Vacation Rentals with Pool in Island Estate, FL: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

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

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1853 Best Vacation Rentals with Pool in Island Estate (Starting from $104)

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
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Large House with nice boat dock plus walk/ride a bike to Clearwater Beach
Large House with nice boat dock plus walk/ride a bike to Clearwater Beach
House
Clearwater, FL, 33767, United States
0.1k from Island Estate center

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

4 Bedrooms8 Guests
New to Booking
$467
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
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2 bed one bath/furnished, laundry on site carport pool boat docks in clearwater
2 bed one bath/furnished, laundry on site carport pool boat docks in clearwater
Condo
Clearwater, FL, 33767, United States
0.3k from Island Estate center

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

2 Bedrooms4 Guests
8.0

Good

2 reviews

$286
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
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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 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
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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 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
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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
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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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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
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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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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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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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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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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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Waterfront view property 5 minutes from the beaches!
Waterfront view property 5 minutes from the beaches!
House
Clearwater, FL, 33767, United States
0.3k from Island Estate center

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

4 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$224
Average price / night
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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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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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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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Lux Waterfront Penthouse with Amenities & Services
Lux Waterfront Penthouse with Amenities & Services
Condo
Clearwater, FL, 33767, United States
0.4k from Island Estate center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$303
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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Beautiful,Coastal,luxury 2BR/2bath condo
Beautiful,Coastal,luxury 2BR/2bath condo
Condo
Clearwater, FL, 33767, United States
0.5k from Island Estate center

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

2 Bedrooms4 Guests
New to Booking
$171
Average price / night
Check Availability
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
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Stunning Condo In An Exclusive Intracoastal Estate With Harbor Views
Stunning Condo In An Exclusive Intracoastal Estate With Harbor Views
Condo
Clearwater Beach, FL, 33767, United States
0.5k from Island Estate center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms4 Guests
10.0

Exceptional

11 reviews

$104
Average price / night
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Beautiful 2 bedroom Condo 1/2 mile from Clearwater beach
Beautiful 2 bedroom Condo 1/2 mile from Clearwater beach
Condo
Clearwater, FL, 33767, United States
0.5k from Island Estate center

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

2 Bedrooms2 Guests
New to Booking
$222
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 Vacation Rentals with Pool 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 Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1853 verified vacation rentals with a pool in Island Estate. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Island Estate vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $104 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Island Estate offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Island Estate welcome pets. Currently, 10 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Island Estate often include additional outdoor features such as Pool, View, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Island Estate offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.