Cottage holiday rentals in North Naples

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.

4.93 out of 5 average rating, 28 reviews

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 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.

4.97 out of 5 average rating, 32 reviews

Cozy Cove

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.

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, 182 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!

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.

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, 258 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 Fort Myers Beach

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.

4.97 out of 5 average rating, 128 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!

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, 99 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.

4.95 out of 5 average rating, 110 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.

4.9 out of 5 average rating, 258 reviews

Cottage in Bonita Bay

Spacious By River 1.3 Mi to Beach 1 Bd 1 Bth Kit

Our Starfish Unit. A Spacious 2 Room 1 Bth You Will Have The Entire Unit. King Size Bed With A Queen Sleeper In Living Room. Enclosed Lanai. Shell Drive Way. The Property Has A Private Dock On The Imperial River About 1 Mile To The Gulf. Kayak Launch and a Jetski Floating Dock. 1.5 Mile Bike Ride To Beach. Publix (Grocer) Restaurants, Hiking, Beaches R Very Close. Fort Myers Beach South End 7 Miles FMB Town Square 13 Mi, World Renowned Docs 1.5 Mi

A spacious master bedroom features a king bed dressed in white linens accented by decorative pillows. Soft lighting from a bedside lamp complements the natural light filtering through sheer curtains. A cozy armchair and a wall-mounted TV enhance the comfortable atmosphere.

4.84 out of 5 average rating, 117 reviews

Cozy Cottage Near Vanderbilt Beach

This is a sweet and cozy Naples Park home that will make you want to relax and put your feet up. It is walking distance from the Mercato which features shopping, restaurants, and bars. Guests can easily bike to Vanderbilt Beach located 1.5 miles from the front door with the provided beach cruisers. Trader Joes, Whole Foods, Publix, Kayaks, Golf courses and movie theaters are located in the immediate area.

Popular amenities for cottage rentals in North Naples

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.

Cottage in Fort Myers Beach

4.57 out of 5 average rating, 7 reviews

Wobbly Pelican steps from beach!

4.86 out of 5 average rating, 92 reviews

An aerial view showcases a cluster of shoreline homes surrounded by lush tropical vegetation, with sandy paths leading towards the water. The calm ocean meets a cloudy sky in the distance, enhancing the serene coastal setting.

Cottage in Captiva

Cottage Secluded in Palms short walk to the Beach

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.

5 out of 5 average rating, 3 reviews

Located 10 mins from the beach! Central Location!

Superhost

The exterior of the villa features a light-colored façade with a sloped roof and a well-maintained lawn adorned with tropical plants. A driveway leads up to a garage on one side, while a double entrance door provides access to the home.

Cottage in Cape Coral

4.65 out of 5 average rating, 51 reviews

Villa The Island Hideaway 2

A modern home is depicted with a light green exterior, complemented by white railings and steps. Tropical palm trees surround the property, while a concrete driveway provides ample space. Natural light enhances the inviting facade under a clear blue sky.

Cottage in North Fort Myers

4.86 out of 5 average rating, 7 reviews

Spacious Cottage

A welcoming exterior view of a single-story mobile home is showcased, featuring a patio area with a table and chairs beneath an umbrella. Large windows allow for natural light, while palm trees are positioned nearby, enhancing the outdoor setting.

Cottage in Fort Myers

4.67 out of 5 average rating, 3 reviews

beautiful beach get away

The exterior of a modular home is showcased, featuring white siding and a porch awning. Lush greenery is noted, including palm trees and landscaped plants with vibrant red mulch. Sunny skies and a nearby driveway are visible, enhancing the welcoming atmosphere of the property.

Cottage in Fort Myers

4.66 out of 5 average rating, 192 reviews

Beach cottage l

5 out of 5 average rating, 11 reviews

A private saltwater hot tub is surrounded by sheer curtains, allowing for a serene atmosphere. Soft blue lights illuminate the water, while the outdoor setting includes greenery visible through the curtains, creating a tranquil space for relaxation.

Cottage in Fort Myers

Salt Water Spa! Walk Everywhere!

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

The front exterior of the house is displayed, featuring a light gray facade with blue shutters flanking the windows. A well-maintained pathway leads to the door, surrounded by colorful flower beds and green grass. Tall trees provide a backdrop against the clear blue sky.

4.67 out of 5 average rating, 6 reviews

Quaint Florida Style Home

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!

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

Superhost

4.86 out of 5 average rating, 14 reviews

Beach getaway near FortMyers Naples 25% Month Disc

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, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

5 out of 5 average rating, 54 reviews

The exterior of the guest house features a yellow facade with brown accents and a stone base. A covered carport is visible to the left, and a front porch is adorned with black chairs and flower planters. Tall trees and greenery surround the home.

Cottage in Estero

River Ranch Oaks

The entrance of the property is framed by palm trees and lush greenery. A brick pathway leads to the front door, which is accentuated by a welcoming American flag. Sunlight brightens the surroundings, highlighting the cottage's clean and modern façade.

4.97 out of 5 average rating, 29 reviews

Sans Souci - 4/3 Coastal Cottage in Bonita Shores

Private cottage rentals

4.92 out of 5 average rating, 95 reviews

Cottage in Bonita Beach

The Beach Baby - Across street from beach!

Cottage in Fort Myers Beach

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.

4.93 out of 5 average rating, 55 reviews

DEJA BLUE Beach Bungalow 1000ft from the BEACH!

New place to stay

Private Cozy Suite

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

A comfortable living area is presented with a gray sofa, an armchair, and a wooden coffee table. A wall-mounted TV is visible, and natural light filters through turquoise curtains. A dining table for two is positioned nearby, enhancing the space's functionality.

4.84 out of 5 average rating, 67 reviews

Pet Friendly & 15 min to Beach - New Bathroom!

A screened porch features two wooden chairs positioned for relaxation, with light streaming through large windows. The floor is covered with a decorative rug, and greenery is visible outside, creating a serene and inviting space for outdoor enjoyment.

5BR riverfront cottages with dock, kayaks, & patio

4.94 out of 5 average rating, 17 reviews

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

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.