Vacation Rentals with Pool in The Landings, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
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3644 Best Vacation Rentals with Pool in The Landings (Starting from $152)

Siesta on Lee - SRQ Pool Home Near Top Beaches!
Siesta on Lee - SRQ Pool Home Near Top Beaches!
House
Sarasota, FL, USA
0.2k from The Landings center

View, Internet, Security/Safety, Barbecue/Outdoor Cooking, Air Conditioner, Oceanfront, Guest Services

1 Bedroom8 Guests
New to Booking
$348
Average price / night
Check Availability
\"Siesta on Lee\" - NEW SRQ Pool Home w/ Discounts! Near Top Beaches!
\"Siesta on Lee\" - NEW SRQ Pool Home w/ Discounts! Near Top Beaches!
House
Sarasota, FL, 34231, United States
0.1k from The Landings center

AC, Dryer, Heater, Laundry, No Smoking, Pool, Washer

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$335
Average price / night
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Sleeps 6 Private Pool Fire Pit Game House
Sleeps 6 Private Pool Fire Pit Game House
House
Sarasota, FL, USA
0.5k from The Landings center

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

1 Bedroom8 Guests
New to Booking
$428
Average price / night
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Endless Summer | Private Pool & HOT TUB
Endless Summer | Private Pool & HOT TUB
House
Sarasota, FL, 34231, United States
0.3k from The Landings center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

3 Bedrooms8 Guests
8.0

Good

1 reviews

$403
Average price / night
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Florinda 3bdr/2bth 2car garage with New Pool
Florinda 3bdr/2bth 2car garage with New Pool
House
Sarasota, FL, USA
0.8k from The Landings center

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

3 Bedrooms6 Guests
9.0

Fabulous

50 reviews

$352
Average price / night
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Coastal Contemporary in “The Landings” tennis community ~ Siesta Key.
Coastal Contemporary in “The Landings” tennis community ~ Siesta Key.
House
Sarasota, FL, 34231, United States
0.3k from The Landings center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Laundry, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$465
Average price / night
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Siesta Key Waterfront Estate W Pool Privacy!
Siesta Key Waterfront Estate W Pool Privacy!
Villa
Sarasota, FL, USA
0.8k from The Landings center

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

4 Bedrooms14 Guests
10.0

Exceptional

4 reviews

$881
Average price / night
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Siesta Key Pool House 3 Miles from the Beach
Siesta Key Pool House 3 Miles from the Beach
House
SARASOTA, FL, 34231, United States
0.4k from The Landings center

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

3 Bedrooms8 Guests
7.2

Good

18 reviews

$548
Average price / night
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Siesta Key Waterfront Estate heated Pool Privacy!
Siesta Key Waterfront Estate heated Pool Privacy!
House
Sarasota, FL, USA
0.8k from The Landings center

Balcony/Terrace, Air Conditioner, Parking, Pool, Child Friendly

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$358
Average price / night
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Beautiful home with private pool and space for the whole family
Beautiful home with private pool and space for the whole family
House
Sarasota, FL, 34231, United States
0.5k from The Landings center

AC, Arcade, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms9 Guests
9.6

Exceptional

4 reviews

$334
Average price / night
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Tranquil Court Oasis
Tranquil Court Oasis
Villa
Sarasota, FL, USA
0.9k from The Landings center

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

6 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$1094
Average price / night
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Relaxing 3BR 2Ba Oasis with Heated
Relaxing 3BR 2Ba Oasis with Heated
Villa
Sarasota, FL, USA
1.0k from The Landings center

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

1 Bedroom6 Guests
10.0

Exceptional

2 reviews

$210
Average price / night
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Quiet and Relaxing 3 Bed House With Pool in Sarasota Close to Siesta Key Beach
Quiet and Relaxing 3 Bed House With Pool in Sarasota Close to Siesta Key Beach
House
Sarasota, FL, 34231, United States
0.5k from The Landings center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$318
Average price / night
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Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta key
Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta key
Villa
Sarasota, FL, USA
1.1k from The Landings center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$400
Average price / night
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Remodeled Mid-Century Pool Home Close To Beaches and Downtown
Remodeled Mid-Century Pool Home Close To Beaches and Downtown
House
Sarasota, FL, 34231, United States
0.6k from The Landings center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Pool

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$376
Average price / night
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Sarasota House with Backyard Oasis 6 Mi to Beach!
Sarasota House with Backyard Oasis 6 Mi to Beach!
House
Sarasota, FL, USA
1.1k from The Landings center

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

2 Bedrooms4 Guests
New to Booking
$589
Average price / night
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Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
House
Sarasota, FL, 34231, United States
0.6k from The Landings center

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

3 Bedrooms8 Guests
8.8

Fabulous

67 reviews

$396
Average price / night
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Remodel House with Heated pool, patio and gas grill!
Remodel House with Heated pool, patio and gas grill!
House
Sarasota, FL, USA
1.2k from The Landings center

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

4 Bedrooms10 Guests
New to Booking
$618
Average price / night
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Siesta Key FL: Heated Pool, Beaches, Family Fun
Siesta Key FL: Heated Pool, Beaches, Family Fun
House
Sarasota, FL, 34231, United States
0.6k from The Landings center

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

3 Bedrooms11 Guests
10.0

Exceptional

3 reviews

$386
Average price / night
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Beautiful Home with heated pool and Fenced Yard by Siesta Key!
Beautiful Home with heated pool and Fenced Yard by Siesta Key!
House
Sarasota, FL, USA
1.4k from The Landings center

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

4 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$794
Average price / night
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Heated Pool • Spa • Tiki Hut • Mini Golf • 10 Min to Siesta Key
Heated Pool • Spa • Tiki Hut • Mini Golf • 10 Min to Siesta Key
House
Sarasota, FL, 34231, United States
0.6k from The Landings center

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

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$699
Average price / night
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5 star Guest House heated pool on the water!
5 star Guest House heated pool on the water!
Cottage
Sarasota, FL, 34231, United States
0.7k from The Landings center

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

1 Bedroom5 Guests
New to Booking
$310
Average price / night
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LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
Villa
Sarasota, FL, 34231, United States
0.7k from The Landings center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms11 Guests
9.4

Superb

3 reviews

$584
Average price / night
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Minutes from Siesta Key beach
Minutes from Siesta Key beach
Condo
Sarasota, FL, 34231, United States
0.7k from The Landings center

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

3 Bedrooms5 Guests
New to Booking
$152
Average price / night
Check Availability
Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
House
Sarasota, FL, 34231, United States
0.7k from The Landings center

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

6 Bedrooms12 Guests
10.0

Exceptional

14 reviews

$1163
Average price / night
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Waterfront Estate over an acre on the water with Large Heated Pool
Waterfront Estate over an acre on the water with Large Heated Pool
House
Sarasota, FL, 34231, United States
0.8k from The Landings center

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

5 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$1071
Average price / night
Check Availability
3-bedroom house in awesome Sarasota with WiFi, AC. Enjoy your stay
3-bedroom house in awesome Sarasota with WiFi, AC. Enjoy your stay
House
Sarasota, FL, 34231, United States
0.8k from The Landings center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$593
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 The Landings.

Where to stay in The Landings? Best neighborhoods & areas

The Landings Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3644 verified vacation rentals with a pool in The Landings. 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 The Landings vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $152 per night, with private pool homes and peak travel periods often costing more.

Many rentals in The Landings 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 The Landings welcome pets. Currently, 38 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 The Landings often include additional outdoor features such as Pool, Fireplace/Heating, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in The Landings 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.