Cottage vacation rentals in Naples Bay

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Top-rated cottage rentals in Naples Bay

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Guest favorite

Cottage in Naples

5 out of 5 average rating, 64 reviews

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned for easy access to white-sand beaches and fabulous shopping/dining/golfing/site seeing experiences of Naples. Gorgeous lakeview, (turtles/ducks included). HEATED POOL. Enjoy fresh coffee at sunrise from your new lanai watching the swans take their morning swim or have a nightcap by the shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Guest favorite

Cottage in Naples

4.95 out of 5 average rating, 129 reviews

Tropical Cottage by the Sea- No Storm Damage

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Guest favorite

Cottage in Saint James City

5 out of 5 average rating, 40 reviews

Waterside Cottage

Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Just under 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

Guest favorite

Cottage in Naples

5 out of 5 average rating, 19 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

Guest favorite

Cottage in Naples

4.99 out of 5 average rating, 166 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!

Superhost

Cottage in Naples

4.93 out of 5 average rating, 29 reviews

Cozy Cottage Near Beach, Restaurants and Fun

3 bed and 2 full bathrooms cottage in Naples. Equipped with stove, fridge, microwave, washer and dryer. Small appliances like toaster, coffee maker, blender, mixer, slow cooker, AC, security system and internet with Wi-Fi. This cottage is fully equipped with all your needs, it will be your home away from home. Fully furnished and with all towels, linen cooking items, dinnerware. There is a TV in the master bedroom and another TV in the living room, both with ROKU devices connected to them.

Guest favorite

Cottage in Naples

4.87 out of 5 average rating, 61 reviews

Cheerful 2 Bedroom Home in Naples, FL

@casitaela New Charming 2 Bedroom home in Naples, Florida close to everything! Rooms features queen bed memory foam mattresses! Whole unit is equipped with all your basic needs for a wonderful vacation away! 1.8 Miles to Naples Beach 9Min bike ride! Enjoy scenic views to Naples most exclusive homes. 10 min 5th Ave Shopping & Rest. Naples Wolf Lodge Water Park Opens 9/25! Book your water fun day pass! Need baby essentials? Pack N Play, Stroller, Highchair or car seat? Let me know.

Guest favorite

Cottage in Naples

4.89 out of 5 average rating, 228 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

Cottage in Fort Myers Beach

4.96 out of 5 average rating, 103 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!

Guest favorite

Cottage in Naples

4.91 out of 5 average rating, 117 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.

Guest favorite

Cottage in Naples

5 out of 5 average rating, 191 reviews

Coastal Vibes Cottage Pickleball Ct Mile to Beach

Our beach cottage, with it’s open spaces and bright beachy vibe gently reminds you of why you came! From the sunny yellow front door to the screened back lanai, this 2 bedroom, 2 bath has everything you need to kick back and enjoy your time in paradise. Located in North Naples one mile from the beach in the center of the city hustle, the completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

Superhost

Cottage in Bonita Springs

4.83 out of 5 average rating, 287 reviews

Updated Kit W/D On River 1.3 Mi to Beach Sleeps 4

A Spacious 2 Rm 1Bth. You Will Have The Entire Unit. King Sized Bed With A Pull Out Couch. Partially Enclosed Sitting Area. Kayak Launch and a Jetski Floating Dock On The Imperial River About 1 Mi To The Gulf. Fresh Decorating, Full Size Fridge, 1.5 Mi 2 Beach. Fresh Shower. Bath is off Bedroom. Completely Renovated 11/2022. If this listing doesn't fit your needs, ask us for a link to all of our listings.