Cottage vacation rentals in North Naples

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Top-rated cottage rentals in North Naples

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Guest favorite

Cottage in Naples

5.0 out of 5 average rating, 58 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.

Nov 28 – Dec 5

G$89,012 GYD per night

Guest favorite

Cottage in Naples

4.89 out of 5 average rating, 54 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 drive to Naples pier and 5th Avenue Shopping and Restaurants. 5 min drive to Waterside Shops. Do you need baby essentials? Pack N Play, Stroller, Highchair or car seat? Just let me know.

Jun 22 – 29

G$20,016 GYD per night

Guest favorite

Cottage in Naples

4.99 out of 5 average rating, 165 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 27 – Aug 3

G$34,848 GYD per night

Guest favorite

Cottage in Naples

4.96 out of 5 average rating, 134 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.

Aug 5 – 12

G$54,136 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 28 – Jun 4

G$50,510 GYD per night

Superhost

Cottage in Naples

4.83 out of 5 average rating, 72 reviews

Little Beach House w/ POOL&SPA - Vanderbilt Beach

Lovely Naples POOL & SPA home close to Vanderbilt Beach. The pool is salt water and heated. Pristine 2 bed, 1 bath with large screened-in front porch. New furnishings, decor, and stainless steel appliances. King bed in MB, queen bed in GB, and a queen sleeper sofa in LR. 4 chairs dining table plus 2 extra folding chairs for extra guests & 2 bar stools. 3 TVs: 1 basic cable, 1 Roku, and 1 Amazon Fire. Complimentary beach gear & towels. The fenced-in backyard is pet friendly.

Sep 16 – 23

G$40,613 GYD per night

Guest favorite

Cottage in Naples

5.0 out of 5 average rating, 16 reviews

*Megs Beach Cottage is Back On The Market!

Cottage back in market..taking reservations! Pictures were just taken. WALK OR BIKE RIDE TO BEAUTIFUL VANDERBILT BEACH. Enjoy a glass of wine in our front patio with fire pit or relax by the pool or tiki hut. Close to amazing restaurants and LESS THAN A MILE TO MERCATO AND VERY TO WATERSIDE SHOPPES, VANDERBILT BEACH, WIGGINS PASS and everything Naples has to offer. Don't miss out on this amazing opportunity to stay a few blocks from the beach. This home will not disappoint!

Jul 22 – 29

G$101,532 GYD per night

Guest favorite

Cottage in Naples

5.0 out of 5 average rating, 77 reviews

Sugar Beach Bungalow With a Pool!

Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Mar 6 – 13

G$94,819 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 15 – 22

G$32,435 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.

Feb 19 – 26

G$90,369 GYD per night

Guest favorite

Cottage in Bonita Springs

4.8 out of 5 average rating, 192 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 Lania 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. If this listing doesn't fit your needs, ask us for a link to all of our listings.

Oct 11 – 18

G$27,225 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.

Aug 26 – Sep 2

G$28,391 GYD per night