Beach house holiday rentals in Old Naples

Villa de Siesta Pines

Amazing secluded townhouse located 5 mins from the Sanibel Causeway and minutes to Fort Myers beach. This villa boasts its proximity to water and great views. Amazing golf course views from the master bedroom. Modern open kitchen design. Both bedrooms have private bathrooms. All you need is your suitcase and toothbrush. Start your vacation the right way at Villa de Siesta Pines. Boat tours are now offered to Sanibel/Captiva for sunsets/shelling/fishing for an additional fee. Contact your host.

Private Sand Beach Backyard | Hot Tub | BBQ Grill

Our Naples Beach Paradise is centrally located minutes to Vanderbilt beach, Mercato, and great restaurants! This home features a fun outdoor space which includes a beach backyard, hot tub, fire pit, horseshoes, and a grill. We brought the beach directly to your backyard! Every room has a smart TV with LED lights installed behind each one. We have 3BRs, two lead to the outdoor space and 2 full bathrooms. Expect to have all the essentials so that you can just kick back and relax during your stay!

Beach Bliss Haven | Steps to Vanderbilt | Hot Tub

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!

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

The Salty Snook Retreat

Located in Naples, FL this quaint Gulf access 1614 sq ft home w/ dock offers 3BR/2BA's. Located in Gulf Harbor, one of the most sought after Gulf access neighborhoods located just minutes to Mercato & Waterside Shoppes, the white sandy beaches at Delnor Wiggins State Park, Vanderbilt Beach, sports & plenty of dining and shopping. This hidden gem of a community is located in North Naples, West of 41 & only a short boat ride through the backwaters out Wiggins Pass to The Gulf of Mexico.

Ultimate Beach Getaway - Pool, Hot Tub & Kayaks

Welcome to your dream vacation home — a stunning 5-bedroom 4-bath, canal-front oasis just minutes from the soft sands of Fort Myers Beach. Heated saltwater pool, 8 person hot tub, two kayaks & bike. Fun games for families shuffleboard, ping-pong, pool table & pool basketball! Located directly on a gulf canal, you can watch dolphins and manatees in your backyard. It’s just a 4-minute walk to the beach for some of the most amazing sunsets you have ever seen in your life. .

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!

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.