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Family-friendly vacation 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

4.84 out of 5 average rating, 129 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

Guest favourite

Cottage in Matlacha

4.89 out of 5 average rating, 148 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.

Guest favourite

Condo in South Naples

4.95 out of 5 average rating, 295 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

Home in Pelican

4.88 out of 5 average rating, 200 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.

Guest favourite

Home in Naples Park

4.97 out of 5 average rating, 150 reviews

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

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

Home in Captiva

4.97 out of 5 average rating, 114 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Guest favourite

Home in Pelican

4.95 out of 5 average rating, 275 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 5 minutes from the house. We do not accept pets, service pets or comfort pets owner is allergic.

Home in Fort Myers

4.85 out of 5 average rating, 612 reviews

Tiny house 5 miles from Sanibel / No cleaning fee!

Tiny Paddle Board House $0 cleaning fee Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee/tea/bottled water 2. Bicycles 3. SUP - inflatable paddle boards 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

Guest favourite

Condo in Park Shore

4.91 out of 5 average rating, 152 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!

Guest favourite

Cottage in Pelican Bay

5 out of 5 average rating, 189 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 in East Naples

4.82 out of 5 average rating, 171 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.

Home in Naples Park

4.82 out of 5 average rating, 157 reviews

Coastal Getaway w/ Inground Heated Pool

This beautifully renovated home is perfect for any length of stay; a weekend, a week or a month. You will enjoy the open floor concept of the kitchen, living room and dining room; all overlooking a manicured backyard with oversized inground swimming pool through the retractable sliding glass doors. The heart of this home is the kitchen and its eat- in island; surrounded by the high end stainless steel appliances including a beverage cooler.

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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

Bungalow in Fort Myers

4.93 out of 5 average rating, 289 reviews

Rowan's Retreat

Guest favourite

Home in Pelican

4.83 out of 5 average rating, 123 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

Guest favourite

Home in South Naples

5 out of 5 average rating, 16 reviews

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

Guest favourite

Villa in Pelican

4.96 out of 5 average rating, 106 reviews

Luxury Vacation Home with direct Gulf access

Rental unit in Naples

4.9 out of 5 average rating, 67 reviews

Condo central Naples

Condo in East Naples

4.92 out of 5 average rating, 59 reviews

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

Guest favourite

Home in Fort Myers

4.98 out of 5 average rating, 116 reviews

The Parsonage-Private Villa-Heated Pool & Spa.

Home in Naples Park

4.82 out of 5 average rating, 103 reviews

Live the Naples life at Victors Cottage!

Family- and pet-friendly home rentals

Guest favourite

Home in Fort Myers Beach

4.89 out of 5 average rating, 227 reviews

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

Condo in Sanibel

4.73 out of 5 average rating, 126 reviews

Sanibel Romantic Getaway

Guest favourite

Home in Naples

4.96 out of 5 average rating, 81 reviews

Dome Of The Glades

Home in Naples

4.92 out of 5 average rating, 26 reviews

Tivoli Paradise Salt Pool & Spa Villa. King Beds!

Guest favourite

Home in Caloosahatchee

4.95 out of 5 average rating, 57 reviews

The Palms, salt water pool and Jacuzzi, oversize p

Home in Caloosahatchee

4.83 out of 5 average rating, 136 reviews

Cape Coral waterfront home heated pool, Wi-Fi, A/C

Guest favourite

Home in Pelican

4.96 out of 5 average rating, 168 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

Townhouse in Fort Myers

4.87 out of 5 average rating, 184 reviews

Hideaway at Hidden Palms Cove

Family-friendly home rentals with a pool

Guest favourite

Home in Fort Myers

4.9 out of 5 average rating, 300 reviews

Captivating Pyramid home in S Ft Myers-7019

Home in Captiva

4.94 out of 5 average rating, 104 reviews

Welcome to Paradise!

Guest favourite

Rental unit in South Naples

5 out of 5 average rating, 10 reviews

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

Guest favourite

Cottage in Fort Myers Beach

4.96 out of 5 average rating, 102 reviews

Coral Reef Villa - Steps from beach / Private Pool

Home in East Naples

4.96 out of 5 average rating, 115 reviews

Heated Pool Home, Close to Downtown

Guest favourite

Condo in Park Shore

4.89 out of 5 average rating, 109 reviews

Top Loc, Best Views, Park Shore 258

Guest favourite

Rental unit in Fort Myers Beach

4.98 out of 5 average rating, 130 reviews

Ft. Myers Beach Condo - Location-Location-Location

Guest favourite

Home in Pelican

5 out of 5 average rating, 54 reviews

Pool, Dock, Kayaks, Bikes, Tropical relaxation

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

Total rentals
1K properties
Nightly prices starting at
$95 CAD before taxes and fees
Total number of reviews
19K reviews
Pet-friendly rentals
340 properties allow pets
Rentals with a pool
750 properties have a pool
Rentals with dedicated workspaces
610 properties have a dedicated workspace

Destinations to explore