
Family-friendly vacation rentals in Old Naples
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Top-rated family-friendly rentals in Old Naples
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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.

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!

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.

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.

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.

Turtle Bungalow
Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Turtle Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming… I wouldn’t wait.

Beach & Pool Escape – Walk to Naples Hotspots
Modern 3BR/2.5BA Naples home with private pool, perfect for adults seeking comfort and fun. Sleeps 6 with king suite, queen room, and queen-over-queen bunks. Relax poolside or head to the beach with provided chairs, umbrellas, blankets, and coolers. Walk to Botanical Garden, breweries, and dining. High-speed WiFi, Smart TVs, and desks keep you connected if needed. Kid-ready with Pack ’n Play, high chair, and toys.

Waterfront Sea Cottage
Enjoy Naples in this private waterfront tiny cottage conveniently located on the Gordon River with gulf access near the heart of Downtown 5th Avenue. Our cottage is only 1.5 miles (2.4 km) from the beach and is located within walking distance to parks, shopping, bars, restaurants, and many outdoor activities. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.

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.

Jony’s Paradise
Only 1 parking available 1 Room- Kitchen- Bathroom located 3 miles from Beach and Downtown Naples with private entrance and free parking. 350 sqft Do not to bring AC bellow 20* 70* because it might get frozen Turn off AC before getting out since it might be frozen once you get back Please do not trow paper towels or anything into the toilet. No smoking Thanks
Popular amenities for Old Naples family-friendly rentals
Family-friendly home rentals with a hot tub

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

Coastal Farmhouse w/ mini Golf, Private Beach &Spa

Brick Enclave with Mini Golf & SPA, 5mins to beach

Last Minute Deals! Walk to beach! Jacuzzi & Pool

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

La Dolce Vita

25%OFF·Beach3mi·2HtdPools·Tennis·PickleBall·Bikes

19 Downtown Near Beach Free Heated Pool and Spa
Family- and pet-friendly home rentals

New Home, 6 Beds, Heated POOL / Game Room

SoCe Flats 304 - West Facing 1+Den Luxury Condo

Naples Retreat: Heated Pool - Minutes to Beach

*Mins to Beaches, *Art District*Lake View

Bayshore Getaway

Newly Renovated Studio 5 Min From Beach

Coastal Getaway *Heated Pool *3 King Rooms

Villa Nautilus by Downtown
Family-friendly home rentals with a pool

Backyard Oasis - Large heated pool/Wi-fi/Lanai/PS3

Unique Waterfront Naples Experience

Stunning 3 BR Condo with Pool Views near Beach

Lush tropical 1st floor getaway in Naples

Pool Home Minutes to the Beach

Lazy River, 4 Pools, 5th Ave Resort Personal Oasis

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)
Quick stats about vacation rentals that are family-friendly in Old Naples
Total vacation rentals
Explore 220 vacation rentals in Old Naples
Nightly prices starting at
Old Naples vacation rentals start at R1,218 ZAR per night before taxes and fees
Verified guest reviews
Over 2,760 verified reviews to help you choose
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Vacation rentals with a pool
170 properties feature pools
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Wi-Fi availability
220 of Old Naples vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Naples rentals
4.8 Average rating
Old Naples stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Naples
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