Cottage vacation rentals in Naples Bay

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Top-rated cottage rentals in Naples Bay

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Superhost
Cottage in Naples
5 out of 5 average rating, 27 reviews

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.

Guest favorite
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.
Cottage in Bonita Springs
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

Top guest favorite
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 Naples
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!

Top guest favorite
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 Naples
5 out of 5 average rating, 218 reviews

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!

Top guest favorite
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.
Cottage in Naples
5 out of 5 average rating, 107 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.

Guest favorite
The kitchen features light cabinetry with modern stainless steel appliances, including a refrigerator and microwave. A spacious island offers seating for three on natural wood stools. Soft lighting enhances the countertops, and a subtle tile backsplash adds a clean, contemporary touch.
Cottage in Naples
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

Guest favorite
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.
Cottage in Naples
4.93 out of 5 average rating, 154 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!

Top guest favorite
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.
Cottage in Bonita Springs
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.

Top guest favorite
A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.
Cottage in Fort Myers Beach
4.94 out of 5 average rating, 146 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, 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!

Top guest favorite
Cottage in Bonita Springs
4.92 out of 5 average rating, 106 reviews

The Beach Baby - Across street from beach!

Welcome to The Beach, Baby! Your Beach Bungalow! Just cross the street to 6 mile long pristine beach! Tropical charming beach house in residential neighborhood with upstairs unit available to you. Light, Bright, Cheerful and Clean! Fully stocked down to blender, beach chairs, coolers,...Just bring toothbrush, bathing suit, and flip-flops! Huge covered/screened lanai facing west, which is great for sneaking a peak of sunsets , catching gulf breezes and outside dining.

Superhost
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.
Cottage in Naples
4.91 out of 5 average rating, 132 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.

Guest favorite
Cottage in Bonita Springs
4.83 out of 5 average rating, 242 reviews

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

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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