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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

4.87 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

Jul. 18 – 25

$193 CAD per night

Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 136 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.

Sep. 5 – 12

$197 CAD per night

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.

Jul. 20 – 27

$262 CAD per night

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.

Jul. 3 – 10

$216 CAD per night

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....

Sep. 15 – 22

$169 CAD per night

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.

Dec. 7 – 14

$1,157 CAD per night

Guest favourite

Home in Fort Myers

4.9 out of 5 average rating, 280 reviews

Captivating Pyramid home in S Ft Myers-7019

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid !! This home is perfectly situated in a quaint community with an enormous spring water lake just a short walk from your pyramid. * Fully equipped home with free WIFI, 2 Roku TVs, beach gear, washer/dryer, and 2 private patios with a gas grill. * Comfortable for 4 total guests including small families, couples, or great friends who want to have a memorable vacation! * 15 miles from most beaches * Self check in

Aug. 21 – 28

$263 CAD per night

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.

Jul. 22 – 29

$483 CAD per night

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!

Nov. 25 – Dec. 2

$356 CAD per night

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.

Jun. 15 – 22

$1,083 CAD per night

Guest favourite

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.

Feb. 19 – 26

$694 CAD per night

Guest favourite

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!

Jun. 25 – Jul. 2

$950 CAD per night

Vacation rentals for every style

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Apartments

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A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

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

Apr. 17 – 24

$391 CAD per night

Guest favourite

Condo in Marco Island

4.92 out of 5 average rating, 250 reviews

Elegant Beach Vacation Condo, Unbeatable Location

Jun. 9 – 16

$364 CAD per night

Guest favourite

Home in Marco Island

4.93 out of 5 average rating, 122 reviews

Marco Paradisio - Luxury Waterfront w/ boatlift

May 18 – 25

$713 CAD per night

Guest favourite

Home in Naples

4.87 out of 5 average rating, 154 reviews

Gulf access, tropical river front. Heated pool/Spa

Oct. 8 – 15

$587 CAD per night

Guest favourite

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

Jan. 6 – 13

$1,536 CAD per night

Guest favourite

Home in Marco Island

4.86 out of 5 average rating, 113 reviews

Luxury Living on Marco Island - IDEAL LOCATION !

Oct. 15 – 22

$758 CAD per night

Guest favourite

Bungalow in Fort Myers

4.93 out of 5 average rating, 285 reviews

Rowan's Retreat - Historic Downtown Fort Myers

Jul. 21 – 28

$334 CAD per night

Guest favourite

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 194 reviews

Mermaid Oasis

Mar. 16 – 23

$576 CAD per night

Family- and pet-friendly home rentals

Home in Naples

4.86 out of 5 average rating, 107 reviews

Royal Palm House Tin City shops

Aug. 12 – 19

$288 CAD per night

Guest favourite

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

Jun. 17 – 24

$459 CAD per night

Guest favourite

Home in Marco Island

4.97 out of 5 average rating, 279 reviews

⭐ Rare Waterfront Western Exposure Vacation Home

Sep. 28 – Oct. 5

$587 CAD per night

Guest favourite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

Feb. 5 – 12

$1,133 CAD per night

Guest favourite

Home in Cape Coral

4.96 out of 5 average rating, 158 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

Aug. 1 – 8

$322 CAD per night

Guest favourite

Apartment in LaBelle

4.98 out of 5 average rating, 126 reviews

Jan's Jungle Riverfront paradise

Apr. 28 – May 5

$140 CAD per night

Guest favourite

Guesthouse in Fort Myers

4.97 out of 5 average rating, 279 reviews

Chameleon Guest Cabana

Mar. 10 – 17

$164 CAD per night

Home in Bonita Springs

4.85 out of 5 average rating, 125 reviews

Coastal Charm: Your Vacation Oasis

Oct. 2 – 9

$278 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Home in Cape Coral

4.87 out of 5 average rating, 178 reviews

Recently Renovated Home with Pool in SW Cape Coral

Apr. 23 – 30

$278 CAD per night

Guest favourite

Condo in Naples

4.89 out of 5 average rating, 107 reviews

Top Loc, Best Views, Park Shore 258

Sep. 3 – 10

$254 CAD per night

Guest favourite

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Dec. 18 – 25

$607 CAD per night

Home in Naples

4.83 out of 5 average rating, 151 reviews

Coastal Getaway w/ Inground Heated Pool

Sep. 17 – 24

$481 CAD per night

Guest favourite

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 126 reviews

Ft. Myers Beach Condo - Location-Location-Location

Oct. 23 – 30

$297 CAD per night

Guest favourite

Condo in Marco Island

4.94 out of 5 average rating, 112 reviews

Beachfront condo,stunning views,wraparound balcony

Sep. 3 – 10

$467 CAD per night

Guest favourite

Condo in Marco Island

4.99 out of 5 average rating, 111 reviews

Incredible Waterfront Views, Dock, Pool & Fishing!

Sep. 9 – 16

$339 CAD per night

Guest favourite

Home in Cape Coral

4.99 out of 5 average rating, 213 reviews

Gulf access waterfront heated pool

Dec. 2 – 9

$307 CAD per night

Quick stats about vacation 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
$82 CAD before taxes and fees

Destinations to explore