Beach house holiday rentals in Old Naples

Short walk to beach and Time Square

Relax by the pool with the whole family at this peaceful place to stay. Highly desirable North End of Fort Myers Beach. Large heated pool. 3 bedroom and 1 bathroom. ++Please note that the pool/exterior is shared space with the converted garage (up to 2 other guests) The Bed Setup Bedroom 1 King bed Bedroom 2 King bed Bedroom 3 open bunk room (twin, full, twin trundle) This tropical oasis home features a bright, open-concept living area designed for comfort and gathering with family and friends.

Island getaway, canal, heated pool, walk to beach

Experience Fort Myers Beach by staying in this spacious 1BR 1Bath home (within a triplex), situated in the serene, peaceful neighborhood right on the canal. Its prime location offers a relaxing retreat in a resort like setting while allowing quick access to beautiful, sunny beaches. The stylish design and rich amenity list will satisfy your every need. ✔ 1 Comfy BR w/Queen Bed ✔ Full Kitchen ✔ Patio ✔ Heated Pool ✔ High-Speed Wi-Fi ✔ Workstation ✔ 2 Smart TVs ✔ Free Parking See More below!

Beyond The Sea · 60+ 5-Stars · Walk to Beach-Town

A stylish coastal home with lush banana and palm trees only a 6 min walk to the powdery sugar sand beach. In the morning, enjoy sipping coffee on the covered front porch with the bay breeze. During the day, relax by the saltwater heated pool on sun loungers with a good book! At night, enjoy the tropical backyard and grill out on our comfy outdoor living set with an evening fire! The best part.. you can take a sunset stroll to the beach bars, open air restaurants or local ice cream shoppes🍦

Blissful Beachfront Condo And Private Beach!

Experience the simple life in this beachfront condo with incredible views of both the Gulf of Mexico and Estero Bay! From your private balcony, you can sip your morning coffee at sunrise and your favorite cocktail at sunset ...or walk the white sand beaches of Lovers Key State Park! Located only minutes from dining, shopping, and water sports, you can choose to do it all...or do absolutely nothing at all! Bridge upgrades are near complete and expected to be open to traffic by January 1st!

Private Waterfront Paradise 3/3 Pool Home on Canal

This tropical paradise waterfront 2-story pool home is well-equipped with all the essentials needed for an amazing Florida getaway. Gather in the serene, private back yard where an expansive heated pool awaits you. Watch dolphins swim by the dock as you lounge and sunbathe. Enjoy free use of the many kayaks, paddleboards and bikes (for kids and adults). Perfectly located close to restaurants and multiple white-sand beaches, this North Naples retreat has everything you have been looking for.

Bayfront Cottage, Steps to Beach

Welcome to Seashell Hideaway, a charming coastal retreat perfectly positioned on Hickory Boulevard. This bright and cozy 2-bedroom, 2-bath cottage offers the best of both worlds—set directly on the bay with a private dock, yet just across the street from Bonita Beach. Spend your days spotting dolphins and manatees, soaking in colorful sunsets, or walking to the beach for sun and surf. Whether relaxing on the patio or exploring nature, every moment here feels like a seaside treasure.

Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds

Welcome to Aquarelle Beach House (ABH), built in 2019 & located on the 500 block of Naples Park! ABH is furnished in modern, coastal style, the perfect space to enjoy your beach vacation & everything Naples has to offer: → Short 1 mile walk/ride to beach → Private, heated pool → Drip coffee, Espresso maker, Keurig →Stocked kitchen with beverage/wine fridge → Dine poolside in the covered back patio → Minutes from dining, shopping, and supermarkets! Click the ❤ to add to wishlist!

Casa Mia - heaven on the beach STR# 20-0043

Welcome to our beach front home with private walk to the beach. Perfect location. Publix grocery store and restaurants just one block away. The beach is coming back to life. The beach looks great, restaurants and bars are opening and parasailing is back. Food truck courts are now a new addition to the beach. Live outdoor music is back. The Yucatán, Wahoo Willys, Bonita Bills, Dixie Seafood, Fresh Catch Bistro and Junkanoo are some of restaurant’s now open. Beach trolley is running.

Adults only- Fort Myers Beach Getaway

Adults Only. Kick back and relax in this calm, stylish space and completely RE-Modeled property. Everything is BRAND NEW in this house; Kitchen, baths, flooring, furniture and freshly painted walls . Step outside onto to the large covered lanai to the beautiful pool and patio. This Fairview Isles Community offers deeded beach access providing picturesque views from sunrise to sunset. You can walk to the beach or take a 10 minute bike ride to Time Square, downtown area.

Tommy Bahama House | 3-Bedroom Beachfront Retreat

The one and only Tommy Bahama House, bedrooms and three bathrooms, located directly on Bonita Beach in Bonita Springs, Florida. The elegance and beauty of Tommy Bahama House is apparent when you turn off Hickory Blvd. onto the paver driveway and see the ginger bread trim and lattice garage door's. You will immediately know why you choose to spend your vacation or Holiday on this beach front treasure. Look no more for that perfect beach front private home!

The Phoenix: Gulf & Back Bay Views, Walk to Beach!

Welcome to The Phoenix! Reborn after Hurricane Ian, this 3BR, 2.5BA beach house on the peaceful mid-island area of Fort Myers Beach blends nostalgic Florida charm with modern comfort. Enjoy two balconies, open living areas, and a spacious backyard with hammock, grill & private outdoor shower—perfect for family fun and sunshine! --> 250 steps to beach access --> 5 min to Santini Plaza & Lover’s Key --> 15 min to Times Square & Margaritaville

Pink Star | Coastal Chic - Walk to Town Square

Welcome to The Pink Pearl, a cheerful 4-bed, 4-bath newly built haven in Fort Myers Beach. This charming home offers tropical elegance and laid-back luxury. Enjoy an open-plan living, multiple balconies, and a private pool with a spill-over spa. Each bedroom features a private en-suite. Located right off Estero Blvd, you're mere steps from the wide sandy beach and a stroll to Times Square. Pairs perfectly with Blue Stars next store!