Sarasota Vacation Rentals & Apartments with Swimming Pool - 112 Rentals Available.
112 Vacation rentals
Filters applied: Swimming pool

Waterfront 2BR 2 Bath Suite at the Sara Bay Marina
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 10 mi
- Swimming pool
Responds fast! Avg. 3 hours 26 minutes
$171.00
from $171.00 / night

Sarasota Waterfront Suite
Sarasota Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 2 nights min
- Beach/lakeside relaxation
- Nearest beach 9 mi
- Swimming pool
Responds fast! Avg. 3 hours 26 minutes
$86.00
from $86.00 / night

Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath Condo
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Beach/lakeside relaxation
- Nearest beach 20 mi
- Swimming pool
$115.00
from $115.00 / night

Chinaberry 924 at Midnight Cove Siesta Key, FL.
Sarasota House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$171.00
from $171.00 / night

Firethorn 830 at Midnight Cove Siesta Key
Sarasota House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$142.00
from $142.00 / night
Firethorn 612 at Midnight Cove Siesta Key, FL.
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$142.00
from $142.00 / night
Firethorn 322 at Midnight Cove Siesta Key, FL.
Sarasota Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$249.00
from $249.00 / night
Chinaberry 922 at Midnight Cove Siesta Key, FL.
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$171.00
from $171.00 / night
Firethorn 822 at Midnight Cove Siesta Key, FL.
Sarasota Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$142.00
from $142.00 / night
Doveplum 724 at Midnight Cove Siesta Key, FL.
Sarasota Townhouse
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$167.00
from $167.00 / night
Doveplum 221 at Midnight Cove Siesta Key, FL.
Sarasota House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$256.00
from $256.00 / night
SARASOTA ONE THE BEST LOCATION IN TOWN
Sarasota Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
Responds fast! Avg. 20 minutes
$205.00
from $205.00 / night
Your search has been expanded 18 miles to include more rentals
Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min
Bradenton Condo - 12.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 120 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Swimming pool
$107.00
from $107.00 / night
Lovely 3 BR Home with Office & Heated Pool at Tara
Bradenton House - 8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 20 mi
- Swimming pool
$167.00
from $167.00 / night
Private, quiet, and very safe on 1 acre wooded lot just north of Lakewood Ranch
Bradenton House - 14 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 3 3
- 13 nights min
- Beach/lakeside relaxation
- Nearest beach 30 mi
- Swimming pool
$167.00
from $167.00 / night
Charming Siesta Key Village Unbeatable Location
Siesta Key Condo - 4.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$147.00
from $147.00 / night
Beach House on Anna Maria Island-Rental Openings
Holmes Beach Villa - 15.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$458.00
from $458.00 / night
IMG golf private 3 bed home
Bradenton House - 7.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- 12 nights min
- Beach/lakeside relaxation
- Nearest beach 10 mi
- Swimming pool
$201.00
from $201.00 / night
Tara Golf & Country Club Condo
Bradenton Condo - 8.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 12 mi
- Swimming pool
Responds fast! Avg. 3 hours 42 minutes
$144.00
from $144.00 / night
Midnight Cove #714 in Siesta Key, FL- Sun, Sand & *Save 10% to 25% per Week*
Siesta Key Condo - 5.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.25 mi
- Swimming pool
$136.00
from $136.00 / night
Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 10% to 25% per Week*
Siesta Key Condo - 6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.1 mi
- Swimming pool
$221.00
from $221.00 / night
Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 10% to 25% per Week*
Siesta Key Condo - 5.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.25 mi
- Swimming pool
$136.00
from $136.00 / night
"Island Oasis" A single family North end canal home with pool
Anna Maria House - 17.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 2 nights min
- Beach/lakeside relaxation
- Swimming pool
- Air conditioning
$745.00
from $745.00 / night
Family Reunion Villa on Anna Maria Island, Florida
Bradenton Beach Villa - 14.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$458.00
from $458.00 / night
2 BR, 2 Bath, Siesta Key Village Condo with Pool
Siesta Key Condo - 4.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Nearest beach 0.1 mi
- Swimming pool
- Child friendly
$200.00
from $200.00 / night
Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa
Siesta Key House - 4.8 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 13 13
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child friendly
$974.00
from $974.00 / night
FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!
Siesta Key Condo - 5.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$258.00
from $258.00 / night
BEACHFRONT VENICE CONDO: DISCOUNTED LOW RATES, OLYMPIC POOL, FREE Wi-Fi
Venice Condo - 18 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$161.00
from $161.00 / night
Firethorn 311 at Midnight Cove Siesta Key
Siesta Key Apartment - 5.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$236.00
from $236.00 / night
Buttonwood 432 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$290.00
from $290.00 / night
Chinaberry 952 at Midnight Cove Siesta Key
Siesta Key Apartment - 5.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$171.00
from $171.00 / night
Firethorn 312 at Midnight Cove Siesta Key
Siesta Key Apartment - 5.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$249.00
from $249.00 / night
Chinaberry 932 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$171.00
from $171.00 / night
Doveplum 721 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$167.00
from $167.00 / night
Doveplum 121 at Midnight Cove Siesta Key
Siesta Key Apartment - 5.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$296.00
from $296.00 / night
Chinaberry 456 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$264.00
from $264.00 / night
Buttonwood 427 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$290.00
from $290.00 / night
Firethorn 711 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$137.00
from $137.00 / night
Buttonwood 472 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$290.00
from $290.00 / night
Firethorn 513 at Midnight Cove Siesta Key, FL.
Siesta Key Apartment - 5.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$142.00
from $142.00 / night
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