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

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

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

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605 Best Vacation Rentals with Private Pool in Island Estate (Starting from $85)

D3 Mandaly Bay Efficiency Comfort
D3 Mandaly Bay Efficiency Comfort
Apartment
Clearwater Beach, FL, USA
0.9k from Island Estate center

Laundry, Security/Safety, Smoking, Oceanfront, Internet, Private Pool, Accessibility

1 Bedroom3 Guests
9.5

Superb

7 reviews

$185
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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Coconut Beach House
Coconut Beach House
House
Clearwater Beach, FL, USA
1.8k from Island Estate center

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

4 Bedrooms12 Guests
9.1

Superb

7 reviews

$673
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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Steps to Beach & Pool - Resort Amenities Galore!
Steps to Beach & Pool - Resort Amenities Galore!
House
Clearwater Beach, FL, USA
4.3k from Island Estate center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$979
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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Heated Pool Home near Clearwater Beach
Heated Pool Home near Clearwater Beach
House
Clearwater, FL, USA
7.2k from Island Estate center

Pool, Balcony/Terrace, Internet, Kitchen, Air Conditioner, Child Friendly, Private Pool

3 Bedrooms10 Guests
8.6

Fabulous

5 reviews

$200
Average price / night
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Enchanted Inn; 7 Private King Suites Sleeps 16! Waterfront, Pool, Fishing Dock,
Enchanted Inn; 7 Private King Suites Sleeps 16! Waterfront, Pool, Fishing Dock,
Apartment
Enchanted Inn, FL, 33767, United States
0.7k from Island Estate center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

7 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1690
Average price / night
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NICE PLACE Studio
NICE PLACE Studio
Apartment
Largo, FL, USA
7.4k from Island Estate center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
9.6

Exceptional

15 reviews

$85
Average price / night
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Waterfront Seaside Chic #3 Clearwater Beach.
Waterfront Seaside Chic #3 Clearwater Beach.
Apartment
Clearwater Beach, FL, 33767, United States
0.8k from Island Estate center

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

2 Bedrooms6 Guests
9.6

Exceptional

122 reviews

$514
Average price / night
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Heated Pool Pickleball Mini Golf — Sleeps 20
Heated Pool Pickleball Mini Golf — Sleeps 20
House
Clearwater, FL, USA
7.6k from Island Estate center

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

1 Bedroom10 Guests
New to Booking
$1101
Average price / night
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Waterfront Modern Chic #1 Clearwater Beach
Waterfront Modern Chic #1 Clearwater Beach
Apartment
Clearwater, FL, 33767, United States
0.8k from Island Estate center

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

2 Bedrooms6 Guests
9.6

Exceptional

90 reviews

$529
Average price / night
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Luna Vacation
Luna Vacation
House
Largo, FL, USA
8.5k from Island Estate center

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

4 Bedrooms12 Guests
8.1

Very Good

11 reviews

$217
Average price / night
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Waterfront Industrial Chic #2 Clearwater Beach
Waterfront Industrial Chic #2 Clearwater Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.8k from Island Estate center

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

2 Bedrooms6 Guests
9.6

Exceptional

187 reviews

$518
Average price / night
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Waterfront Luxury w/Heated Salt Pool & Golf Cart
Waterfront Luxury w/Heated Salt Pool & Golf Cart
House
Clearwater Beach, FL, USA
9.1k from Island Estate center

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

4 Bedrooms12 Guests
9.8

Exceptional

10 reviews

$1270
Average price / night
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Waterfront Mid-Century Chic #4 Clearwater Beach .
Waterfront Mid-Century Chic #4 Clearwater Beach .
Apartment
Clearwater Beach, FL, 33767, United States
0.8k from Island Estate center

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

2 Bedrooms6 Guests
9.6

Exceptional

146 reviews

$521
Average price / night
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8BR w Heated Pool Waterview - Close to Beach
8BR w Heated Pool Waterview - Close to Beach
House
FL, USA
9.3k from Island Estate center

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

1 Bedroom20 Guests
10.0

Exceptional

1 reviews

$924
Average price / night
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On Clearwater Beach! Best Location, Views, and Amenities at Mandalay Beach Club
On Clearwater Beach! Best Location, Views, and Amenities at Mandalay Beach Club
Condo
Clearwater Beach, FL, 33767, United States
0.8k from Island Estate center

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

3 Bedrooms6 Guests
9.6

Exceptional

21 reviews

$428
Average price / night
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Luxury 8-BR Villa w Pool Soccer - 20 Guests
Luxury 8-BR Villa w Pool Soccer - 20 Guests
Villa
Largo, FL, USA
9.8k from Island Estate center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

1 Bedroom20 Guests
New to Booking
$1883
Average price / night
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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
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Waterfront Corner Suite, Heated Pool, Near Beach!
Waterfront Corner Suite, Heated Pool, Near Beach!
Apartment
Clearwater, FL, 33767, United States
0.9k from Island Estate center

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

1 Bedroom3 Guests
7.4

Good

3 reviews

$222
Average price / night
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Dog Friendly Retreat w/Bay Views, Pool, Spa & Onsite Marina
Dog Friendly Retreat w/Bay Views, Pool, Spa & Onsite Marina
House
Clearwater, FL, 33767, United States
0.9k from Island Estate center

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

3 Bedrooms8 Guests
New to Booking
$493
Average price / night
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Spacious townhome in prime location w patio heated pool hot tub pool spa gym
Spacious townhome in prime location w patio heated pool hot tub pool spa gym
Condo
Clearwater, FL, 33767, United States
0.9k from Island Estate center

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

2 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$244
Average price / night
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A cozy, lovely, remodeled, peaceful destination.
A cozy, lovely, remodeled, peaceful destination.
Condo
Clearwater beach, FL, 33767, United States
0.9k from Island Estate center

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

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$174
Average price / night
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LUXURY BEACH CONDO - [Clearwater Beach] - BELLE HARBOR #408
LUXURY BEACH CONDO - [Clearwater Beach] - BELLE HARBOR #408
Condo
Clearwater Beach, FL, 33767, United States
0.9k from Island Estate center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$280
Average price / night
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New-Waterslide-Spa-Rooftop-Gulf & Bay Views
New-Waterslide-Spa-Rooftop-Gulf & Bay Views
House
Clearwater, FL, 33767, United States
1.0k from Island Estate center

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

6 Bedrooms18 Guests
10.0

Exceptional

3 reviews

$1984
Average price / night
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New-Luxury Resort Pool w/ Slide&Spa-Rooftop Views
New-Luxury Resort Pool w/ Slide&Spa-Rooftop Views
House
Clearwater, FL, 33767, United States
1.0k from Island Estate center

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

6 Bedrooms18 Guests
9.0

Fabulous

2 reviews

$2054
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 Private 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 Private Pool on the Map

Frequently Asked Questions

You can explore 605 verified vacation rentals with a private pool in Island Estate. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Island Estate vary depending on the property size, location, and travel season. Rates typically start from around $85 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Island Estate also welcome pets. Currently, 25 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Island Estate often include additional features such as Private Pool, Pool, and View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Island Estate include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.