Beach house holiday rentals in Naples

Updated 2BR Barefoot Pelican – Bay Views & Pool

Enjoy waterfront living in this beautifully updated 2-bedroom, 2-bathroom condo on the second floor of Barefoot Pelican in North Naples. Set along Vanderbilt Lagoon, this residence offers a peaceful setting with sweeping water views while being just minutes from the beach, dining, and shopping. Inside, the condo features an open and airy layout with stylish updates throughout. The kitchen is equipped with modern appliances and sleek finishes, while both bathrooms have been tastefully remodeled. A private screened lanai overlooks the lagoon — the perfect spot to start your day with coffee or unwind at sunset. The Barefoot Pelican community offers amenities that make everyday living feel like vacation, including a heated pool and spa right on the water, barbecue areas, and available boat docks for rent. Covered parking and elevator access add to the convenience. Located just a short walk to Vanderbilt Beach, the Ritz-Carlton, and Mercato’s shops and restaurants, this condo places you in the heart of North Naples’ best lifestyle. Whether you’re here seasonally or year-round, this property delivers comfort, views, and an unbeatable location.

Location · Nearby · Beach

Pelican House 4 bedrooms Free Heated Pool

Welcome to Pelican House, a bright and spacious Florida getaway designed for family fun and total relaxation. This beautiful 4-bedroom, 2-bathroom home features a free heated pool and a sunny open layout, perfect for enjoying Cape Coral’s tropical lifestyle. Large sliding doors from the dining room, great room, kitchen, and master bedroom fill the home with natural light and provide direct access to the pool area — where you can swim, sunbathe, or enjoy meals al fresco. The screened lanai and c

Location · Value · Layout

Island retreat - canal, heated pool, walk to beach

Experience Fort Myers Beach by staying in this cozy 2BR 2Bath home (within a triplex), situated in the serene waterfront neighborhood right on the canal. Its prime location offers a relaxing retreat in a resort like setting while allowing quick access to beautiful and sunny beaches. The design and rich amenity list will satisfy your every need. ✔ Waterfront ✔ Beach Access ✔ 2 Comfy BRs ✔ Full Kitchen ✔ Heated Pool ✔ Outside Patio ✔ High-Speed Wi-Fi ✔ 3 Smart TVs ✔ Free Parking See More below!

Family · Location · Walkability

Stylish Retreat, Walk to Beach, Pool, 2 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 1.3 mile walk/ride to beach →Private, heated, well-lit pool →High end furnishings, Artist Designed →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!

Location · Family · Backyard

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🍦

Location · Value · Getting around

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.

Family · Value · Pets

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

Family · Value · Comfort

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.

Location · View · Nearby

The Turtle Nest

Welcome to "The Turtle Nest." You cannot rent a closer property in Naples Park to the beach. It is a 7 minute walk to the beach! This is a 2 story new construction 4 bedroom, 3 bathroom, 2 half bathroom, pool with spa home ready for a beach lovers ultimate vacation. Perfect rental for a multi-generational family vacation. The Mercato and Pavillion shopping centers are within walking distance where you can rent bicycles, get ice cream, watch a movie, and eat at a restaurant.

Family · Location · Outdoor spaces

Blue Beach Bungalow

3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

Family · Value · Wi-Fi

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!

Family · Location · Layout

Luxury Heated Pool • Walk to Beach • Cabana Oasis

Top 1% of homes in Naples on Airbnb. 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.

Family · Value · Comfort