Holiday rentals with a pool in Naples Park

The Shell Tree House Naples

Reconnect with loved ones in this family-friendly place. This newer home is the perfect place to relax and unwind. With its outdoor area featuring a private pool and spa, comfortable seating areas and a grill. Inside you'll feel right at home with a fully equipped kitchen and 3 ensuite bedrooms. The neighborhood is close to Wiggins Pass Beach (1.3 miles away) and Vanderbilt Beach (2.0 miles away), wonderful restaurants, shops, and attractions. Whole Foods and Trader Joe's are just down the road.

New! Perfect Pool Paradise

Escape to this brand-new luxury home with new furnishings in Naples, near beaches, restaurants and shopping. * 4 bedrooms, 2 king beds, 1 queen, and a fun bunk bed setup, 2.5 bathrooms * Chefs kitchen with all the amenities * Game room * Heated saltwater pool, hot tub and outdoor kitchen * Crib, highchair, toys and books * Vanderbilt Beach is 3 minutes away * The Mercato - great restaurants and shopping less than a mile away * Vanderbilt Pickleball and tennis center less than a mile away

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

Welcome to your private slice of paradise in sunny Naples Park—just minutes from Vanderbilt Beach, Delnor-Wiggins Pass, and the shops and dining at Mercato! This bright and beachy 3-bedroom, 2-bath home has everything you need for the perfect Florida getaway. Whether you're cruising to the beach in our golf cart (optional rental), soaking up the sun by the private heated saltwater pool, or enjoying dinner on the screened lanai, this spot makes it easy to relax, recharge, and have fun.

Pool, Vanderbilt Beach, Mercato, Southern Exposure

Ideally located between great night life and day fun. Enjoy Vanderbilt beach that is close by and all the restaurants and night life that is walkable. The home is spacious with southern exposure and a large heated pool. The backyard always seems warm no matter what the temperature with low wind and full sun. The kids room sleeps 4 and there is a queen pullout in the living room. All the bedrooms are spacious. Please note! Cameras are only located at front door and pool area.

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Naples' Home With Private Pool - Esthetic Stays

If you have to be isolated, do it in style. This luxurious Naples vacation home comes with our Triple-Cleaned Promise, ensuring a spotless and thoroughly disinfected environment for your peace of mind. Enjoy social distancing in comfort with your own private pool, luxurious amenities, and four complimentary bikes for exploring the area. Whether you’re relaxing outdoors or staying active, you’ll experience total comfort, confidence, and peace during your stay.

The WaterSun Oasis - Luxury Private Pool & Spa

The WaterSun Oasis is a 3 bedroom, 2 1/2 bath home, perfect for family or friends to get away. Less than one mile from Vanderbilt Beach, this high-quality private house, equipped with a top-notch outdoor pool area, is packed with best-in-class amenities to set your experience apart from others. Located just 30-minutes from RSW International Airport and surrounded by multiple beaches, restaurants, shopping centers, night life and more. Book your stay today!

New Listing-Pool & Putting Green

Naples Harmony is a pet-friendly 2BR/2BA Naples Park home near Vanderbilt Beach and Mercato. Enjoy a private pool with sun shelf and loungers, covered lanai with TV, fire pit table, putting green, and spacious fenced yard. Inside features Smart TVs throughout, a coastal-modern interior, and a well-equipped kitchen. Beach gear included. Ideal for couples, families, or longer stays near dining, shopping, golf, and boating.

555 Royal Palm Villa | Luxury Heated Pool Home

Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

664 Naples Beach Paradise Private Pool & Spa

Welcome to 664 Naples Beach Paradise! A luxurious 2BD/2BA newly remodeled pool home; a short ride/walk to the famously soft, white sands of SWFL beaches. Perfect location in North Naples; just minutes to shopping, dining & entertainment. Bring your loved ones and enjoy a care free luxurious vacation on our welcoming property. Our staff is dedicated to provide and ensure a wonderful experience throughout your stay.

Beach! Heated Pool, Game Room, 2 Kings, 2 Suites

We are Super Hosts since 2018. You can see our history of reviews by navigating to my profile. The perfect home for a beach vacation just 3 minutes to the beach and 2 king beds. Every room in the house includes streaming TV even the outdoor lanai. A large chef's kitchen with an oversized island is great for entertaining. Bikes, towels, beach chairs, and toys are all included! Great house to enjoy the Florida sun.