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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.

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Guest favourite

Apartment

4.95 out of 5 average rating, 298 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

Guest favourite

Apartment

4.98 out of 5 average rating, 106 reviews

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.

Guest favourite

Home

4.97 out of 5 average rating, 172 reviews

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

This 2,000-square foot stunner has a saltwater 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.

Home

4.89 out of 5 average rating, 225 reviews

Modern 4 bedroom villa w/ private heated pool

The 4-bedroom house with its open-concept living space features soaring 12-foot vaulted ceilings in the living room and high ceilings throughout the rest of the house to give you the feeling of breezing freely. Since everything of this newly built house was designed and planned by us, we made sure that you would feel comfortable from the very beginning. In the open living area you will find a large sectional with comfy chairs, a huge 55’ Smart TV, latest generation Apple TV and a Bose radio.

Guest favourite

Home

4.97 out of 5 average rating, 150 reviews

Bella Casa near Vanderbilt Beach

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 full-over-full 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.

Guest favourite

Cottage

4.89 out of 5 average rating, 228 reviews

Cottage Close to Vanderbilt Beach Heated Pool

2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

Guest favourite

Apartment

4.91 out of 5 average rating, 154 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Apartment

4.8 out of 5 average rating, 173 reviews

Ground Floor, A+ Location Club Membership Included

Lakeside, ground floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, dining, Publix, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Membership is included, giving access to the larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop tennis match making, etc.

Guest favourite

Cottage

5 out of 5 average rating, 191 reviews

Coastal Vibes Cottage Pickleball Ct Mile to Beach

Our beach cottage, with it’s open spaces and bright beachy vibe gently reminds you of why you came! From the sunny yellow front door to the screened back lanai, this 2 bedroom, 2 bath has everything you need to kick back and enjoy your time in paradise. Located in North Naples one mile from the beach in the center of the city hustle, the completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

Guest suite

4.82 out of 5 average rating, 172 reviews

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.

Guest favourite

Home

4.98 out of 5 average rating, 105 reviews

500 Block, Pets, 2 Mstr suites w Kings, htd pool,

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...

Guest favourite

Home

4.91 out of 5 average rating, 159 reviews

841 Vanderbilt Beach Bliss • Lux Waterfront Home

841 Vanderbilt Beach Bliss is a stunning, four bedroom vacation home in a quiet suburban neighborhood in the Vanderbilt Beach area. This luxury, lakefront home is designed for the modern traveler and is equipped with upscale furniture, coastal decor, and high-end amenities for a vacation that is both comfortable and convenient. World-class, white sand beaches are easily accessible and just a mile away!

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Popular amenities for Old Naples family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home

4.92 out of 5 average rating, 26 reviews

Tivoli Paradise Salt Pool & Spa Villa. King Beds!

Home

4.67 out of 5 average rating, 3 reviews

Cypress House

Guest favourite

Home

5 out of 5 average rating, 16 reviews

3bed 2bath Lovely Home Pool/Hottub/Spa East Naples

Home

4.86 out of 5 average rating, 37 reviews

Luxury on Eight Lakes - Gulf Access & Pool table

Apartment

4.95 out of 5 average rating, 41 reviews

Lover's Key Resort Unit #807

Apartment

5 out of 5 average rating, 9 reviews

Orchid - 2+ Den Renovated Golf Villa

Home

4.5 out of 5 average rating, 4 reviews

618 Beach House One Pool House Vanderbilt Beach

Apartment

4.92 out of 5 average rating, 60 reviews

4 Pools, lazy river, walk to 5th ave restaurants!

Family- and pet-friendly home rentals

Guest favourite

Home

4.89 out of 5 average rating, 228 reviews

La Casa On Mango, heated pool-5 min walk to Beach

Apartment

4.73 out of 5 average rating, 126 reviews

Sanibel Romantic Getaway

Home

4.88 out of 5 average rating, 65 reviews

Bethany Place.North Naples.

Home

4.97 out of 5 average rating, 32 reviews

Bonita Beach Riverside Retreat!

Guest favourite

Home

5 out of 5 average rating, 8 reviews

Canal Home-Pool, Hot Tub, Bikes, 2 Mi to Beach

Cottage

4.79 out of 5 average rating, 90 reviews

Cozy Cottage Near Vanderbilt Beach

Home

4.74 out of 5 average rating, 31 reviews

Coconut Dreams: 3BR Oasis w/ Pool & Steps to Beach

Guest favourite

Home

5 out of 5 average rating, 16 reviews

2BR, 2BA, Heated Pool, Pet friendly, walk to all

Family-friendly home rentals with a pool

Guest favourite

Home

4.91 out of 5 average rating, 43 reviews

Villa Seven Palms 3bed/3bath w/ South facing pool

Apartment

4.87 out of 5 average rating, 83 reviews

Naples Beach Getaway

Apartment

5 out of 5 average rating, 25 reviews

Shorewood 1C

Guest favourite

Apartment

4.86 out of 5 average rating, 29 reviews

1 Bed + Sanibel Waterfront Deluxe Remodel LUX+WiFi

Guest favourite

Rental unit

5 out of 5 average rating, 10 reviews

Minutes to 5th Ave-No steps-Lakefront-End Unit

Home

4.78 out of 5 average rating, 49 reviews

Canal heated pool house access to Golf and Gulf

Guest favourite

Home

5 out of 5 average rating, 54 reviews

Pool, Dock, Kayaks, Bikes, Contractors Welcomed!

Guest favourite

Home

4.95 out of 5 average rating, 66 reviews

Mango Bungalow Tropical Paradise pool beach dining

Quick stats about holiday rentals that are family-friendly in Old Naples

Total rentals
220 properties
Nightly prices starting at
£54 before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
170 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace

Destinations to explore