Family-Friendly Vacation Rentals in Bailey - Matthews Shell Museum, FL: Compare 10+ Sites & Save

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443 Best Family Vacation Rentals in Bailey - Matthews Shell Museum (Starting from $209)

Gorgeous Pool Home in Lake Murex Sanibel
Gorgeous Pool Home in Lake Murex Sanibel
House
Sanibel, FL, USA
1.1k from Bailey - Matthews Shell Museum center

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

3 Bedrooms6 Guests
New to Booking
$223
Average price / night
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Sanibel Spacious Lakefront Retreat, Steps to Scenic Shores,Shelling and Fishing
Sanibel Spacious Lakefront Retreat, Steps to Scenic Shores,Shelling and Fishing
House
Sanibel, FL, 33957, United States
1.0k from Bailey - Matthews Shell Museum center

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

6 Bedrooms12 Guests
10.0

Exceptional

8 reviews

$647
Average price / night
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Osprey House home
Osprey House home
House
Sanibel, FL, USA
1.2k from Bailey - Matthews Shell Museum center

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

4 Bedrooms8 Guests
New to Booking
$448
Average price / night
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Urlaub Haus, Beautifully Remodeled, Lake-Front Pool Home
Urlaub Haus, Beautifully Remodeled, Lake-Front Pool Home
House
Sanibel, FL, 33957, United States
1.2k from Bailey - Matthews Shell Museum center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$367
Average price / night
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Breakers West C1 condo
Breakers West C1 condo
Apartment
Sanibel, FL, USA
1.4k from Bailey - Matthews Shell Museum center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Condos

2 Bedrooms4 Guests
New to Booking
$377
Average price / night
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Coastal retreat!   West end steps to beach!
Coastal retreat! West end steps to beach!
House
Sanibel, FL, 33957, United States
1.3k from Bailey - Matthews Shell Museum center

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

4 Bedrooms11 Guests
New to Booking
$375
Average price / night
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Breakers West A3 condo
Breakers West A3 condo
Apartment
Sanibel, FL, USA
1.4k from Bailey - Matthews Shell Museum center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Condos

2 Bedrooms6 Guests
5.0

Review score

1 reviews

$373
Average price / night
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The Seahorse Garden: Pet-Friendly Home with Pool!
The Seahorse Garden: Pet-Friendly Home with Pool!
House
Sanibel, FL, 33957, United States
1.4k from Bailey - Matthews Shell Museum center

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

4 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$254
Average price / night
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Seashells #45
Seashells #45
Apartment
Ybel, FL, USA
1.4k from Bailey - Matthews Shell Museum center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$385
Average price / night
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End unit with extra windows. Steps to the beach, private beach access!
End unit with extra windows. Steps to the beach, private beach access!
Condo
Sanibel, FL, 33957, United States
1.4k from Bailey - Matthews Shell Museum center

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

2 Bedrooms6 Guests
9.4

Superb

173 reviews

$464
Average price / night
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Seashells #29
Seashells #29
Apartment
Ybel, FL, USA
1.4k from Bailey - Matthews Shell Museum center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$385
Average price / night
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Tropical Garden Condo Just Steps to Sanibel Beach
Tropical Garden Condo Just Steps to Sanibel Beach
Condo
Sanibel, FL, 33957, United States
1.4k from Bailey - Matthews Shell Museum center

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

3 Bedrooms6 Guests
9.8

Exceptional

49 reviews

$488
Average price / night
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Junonia 303
Junonia 303
House
Bailey - Matthews Shell Museum, Sanibel, Florida, USA
1.4k from Bailey - Matthews Shell Museum center

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

3 Bedrooms6 Guests
New to Booking
$526
Average price / night
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Rare Walkout Condo On Sanibel Beach
Rare Walkout Condo On Sanibel Beach
Condo
Sanibel, FL, 33957, United States
1.5k from Bailey - Matthews Shell Museum center

AC, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

108 reviews

$507
Average price / night
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Duggers #2
Duggers #2
House
Bailey - Matthews Shell Museum, Sanibel, Florida, USA
1.4k from Bailey - Matthews Shell Museum center

Child Friendly

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$244
Average price / night
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Sanibel Beach Escape II
Sanibel Beach Escape II
Condo
Sanibel, FL, 33957, United States
1.5k from Bailey - Matthews Shell Museum center

