Vacation rentals with a pool in Vanderbilt Beach, North Naples

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Top-rated rentals with a pool in Vanderbilt Beach, North Naples

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Naples Park

4.99 out of 5 average rating, 104 reviews

Heated Private NEW Pool and Spa/Minutes from Beach

Welcome to PARADISE! Sparkling clean, newly updated cottage centrally located in North Naples. Walking distance from shopping, dining and the beautiful white sand Vanderbilt Beach! Brand new screened in deck with SALTWATER HEATED pool finished in April 2022 with a SPA. Beach towels, chairs and umbrellas provided to our guests. Ring front yard camera for your safety. ABSOLUTELY NO SMOKING, VAPING OR DRUGS ALLOWED! NO PETS! NO PARTIES! LOCAL NOISE ORDINANCES MUST BE OBSERVED BETWEEN 10PM AND 7AM!

Guest favorite

Guesthouse in Naples

5 out of 5 average rating, 151 reviews

By the Beach and 5th - Studio Home with Pool

Great location! Newly renovated! A studio guest home with your own private entrance & your own full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining and shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention the pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth shower speaker? This home is 350 square feet of clean cuteness!

Guest favorite

Home in Naples Park

4.97 out of 5 average rating, 191 reviews

3 bdrm up to 6 guest pool walk to Vanderbilt Beach

Our home is located in the heart of North Naples. It is less than 1mi. to the beautiful white sand Vanderbilt Beach. Our brand new remolded non-smoking, 3 bedroom 2 bath home is surrounded by numerous local restaurants, entertainment and shopping centers. It's less than 1mi to the newest Naples hot spot "The Mercato". It's 10 min to downtown Naples, 15mi to Miromar Outlets SWFL top place to shop. You can relax in our open floor plan that leads out to the deck of private Pool and hot tub.

Guest favorite

Rental unit in Naples

4.99 out of 5 average rating, 125 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Guest favorite

Home in Naples Park

4.97 out of 5 average rating, 173 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

This 2,000-square foot stunner has a saltwater pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

Guest favorite

Townhouse in Naples Park

4.89 out of 5 average rating, 174 reviews

Near Beach saltwater pool heated low cleaning fee

Welcome to 2B/2B apartment in the house with saltwater private pool heated in winter months to 82 F Couple, sole traveler or whole family can enjoy, explore & make lifetime long memories Naples is one the nicest beachtown in USA Comfy beds and well equipped kitchen. Excelent locations Near supermarkets, dinning, shopping, fitness and night life at Mercado town center Closest beaches: Vanderbilt beach Delnor Wiggins and Lovers Key State Park Barefoot Preserve Bonita Beach Pet friendly.

Guest favorite

Bungalow in Naples Park

4.89 out of 5 average rating, 104 reviews

Little Treasure House minutes from Beach & Mercato

Enjoy a sun-soaked retreat in Naples Park! This inviting vacation home boasts a solar-heated pool, perfect for families, couples, or friends seeking a getaway or staycation. With easy access to Vanderbilt Beach (10 mins by bike) and the vibrant Mercato for shopping, dining, and entertainment, it's an ideal location. This cozy home away from home offers all essentials for a relaxing stay, just pack your sunglasses and bathing suit and immerse yourself in the quintessential Florida lifestyle!

Guest favorite

Cottage in Naples Park

4.89 out of 5 average rating, 228 reviews

Cottage Close to Vanderbilt Beach Heated Pool

2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

Guest favorite

Home in Naples Park

4.99 out of 5 average rating, 119 reviews

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.

Guest favorite

Condo in Naples

4.91 out of 5 average rating, 115 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

**Condo - Naples Modern Retreat** Welcome to Naples Modern Retreat, a fully renovated 2 bedroom, 2 bathroom condo nestled in a Tennis Resort in the heart of Naples, Florida. 6 miles to downtown and the beaches. This property offers a harmonious blend of scenic views including beach, canal, garden, lake, marina, ocean, pool, and resort vistas, ensuring a stay full of breathtaking beauty and modern luxury. ** Popular Amenities ** 2 bicycles, 5 beach chairs and umbrella

Guest favorite

Home in Naples Park

4.98 out of 5 average rating, 107 reviews

500 Block, Pets, 2 Mstr suites w Kings, htd pool,

Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

Guest favorite

Home in Naples Park

4.98 out of 5 average rating, 132 reviews

Beachside Bungalow! Beautiful Pool Home- Remodeled

Welcome to Paradise! Recently renovated, adorable 3 bedroom/2 bath home. Fenced in backyard, heated pool, ultra private backyard. Enjoy your vacation in the pool under the screened lanai or head off to the beach for sun, surf and beautiful sunsets. The home is located just over a mile from Vanderbilt Beach & Delnor Wiggins State Park, as well as close to shopping/dining at Mercato, The Ritz Carlton, La Playa resort, and more.