Cottage vacation rentals in Naples

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Top-rated cottage rentals in Naples

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Guest favorite

Cottage in Matlacha

4.88 out of 5 average rating, 133 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.

Aug 21 – 28

G$23,979 GYD per night

Guest favorite

Cottage in Bonita Springs

4.89 out of 5 average rating, 242 reviews

Spacious By River 1.3 Mi to Beach 1 Bd 1 Bth Kit

Our Starfish Unit. A Spacious 2 Room 1 Bth You Will Have The Entire Unit. King Size Bed With A Queen Sleeper In Living Room. Enclosed Lania. Shell Drive Way. The Property Has A Private Dock On The Imperial River About 1 Mile To The Gulf Fresh Decorating, Shaker Cabinets in Kitchen Full Size Refrigerator, Beautiful Shower. 1.5 Mile Bike Ride To Beach. Publix (Grocer) Restaurants, Hiking, Beaches R Very Close. Fort Myers Beach South End 7 Miles FMB Town Square 13 Mi, World Renowned Docs 1.5 Mi

Sep 6 – 13

G$25,661 GYD per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 110 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. The dock is shared, but there is plenty of room! 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!

Aug 16 – 23

G$42,436 GYD per night

Guest favorite

Cottage in Naples

4.99 out of 5 average rating, 164 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!

Jul 6 – 13

G$34,809 GYD per night

Guest favorite

Cottage in Naples

4.95 out of 5 average rating, 133 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.

Sep 8 – 15

G$54,167 GYD per night

Guest favorite

Cottage in Fort Myers

5.0 out of 5 average rating, 150 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~ beach towels, beach sheet, beach equipment, coolers, chairs, umbrellas, bikes & more. No animals or pets allowed

Jun 14 – 21

G$34,914 GYD per night

Guest favorite

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

*Road construction* ask before booking. Completely remodeled 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 .

May 25 – Jun 1

G$55,819 GYD per night

Guest favorite

Cottage in Fort Myers

4.93 out of 5 average rating, 127 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.

May 13 – 20

G$32,399 GYD per night

Guest favorite

Cottage in Naples

5.0 out of 5 average rating, 184 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.

Jul 12 – 19

G$40,974 GYD per night

Guest favorite

Cottage in Marco Island

4.95 out of 5 average rating, 128 reviews

Waterfront View, private sitting porch

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.

May 31 – Jun 7

G$37,100 GYD per night

Guest favorite

Cottage in Naples

4.94 out of 5 average rating, 140 reviews

Mango Tree Cottage close to Beach

Charming cottage with a touch of luxury close to beach and old Naples. Compleately remodled and newly furnished 2023. Originally built in 1946 the cottage is nestled in a tropical garden very close to old Naples and 5th Ave. with its many restaurants and shops. Enjoy the nearby beaches, boat tours from Tin City, sightseeing tours to the Everglades, Marco Island, Fort Myers, Sanibel Island, etc.

Jul 7 – 14

G$28,359 GYD per night

Guest favorite

Cottage in North Fort Myers

4.94 out of 5 average rating, 172 reviews

Cozy Private Pool Cottage

This is a small separate guest house with a large pool just steps from the door. Located in a very safe and quiet secluded neighborhood with only 18 homes, all retirees and famous artists along the caloosahatchee with some Riverfront views from pool deck. Only 1.2 miles to Historic Downtown Fort Myers and Edison Museum, along with numerous downtown events, restaurants and nightlife.

Jul 14 – 21

G$28,777 GYD per night