AC, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
9.8

Exceptional

49 reviews

$499
Average price / night
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Atrium #304
Atrium #304
House
Bailey - Matthews Shell Museum, Sanibel, Florida, USA
1.6k from Bailey - Matthews Shell Museum center

View, Fireplace/Heating, Oceanfront, Accessibility, Security/Safety, Guest Services, Wellness Facilities

1 Bedroom6 Guests
New to Booking
$532
Average price / night
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Mango House - A Modern Sanibel Gem!  April, May, June 2026 Available!
Mango House - A Modern Sanibel Gem! April, May, June 2026 Available!
House
Sanibel, FL, 33957, United States
1.6k from Bailey - Matthews Shell Museum center

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

2 Bedrooms4 Guests
9.8

Exceptional

26 reviews

$214
Average price / night
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Sandy Bend 4
Sandy Bend 4
House
Bailey - Matthews Shell Museum, Sanibel, Florida, USA
1.6k from Bailey - Matthews Shell Museum center

Internet, Kitchen, Child Friendly

2 Bedrooms4 Guests
New to Booking
$244
Average price / night
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We are back! Private ground level, heated pool! 6 houses to the beach access!
We are back! Private ground level, heated pool! 6 houses to the beach access!
House
Sanibel, FL, 33957, United States
1.7k from Bailey - Matthews Shell Museum center

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

3 Bedrooms6 Guests
9.8

Exceptional

38 reviews

$211
Average price / night
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Sea Oats Oasis: Beautiful Pet Friendly Pool Home in Sea Oats!
Sea Oats Oasis: Beautiful Pet Friendly Pool Home in Sea Oats!
House
Sanibel, FL, 33957, United States
1.9k from Bailey - Matthews Shell Museum center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$469
Average price / night
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Short Walk to The Beach! Anhinga House at Sea Oats
Short Walk to The Beach! Anhinga House at Sea Oats
House
Sanibel Island, FL, 33957, United States
1.9k from Bailey - Matthews Shell Museum center

AC, Crib, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
8.0

Good

1 reviews

$209
Average price / night
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Vacation Sanibel, Pointe Santo B43. Steps to the Beach. Private Sundeck
Vacation Sanibel, Pointe Santo B43. Steps to the Beach. Private Sundeck
Condo
Sanibel, FL, 33957, United States
2.0k from Bailey - Matthews Shell Museum center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$334
Average price / night
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Pine Cove 204: 3BR Gulf Front Condo Great Location
Pine Cove 204: 3BR Gulf Front Condo Great Location
Condo
Sanibel, FL, 33957, United States
2.1k from Bailey - Matthews Shell Museum center

AC, Barbecue, Crib, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

47 reviews

$635
Average price / night
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Charming 4-bedroom house in tranquil Sanibel with private beach access!
Charming 4-bedroom house in tranquil Sanibel with private beach access!
House
Sanibel, FL, 33957, United States
2.2k from Bailey - Matthews Shell Museum center

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

4 Bedrooms10 Guests
New to Booking
$293
Average price / night
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Penthouse on the beach,Rooftop Deck FOR FAB Sunsets & 360 Views, 2 MIN to Beach!
Penthouse on the beach,Rooftop Deck FOR FAB Sunsets & 360 Views, 2 MIN to Beach!
Condo
Sanibel, FL, 33957, United States
2.2k from Bailey - Matthews Shell Museum center

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

3 Bedrooms6 Guests
9.8

Exceptional

173 reviews

$418
Average price / night
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Pointe Santo B-47 End Unit, Stunning Gulf Views & Private Rooftop Sundeck
Pointe Santo B-47 End Unit, Stunning Gulf Views & Private Rooftop Sundeck
Condo
Sanibel, FL, 33957, United States
2.2k from Bailey - Matthews Shell Museum center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
10.0

Exceptional

56 reviews

$473
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 Bailey - Matthews Shell Museum.

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Frequently Asked Questions

You can explore 443 verified family-friendly vacation rentals in Bailey - Matthews Shell Museum. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Bailey - Matthews Shell Museum vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $209 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Bailey - Matthews Shell Museum 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 Bailey - Matthews Shell Museum 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 Bailey - Matthews Shell Museum often include amenities such as Child Friendly, View, and Fireplace/Heating. 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.