Cottage holiday rentals in Naples Bay

4.91 out of 5 average rating, 32 reviews

Cheerful 3 bedroom Cottage near the beach!

Relax with the whole family at this peaceful, spacious Home. Located in the southern area of Naples Park and Walking distance to Mercato, Whole Foods, Countless Restaurants and just 1.3 Miles to Vanderbilt Beach. This Pet-friendly Home includes high-speed internet, YouTube TV Service, a Fully stocked kitchen, a private backyard, Indoor Fireplace, Level 2 Tesla EV Charger, 3 Cruiser Bicycles, Beach Toys, Beach Cart, Umbrellas and Folding Chairs. This updated cottage awaits your next vacation!

4.97 out of 5 average rating, 31 reviews

Cozy Cove

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

5 out of 5 average rating, 205 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 Bedrooms open to a Beautiful Screened Lanai with Outdoor Dining & BBQ Overlook a Little "Beach". Master Bedroom has Ensuite Bathroom w/Shower; additional Guest Bedroom has 2-Twins or King Bed and Hall Guest Bathroom. This completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

4.98 out of 5 average rating, 182 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!

5 out of 5 average rating, 87 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.

4.97 out of 5 average rating, 127 reviews

Cottage in Fort Myers

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

4.91 out of 5 average rating, 255 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

Cottage in Fort Myers Beach

4.97 out of 5 average rating, 120 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!

5 out of 5 average rating, 38 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!

4.99 out of 5 average rating, 97 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!

4.94 out of 5 average rating, 108 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.