Sarasota Vacation Rentals & Apartments with Swimming Pool - 55 Rentals Available.
55 Vacation rentals
Filters applied: Swimming pool
Newly Remodeled 3Bed 2Bath Bungalow Block to Beach
Lido Key House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 11 11
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$300
from $300 / night
Tropical Pool Home Near Siesta Key, Pet Friendly! AUGUST OPEN - 2 WEEKS $1000 !!
Sarasota House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Nearest beach 3 mi
- Swimming pool
- Ask about children
$70
from $70 / night
Great Location Heated Pool Private beach access
Sarasota Condo
- 1 bedroom 1
- 1 bathroom
- Sleeps 5 5
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$145
from $145 / night
"Sea Spray Resort" ...just steps to the beach!
Sarasota Condo
- 2 bedrooms 2
- 1 bathroom
- Sleeps 6 6
- 1 night min
- Swimming pool
- Ask about children
- Air conditioning
$240
from $240 / night
Luna Nueva - Exciting New 3/2 Heated Pool Home, Minutes to Siesta Key!
Sarasota House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$150
from $150 / night
Direct from owner 2 bed 2 bath villa at Village Des Pins close to Siesta Key!!
Sarasota Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Nearest beach 3 mi
- Swimming pool
- Child friendly
$128
from $128 / night
Morgan Properties-2227 Constitution Blvd-Renovated 3 bed/2.5 Bath Phillipi Creek
Sarasota House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 14 nights min
- Swimming pool
- Child friendly
- Air conditioning
$115
from $115 / night
Sea La Vie! A perfect location -a walk from Saint Armand's Circle & Lido Beach
Sarasota House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$343
from $343 / night
Walk to beach & St Armand's Circle !!!
Sarasota Guest house
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- Min stay varies
- Swimming pool
- Air conditioning
- Private garden
$100
from $100 / night
Serenity Cottage
Sarasota House
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$206
from $206 / night
Large Executive Water-Front Property
Sarasota House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$550
from $550 / night
Lakeside LosLagos LeisureVacation Rental Sarasota
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 14 nights min
- Beach/lakeside relaxation
- Nearest beach 6 mi
- Swimming pool
$76
from $76 / night
Crescent Cottage
Sarasota House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$286
from $286 / night
Carefree Elegance..Privately Owned SiestaKey Condo
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$150
from $150 / night
Coconut Bayou Cottage
Sarasota House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$206
from $206 / night
Topsail Cottage
Sarasota House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$346
from $346 / night
Villa Dom Brisa
Sarasota House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$266
from $266 / night
Timberwoods Vacation Villa Best Value in Sarasota
Sarasota Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$135
from $135 / night
quiet cove
Sarasota House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$164
from $164 / night
An Island Treasure right off St. Armand's Circle -- 3 BR Garden Pool Home
Sarasota House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$240
from $240 / night
A Tropical 1Br Retreat on a Florida Isle
Sarasota Condo
- 1 bedroom 1
- 1 bathroom
- Sleeps 4 4
- 5 nights min
- Swimming pool
- Ask about children
- Air conditioning
$199
from $199 / night
2BR/2b Ground Floor Condo - Furnished, Seasonal
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$70
from $70 / night
Sophie's Neighborhood
Sarasota House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 16 16
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$586
from $586 / night
Beach Condo across from Siesta Beach
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$127
from $127 / night
Siesta Key Voted #1 Beach, Lovely Home 10 min away
Sarasota House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Nearest beach 10 mi
- Swimming pool
- Child friendly
$107
from $107 / night
Beautiful Siesta Key Condo Just Steps From Siesta Beach
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$152
from $152 / night
Gorgeous Views in this Siesta Key Condo
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$145
from $145 / night
A Tropical 2Br Retreat on a Florida Isle
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$271
from $271 / night
Sarasota Home with a Lap Pool and Lots of Privacy!
Sarasota House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 3 3
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$120
from $120 / night
Modernized Direct Waterfront Condo 2BR,2B W/D
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$165
from $165 / night
Villa Espanola
Sarasota House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$143
from $143 / night
vacation rentals
Sarasota Condo
- 2 bedrooms 2
- 1 bathroom
- Sleeps 6 6
- 1 night min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$75
from $75 / night
Morgan Properties - 1850 Roland -Renovated 4 Bed/3 Bath Home-Close to Siesta Key
Sarasota House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$186
from $186 / night
Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath condo
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$50
from $50 / night
Directly Overlooking Private Beach on Siesta Key
Sarasota House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 11 11
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$450
from $450 / night
Chinaberry 474
Sarasota Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$220
from $220 / night
Buttonwood 910
Sarasota Apartment
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 14 nights min
- Swimming pool
- Ask about children
- Air conditioning
$178
from $178 / night
5211 Wedgewood Lane
Sarasota Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 1 1
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$67
from $67 / night
Firethorn 822
Sarasota Apartment
- 2 bedrooms 2
- 1 bathroom
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$125
from $125 / night
Chinaberry 953
Sarasota Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$135
from $135 / night
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