Family-friendly vacation rentals in Old Naples

4.95 out of 5 average rating, 193 reviews

An inviting collage showcases various areas of the Naples Holiday House. Bright outdoor seating is paired with an umbrella, while the living space features comfortable seating and coastal decor. A cozy dining area invites meals al fresco, and serene beach views complete the relaxing atmosphere.

Home in East Naples

Home Close To Beach & Downtown Naples

We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

4.98 out of 5 average rating, 114 reviews

The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

Condo in Old Naples

FUN AT THE BEACH

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king mattress and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refridgerator.

4.96 out of 5 average rating, 115 reviews

The open kitchen area is equipped with dark wood cabinetry and stainless steel appliances. A central island with a breakfast bar faces the dining area and living room, where natural light flows through large windows. Modern finishes create a welcoming space.

Home in East Naples

Parks Place - Ocean, Beach and Pickleball Haven

This stunning new home is surrounded by 4 beautiful Naples Parks and is ideal for ocean & beach lovers, nature enthusiasts, and pickleball. The US Open Pickleball Park is across the street. Bayview Park & Boat Ramp, with gorgeous views & access to Naples Bay is just down the street. Walk or bike around Lake Avalon/Sugden Park - 2 blocks away. Just .8 miles to Naples Botanical Gardens. Near the Bayshore Arts District, and a short drive to the gorgeous beaches, Naples Pier, and infamous 5th Ave.

A screened-in lanai is showcased, featuring a spacious seating area with comfort-focused sofas and a coffee table. The heated pool is visible in the background, surrounded by lush greenery. A ceiling fan offers airflow, while a dining table nearby accommodates outdoor meals.

4.95 out of 5 average rating, 130 reviews

LUXE Oasis | HTD Pool |10 min Beach +5th Ave• Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

5 out of 5 average rating, 167 reviews

A spacious backyard features a full-size pool surrounded by palm trees and tropical plants. Comfortable lounge chairs are placed on the stone patio, while decorative pots add color to the landscape. A wooden fence provides privacy, enhancing the serene outdoor environment.

Guesthouse in Naples

By the Beach and 5th - Studio Apartment with Pool

Great location! Newly renovated! A studio guest apartment with your own private entrance, full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining & 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 there's also a pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth speaker? This home is 325 square feet of clean cuteness!

A single-level traditional home is showcased with a bright green garage door and welcoming front entrance. The circular driveway is paved, surrounded by neatly manicured grass. Mature trees and shrubs are positioned around the property, providing a touch of greenery under a clear blue sky.

4.97 out of 5 average rating, 185 reviews

Relaxing Naples Home close to beach and downtown.

Enjoy this single level "just renovated" traditional Naples home, just blocks from beautiful beaches, the Naples Zoo, Naples Preserve, the Conservancy of Southwest Florida, the Gordon River Greenway Park, Coastland Mall, and 5th Avenue's abundant restaurants and shopping. Features include 3 bedrooms (including 1 bedroom with bunk beds (double and twin), a 2 car garage, covered lanai and laundry. It is located in the Lake Park neighborhood known for its quiet charm and mature canopy trees.

4.93 out of 5 average rating, 124 reviews

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Condo in Old Naples

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

A spacious living area showcases a blue leather sectional couch and a marble-topped coffee table. Bright white bar stools are positioned around a light-colored kitchen island, with navy blue cabinets in the background. Natural light enters through nearby windows, enhancing the inviting environment.

4.95 out of 5 average rating, 140 reviews

Three Palms Oasis - 2 Miles to Beach and 5th Ave

We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

4.94 out of 5 average rating, 217 reviews

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A stylish coffee table sits at the center, complemented by a simple plant. A large television is positioned on a modern console against a backdrop of clean, white walls and a soft area rug.

Home in East Naples

Location! Quality! Comfort! " The downtown Gem "

This Completely renovated gem offers a pleasant and cozy open floor plan with high-end beds and furniture, a private patio with a BBQ station, Screened lanai, and it's fully equipped with anything that you can think of. Within half a mile, you will be in the most fun Celebration Park or have breakfast on the water, Naples Botanical Gardens, and much more. You'll also appreciate the short drive to downtown Naples and the best Naples beach.

An inviting outdoor space features a heated pool and spa, enclosed by a fine mesh screen. Comfortable seating areas are arranged nearby, complemented by lush greenery. Sunlight streams through the enclosure, highlighting the tranquil atmosphere of this private oasis.

4.92 out of 5 average rating, 110 reviews

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀

Escape to The Private Oasis in the heart of Naples! → Welcome to 2,279 square feet of modern and elegant furnishings → Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier → Fully equipped kitchen fit for the chef at heart → Dine and unwind poolside in the enclosed lanai → Take a dip in the heated pool and spa → Grill masters will love the outdoor kitchen & bluetooth speakers → Click the ❤ to add listing to wishlist!

An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.

4.98 out of 5 average rating, 118 reviews

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.