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 Matlacha

4.88 out of 5 average rating, 139 reviews

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.

Guest favorite

Cottage in Naples

4.89 out of 5 average rating, 226 reviews

House w/Heated pool close to Vanderbilt beach

Road to driveway, light construction -Doesn’t affect house. **Complete remodel 2023 west of 41 .Fresh Saltwater heated Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach, relaxing cottage with NEW screened Lanai, 50 inch HD tv, gas grill, 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 new sofa sleeper has been added to sleep 6. Quartzite countertops with travertine floors

Guest favorite

Cottage in Ochopee

4.99 out of 5 average rating, 115 reviews

The Cypress Cottage!

Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.

Guest favorite

Cottage in Fort Myers

5.0 out of 5 average rating, 151 reviews

Green Palm Cottage-A sweet get-away-Walk to town!

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

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!

Guest favorite

Cottage in Naples

4.96 out of 5 average rating, 135 reviews

Historic Coral Cottage in the Heart of Old Naples

Charming, historic cottage in Old Naples. 2 bedrooms/1 bath, 950 sf. The artist owners have decorated with colorful paintings and vintage furniture. A unique oasis in the heart of downtown Naples it appeals to those who appreciate history and enjoy the convenience of a village lifestyle but not appropriate for those seeking new and modern housing. Extremely convenient to the restaurants and shops of the 3rd Street shopping area and to the Pier and beach. No pets or children, please.

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 112 reviews

Romantic Getaway “Waterside” Dockage~Canal front

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. Lots of history on this beautiful island, with fishing you’ll be amazed with! 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!

Guest favorite

Cottage in Fort Myers

4.93 out of 5 average rating, 128 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

Guest favorite

Cottage in Naples

5.0 out of 5 average rating, 185 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.

Guest favorite

Cottage in Marco Island

4.95 out of 5 average rating, 134 reviews

Quaint Cottage Waterfront views

Off the beaten path, of Marco Island, on the beautiful island of Goodland! Beautiful waterfront property.. The space is a one bedroom, one bathroom. Offering you a complete private getaway. Come enjoy a unique stay, overlooking the Everglades. Plenty of room for your boat and trailer, safe overnight dockage available. Witness the magical colors of sunrises sunsets, on a very private piece of paradise. A One of a kind view of the Everglades.

Guest favorite

Cottage in Bonita Springs

4.81 out of 5 average rating, 196 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. 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 Decorating. Lot has a Park Like Setting. Kayak Launch and a Jetski Floating Dock If this listing doesn't fit your needs, ask us for a link to all of our listings.

Guest favorite

Cottage in Naples

4.88 out of 5 average rating, 157 reviews

Naples 1 mile to Beach Saltwater Pool Private

Come and enjoy! Great for couples or family gateaways. Clean with modern comfy beds and well equipped kitchen. Enjoy Your own heated (solar and electric) 30ft pool, outdoor shower and walking distance to pristine beach (5 min drive). Less then mile from beaches, boating, dinning, shopping, fitness, family entertiment, night life all within minutes around and at Mercado town center. Dog friendly NO SMOKING PROPERTY