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

Charming cottage bay area
Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . right next to New Marriott being built Center of downtown with new high-rises. many beach toys available in garage. coolers beach towels everything you can think of. extra roll away bed in garage.

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 | 10 min Beach+5th Ave• HTD Pool • 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!

Downtown Condo at Naples Pier Beach
Come enjoy a restful beach escape at the Naples Mariner, formerly a beautiful Motel built in 1966! Relax while enjoying your fully renovated condo located 60 yards from the Olde Naples Fishing Pier beach and 1 block from the 3rd Street Shops/Restaurants. A quick drive, bike or walk 1 mile north will place you on 5th Avenue - an area of shops, restaurants, bars and a playhouse. The condo has one designated parking spot, wifi, washer/dryer on premises, heated pool, courtyard & more. 'Sea' Ya!

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!

Sea Shell Villa 1
Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away. We do not offer snorkeling gear.

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.

Gulfside Sleeper in the ❤ of Historic Old Naples
Bright, clean 2nd floor studio is ideal for 1 or 2 travellers. Minimalist design with an emphasis on comfort and relaxation is perfect for executive business travellers or sun seeking beachgoers. No car necessary. The small space is hard flooring of wood and tile. There is an open closet with hanging rod. The shower access is a bit tight, and may not be suitable for big and tall or plus sized individuals. The westward view from the window is one block from the beach sunsets.

Naples Luxurious Resort Retreat with Lazy River
Naples Tyme Retreat is an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining (see below for resort fees). Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

675 FantaSea | New Heated Resort Pool & Fire Pit
Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

4BR Near Downtown Naples |Beach, Bikes, BBQ& Games
Relax in this spacious 4-bedroom Naples home minutes from the beach, 5th Ave shopping, and downtown dining. Ideal for families and groups, this 1,864 sq ft retreat offers king beds, bikes, beach gear for 8, outdoor games, BBQ, and two outdoor lounge areas everything needed for an easy Southwest Florida getaway. We have stellar reviews, come check us out & see for yourself. ⭐ Consistently 5-star rated | Superhost owned & operated
Popular amenities for Old Naples family-friendly rentals
Family-friendly home rentals with a hot tub

Main-Stay is a luxury 2/1 central to all Naples.

Last Minute Deals! Walk to beach! Jacuzzi & Pool

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

13 Downtown Near Beach Free Heated Pool and Spa

75"TV, World Tennis Club, Beach 4ml, Sauna, HotTub

Old Naples Home | Hot Tub, 5 Min Downtown & Beach

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

" The Bohemian Heaven " w/ SPA, 2miles to downtown
Family- and pet-friendly home rentals

Naples Retreat: Heated Pool - Minutes to Beach

Olde Naples 5th Ave S Penthouse

Coastal Getaway *Heated Pool *3 King Rooms

Lakeview Villa*lovely pool home in gated community

Private Heated Pool | Playset | Near the Beach!

Newly Remodeled 2 bedroom, 2 miles to the beach!

Aesthetic Lush Landscape, 3 Min to Town, King Bed

House 2Queens Fenced Yard Near DownTown & Beach
Family-friendly home rentals with a pool

*New*5minto5th|Heatedpool|privateyard|10mintobeach

Stunning 3 BR Condo with Pool Views near Beach

Chic resort, 4 pools, walk to 5th Ave Restaurants!

Beachcombers Pool Getaway

Fort Myers Waterfront 3 bed 3 bath w heated pool

Naples Retreat with Pool Near Beaches and 5th Ave

Renovated Beautiful Condo In Tropical Paradise

Park Shore Resort Modern Top Floor 2 Bed 2 Bath
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$69,642 GYD | G$83,654 GYD | G$77,380 GYD | G$72,570 GYD | G$62,741 GYD | G$54,793 GYD | G$57,512 GYD | G$54,793 GYD | G$57,512 GYD | G$60,440 GYD | G$74,661 GYD | G$80,935 GYD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about vacation rentals that are family-friendly in Old Naples

Total vacation rentals
Explore 260 vacation rentals in Old Naples

Nightly prices starting at
Old Naples vacation rentals start at G$14,639 GYD per night before taxes and fees

Verified guest reviews
Over 2,700 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
260 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
- Beach house rentals Old Naples
- Rentals with pools Old Naples
- Rentals with a hot tub Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Rentals with a fire pit Old Naples
- Rentals with a washer and dryer Old Naples
- Rentals with a fireplace Old Naples
- Rentals with beach access Old Naples
- Condo rentals Old Naples
- Rentals with an EV charger Old Naples
- Fitness-friendly rentals Old Naples
- Hotel rooms Old Naples
- Rentals with outdoor seating Old Naples
- Apartment rentals Old Naples
- House rentals Old Naples
- Pet-friendly rentals Old Naples
- Waterfront rentals Old Naples
- Family-friendly rentals Naples
- Family-friendly rentals Collier County
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- Family-friendly rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Jetblue Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bowman's Beach
- Big Cypress National Preserve
- Coral Oaks Golf Course
- Manatee Park
- Sun Splash Family Waterpark
- Naples Botanical Gardens
- Four Mile Cove Ecological Preserve
- The Naples Pier




