Family-Friendly Vacation Rentals in Pine Island Paradise Paddling Day Tours, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  Pine Island Paradise Paddling Day Tours

Refine your search

Price per night

Amenity Filter

Rating

1053 Best Family Vacation Rentals in Pine Island Paradise Paddling Day Tours (Starting from $153)

Enchanting Retreat - Pine Island Paradise - Roelens
Enchanting Retreat - Pine Island Paradise - Roelens
House
Saint James City, FL, USA
0.9k from Pine Island Paradise Paddling Day Tours center

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

2 Bedrooms6 Guests
New to Booking
$170
Average price / night
Check Availability
3 bed, 3 bath home, heated/cooled pool on quiet canal. Quick boat access to gulf
3 bed, 3 bath home, heated/cooled pool on quiet canal. Quick boat access to gulf
House
Saint James, FL, 33956, United States
0.6k from Pine Island Paradise Paddling Day Tours center

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

3 Bedrooms4 Guests
10.0

Exceptional

44 reviews

$294
Average price / night
Check Availability
Dream Screened Lanai & Pool - Dream Screened Lanai
Dream Screened Lanai & Pool - Dream Screened Lanai
House
Saint James City, FL, USA
1.5k from Pine Island Paradise Paddling Day Tours center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$238
Average price / night
Check Availability
Rock N' Reel Boat House
Rock N' Reel Boat House
House
Saint James City, FL, USA
1.7k from Pine Island Paradise Paddling Day Tours center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$199
Average price / night
Check Availability
Paradise Point in St James City
Paradise Point in St James City
House
Saint James City, FL, 33956, United States
1.3k from Pine Island Paradise Paddling Day Tours center

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

2 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$321
Average price / night
Check Availability
Coastal Escape
Coastal Escape
House
Saint James City, FL, USA
1.7k from Pine Island Paradise Paddling Day Tours center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

4 Bedrooms10 Guests
New to Booking
$561
Average price / night
Check Availability
PERFECT FAMILY GETAWAY -  3 Bedroom / 2 ½  Bath w/ 60' Boat Dock & Private Pool
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
House
Saint James City, FL, 33956, United States
1.6k from Pine Island Paradise Paddling Day Tours center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

26 reviews

$459
Average price / night
Check Availability
The Fish Shack
The Fish Shack
House
Saint James City, FL, USA
1.9k from Pine Island Paradise Paddling Day Tours center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$274
Average price / night
Check Availability
Waterfront getaway with Gulf access & dock open living area 2 bed and 2baths
Waterfront getaway with Gulf access & dock open living area 2 bed and 2baths
House
Saint James City, FL, 33956, United States
1.9k from Pine Island Paradise Paddling Day Tours center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms7 Guests
New to Booking
$195
Average price / night
Check Availability
Updated St James City Home on Canal with Pool and Dock
Updated St James City Home on Canal with Pool and Dock
House
Saint James City, FL, USA
1.9k from Pine Island Paradise Paddling Day Tours center

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

4 Bedrooms8 Guests
New to Booking
$411
Average price / night
Check Availability
THREE MASTER SUITES-POOL -WATERFRONT ON CORNER LOT - BOAT LIFT -OUTDOOR KITCHEN
THREE MASTER SUITES-POOL -WATERFRONT ON CORNER LOT - BOAT LIFT -OUTDOOR KITCHEN
House
Saint James City, FL, 33956, United States
1.9k from Pine Island Paradise Paddling Day Tours center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$414
Average price / night
Check Availability
Island Getaway
Island Getaway
House
Saint James City, FL, USA
2.1k from Pine Island Paradise Paddling Day Tours center

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

2 Bedrooms4 Guests
New to Booking
$226
Average price / night
Check Availability
🔆🏝LITTLE PARADISE🏝🔆
🔆🏝LITTLE PARADISE🏝🔆
House
Saint James City, FL, 33956, United States
2.0k from Pine Island Paradise Paddling Day Tours center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
10.0

Exceptional

42 reviews

$237
Average price / night
Check Availability
Private Pool and Deck Canalfront St James City Home
Private Pool and Deck Canalfront St James City Home
House
Saint James City, FL, USA
2.1k from Pine Island Paradise Paddling Day Tours center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

3 Bedrooms5 Guests
7.7

Good

3 reviews

$352
Average price / night
Check Availability
\"Waterfront Gulf-Access Getaway – Fully Remodeled 2BR/2BA Vacation Retreat!
\"Waterfront Gulf-Access Getaway – Fully Remodeled 2BR/2BA Vacation Retreat!
House
Saint James City, FL, 33956, United States
2.1k from Pine Island Paradise Paddling Day Tours center

