Family-Friendly Vacation Rentals in Island Estate, FL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  St. Petersburg - Clearwater
  6.  Island Estate

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1241 Best Family Vacation Rentals in Island Estate (Starting from $175)

Clearwater Beach Waterfront Modern Villa 4BD 2BIG OPEN LOFT 4BT with Pool Boat Deck Sleep 15
Clearwater Beach Waterfront Modern Villa 4BD 2BIG OPEN LOFT 4BT with Pool Boat Deck Sleep 15
House
Clearwater Beach, FL, USA
0.2k from Island Estate center

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

4 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$1125
Average price / night
Check Availability
206, Water View-Clearwater Bch in 6 min, Pool/Gym
206, Water View-Clearwater Bch in 6 min, Pool/Gym
Condo
Clearwater Beach, FL, 33767, United States
0.3k from Island Estate center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$202
Average price / night
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Belle Harbor 803-M - Panoramic Views
Belle Harbor 803-M - Panoramic Views
Apartment
Clearwater Beach, FL, USA
0.8k from Island Estate center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Beach rentals

2 Bedrooms6 Guests
New to Booking
$228
Average price / night
Check Availability
201, Water View-Clearwater Bch in 6 min, Pool/Gym
201, Water View-Clearwater Bch in 6 min, Pool/Gym
Condo
Clearwater Beach, FL, 33767, United States
0.3k from Island Estate center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$236
Average price / night
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Belle Harbor 310W Luxury Condo with Oversized Balcony
Belle Harbor 310W Luxury Condo with Oversized Balcony
Apartment
Clearwater Beach, FL, USA
0.8k from Island Estate center

Apartments, Luxury, Accommodations, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Beach rentals

3 Bedrooms6 Guests
New to Booking
$620
Average price / night
Check Availability
204, Water View-Clearwater Bch in 6 min, Pool/Gym
204, Water View-Clearwater Bch in 6 min, Pool/Gym
Condo
Clearwater Beach, FL, 33767, United States
0.3k from Island Estate center

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

3 Bedrooms6 Guests
New to Booking
$292
Average price / night
Check Availability
Belle Harbor 506W Panoramic Views
Belle Harbor 506W Panoramic Views
Apartment
Clearwater Beach, FL, USA
0.8k from Island Estate center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Beach rentals

3 Bedrooms7 Guests
New to Booking
$258
Average price / night
Check Availability
207, Water View-Clearwater Bch in 6 min, Pool/Gym
207, Water View-Clearwater Bch in 6 min, Pool/Gym
Condo
Clearwater Beach, FL, 33767, United States
0.3k from Island Estate center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$210
Average price / night
Check Availability
Belle Harbor 805W A Clearwater Beach Gem
Belle Harbor 805W A Clearwater Beach Gem
Apartment
Clearwater Beach, FL, USA
0.8k from Island Estate center

Wellness Facilities, Parking, View, Air Conditioner, Accessibility, Barbecue/Outdoor Cooking, Sports/Activities

1 Bedroom6 Guests
New to Booking
$340
Average price / night
Check Availability
407, Water View-Clearwater Bch in 6 min, Pool/Gym
407, Water View-Clearwater Bch in 6 min, Pool/Gym
Condo
Clearwater Beach, FL, 33767, United States
0.3k from Island Estate center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$212
Average price / night
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Belle Harbor Charm
Belle Harbor Charm
House
Clearwater Beach, FL, USA
0.8k from Island Estate center

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

3 Bedrooms8 Guests
New to Booking
$742
Average price / night
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403, Water View-Clearwater Bch in 6 min, Pool/Gym
403, Water View-Clearwater Bch in 6 min, Pool/Gym
Condo
Clearwater Beach, FL, 33767, United States
0.3k from Island Estate center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$214
Average price / night
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7 Bedroom 5 Bath Home with Cottage on Clearwater Beach!
7 Bedroom 5 Bath Home with Cottage on Clearwater Beach!
House
Clearwater Beach, FL, USA
0.8k from Island Estate center

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

8 Bedrooms16 Guests
New to Booking
$1528
Average price / night
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Clearwater Beach! Waterfront Modern Villa 4BD/2openLoft/4BT Pool /Boat Deck. 14p
Clearwater Beach! Waterfront Modern Villa 4BD/2openLoft/4BT Pool /Boat Deck. 14p
House
Clearwater, FL, 33767, United States
0.4k from Island Estate center

