Cottage holiday rentals in Naples

4.9 out of 5 average rating, 163 reviews

The view from the dock features calm waters reflecting sunlight, with a backdrop of palm trees and charming homes lining the canal. Wooden posts mark the dock, while boats are visible along the shore, enhancing the peaceful coastal atmosphere.

Cottage in Hamlet

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

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, 29 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!

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 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. This completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

The exterior of Green Palm Cottage features a charming wooden structure surrounded by lush greenery. A welcoming front porch includes a simple chair, while flower beds add a touch of color. A brick-paved pathway leads to the cottage, enhancing the secluded ambiance.

4.99 out of 5 average rating, 183 reviews

Green Palm Cottage-Sweet Apt-Sweet Price!

Green Palm Cottage is located on the property of our personal residence. If you want a private getaway, this is the spot! Close to everything , but with the sense of seclusion on our lush, eye-catching property, nestled at the end of our brick paved driveway. Spacious studio with Queen bed, comfy sofa etc. Skip the extra luggage fees - we provide everything you need~ washer/dryer, beach towels, beach sheet, beach equipment, coolers, chairs, umbrellas, bikes & more. No animals or pets allowed

4.99 out of 5 average rating, 140 reviews

A modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.

Cottage in Bokeelia

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

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, 92 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 serene outdoor space features a rectangular swimming pool surrounded by a spacious patio with patterned pavers. A red umbrella provides shade over one of the lounge chairs, while lush greenery borders the area, enhancing the inviting feel of the backyard.

4.97 out of 5 average rating, 134 reviews

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

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, 130 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!

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.

A large, inviting pool is surrounded by a spacious deck, featuring lounge chairs and a shaded umbrella. Lush greenery and colorful plants provide a vibrant backdrop, while a fenced area enhances privacy. The clear blue sky complements the serene outdoor setting.

4.85 out of 5 average rating, 144 reviews

558 Pink Pearl Cottage| New Pool | Mins 2 Beaches

Welcome to 558 Pink Pearl Cottage! Fall in love with this completely renovated, coastal cottage, styled with soft shades of pink and rose gold. Fully equipped with all of the comforts of home so that you'll never want to leave. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. This space is designed for our guests & their families to have everything they may need while on vacation.

Popular amenities for cottage rentals in Naples

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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, 63 reviews

The Enchanted Cottage on the Imperial River

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!

4.65 out of 5 average rating, 51 reviews

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

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.

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.

4.66 out of 5 average rating, 192 reviews

Beach cottage l

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.

5 out of 5 average rating, 11 reviews

Salt Water Spa! Walk Everywhere!

A charming island cottage is surrounded by lush palm trees and tropical foliage. Two blue chairs are positioned on the gravel driveway, inviting relaxation. The entrance is framed by vibrant greenery, and a metal roof reflects the sunny skies.

Cottage in Bokeelia

4.71 out of 5 average rating, 192 reviews

Captains Cottage

Pet-friendly cottage rentals

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!

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!

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

Cottage in Bonita Springs

4.86 out of 5 average rating, 14 reviews

Beach getaway near FortMyers Naples 25% Month Disc

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

Cottage in Saint James City

5 out of 5 average rating, 61 reviews

Waterside Cottage

5 out of 5 average rating, 8 reviews

The serene bedroom features a spacious bed draped in a light blue coverlet. A set of large windows provides a view of the open waters, while a small dining nook is positioned nearby. A flat-screen TV is mounted on the wall opposite the bed.

Cottage in Hamlet

Lux Sunset on Open Water Cottage 2/2!

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

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!

4.85 out of 5 average rating, 89 reviews

A well-appointed living space is observed, featuring a comfortable couch adorned with decorative pillows. A wooden coffee table occupies the center, complemented by a mounted television across from the seating area. Stairs lead to the loft, with an entry door visible to the right.

Cottage in Bokeelia

The Bokeelia Cottage

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.

4.95 out of 5 average rating, 19 reviews

Las Tortugas Azules (The Blue Turtles) - Family Retreat

A freshly painted guest house is set amid lush green landscaping. The driveway leads to a well-kept lawn, bordered by small flowering plants and palm trees, under a partly cloudy sky. The structure features a black roof and bright white exterior.

5 out of 5 average rating, 30 reviews

Cottage Retreat Minutes from the Beaches

Cottage in North Fort Myers

A black wrought-iron gate opens to a spacious entrance, framed by a large, leafy tree. The guest house is visible in the background, featuring a light-colored exterior and a broad roof. A paved pathway leads through a well-kept landscape, suggesting a serene setting.

4.92 out of 5 average rating, 85 reviews

Simply Natural Farm Getaway

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, 9 reviews

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

A private backyard is shown, featuring a wooden pergola adorned with string lights. Underneath, a dining set with four chairs is arranged on a grassy lawn, surrounded by a wooden fence. Soft evening light adds a cozy ambiance to the space.