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

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$206
Average price / night
Check Availability
Lavender Life
Lavender Life
House
Saint James City, FL, USA
2.3k from Pine Island Paradise Paddling Day Tours center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$212
Average price / night
Check Availability
Private Pool & Deck: Canalfront St James City Home
Private Pool & Deck: Canalfront St James City Home
House
St James City, FL, 33956-2205, United States
2.1k from Pine Island Paradise Paddling Day Tours center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry

3 Bedrooms5 Guests
9.4

Superb

13 reviews

$403
Average price / night
Check Availability
Dockside Retreat Gorgeous Canal Villa with Heated Pool
Dockside Retreat Gorgeous Canal Villa with Heated Pool
House
Sanibel, FL, USA
4.3k from Pine Island Paradise Paddling Day Tours center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms10 Guests
New to Booking
$682
Average price / night
Check Availability
Dog-friendly, canal-front getaway with a dock, screened lanai, & washer/dryer
Dog-friendly, canal-front getaway with a dock, screened lanai, & washer/dryer
House
Saint James City, FL, 33956, United States
2.3k from Pine Island Paradise Paddling Day Tours center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$258
Average price / night
Check Availability
Villa Island Retreat, Country house overlooking 13 acres and a small lake
Villa Island Retreat, Country house overlooking 13 acres and a small lake
House
Saint James City, FL, USA
5.0k from Pine Island Paradise Paddling Day Tours center

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

3 Bedrooms6 Guests
4.0

Review score

1 reviews

$190
Average price / night
Check Availability
Seaside Villa Destin - Single home with privat pool in the heart of Pine island
Seaside Villa Destin - Single home with privat pool in the heart of Pine island
Villa
Saint James City, FL, 33956, United States
4.4k from Pine Island Paradise Paddling Day Tours center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
9.4

Superb

18 reviews

$246
Average price / night
Check Availability
Dolphin Point -Water Front Canal Home on Sanibel Island
Dolphin Point -Water Front Canal Home on Sanibel Island
House
Sanibel, FL, 33957, United States
4.5k from Pine Island Paradise Paddling Day Tours center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$904
Average price / night
Check Availability
Island Home within the Pines and Palms; Kayaks, Bikes, and Inviting Porches~
Island Home within the Pines and Palms; Kayaks, Bikes, and Inviting Porches~
House
Saint James City, FL, 33956, United States
4.8k from Pine Island Paradise Paddling Day Tours center

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

3 Bedrooms7 Guests
10.0

Exceptional

18 reviews

$196
Average price / night
Check Availability
Sancroft: Stunning Pool Home w Direct Water Access
Sancroft: Stunning Pool Home w Direct Water Access
House
Sanibel, FL, 33957, United States
4.9k from Pine Island Paradise Paddling Day Tours center

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

3 Bedrooms7 Guests
New to Booking
$381
Average price / night
Check Availability
Island Getaway, with boat ramp access nearby. You can park your boat on property
Island Getaway, with boat ramp access nearby. You can park your boat on property
House
Saint James City, FL, 33956, United States
5.3k from Pine Island Paradise Paddling Day Tours center

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

2 Bedrooms4 Guests
6.0

Review score

3 reviews

$153
Average price / night
Check Availability
Bean & Bubs Shell Shack: Gorgeous PoolHome on Lake
Bean & Bubs Shell Shack: Gorgeous PoolHome on Lake
House
Sanibel, FL, 33957, United States
5.6k from Pine Island Paradise Paddling Day Tours center

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

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$243
Average price / night
Check Availability
Beach-front Beautiful, High-grade Finished Condo at SanibelHarbour Resort
Beach-front Beautiful, High-grade Finished Condo at SanibelHarbour Resort
Condo
Fort Myers, FL, 33908, United States
5.6k from Pine Island Paradise Paddling Day Tours center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
9.6

Exceptional

94 reviews

$346
Average price / night
Check Availability

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 Island Paradise Paddling Day Tours.

Where to stay in Pine Island Paradise Paddling Day Tours? Best neighborhoods & areas

Pine Island Paradise Paddling Day Tours Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1053 verified family-friendly vacation rentals in Pine Island Paradise Paddling Day Tours. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pine Island Paradise Paddling Day Tours vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $153 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pine Island Paradise Paddling Day Tours 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 Island Paradise Paddling Day Tours 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 Island Paradise Paddling Day Tours often include amenities such as Child Friendly, Fireplace/Heating, and Laundry. 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.