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

6 Bedrooms13 Guests
9.0

Fabulous

4 reviews

$771
Average price / night
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D4 Mandalay Bay Studio
D4 Mandalay Bay Studio
Apartment
Clearwater Beach, FL, USA
0.8k from Island Estate center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$175
Average price / night
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 Big TH w Pool, Hot Tub & Short Walk to the Beach! 30+ Day Rental
Big TH w Pool, Hot Tub & Short Walk to the Beach! 30+ Day Rental
House
Clearwater, FL, 33767, United States
0.4k from Island Estate center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

4 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$194
Average price / night
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Coastal Elegance: Your Clearwater Beach Escape
Coastal Elegance: Your Clearwater Beach Escape
Apartment
Clearwater Beach, FL, USA
0.8k from Island Estate center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$423
Average price / night
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Clearwater Beach Condo 2 Bed-2 bath.
Clearwater Beach Condo 2 Bed-2 bath.
Condo
Clearwater Beach, FL, 33767, United States
0.5k from Island Estate center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms2 Guests
New to Booking
$211
Average price / night
Check Availability
Clearwater Beach Oasis Retreat - Entire Resort
Clearwater Beach Oasis Retreat - Entire Resort
House
Clearwater Beach, FL, USA
0.8k from Island Estate center

Air Conditioner, Parking, Security/Safety, Pool, Internet, Child Friendly

10 Bedrooms30 Guests
New to Booking
$2331
Average price / night
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Island estates updated 2 bed 2 bath water views a short walk to Clearwater Beach
Island estates updated 2 bed 2 bath water views a short walk to Clearwater Beach
Cottage
Clearwater, FL, 33767, United States
0.5k from Island Estate center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$252
Average price / night
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Coconut Grove Resort Oasis
Coconut Grove Resort Oasis
House
Clearwater Beach, FL, USA
0.8k from Island Estate center

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

10 Bedrooms30 Guests
New to Booking
$3300
Average price / night
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ORANGE BLOSSOM COTTAGE two minute Walk to Beach
ORANGE BLOSSOM COTTAGE two minute Walk to Beach
Cottage
Clearwater, FL, 33767, United States
0.5k from Island Estate center

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

2 Bedrooms6 Guests
9.6

Exceptional

85 reviews

$340
Average price / night
Check Availability
Charming 3-bedroom townhome with WiFi and AC in Clearwater Beach
Charming 3-bedroom townhome with WiFi and AC in Clearwater Beach
House
Clearwater Beach, FL, 33767, United States
0.8k from Island Estate center

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

3 Bedrooms7 Guests
New to Booking
$334
Average price / night
Check Availability
 The Lazy Lemon Cottage Steps From the Beach, Frenchys and Palm Pavilion.
The Lazy Lemon Cottage Steps From the Beach, Frenchys and Palm Pavilion.
Cottage
Clearwater, FL, 33767, United States
0.8k from Island Estate center

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

2 Bedrooms6 Guests
9.8

Exceptional

114 reviews

$373
Average price / night
Check Availability
BANANA BREEZE COTTAGE. Steps away from the beach Heated pool.
BANANA BREEZE COTTAGE. Steps away from the beach Heated pool.
Cottage
Clearwater, FL, 33767, United States
0.8k from Island Estate center

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

2 Bedrooms6 Guests
9.8

Exceptional

57 reviews

$352
Average price / night
Check Availability
KEYLIME COTTAGE Heated Pools, steps from the beach perfect location
KEYLIME COTTAGE Heated Pools, steps from the beach perfect location
Cottage
Clearwater, FL, 33767, United States
0.8k from Island Estate center

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

2 Bedrooms6 Guests
9.8

Exceptional

86 reviews

$368
Average price / night
Check Availability
Walk to Clearwater Beach and  Make Memories
Walk to Clearwater Beach and Make Memories
House
Clearwater, FL, 33767, United States
0.8k from Island Estate center

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

7 Bedrooms18 Guests
10.0

Exceptional

43 reviews

$1604
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 Island Estate.

Stay Near Island Estate's Top Attractions

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

Island Estate Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1241 verified family-friendly vacation rentals in Island Estate. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Island Estate vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $175 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Island Estate 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 Island Estate 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 Island Estate often include amenities such as Child Friendly, View, and Pool. 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.