Family-Friendly Vacation Rentals in Pine Woods, FL: Compare 10+ Sites & Save

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1470 Best Family Vacation Rentals in Pine Woods (Starting from $116)

Naples Condo with Enclosed Balcony and Lake Views!
Naples Condo with Enclosed Balcony and Lake Views!
Apartment
Naples, FL, USA
0.5k from Pine Woods center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family, Condos

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$249
Average price / night
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Naples Condo w/ Enclosed Balcony & Lake Views!
Naples Condo w/ Enclosed Balcony & Lake Views!
Condo
Naples, FL, 34105-2657, United States
0.5k from Pine Woods center

AC, Balcony, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$218
Average price / night
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Relaxing Condo with Screened-In Lanai, 4 Mi to Beach
Relaxing Condo with Screened-In Lanai, 4 Mi to Beach
Apartment
Naples, FL, USA
0.5k from Pine Woods center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Condos

3 Bedrooms8 Guests
New to Booking
$242
Average price / night
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Ultimate Tennis Condo at World Tennis Center
Ultimate Tennis Condo at World Tennis Center
Condo
Naples, FL, 34105, United States
0.5k from Pine Woods center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

11 reviews

$116
Average price / night
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Newly remodeled 2br, 2ba condo in Naples Bath and Tennis
Newly remodeled 2br, 2ba condo in Naples Bath and Tennis
Apartment
Naples, FL, USA
0.5k from Pine Woods center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering, Condos

2 Bedrooms4 Guests
9.8

Exceptional

4 reviews

$158
Average price / night
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Relaxing Condo w/ Screened-In Lanai, 4 Mi to Beach
Relaxing Condo w/ Screened-In Lanai, 4 Mi to Beach
Condo
Naples, FL, 34105-2659, United States
0.5k from Pine Woods center

AC, Crib, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$357
Average price / night
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Lovely Naples Vacation Rental with Shared Pools!
Lovely Naples Vacation Rental with Shared Pools!
Apartment
Naples, FL, USA
0.7k from Pine Woods center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
New to Booking
$138
Average price / night
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Naples Lake House, Views! 5bd, Privacy
Naples Lake House, Views! 5bd, Privacy
House
Naples, FL, 34105, United States
0.5k from Pine Woods center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$1022
Average price / night
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Naples Luxury Condo, Pool, Tennis, Minutes from the Beach
Naples Luxury Condo, Pool, Tennis, Minutes from the Beach
Apartment
Naples, FL, USA
0.7k from Pine Woods center

Apartments, Luxury, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay

1 Bedroom4 Guests
6.0

Review score

3 reviews

$250
Average price / night
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Tranquil Retreat ~ Private Pool, Close to Beaches, Downtown 5th Ave & Golf!
Tranquil Retreat ~ Private Pool, Close to Beaches, Downtown 5th Ave & Golf!
House
Naples, FL, 34105, United States
0.7k from Pine Woods center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$371
Average price / night
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Chic Naples Getaway - Tennis Pool Comfort
Chic Naples Getaway - Tennis Pool Comfort
House
Naples, FL, USA
0.7k from Pine Woods center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$131
Average price / night
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Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
Condo
Naples, FL, 34105, United States
0.7k from Pine Woods center

AC, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

27 reviews

$753
Average price / night
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Naples Dream at WTC with Heated Pool SPA Sauna 7 bicycles and 3 mls to beach
Naples Dream at WTC with Heated Pool SPA Sauna 7 bicycles and 3 mls to beach
Apartment
Naples, FL, USA
0.7k from Pine Woods center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
9.6

Exceptional

45 reviews

$449
Average price / night
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85\" TV•World Tennis Club•Beach 4mi•Sauna•2 Heated Pools•Hot Tub•Pickleball
85\" TV•World Tennis Club•Beach 4mi•Sauna•2 Heated Pools•Hot Tub•Pickleball
Condo
Naples, FL, 34105, United States
0.8k from Pine Woods center

AC, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$603
Average price / night
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Awesome Apartment near the Beach
Awesome Apartment near the Beach
Apartment
Naples, FL, USA
1.0k from Pine Woods center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Jacuzzis

2 Bedrooms6 Guests
9.0

Fabulous

13 reviews

$173
Average price / night
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Beautiful Pool 5m to the Beach Downtown & Shopping
Beautiful Pool 5m to the Beach Downtown & Shopping
Condo
Naples, FL, 34105, United States
0.8k from Pine Woods center

AC, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

9.8

Exceptional

33 reviews

$173
Average price / night
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Sunny Florida Escape with Patio, Grill and Fire Pit!
Sunny Florida Escape with Patio, Grill and Fire Pit!
House
Naples, FL, USA
1.2k from Pine Woods center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$509
Average price / night
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Hot Tub Pool 5m-Beach & Downtwn Tennis/Pickleball
Hot Tub Pool 5m-Beach & Downtwn Tennis/Pickleball
Condo
Naples, FL, 34105, United States
0.8k from Pine Woods center

AC, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

9.6

Exceptional

34 reviews

$318
Average price / night
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Coastal Getaway w/Private Pool
Coastal Getaway w/Private Pool
House
Naples, FL, USA
1.2k from Pine Woods center

Ocean View, Guest Services, Barbecue/Outdoor Cooking, Security/Safety, Oceanfront, Entertainment, Pool

3 Bedrooms6 Guests
New to Booking
$376
Average price / night
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2bd 2ba New condo in the heart of Naples. 10mins to the beach & shops!
2bd 2ba New condo in the heart of Naples. 10mins to the beach & shops!
Condo
Naples, FL, 34105, United States
0.8k from Pine Woods center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$355
Average price / night
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Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn
Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn
Condo
Naples, FL, 34105, United States
0.9k from Pine Woods center

AC, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

10.0

Exceptional

41 reviews

$137
Average price / night
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Beautiful Condo - close to everything
Beautiful Condo - close to everything
Condo
Naples, FL, 34105, United States
0.9k from Pine Woods center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
8.6

Fabulous

31 reviews

$356
Average price / night
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Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Condo
Naples, FL, 34105, United States
0.9k from Pine Woods center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

28 reviews

$161
Average price / night
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Lovely 2 Bedroom Condo with Pool & Tennis Courts
Lovely 2 Bedroom Condo with Pool & Tennis Courts
Condo
naples, FL, 34105, United States
0.9k from Pine Woods center

AC, Balcony, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

30 reviews

$225
Average price / night
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Luxurious 2-bedroom apartment with1st class tennis - near beach and Naples shops
Luxurious 2-bedroom apartment with1st class tennis - near beach and Naples shops
Condo
Naples, FL, Fl 34105, United States
1.0k from Pine Woods center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
8.8

Fabulous

73 reviews

$137
Average price / night
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Elegant Front Lake House in the World Tennis Club- Sleep 8+
Elegant Front Lake House in the World Tennis Club- Sleep 8+
House
Naples, FL, 34105, United States
1.0k from Pine Woods center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$234
Average price / night
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BEAUTIFUL Beach Home in NAPLES ONLY 4 miles away from the beach!
BEAUTIFUL Beach Home in NAPLES ONLY 4 miles away from the beach!
House
Naples, FL, 34105, United States
1.1k from Pine Woods center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$456
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Pine Woods.

Stay Near Pine Woods's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Pine Woods Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1470 verified family-friendly vacation rentals in Pine Woods. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pine Woods vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $116 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pine Woods offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Pine Woods are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Pine Woods often include amenities such as Child Friendly, View, and Wellness Facilities. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.