Beach house holiday rentals in Old Naples

Beach Bliss Haven|Steps to Vanderbilt | Hottub

Welcome to your Naples getaway, just steps from Vanderbilt Beach! Our home combines comfort & convenience, perfect for families or couples. Inside, enjoy a fully-equipped kitchen, cozy living space, and plush bedrooms. Outdoors, your private hot tub awaits—ideal for unwinding after a day at the beach. Amenities include high-speed Wi-Fi, washer/dryer, and beach essentials. Within walking distance, you'll find great dining, shopping, and water activities. Book now for the ultimate Florida escape!

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!

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.

Tivoli Paradise Salt Pool & Spa Villa with a Water

Step into the comfort of this luxurious 4BR 3Bath waterfront pool villa in Naples, FL. Situated in a tranquil, family-friendly neighborhood of Briarwood, it promises a serene retreat, close to golf & country clubs, restaurants, and numerous attractions. ✔ 4 Comfy BRs (3 BR w King beds! 1 BR w two TWIN XL Beds) ✔ Salt Spa and Pool ✔ Lake view ✔ Bicycles ✔ High-Speed Wi-Fi PETS REQUIRE APPROVAL PRIOR TO BOOKING ($300/small dog). Pool heat $25/night June 1-Sept 30, $35/night Nov 1-May 31

Bayfront Cottage, Steps to Beach

Welcome to Seashell Hideaway, a charming coastal retreat perfectly positioned on Hickory Boulevard. This bright and cozy 2-bedroom, 1-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.

Gulf views, Steps to the Beach - Beach Sanctuary

Welcome to Beach Sanctuary, a Gulf-front paradise with breathtaking views of the Gulf, beach, and nature preserves. This 4-bedroom home sleeps 10 and offers three balconies, beach access, a luxurious interior, and outdoor BBQ dining. Enjoy nearby fishing, water sports, and island adventures. Disclaimers: No pets, minimum age of 25 to book, and no smoking. AC is set to 74°F during the day, with an option to adjust at night. Property books Saturday to Saturday. License # R250139

Modern Direct Beachfront | 3-Bedroom & 2.5 Bath

"Look at that view!” is the first thing guests marvel at when they step into the Copacabana. Wall to wall sliders put panoramic Gulf views and sunsets front and center in this 3-bedroom, newly renovated beachfront bungalow. This residence offers you everything you need for a perfect couples getaway. Located near Bonita Beach’s only beachfront restaurant and water sport rentals guests of the Copacabana are only a short walk away from nightlife, restaurants, and more!

Vanderbilt Dr Suites! Walk to Vanderbilt Beach

Walk to Vanderbilt Beach—just ½ mile away! This updated one-bedroom getaway offers a bright coastal feel, a comfy Queen bed with a Casper Premiere mattress, outdoor seating, and 2 bikes plus full beach gear. Enjoy the unbeatable location near the Ritz-Carlton, Mercato dining, and top grocery stores. Perfect for guests who want comfort, convenience, and true walkable beach access. ​​​​​​​Pet Cleaning Fee $75 Local House attendant on call during your stay!

Grace by The Sea · 2025 Build · Steps to Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.

Pool/Hot Tub + 5-min Walk Beach | Sun, Sand & Soak

Brought to you by Vacation Your Way, Mermaid Tales – Unit 6: Bikini Bottoms is a charming 1-bedroom, 1-bath coastal retreat perfectly located on Fairweather Lane in Fort Myers Beach. Just a 5-minute walk to the beach, this bright and beachy escape is ideal for couples, solo travelers or remote workers. Enjoy shared backyard access to a pool, hot tub, lounge chairs, and picnic tables — the perfect spot to relax after a day in the sun. 🌊🏖️

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!

Walk to Beach-New Heated Pool & Baths-Cabana Oasis

If location and relaxation are at the top of your list, welcome to your dream stay in Naples! This newly renovated 3-bedroom, 2-bath coastal-modern home features a new heated pool, spacious outdoor cabana, and the perfect location — just a few minutes’ walk (less than a mile!) to one of Florida’s most beautiful beaches. Top 1% of homes This home is one of the highest ranked based on ratings, reviews, and reliability.