
Family-friendly holiday 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.

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 | 10 min Beach • HTD Pool+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!

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!

Sandy Cove Cottage/Sandy Cove Villa near the beach
Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

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.

Charming cottage bay area
Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, my place is 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 . roll away bed available if needed in garage. many beach toys available in garage. coolers beach towels everything you can think of.

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.

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.
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

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

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

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

Venetian Photoshoot - La Dolce Vita

Beautiful Pool 5m to the Beach Downtown & Shopping
Family- and pet-friendly home rentals

New Home, 6 Beds, Heated POOL / Game Room

Naples Retreat: Heated Pool - Minutes to Beach

Tropical Cottage by the Sea- your own private home

Waterfront w/Pool & Patio - Close to Everything

Villa Driftwood by Downtown & Beach

Private Studio 5 Minutes From Beach (All New)

Amazing Old Naples Property!

Coastal Getaway *Heated Pool *3 King Rooms
Family-friendly home rentals with a pool

Pool House+Game Room, Moments to Beach & Downtown

Unique Waterfront Naples Experience

Stunning 3 BR Condo with Pool Views near Beach

Great Condo in East Naples!

Beach Vacation Getaway

Beautifully Renovated Condo, Walk to Beach/3rd St

Seaside Park S - Heart of Bayshore District, Pool,

Lazy River, 4 Pools, 5th Ave Resort Personal Oasis
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £253 | £304 | £281 | £264 | £228 | £199 | £209 | £199 | £209 | £194 | £228 | £240 |
| 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 holiday rentals that are family-friendly in Old Naples

Total holiday rentals
Explore 220 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at £53 per night before taxes and fees

Verified guest reviews
Over 2,760 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
220 of Old Naples holiday rentals include wifi 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
- Flat rentals Old Naples
- Pet-friendly rentals Old Naples
- Rentals with a firepit Old Naples
- Rentals with an EV charger Old Naples
- Rentals with beach access Old Naples
- Rentals with pools Old Naples
- Rentals with a hot tub Old Naples
- Rentals with outdoor seating Old Naples
- Apartment rentals Old Naples
- Waterfront rentals Old Naples
- Beach house rentals Old Naples
- Rentals with a fireplace Old Naples
- House rentals Old Naples
- Hotel rooms Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Fitness-friendly rentals Old Naples
- Rentals with a washing machine and dryer Old Naples
- Family-friendly rentals Naples
- Family-friendly rentals Collier County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Spanish Wells Country Club
- Morgan Beach
- Panther Run Golf Club
- The National Golf & Country Club Ave Maria
- LaPlaya Golf Club
- Seagate Beach Club
- Cypress Woods Golf & Country Club
- Worthington Country Club
- The Quarry Golf Club Naples
- Gasparilla Island State Park
- Esplanade Golf & Country Club of Naples
- Sanibel Island Northern Beach
- Spring Run Golf Club
- Del Tura Golf & Country Club
- Park Shore Beach Park




