 out of 5 average rating, 8 reviews

Wobbly Pelican steps from beach!

FamilyLocationAccuracy

5 out of 5 average rating, 3 reviews

Tropicottage ~ resort living in Naples, Florida

LocationFamilyOutdoor spaces

Superhost

A modern kitchen features stainless steel appliances and a marble-topped island. Two wooden chairs are positioned at the island, allowing for casual dining. Natural light fills the space through large windows, providing a bright and inviting atmosphere.

4.83 out of 5 average rating, 6 reviews

Located 10 mins from the beach! Central Location!

LocationLong stayQuiet

A cozy living area features a light brown couch adorned with decorative pillows. A glass coffee table with a natural wood base sits in front, while a colorful stained glass window above provides a cheerful touch. Light streams in through multiple windows, enhancing the inviting ambiance.

4.76 out of 5 average rating, 46 reviews

Cozy Cottage in Premier Resort

ValueFamilyIndoor spaces

Superhost

4.88 out of 5 average rating, 17 reviews

Central Location! 13 minutes from the beach!

FamilyLocationBeach

Superhost

Cottage in Old Naples

5 out of 5 average rating, 27 reviews

Fern Cottage! Sleeps 6! FREE Beach Parking!

FamilyLocationGetting around

Pet-friendly cottage rentals

A light-filled living area features a white sectional sofa and two patterned armchairs. Natural wood flooring complements large windows overlooking greenery. An adjacent dining space is visible, showcasing a modern table with dark chairs, while a unique light fixture adds interest to the open layout.

5 out of 5 average rating, 7 reviews

Cheerful 3 bedroom casita w fence & 1 mi to beach

FamilyLocationIndoor spaces

5 out of 5 average rating, 11 reviews

Charming Waterfront Cottage on the Imperial River

FamilyLocationNearby

5 out of 5 average rating, 5 reviews

Pink Palm*Steps to Beach*Pool & Sofa Bed

FamilyLocationWalkability

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.

4.78 out of 5 average rating, 40 reviews

A Cozy Cottage Close to Beach and Downtown

LocationValueGetting around

An aerial view depicts a single-story rental property with a blue front door. The driveway is paved, bordered by a landscaped area with plants. Surrounding homes and green lawns are visible, providing a sense of community.

4.87 out of 5 average rating, 39 reviews

Naples Park Beach Escape

FamilyValueNearby

An outdoor seating area features a round black table surrounded by six metal chairs, set against a backdrop of white siding. A potted plant sits in the center of the table. Sunlight filters through the nearby window, enhancing the inviting atmosphere.

5 out of 5 average rating, 19 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

LocationFamilyNearby

A modern kitchen with a spacious granite countertop features bar seating for four. Pendant lights hang above, illuminating the area. The open layout connects the kitchen to a cozy living space, which includes a comfortable sofa and a large wall-mounted television.

4.53 out of 5 average rating, 59 reviews

Charming Beach Cottage

LocationValueParking

Cottage in Lake Park

5 out of 5 average rating, 4 reviews

Key West Cottage: 3/2 Steps to Downtown & the sand

LocationBathroomNearby

Private cottage rentals

A large window offers a view of the surrounding area, featuring palm trees and structures in the distance. Natural light fills the space, and a comfortable seating area with decorative pillows is positioned beside the window.

anchors away. Great location

FamilyLocationWalkability

A charming exterior view of a newly renovated property is shown at night, with a light turquoise façade illuminated by soft outdoor lighting. A white picket fence borders the landscaped area, where potted plants and two vibrant chairs can be seen.

4.9 out of 5 average rating, 63 reviews

DEJA BLUE Beach Bungalow 1000ft from the BEACH!

ValueLocationNearby

A modern dining area features a large table surrounded by stylish chairs. A striking light fixture hangs above, while artwork adorns the wall. Lush plants are positioned in corners, contributing to a fresh and inviting atmosphere. A patterned rug warms the space beneath the table.

4.98 out of 5 average rating, 63 reviews

⭐️NEW | 3BD Greenway Cottage | Central | Near beach

LocationValueBathroom

A long wooden pier extends into a calm ocean, with people enjoying the sunset. The sky is filled with warm hues of orange and yellow, reflecting on the water. Clouds are scattered, adding texture to the evening sky.

4.8 out of 5 average rating, 20 reviews

Joy's Beach Cottage

FamilyLocationLaundry

4.94 out of 5 average rating, 17 reviews

Boho-Style Escape w/ Patio ~ 3 Mi to Bonita Beach!

LocationKitchenCleanliness

A spacious outdoor area features an inground pool surrounded by a screened enclosure. Comfortable seating and dining options are provided under colorful shade sails. Lush greenery is visible in the background, enhancing the relaxation space.

4.58 out of 5 average rating, 36 reviews

Cozy Getaway!

ValueFamilyAir conditioning

A bright and airy living space features a comfortable gray sofa and a wooden coffee table, complemented by a woven chair. The kitchen area includes modern appliances with a tile backsplash, while the wall displays 'BAREFOOT BEACH' in playful lettering, enhancing the cozy ambiance.

5 out of 5 average rating, 26 reviews

Coastal Cottage w/ King Bed- Close to the Beach!

LocationValueLayout