Beach house holiday rentals in Old Naples

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Bahia Villa | Coastal Waterfront Retreat Pool

Discover Bahia Villa, a private waterfront retreat on Fort Myers Beach with pool, dock, and space for up to 10 guests. The Villa is the entire home (both Penthouse & Poolside units) for the ultimate coastal getaway. Enjoy two kitchens, two living areas, and four bedrooms — perfect for families or groups seeking comfort and privacy under one roof. Lounge by the pool, fish from your private dock, or stroll just four minutes to the beach. Modern coastal interiors, open-concept living, and tropic

4.93 out of 5 average rating, 138 reviews

A serene beach scene features soft, white sand leading to gentle waves. A long wooden pier extends into the calm water, framed by a vibrant sunset sky filled with hues of orange and purple. The atmosphere conveys tranquility as clouds float overhead.

Home in Naples Park

Beach Bliss Haven|Steps to Vanderbilt| Free 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!

A heated swimming pool area features lounge chairs surrounded by palm trees and tropical plants. The clear water glistens under the sun, while a private dock extends nearby along the canal, offering a serene waterfront view.

4.97 out of 5 average rating, 35 reviews

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!

4.89 out of 5 average rating, 53 reviews

A two-story waterfront home is showcased, featuring a spacious back deck overlooking a clear pool. Lush greenery surrounds the area, while palm trees offer shade. The inviting outdoor seating area is complemented by a brick-paved patio, providing a perfect space for relaxation.

Home in Naples

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.

4.93 out of 5 average rating, 30 reviews

A screened-in pool area features a sparkling blue pool accompanied by a relaxing spa. Comfortable lounge chairs are arranged around the pool, and tropical plants provide a lush backdrop. Soft lighting casts a warm glow as sunset colors fill the sky.

Home in Naples

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

5 out of 5 average rating, 78 reviews

Home in Bonita Springs

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.

Top guest favourite

A modern dining area features a wood dining table surrounded by light-colored chairs. Large sliding glass doors open to a patio adorned with greenery, allowing natural light to fill the space. Coastal-themed decor adds a refreshing touch to the bright, airy environment.

Home in Naples Park

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!

4.89 out of 5 average rating, 9 reviews

A multi-level home is displayed, featuring a serene pool surrounded by patio pavers. The white exterior contrasts with the lush greenery. Stairs lead to a second floor, while a door indicates access to indoor areas. Sunlight casts reflections on the pool's calm water.

Home in Bonita Beach

Skyfall South | 4-Bedroom Beach Vacation Pool Home

Skyfall South is a superb vacation destination at Bonita Beach. Whether planning a family vacation or couples retreat, this fabulous pool home is perfect for your beach adventure. You can’t beat the premier location! Located across the street from Public Beach Access #7 on Bonita Beach, you will enjoy sunrise Bay views in the morning off the lanai while sipping your coffee and Gulf views and sunsets in the evening while sipping on wine or cocktails.

Top guest favourite

5 out of 5 average rating, 37 reviews

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.

Top guest favourite

The heated pool is illuminated with soft blue lighting, showcasing a large rubber flamingo float. Surrounding the pool, a shaded area features towels and seating, creating a relaxed atmosphere for evening enjoyment.

Home in Naples Park

4.98 out of 5 average rating, 87 reviews

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.

The exterior of the newly constructed three-story house is shown, featuring a vibrant light green facade with white accents. Multiple balconies and large windows provide ample natural light. Palm trees and tropical plants enhance the inviting curb appeal of this gulf-side property.

5 out of 5 average rating, 3 reviews

"The Osprey" - New Construction, Gulf-Side, Pool!

Have fun with your perfect beach getaway! Pool, Tiki Bar, Gulf-side, Ocean!| Brand new construction with pool on premier gulf-side location of Fort Myers Beach. Rebuilt after Hurricane Ian--same great location, same great host! Professionally decorated and just steps from the ocean! Updated with quality finishing, this 4BR, 4BA home is fully outfitted with everything you'll need for your beach getaway.