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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  The Landings

Refine your search

Price per night

Amenity Filter

Rating

1184 Best Vacation Rentals with Private Pool in The Landings (Starting from $131)

Sarasota Pool Apartment
Sarasota Pool Apartment
Apartment
Siesta Key, FL, USA
2.2k from The Landings center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$1299
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
Check Availability
Family Apartment with Pool in siesta key florida
Family Apartment with Pool in siesta key florida
Apartment
The Landings, Sarasota, Florida, USA
2.4k from The Landings center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$1341
Average price / night
Check Availability
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
Check Availability
Vacation Home With Pool in siesta key sarasota
Vacation Home With Pool in siesta key sarasota
House
Siesta Key, FL, USA
2.6k from The Landings center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$3463
Average price / night
Check Availability
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
Check Availability
Siesta Key Island Rentals
Siesta Key Island Rentals
House
Siesta Key, FL, USA
3.1k from The Landings center

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

23 Bedrooms127 Guests
8.6

Fabulous

56 reviews

$501
Average price / night
Check Availability
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
Check Availability
The Plaza
The Plaza
House
Siesta Key, FL, USA
3.2k from The Landings center

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

1 Bedroom19 Guests
10.0

Exceptional

2 reviews

$1886
Average price / night
Check Availability
Sleeps 6 • Private Pool • Fire Pit • Game House
Sleeps 6 • Private Pool • Fire Pit • Game House
House
Sarasota, FL, 34231, United States
0.5k from The Landings center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

3 Bedrooms8 Guests
6.8

Good

3 reviews

$332
Average price / night
Check Availability
The 19th Hole
The 19th Hole
House
Siesta Key, FL, USA
3.2k from The Landings center

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

1 Bedroom14 Guests
New to Booking
$2415
Average price / night
Check Availability
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
Check Availability
Top Gulf
Top Gulf
House
Siesta Key, FL, USA
3.2k from The Landings center

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

1 Bedroom14 Guests
9.0

Fabulous

1 reviews

$2415
Average price / night
Check Availability
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
Check Availability
Elevated Perspective
Elevated Perspective
House
Siesta Key, FL, USA
3.3k from The Landings center

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

6 Bedrooms14 Guests
New to Booking
$2538
Average price / night
Check Availability
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
Check Availability
Siesta Sun Sets
Siesta Sun Sets
House
Siesta Key, FL, USA
3.4k from The Landings center

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

7 Bedrooms19 Guests
New to Booking
$4368
Average price / night
Check Availability
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
Check Availability
Endless Horizon
Endless Horizon
House
FL, USA
3.4k from The Landings center

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

5 Bedrooms12 Guests
New to Booking
$1150
Average price / night
Check Availability
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
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
Private Heated Pool Beautiful 3bdr/2bth 2car garage only minutes to Siesta Beach
Private Heated Pool Beautiful 3bdr/2bth 2car garage only minutes to Siesta Beach
House
Sarasota, FL, 34231, United States
0.8k from The Landings center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.4

Superb

32 reviews

$627
Average price / night
Check Availability
New modern home with salt water heated pool located minutes from SiestaKey Beach
New modern home with salt water heated pool located minutes from SiestaKey Beach
House
Sarasota, FL, 34231, United States
0.8k from The Landings center

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

5 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$1209
Average price / night
Check Availability
Near Siesta Key beaches, Many resurants, malls  of  condo on Tamiani trail
Near Siesta Key beaches, Many resurants, malls of condo on Tamiani trail
Condo
Sarasota, FL, 34231, United States
0.9k from The Landings center

AC, Internet, Laundry, No Smoking, Pool, TV, Washer

2 Bedrooms5 Guests
New to Booking
$131
Average price / night
Check Availability
Stylish 3/2 pool home near Siesta Key - Turtle House
Stylish 3/2 pool home near Siesta Key - Turtle House
House
Sarasota, FL, 34231, United States
0.9k from The Landings center

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

3 Bedrooms8 Guests
8.6

Fabulous

7 reviews

$312
Average price / night
Check Availability
Relaxing 3BR/2Ba Oasis with Heated Pool.
Relaxing 3BR/2Ba Oasis with Heated Pool.
House
Sarasota, FL, 34231, United States
1.0k from The Landings center

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

3 Bedrooms8 Guests
9.4

Superb

73 reviews

$357
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 The Landings.

Where to stay in The Landings? Best neighborhoods & areas

The Landings Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1184 verified vacation rentals with a private pool in The Landings. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in The Landings vary depending on the property size, location, and travel season. Rates typically start from around $131 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 The Landings also welcome pets. Currently, 32 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 The Landings often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in The Landings 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.