Pet-friendly holiday rentals in Naples Park

Bella Casa Beach 4BR. 3.5BA Retreat + Heated Pool

This spacious open-concept home features a heated saltwater pool, four bedrooms, two ensuites, and 3.5 bathrooms, comfortably sleeping up to 10 guests. The master bedroom includes a king bed, guest room 1 has a queen bed, guest room 2 offers a queen over-queen bunk bed, and guest room 4 boasts a king bed with an ensuite. This beautiful home comes equipped with beach accessories and five bikes for guests' use. Located less than one mile from Vanderbilt Beach. Many public golf courses nearby.

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Naples Oasis: Pool, Beach, Luxe Chef's Kitchen 5*

Escape to a serene Naples retreat where coastal luxury meets family comfort. Unwind in your private oasis—heated pool, lush tropical landscaping, and a sunny enclosed lanai for coffee or cocktails. Inside: bright open living + a chef’s kitchen stocked for real cooking. Sleep setup: king primary suite w/ ensuite, plus a king, a queen, and a bunk room. Fast Wi-Fi + workspace, laundry, and parking. Minutes to beaches and Mercato dining, shopping & nightlife—Nearby! Book now! Great for friends!

New! Sunset Social,Heated Salt Pool,1 mi to Beach!

Sunset Social is a brand-new two-story luxury 4BR/4BA retreat with 4 en-suites baths, designed for effortless indoor-outdoor living. The backyard features a private heated saltwater pool, lounge areas, and shaded umbrellas—perfect for pool days and sunset cocktails. Inside, enjoy a fun game room with pool table and arcade. Equipped with a home generator, which will automatically activate the new event of a power outage! Pet Cleaning Fee $250 Local house attendant on-call during your stay!

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

This 2,000-square foot stunner has a 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.

Sun-Kissed Getaway: Modern 2BR Condo Near Beach

A sunny vacation home, ideal for families, couples, or friends - a vacation, or a staycation. Located in north Naples Park, Vanderbilt beach with its sugar white sand, is 5 minutes away by car. It is also around the corner from Mercato, one of the highlights of the Naples scene for shopping, dining and entertainment. A cute home away from home, you'll find everything you need for a relaxing stay. Just remember to bring your sunglasses and flip flops and enjoy a taste of Florida life!

Sugar Beach Bungalow With a Pool!

Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Cozy Beach House in North Naples

Relax and recharge in this serene, stylish home perfectly situated in the heart of Naples Park. Just 1 mile from the pristine sands of Vanderbilt Beach and less than a mile from Mercato’s vibrant dining, shopping, and entertainment, you’ll have the best of Naples right at your fingertips. Whether you're soaking up the sun, exploring local hotspots, or simply enjoying a peaceful escape, this home offers the ideal blend of comfort, convenience, and coastal charm.

Beachside Haven | Family 3BR Near Vanderbilt Beach

We’re so excited to share our beautiful home with YOU! Located in the heart of Naples Park . Our 3-bedroom, 2-bath home is perfect for families, friends, or anyone looking for a blend of relaxation and quiet. The home is designed the home for maximum comfort and fun! The house is FULL of amenities, games for adults and kids - if you find something we don't have - message us :-) Let us host you in Naples Park, a few minutes from beautiful Vanderbilt beach.

Walk to The Ritz & Beaches, 2 Mstrs w Kings, Pets

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...

Naples Seabreeze Paradise, heated pool, beachwalk

Your family will be close to everything when you stay at this centrally-located place, 1 mile to the beach and 1 mile to Mercato shops and restaurants. Open concept home, with heated pool, impeccable maintained with weekly visit by pool company. 3 Bedrooms, Living room and Dinning Room, 1 car garage with Epoxy floor. House is fully gated, with Backyard privacy and mature tropical landscaping. You can walk or bike to Vanderbilt Beach.

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.