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Family-friendly holiday rentals in Naples

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Naples

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Condo in Naples

4.87 out of 5 average rating, 115 reviews

Top Floor, A+ Location, Club Membership Included!

Lakeside, top 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, Publix, dining, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Tennis Club membership included at no cost, including larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop, match making through proshop, bocce ball, pickle ball, sauna

19 – 26 June

$1,515 AUD total

Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 134 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

23 – 30 Nov

$1,625 AUD total

Guest favourite

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.

13 – 20 May

$2,320 AUD total

Guest favourite

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.

17 – 24 July

$5,689 AUD total

Home in Fort Myers

4.86 out of 5 average rating, 564 reviews

Vacation house next to Sanibel / free amenities

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Breakfast items (eggs, bagels, apples, coffee and tea) 2. Cruise style bikes, 2 x SUP 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

12 – 19 Aug

$1,459 AUD total

Guest favourite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 621 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

10 – 17 Jan

$1,971 AUD total

Guest favourite

Home in Cape Coral

4.87 out of 5 average rating, 178 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

14 – 21 July

$2,120 AUD total

Guest favourite

Apartment in Marco Island

4.93 out of 5 average rating, 224 reviews

Best JW Marriott Alternative Prime~ Location~Pool

Retreat to the gorgeous 1BR 1Bath coastal oasis located across the street from JP Marriot, offering easy access to the exciting attractions and beaches of Marco Island. The condo's design, comforts, amenities, and central location provide everything you need to relax, recharge, entertain, and have a perfect Gulf Coast stay! ✔ Comfortable King Bedroom ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Community Amenities (Pool, Hot Tub, Parking) Learn more below!

16 – 23 Sept

$2,784 AUD total

Guest favourite

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

*Road construction* ask before booking. Completely remodeled 2023 west of 41 .Fresh Saltwater heated Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach, relaxing cottage with NEW screened Lanai, 50 inch HD tv, gas grill, 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 new sofa sleeper has been added to sleep 6. Quartzite countertops with travertine floors .

28 May – 4 June

$3,116 AUD total

Guest favourite

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.

18 – 25 June

$6,761 AUD total

Guest favourite

Home in Cape Coral

4.94 out of 5 average rating, 253 reviews

Luxurious Escape

Centrally located close to restaurants, supermarkets and malls , is 30 minutes to Fort Myers Beach, Sanibel and Captiva. All amenities provided. Guests that have stayed at this property have stress how clean and spotless is this house, UV system in air conditioner system to eliminate viruses, meticulously cleansed after each guest stay. Beach towels, chairs, umbrella provided. Beach in town just reopened after Ian and is better than ever 5 minutes see the pictures.

1 – 8 Oct

$1,277 AUD total

Home in Naples

4.88 out of 5 average rating, 240 reviews

Charming Keys Style house

Unique Key West Style Villa on a friendly private Pave stone street. You will have the entire second floor which consist of an open kitchen/living area plus two bedrooms and two bathrooms. There is a private front porch and a shared rear patio with grill . Queen bed master all quality mattress, all items are new sofa bed also. 3 blocks from 5th Ave Shopping. just over one mile to beach with many beach toys in garage.

10 – 17 July

$1,885 AUD total

Holiday rentals for every style

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Popular amenities for Naples family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 108 reviews

Private Heated Pool and Spa

17 – 24 Apr

$3,133 AUD total

Guest favourite

Home in Naples

4.87 out of 5 average rating, 154 reviews

Gulf access, tropical river front. Heated pool/Spa

4 – 11 Oct

$4,552 AUD total

Guest favourite

Home in Marco Island

4.93 out of 5 average rating, 120 reviews

Marco Paradisio - Luxury Waterfront w/ boatlift

18 – 25 May

$6,137 AUD total

Guest favourite

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

13 – 20 Jan

$12,027 AUD total

Guest favourite

Apartment in Fort Myers

4.94 out of 5 average rating, 114 reviews

Queen Palm-Lrg. 2nd flr. apt-Kg Bd, great reviews!

4 – 11 Aug

$1,514 AUD total

Guest favourite

Bungalow in Fort Myers

4.93 out of 5 average rating, 285 reviews

Rowan's Retreat - Historic Downtown Fort Myers

14 – 21 Sept

$2,675 AUD total

Guest favourite

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 194 reviews

Mermaid Oasis

12 – 19 Mar

$4,508 AUD total

Guest favourite

Home in Marco Island

4.86 out of 5 average rating, 113 reviews

Luxury Living on Marco Island - IDEAL LOCATION !

14 – 21 Aug

$5,938 AUD total

Family- and pet-friendly home rentals

Guest favourite

Home in Bonita Springs

4.82 out of 5 average rating, 105 reviews

Waterfront - Boat & Grill Included/downstairs

25 Aug – 1 Sept

$2,226 AUD total

Guest favourite

Home in Cape Coral

4.96 out of 5 average rating, 158 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

1 – 8 Aug

$2,499 AUD total

Guest favourite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

14 – 21 July

$8,875 AUD total

Guest favourite

Apartment in LaBelle

4.98 out of 5 average rating, 126 reviews

Jan's Jungle Riverfront paradise

12 – 19 May

$1,032 AUD total

Guest favourite

Guesthouse in Fort Myers

4.97 out of 5 average rating, 279 reviews

Chameleon Guest Cabana

19 – 26 Jan

$1,282 AUD total

Guest favourite

Villa in Naples

4.89 out of 5 average rating, 272 reviews

Del Mar Villa

31 Aug – 7 Sept

$4,416 AUD total

Home in Naples

4.79 out of 5 average rating, 180 reviews

Perfect Vacation Get Away

20 – 27 Jan

$2,850 AUD total

Guest favourite

Home in Naples

4.95 out of 5 average rating, 112 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

16 – 23 Apr

$5,953 AUD total

Family-friendly home rentals with a pool

Guest favourite

Home in Cape Coral

4.99 out of 5 average rating, 212 reviews

Gulf access waterfront heated pool

1 – 8 Aug

$1,936 AUD total

Home in Naples

4.89 out of 5 average rating, 223 reviews

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

17 – 24 Mar

$5,862 AUD total

Guest favourite

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

17 – 24 Dec

$4,601 AUD total

Guest favourite

Cottage in Fort Myers

4.93 out of 5 average rating, 127 reviews

Cozy Cottage with heated pool and wifi !

15 – 22 May

$2,015 AUD total

Guest favourite

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 126 reviews

Ft. Myers Beach Condo - Location-Location-Location

3 – 10 Oct

$2,328 AUD total

Home in Naples

4.83 out of 5 average rating, 151 reviews

Coastal Getaway w/ Inground Heated Pool

13 – 20 Sept

$3,768 AUD total

Guest favourite

Condo in Marco Island

4.99 out of 5 average rating, 111 reviews

Incredible Waterfront Views, Dock, Pool & Fishing!

2 – 9 Oct

$2,653 AUD total

Home in Cape Coral

4.92 out of 5 average rating, 158 reviews

Dreamvilla Louisiana in Cape Coral

9 – 16 Jan

$2,984 AUD total

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

Total rentals
1K properties
Rentals with dedicated workspaces
600 properties have a dedicated workspace
Rentals with a pool
730 properties have a pool
Pet-friendly rentals
340 properties allow pets
Total number of reviews
18K reviews
Nightly prices starting at
$93 AUD before taxes and fees

Destinations to explore