
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.

Home Close To Beach & Downtown Naples
We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

FUN AT THE BEACH
2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king mattress and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refridgerator.

Tropical Cottage by the Sea- your own private home
Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Beach Vacation Getaway
Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Parks Place - Ocean, Beach and Pickleball Haven
This stunning new home is surrounded by 4 beautiful Naples Parks and is ideal for ocean & beach lovers, nature enthusiasts, and pickleball. The US Open Pickleball Park is across the street. Bayview Park & Boat Ramp, with gorgeous views & access to Naples Bay is just down the street. Walk or bike around Lake Avalon/Sugden Park - 2 blocks away. Just .8 miles to Naples Botanical Gardens. Near the Bayshore Arts District, and a short drive to the gorgeous beaches, Naples Pier, and infamous 5th Ave.

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

Pool Bikes & Beach | Paddle Board Included
We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Beautiful Pool 5m to the Beach Downtown & Shopping
**Condo - Naples Modern Retreat** Welcome to Naples Modern Retreat, a fully renovated 2 bedroom, 2 bathroom condo nestled in a Tennis Resort in the heart of Naples, Florida. 6 miles to downtown and the beaches. This property offers a harmonious blend of scenic views including beach, canal, garden, lake, marina, ocean, pool, and resort vistas, ensuring a stay full of breathtaking beauty and modern luxury. ** Popular Amenities ** 2 bicycles, 5 beach chairs and umbrella

Coastal Cabana - 2 Miles to Beach and 5th Ave
The Coastal Cabana is an adorable one-bedroom guest house less than two miles to the beach and the best shopping and dining in Naples. This downtown location in the 34102 zip is unmatched when it comes to beach accessibility and the best of everything downtown Naples has to offer. The Cabana is tucked away in a small, quiet coastal neighborhood walking distance to the Naples Zoo and Conservancy of Southwest Florida, and Gordon River Greenway!

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.

Garden House-2 Bedroom/2 Bath-Naples / Park Shore
WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.
Popular amenities for Old Naples family-friendly rentals
Family-friendly home rentals with a hot tub

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

The WaterSun Oasis - Luxury Private Pool & Spa

Last Minute Deals! Walk to beach! Jacuzzi & Pool

13 Downtown Near Beach Free Heated Pool and Spa

Chic Pool Naples Beach House

Pool Home Minutes to the Beach

Seaside Park S - Heart of Bayshore District, Pool,

🌴🌴Green Getaway First Floor Apartment🌴🌴
Family- and pet-friendly home rentals

New Home, 6 Beds, Heated POOL / Game Room

The Periwinkle, a heated pool home 10 min to beach

Bayshore Getaway

Cozy Cottage Near Vanderbilt Beach

Little Treasure House minutes from Beach & Mercato

“Estey Oasis” Heated Pool! Near Beach & 5th Ave.

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Retreat Close to Downtown Naples & Beach
Family-friendly home rentals with a pool

Tropical Pool Paradise close to 5th Ave/Beaches

Old Naples Beach Condo

Hidden Gem-Central Naples-3 Miles to Town & Beach

Walk To Beach & Shops! New 4 Bdr Pool Heated

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

The Lely - 2 Kings - Heated Pool

Naples Oasis: Cozy 2B/2BA Home w/Pool 10 Min Beach

Park Shore Resort-Top Floor BLDGC #221*Peaceful*
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $470 CAD | $564 CAD | $522 CAD | $489 CAD | $423 CAD | $369 CAD | $388 CAD | $369 CAD | $388 CAD | $360 CAD | $423 CAD | $446 CAD |
| Avg. temp | 18 °C | 20 °C | 21 °C | 24 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 26 °C | 23 °C | 20 °C |
Quick stats about vacation rentals that are family-friendly in Old Naples

Total vacation rentals
Explore 220 vacation rentals in Old Naples

Nightly prices starting at
Old Naples vacation rentals start at $99 CAD per night before taxes and fees

Verified guest reviews
Over 2,760 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
220 of Old Naples vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Naples rentals

4.8 Average rating
Old Naples stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Hotel rooms Old Naples
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- Condo rentals Old Naples
- Rentals with a hot tub Old Naples
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- Apartment rentals Old Naples
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- Waterfront rentals Old Naples
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- Serviced apartment rentals Old Naples
- House rentals Old Naples
- Rentals with a firepit Old Naples
- Pet-friendly rentals Old Naples
- Rentals with pools Old Naples
- Family-friendly rentals Naples
- Family-friendly rentals Collier County
- Family-friendly rentals Florida
- Family-friendly rentals United States
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