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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Guest favorite

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 East Naples

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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4.98 out of 5 average rating, 199 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 East 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!

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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.

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4.85 out of 5 average rating, 41 reviews

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.

Cottage in East Naples

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.

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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.

4.96 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.

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Guest favorite

Cottage in Bonita Bay

4.83 out of 5 average rating, 252 reviews

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.

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