Beach house holiday rentals in Old Naples

Island getaway, dock, 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

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

Personally hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new home offers Gulf views from the front porch—just steps from the white-sand beach. The 3BR/2BA retreat sleeps 8 with 2 KING bedrooms, a private heated pool, and a fenced outdoor living/dining area with TV and boutique coastal hotel vibe. Enjoy all-new furnishings, games, and beach gear. Open-concept living/kitchen/dining with 85” smart TV. Family-friendly and walkable to bars, restaurants, shops, and the marina.

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!

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!

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

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.

Manatee Bay – Waterfront Pool Home & Walk to Beach

Welcome to Manatee Bay Escape to Manatee Bay, your peaceful bayfront getaway in Bonita Springs, Florida. This stunning 3-bedroom, 2.5-bathroom home is perfectly positioned along the water, offering spectacular views, modern coastal design, and a true sense of relaxation. Just a 2 minute drive or 8 minute walk to Bonita Beach, it’s the ideal spot for guests seeking both serenity and seaside fun.

New Listing! Waterfront Escape on canal w/Pool

New Listing! Enjoy a peaceful Naples getaway at this canal-front home with a private screened pool, modern kitchen, and bright open interiors. Relax on the lanai, grill outside, or spend the day at nearby Vanderbilt Beach and Mercato. Pet-friendly for dogs under 50 lbs with approval and fee. Ideal for families or couples looking for comfort and a calm waterfront setting. Sleeps 6.