Beachfront holiday rentals in North Naples

Luxurious condo steps to beach with heated pool!

Relax Off 5th is a perfectly located 1 bedroom condo in the heart of Old Naples, just a 1/2 block from vibrant 5th Avenue with its restaurants, boutiques, and cafés, and only four short blocks to the beach. Set in a charming Old Florida building surrounded by multi-million-dollar estates, the condo offers access to a heated pool perfect for a refreshing dip after a day at the beach. Inside, you’ll enjoy fast WiFi with a dedicated workspace, and the convenience of keyless, contactless entry.

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.

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!

Lovely 1 BR Condo steps away from Bonita Beach!

Welcome to our Bonita Beach Paradise that we would love to share with your family! This unit is newly renovated and all appliances, furniture, and fixtures are brand new! Enjoy ocean & 🌴 views from the condo! Equipped with all the furnishes you need to enjoy your vacation! 1 Bedroom + 1 Bath. Along with a pull out sleeper couch. Refrigerator, Oven/Range, Microwave, and in unit washer and dryer. Exactly a .25 mile walk to the beach, and within walking of local restaurants!

Stay In The Penthouse--Spectacular Views & Sunsets

Our proximity to one of the best beaches in the world on the Gulf of Mexico as well as our flexible rental program is unique in Southwest Florida. We are dedicated to insuring you have a relaxing, enjoyable and unforgettable stay with us and that you will return year after year!!! We are located on the beautiful six-mile Bonita Beach in Florida. We are close to Southwest Florida International Airport (RSW). Ours is a friendly and welcoming community of owners and their Guests.

Westshore Naples Cay #202- Stunning Ocean view

Relax with the whole family at this peaceful location. Located in the neighbourhood of Naples Cay, our condo will sweep you into the charm and excitements of Naples - the capital of happy hours and live music! Our spacious condo is beautifully furnished, featuring top of the line appliances. The open balcony is the highlight of the space with beautiful views of the beach! Stay cool with central A/C and wind-down comfortably with king size beds in BOTH rooms!

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!

Lovers Key Beach Club Private Beach

Minimum age to book is 25 please. 7 night minimum Lovers Key beach front, with all of Lovers Key State Park just across the street which also has beautiful white, sand beaches. Beach...Dolphins...Fishing...Kayaking...Biking...right out your door! Beautiful sunrise and sunsets from the condo. Private beach with private pool. Next door to multiple beaches, restaurants and bars within short distance. Private enough to be out of the hustle and bustle.

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.

206C Gulf Water Views + 2 bikes + beach gear

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

The Club at Naples Cay 501 - Gulf Views

Welcome to our condo with amazing Gulf Views and an old Florida feel. We are located on the 5th Floor of The Club at Naples Cay. Forget your worries in this spacious & serene space, watch the beautiful sunsets from our private balcony and listen to the waves as the sun rises. We are just a short walk from our private beach with amazing views. Our complex is a gated community that provides 24-hour security.

Steps to Bonita Beach | Across from Access #7

Just across the street from Bonita Beach at Public Beach Access #7, this rare dual-water home offers the best of coastal living. Enjoy Gulf views on one side and peaceful bay waters on the other. Skip parking and walk straight to the sand, then unwind in a quiet island setting. Sunrise over the bay, sunset at the beach. Home features two separate levels with no interior connection.