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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Island Park

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3699 Best Vacation Rentals with Pool in Island Park (Starting from $98)

voco Sarasota by IHG
voco Sarasota by IHG
Resort
Sarasota, FL, USA
1.1k from Island Park center

Accommodations, Pools, Resorts, Parking, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay

141 Bedrooms34 Guests
8.5

Very Good

245 reviews

$284
Average price / night
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Luxury condominium downtown
Luxury condominium downtown
Condo
Sarasota, FL, 34236, United States
0.4k from Island Park center

AC, Internet, Kitchen, No Smoking, Pool, TV

2 Bedrooms6 Guests
New to Booking
$672
Average price / night
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1 BR Bayou Breeze Sarasota Condo
1 BR Bayou Breeze Sarasota Condo
Apartment
Sarasota, FL, USA
1.3k from Island Park center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Condos

1 Bedroom4 Guests
2.5

Review score

2 reviews

$162
Average price / night
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Desirable Downtown Sarasota! On Main Street walk out to restaurants/shops/shows!
Desirable Downtown Sarasota! On Main Street walk out to restaurants/shops/shows!
Condo
Sarasota, FL, 34236, United States
0.4k from Island Park center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$237
Average price / night
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Courtyard Home with Pool, Spa & Sauna close to Beach & City Center
Courtyard Home with Pool, Spa & Sauna close to Beach & City Center
House
Sarasota, FL, USA
1.4k from Island Park center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

3 Bedrooms8 Guests
9.2

Superb

11 reviews

$531
Average price / night
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2 BR 2BA Luxury Condo blocks from Downtown Sarasota, Rosemary District
2 BR 2BA Luxury Condo blocks from Downtown Sarasota, Rosemary District
Condo
Sarasota, FL, 34236, United States
0.5k from Island Park center

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

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$344
Average price / night
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Southside Village Resort
Southside Village Resort
Apartment
Sarasota, FL, USA
2.2k from Island Park center

Fireplace/Heating, Pet Friendly, Pool, Oceanfront, Guest Services, Ocean View, View

4 Bedrooms2 Guests
New to Booking
$175
Average price / night
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Chic 1BR Heart of Downtown City Views & Private Balcony!
Chic 1BR Heart of Downtown City Views & Private Balcony!
Condo
Sarasota, FL, 34236, United States
0.7k from Island Park center

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

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$125
Average price / night
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Poolside Paradise
Poolside Paradise
House
Sarasota, FL, USA
2.2k from Island Park center

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

1 Bedroom6 Guests
New to Booking
$269
Average price / night
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Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
House
Sarasota, FL, 34236, United States
0.7k from Island Park center

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

1 Bedroom2 Guests
9.8

Exceptional

126 reviews

$252
Average price / night
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Luxury Home in Downtown Sarasota, HTD POOL/Hot tub
Luxury Home in Downtown Sarasota, HTD POOL/Hot tub
House
Sarasota, FL, USA
2.2k from Island Park center

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

4 Bedrooms12 Guests
New to Booking
$568
Average price / night
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Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
Condo
Sarasota, FL, 34236, United States
0.8k from Island Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$327
Average price / night
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Pool House By Downtown Sarasota
Pool House By Downtown Sarasota
House
Sarasota, FL, USA
2.3k from Island Park center

Internet, Fireplace/Heating, Guest Services, Parking, Ocean View, Air Conditioner, Pool

3 Bedrooms8 Guests
9.3

Superb

3 reviews

$185
Average price / night
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Luxurious Boutique Condo in the Heart of Sarasota.
Luxurious Boutique Condo in the Heart of Sarasota.
Condo
Sarasota, FL, 34236, United States
0.8k from Island Park center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$212
Average price / night
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Waterside Retreat: Modern 2BR, Mins to Beach & Apt
Waterside Retreat: Modern 2BR, Mins to Beach & Apt
Apartment
Sarasota, FL, USA
2.4k from Island Park center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
9.8

Exceptional

19 reviews

$255
Average price / night
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Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
House
Sarasota, FL, 34236, United States
0.9k from Island Park center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$574
Average price / night
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Waterfront, Pet-Friendly Condo with Pool, Spa, and Fitness Center near Downtown Sarasota
Waterfront, Pet-Friendly Condo with Pool, Spa, and Fitness Center near Downtown Sarasota
House
FL, USA
2.4k from Island Park center

Accessibility, Internet, Security/Safety, Pool, Wellness Facilities, Sports/Activities, Laundry

2 Bedrooms6 Guests
New to Booking
$340
Average price / night
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Snowbird’s Paradise with Hot Tub, Heated Pool & Dock
Snowbird’s Paradise with Hot Tub, Heated Pool & Dock
Condo
Sarasota, FL, 34236, United States
0.9k from Island Park center

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

2 Bedrooms8 Guests
New to Booking
$312
Average price / night
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Luxury 2 Bed 2 Bath Waterfront Condo with Patio Sunsets Gym and Parking
Luxury 2 Bed 2 Bath Waterfront Condo with Patio Sunsets Gym and Parking
House
Sarasota, FL, USA
2.4k from Island Park center

Pool, Accessibility, Fireplace/Heating, Parking, Air Conditioner, Pet Friendly, Internet

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$268
Average price / night
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Resort with Pickleball, Basketball, Mini Golf + Pool
Resort with Pickleball, Basketball, Mini Golf + Pool
House
Sarasota, FL, 34236, United States
0.9k from Island Park center

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

4 Bedrooms8 Guests
New to Booking
$726
Average price / night
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Fully Equipped Downtown Apartment with Pool, Gym, and Coworking Space
Fully Equipped Downtown Apartment with Pool, Gym, and Coworking Space
Apartment
Sarasota, FL, 34236, United States
0.9k from Island Park center

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

2 Bedrooms4 Guests
8.8

Fabulous

8 reviews

$222
Average price / night
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Fully equipped downtown apartment with great amenities.
Fully equipped downtown apartment with great amenities.
Apartment
Sarasota, FL, 34236, United States
0.9k from Island Park center

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

2 Bedrooms4 Guests
9.8

Exceptional

14 reviews

$248
Average price / night
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NEW! Luxurious 2BR/2BA Heart of Historic Laurel Park w/ pool
NEW! Luxurious 2BR/2BA Heart of Historic Laurel Park w/ pool
House
Sarasota, FL, 34236, United States
1.0k from Island Park center

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

2 Bedrooms5 Guests
New to Booking
$375
Average price / night
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Private corner/blocks from SelbyGardens/pets/2 parking spots/elevator/3-mon min
Private corner/blocks from SelbyGardens/pets/2 parking spots/elevator/3-mon min
Condo
Sarasota, FL, 34236, United States
1.1k from Island Park center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$138
Average price / night
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Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota
Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota
House
Sarasota, FL, 34236, United States
1.2k from Island Park center

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

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$389
Average price / night
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14th floor condo heart of city ,overlooking bay .Available  3months or yearly !
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
House
Sarasota, FL, 34236, United States
1.2k from Island Park center

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

2 Bedrooms4 Guests
New to Booking
$228
Average price / night
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Location! Location! Location!  Sarasota!!!
Location! Location! Location! Sarasota!!!
Condo
Sarasota, FL, 34236, United States
1.3k from Island Park center

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

2 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$98
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 Vacation Rentals with Pool in Island Park.

Where to stay in Island Park? Best neighborhoods & areas

Island Park Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3699 verified vacation rentals with a pool in Island Park. 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 Park vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $98 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Island Park 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 Park welcome pets. Currently, 48 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 Park often include additional outdoor features such as Pool, Wellness Facilities, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Island Park 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.