Cottage vacation rentals in Naples Bay

4.97 out of 5 average rating, 101 reviews

Beautiful Naples Home, walk or bike to the beach!

Gorgeous Private Home. Vanderbilt Beach and Delnor-Wiggins Pass beach are just 1.3 short miles away. Beautifully furnished with all of the comforts of home! Almost any restaurant and shopping you can think of surrounds the home in this convenient, central location. The backyard is completely fenced in and very private. We provide everything you need to have the best beach days & Surrey bike for an outing that's fun for the whole family! Welcome at this peaceful place! * New water heaters & AC.

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5.0 out of 5 average rating, 27 reviews

Cottage in Old Naples

Fern Cottage! Sleeps 6! FREE Beach Parking!

Charming Olde Naples home with pool, large enclosed backyard, & modern comforts. Located in the heart of town, 1 block west of 41, be shopping & dining on 5th Avenue or at the beach in 10 minutes or less! Primary Bedrm: King Bed, 50-in Roku TV, En Suite Bathroom w/Shower Bedrm 2: Queen Bed, 50-in Roku TV Bedrm 3: Queen Bed, 50-in Roku TV Lvngrm: 65-in Roku TV Large 20x12 private pool, 7-person hot tub, backyard, grill, screened-in lanai & open concept kitchen/living/dining rm. Fully furnished.

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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.

4.91 out of 5 average rating, 46 reviews

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

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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!

ValueLocationAir conditioning

5.0 out of 5 average rating, 219 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 North Naples

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!

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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.

5.0 out of 5 average rating, 118 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.

LocationValueAir conditioning

A screened-in porch features tile flooring and is surrounded by large windows allowing natural light to enter. A compact grill is positioned against one wall. The ceiling showcases a sloped design with exposed beams, providing an open and airy feel.

4.85 out of 5 average rating, 41 reviews

Cozy Cottage Near Beach, Restaurants and Fun

3 bedrooms and 2 full bathrooms (rainforest shower in master bedroom bathroom and bathtub in the second bathroom). This cottage is located in a safe location and within walking distance from the east Naples community center where pickle ball tournaments are held. 8 minute drive to the botanical gardens, a 5 minute drive to Sugden Park (this pond has a free beach & parking). Excellent restaurants, night life and shopping nearby. Air Conditioning units recently added in two bedrooms.

LocationFamilySleep quality

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, 145 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!

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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, 288 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

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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, 138 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.

ValueFamilyAmenities

4.83 out of 5 average rating, 252 reviews

Cottage in Bonita Bay

Cottage On River - 1.3 Mi to Beach KIT W/D Dfin

Clean and Private. Spacious 1 Bedroom 1 Bath You Will Have The Entire Unit. King Size Bed With A Queen Sized Sleeper In Living Room. Full Kitchen. Screened in Lanai Area. Private Dock On The Imperial River About 1 Mi To The Fish Trap Bay and another 1/2 Mile to Gulf of Mexico. Fresh & Clean . Lot has a Park Like Setting. Floating Dock w/ Kayak & Jet Ski Launch If this listing doesn't fit your needs, ask us for a link to all of our listings.

LocationValueComfort

A coastal cottage is depicted with a private deck featuring a shade umbrella, surrounded by lush greenery and gravel. The exterior showcases a light pink facade and a well-maintained yard, complemented by trees and a clear blue sky above.

4.83 out of 5 average rating, 298 reviews

Coastal Studio Escape!

A charming, fully appointed coastal studio offering a timeless beach cottage vibe. Enjoy a private entrance, private deck with outdoor seating, and off-street parking on a unique seashell drive. Centrally located, you’re only about a 10-minute drive from nearly everything Naples has to offer. Enjoy complimentary bicycles and helmets, beach chairs, and an umbrella (first-come, first-served). Just a 9-minute bike ride to the beach!

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Popular amenities for Naples Bay cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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, 76 reviews

The Enchanted Cottage on the Imperial River

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4.88 out of 5 average rating, 17 reviews

Central Location! 13 minutes from the beach!

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The exterior of the house features a covered porch with a small table and two chairs, inviting relaxation. Lush landscaping is present, with vibrant flowers and greenery surrounding the home. Light blue shutters complement the white siding, while the awning provides shade over the porch.

Cottage in Iona

4.66 out of 5 average rating, 211 reviews

Beach cottage ll

FamilyValueQuiet

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.

4.6 out of 5 average rating, 10 reviews

Wobbly Pelican steps from beach!

FamilyLocationCleanliness

4.89 out of 5 average rating, 9 reviews

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 Iona

beautiful beach get away

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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

LocationHospitalityQuietComfortPoolIndoor spacesCleanlinessKitchenNearbyFamilyAmenitiesOutdoor spacesLaundryWalkabilityBeachParksHot tubSleep qualityValueBikingCheck-inDecorAccuracyBathroomHikingLong stayGetting aroundBackyardConditionAccessAir conditioning

A patio dining area is shown overlooking a tranquil waterway. Black chairs surround a dark table, while vibrant blue planters with various plants add splashes of color. Sunlight reflects off the water, creating a peaceful outdoor setting.

