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.

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Guest favorite

Condo in Naples

4.95 out of 5 average rating, 283 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.

Jun 27 – Jul 4

€ 236 per night

Guest favorite

Home in Naples

4.96 out of 5 average rating, 153 reviews

Luxe Beach Home! Perfect for the Whole Family

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.

Jul 17 – 24

€ 490 per night

Superhost

Home in Naples

4.89 out of 5 average rating, 223 reviews

Brand new, modern 4/3 villa w/ screened-in 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.

Apr 11 – 18

€ 512 per night

Guest favorite

Home in Fort Myers

4.86 out of 5 average rating, 298 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

Oct 14 – 21

€ 158 per night

Superhost

Home in Naples

4.79 out of 5 average rating, 180 reviews

Perfect Vacation Get Away

This friendly beach cottage is located West of 41, in Naples Park. Excellent location walking distance to Vanderbilt Beach, beautiful Mercato with it's fine dining, shopping and movie theaters. Publix, Trader Joe's, Whole Foods all within minutes, as well as drug stores, hospitals and a variety of shopping centers. The home has been completely renovated with tiles /hard wood throughout, modern bathroom, granite counter tops, stainless steel appliances including washer dryer and more.

May 14 – 21

€ 143 per night

Guest favorite

Condo in Naples

4.91 out of 5 average rating, 146 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!

Dec 17 – 24

€ 402 per night

Guest favorite

Home in Naples

4.97 out of 5 average rating, 142 reviews

Bella Casa at the Beach 4 bd rms w/2 EnSuites

This 2500SF open concept home has a heated saltwater pool, 4 bd rms, 2 ensuites and 3.5 bathrooms. This home sleeps 10. The master has a king, guest rm 1 has a queen, guest room 2 has a bunk full over full and guest room 4 has a king ensuite. This gorgeous open concept home is family friendly, with beach accessories and five bikes included for guests' use. A short drive to Delnor-Wiggins Park, less than two miles. For golfers, there are several beautiful golf courses nearby.

Jan 24 – 31

€ 888 per night

Superhost

Townhouse in Naples

4.83 out of 5 average rating, 156 reviews

Royal Palm flat Bay side shoppes

Royal Palm flat first floor charming Just remolded, updated new on market fresh, with large back porch and shared garage with beach toys, close to the beach 1 block from 5th Ave. one mile from beach 3 blocks from Naples bay. close to many restaurants and shops on 5th ave. The beach is at the end of 5th Ave. great walk down the heart of Naples down town and charming tin city shops and dinning. view 5th ave from rear porch. entire first floor with many games in garage.

Sep 21 – 28

€ 143 per night

Superhost

Condo in Naples

4.85 out of 5 average rating, 156 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.

Oct 13 – 20

€ 127 per night

Guest favorite

Cottage in Naples

5.0 out of 5 average rating, 184 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.

Jul 12 – 19

€ 227 per night

Guest favorite

Condo in Naples

4.93 out of 5 average rating, 123 reviews

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

As a note, the complex is replacing roofs. Our building is to be completed 11/17/2023 We are located in the prestigious Lely community, Greenlinks golf resort. It's minutes away from world-class beaches. At no extra charge guests can use all the amenities of the Greenlinks clubhouse, a 2 minute walk from the condo. Amenities include a resort style pool, fitness room, hot tub, tennis/pickleball, bocce ball and more.

Aug 16 – 23

€ 206 per night

Guest favorite

Home in Naples

4.9 out of 5 average rating, 146 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!

Apr 16 – 23

€ 805 per night