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Family-friendly holiday rentals in Bonita Springs

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bonita Springs

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

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Apartment 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

18–25 Jul

$151 SGD per night

Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 133 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.

14–21 Aug

$156 SGD per night

Guest favourite

Guest house 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.

17–24 Jul

$180 SGD per night

Home in Fort Myers

4.86 out of 5 average rating, 563 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....

25 Sep – 2 Oct

$149 SGD 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.

17–24 Jul

$567 SGD per night

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.

19–26 Jul

$206 SGD per night

Guest favourite

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

14–21 Oct

$187 SGD per night

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.

14–21 May

$173 SGD per night

Guest favourite

Guest house in Fort Myers

4.97 out of 5 average rating, 279 reviews

Chameleon Guest Cabana

The 300 Sq Ft Cabana Studio Apartment with Separate full Bathroom!! The Cabana with mini fridge, microwave, Keurig and toaster is completely private and was built in 1925 and recently updated is tucked away in a lovely established and historic neighborhood very close (walking distance) to The Edison Ford Winter Estates. Downtown Ft. Myers is a walkable distance if you are accustomed to walking but may be a little far for some. The neighborhood is very safe and quiet. Safe Travels

24–31 Jul

$79 SGD per night

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.

21–28 Sep

$155 SGD per night

Guest favourite

Cottage in Fort Myers

4.93 out of 5 average rating, 127 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

13–20 May

$211 SGD 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.

12–19 Jul

$267 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Bonita Springs family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Flat in Fort Myers Beach

4.9 out of 5 average rating, 193 reviews

Mermaid Oasis

18–25 Aug

$365 SGD per night

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 107 reviews

Private Heated Pool and Spa

11–18 Aug

$354 SGD per night

Guest favourite

Flat in Marco Island

4.93 out of 5 average rating, 224 reviews

Best JW Marriott Alternative Prime~ Location~Pool

16–23 Sep

$309 SGD per night

Guest favourite

Apartment in Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

27 Jun – 4 Jul

$290 SGD per night

Guest favourite

Apartment in Naples

4.93 out of 5 average rating, 123 reviews

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

16–23 Aug

$243 SGD per night

Guest favourite

Bungalow in Fort Myers

4.93 out of 5 average rating, 285 reviews

Rowan's Retreat - Historic Downtown Fort Myers

4–11 Jul

$285 SGD per night

Guest favourite

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

26 Feb – 5 Mar

$1,279 SGD per night

Guest favourite

Flat in Fort Myers

4.94 out of 5 average rating, 113 reviews

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

17–24 May

$158 SGD per night

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

10–17 Apr

$307 SGD per night

Guest favourite

Flat in LaBelle

4.98 out of 5 average rating, 126 reviews

Jan's Jungle Riverfront paradise

26 Apr – 3 May

$118 SGD per night

Guest favourite

Home in Cape Coral

4.96 out of 5 average rating, 157 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

1–8 Aug

$247 SGD per night

Guest favourite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

30 Oct – 6 Nov

$909 SGD per night

Guest favourite

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

2–9 Sep

$384 SGD 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

24–31 Jan

$1,085 SGD per night

Guest favourite

Cottage in Naples

4.94 out of 5 average rating, 140 reviews

Mango Tree Cottage close to Beach

4–11 Mar

$367 SGD per night

Guest favourite

Home in Naples

4.95 out of 5 average rating, 111 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

18–25 Aug

$313 SGD per night

Family-friendly home rentals with a pool

Guest favourite

Home in Naples

4.9 out of 5 average rating, 146 reviews

841 Vanderbilt Beach Bliss • Lux Waterfront Home

16–23 Apr

$1,031 SGD per night

Home in Cape Coral

4.92 out of 5 average rating, 158 reviews

Dreamvilla Louisiana in Cape Coral

24 Sep – 1 Oct

$286 SGD per night

Home in Naples

4.83 out of 5 average rating, 151 reviews

Coastal Getaway w/ Inground Heated Pool

25 Aug – 1 Sep

$394 SGD per night

Guest favourite

Guest house in Fort Myers

4.92 out of 5 average rating, 103 reviews

The Hummingbird House: life's simple pleasures!

24 Nov – 1 Dec

$235 SGD per night

Guest favourite

Apartment in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

17–24 Dec

$500 SGD per night

Home in Cape Coral

4.9 out of 5 average rating, 244 reviews

Your Private Waterfront Escape: Pool & Gulf Access

16–23 May

$215 SGD per night

Home in Naples

4.89 out of 5 average rating, 223 reviews

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

11–18 Apr

$629 SGD per night

Home in Naples

4.96 out of 5 average rating, 111 reviews

Heated Pool Home, Close to Downtown

18–25 Nov

$490 SGD per night

Quick stats about holiday rentals that are family-friendly in Bonita Springs

Total rentals
860 properties
Rentals with dedicated workspaces
550 properties have a dedicated workspace
Rentals with a pool
610 properties have a pool
Pet-friendly rentals
290 properties allow pets
Total number of reviews
12K reviews
Nightly prices starting at
$55 SGD before taxes and fees

Destinations to explore