4.5 out of 5 average rating, 4 reviews

Dreamy Beach Cottage

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The Sea Star Cottage

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Pet-friendly cottage rentals

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.

4.91 out of 5 average rating, 32 reviews

Olde Naples Beach Cottage - 1 mile Bike to Beach!

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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.

4.79 out of 5 average rating, 42 reviews

A Cozy Cottage Close to Beach and Downtown

CleanlinessLocationHospitalityNearbyQuietComfortIndoor spacesKitchenBeachAccuracyPetsTVOutdoor spacesBathroomWalkabilityConditionAmenitiesParksWifiLaundryLong stayBackyardCheck-inLayoutParkingGetting aroundSleep qualityCheckoutValue

4.98 out of 5 average rating, 50 reviews

Cottage in Iona

Offshore Oasis Cottage

HospitalityLocationCleanlinessBeachQuietComfortIndoor spacesFamilyPetsDecorOutdoor spacesKitchenNearbyAccuracyGetting aroundSleep qualityAmenitiesAir conditioningLayoutConditionCheck-inTVBathroomGrillWifiLaundryBackyardBiking

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.

4.84 out of 5 average rating, 81 reviews

Sandy Cottage Cheerful 2 Bdrm Home in Naples, FL

CleanlinessLocationBeachHospitalityNearbyComfortFamilyQuietAccuracyKitchenBackyardGetting aroundSleep qualityBathroomIndoor spacesConditionAmenitiesPetsParkingWalkabilityDecorNoiseValueAir conditioningBikingTVOutdoor spacesLayoutWifiLaundryCheckout

5.0 out of 5 average rating, 7 reviews

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

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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.

4.83 out of 5 average rating, 65 reviews

The Bonita Bitty Beach Cottage

BeachLocationNearbyCleanlinessHospitalityComfortDecorGetting aroundIndoor spacesBikingPetsWalkabilityAccuracyViewOutdoor spacesKitchenBackyardConditionNoiseCheck-inAmenitiesParksQuietSleep qualityCheckoutBathroomGrillHikingAccessValue

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

HospitalityLocationCleanlinessNearbyBeachBikingBathroomQuietComfortAccuracyValueSleep qualityWalkabilityGetting aroundKitchenWifiFamilyBackyardDecorOutdoor spacesParksParkingLong stayAccessAir conditioningAmenities

4.97 out of 5 average rating, 31 reviews

Sans Souci - 4/3 Coastal Cottage in Bonita Shores

HospitalityLocationBeachNearbyIndoor spacesFamilyCleanlinessDecorPetsLayoutComfortWalkabilityBackyardAccuracyOutdoor spacesQuietAmenitiesKitchenSleep qualityBikingCheck-inBathroomParkingLong stayPoolGetting aroundConditionAccessCheckout

Private cottage rentals

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.

5.0 out of 5 average rating, 26 reviews

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

HospitalityCleanlinessLocationBeachQuietComfortIndoor spacesSleep qualityAmenitiesDecorLaundryAccuracyNearbyLayoutConditionTVKitchenGrillParkingWalkabilityGetting aroundNoiseAccessValueAir conditioningCheck-in

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.

4.99 out of 5 average rating, 72 reviews

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

HospitalityCleanlinessLocationComfortDecorSleep qualityIndoor spacesConditionKitchenBeachFamilyQuietAmenitiesAccuracyNearbyOutdoor spacesBikingTVParksGetting aroundBackyardCheckoutValuePetsBathroomHikingWalkabilityNoiseCheck-in

A charming blue exterior is complemented by a white picket fence surrounding the entry area. Palm trees provide tropical accents, while a driveway leads to a shaded parking space. Windows allow natural light, creating an inviting appearance.

4.9 out of 5 average rating, 31 reviews

DEJA BLUE 1000 FT from Beach Great for Families

BeachWalkabilityLocationNearbyCleanlinessHospitalityComfortOutdoor spacesIndoor spacesAccuracyKitchenGrillFamilyGetting aroundBackyardAccessBathroomQuietNoiseSleep qualityAir conditioningAmenitiesLaundryValue

Cottage in South Naples

Cosy and charming cottage in the heart of naples.

QuietHospitalityWalkabilityComfortGetting aroundWifiAccuracyOutdoor spacesBathroomLocationSleep qualityAccess

C-2bedroom for$150/Night in downtown Naples fits 4

HospitalityComfort

An open living space features a brown leather sofa, two accent chairs, and a coffee table. A large mirror reflects natural light from sliding glass doors that lead to an outdoor seating area. A light area rug adds warmth to the modern decor.

4.96 out of 5 average rating, 52 reviews

Moninanu - Modern Wooded Cottage in North Naples

HospitalityLocationCleanlinessQuietComfortIndoor spacesOutdoor spacesNearbySleep qualityDecorBathroomWifiBackyardConditionViewAmenitiesTVKitchenLayoutLong stayGetting aroundAccessAccuracyParkingFamilyBreakfastNoiseAir conditioningCheck-in

4.94 out of 5 average rating, 17 reviews

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

ComfortBackyardLocationBeachHospitalityCleanlinessDecorGetting aroundAccuracyAir conditioningNearbyIndoor spacesLong stayOutdoor spacesAccessKitchenQuietAmenities

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.