Sarasota Vacation Rentals & Apartments with Swimming Pool - 155 Rentals Available.
155 Vacation rentals
Filters applied: Swimming pool
Sarasota Deluxe King Waterfront Suite
Sarasota Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 9 mi
- Swimming pool
Responds fast! Avg. 2 hours 14 minutes
$57.00
from $57.00 / night
Certificate of Excellence
Walk to beach & St Armand's Circle !!!
Sarasota Guest house
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Swimming pool
- Car not necessary
- Air conditioning
Travelers’ Choice award
$180.00
from $180.00 / night
Beach Condo across from Siesta Beach
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$172.00
from $172.00 / night
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. 2 hours 1 minutes
$114.00
from $114.00 / night
Timberwoods Vacation Villa Best Value in Sarasota
Sarasota Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 59 minutes
$274.00
from $274.00 / night
Fr $490/wk 2BR/2BA condo nr. Siesta Key WIFI, gym, pool, king bed
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$109.00
from $109.00 / 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
$152.00
from $152.00 / 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. 2 hours 1 minutes
$63.00
from $63.00 / night
Fantastic tranquil villa close to Siesta Key!! Snowbird weeks still available.
Sarasota Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 3 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 17 minutes
$194.00
from $194.00 / night
Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath Condo
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Nearest beach 20 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 48 minutes
$115.00
from $115.00 / night
Private Siesta Key Condo On Water
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
Responds fast! Avg. 2 hours 6 minutes
$153.00
from $153.00 / 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
$156.00
from $156.00 / 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
$129.00
from $129.00 / 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
$129.00
from $129.00 / 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
$225.00
from $225.00 / 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
$156.00
from $156.00 / 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
$129.00
from $129.00 / 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
$151.00
from $151.00 / night
Doveplum 221 at Midnight Cove Siesta Key, FL.
Sarasota House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$245.00
from $245.00 / night
Your search has been expanded 18 miles to include more rentals
Gateway to Siesta Key 1/2 mile Walk to the Beach Adorable 2 Bedroom Condo
Gulf Gate Branch Condo - 5.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$126.00
from $126.00 / night
LUXURY LAKEFRONT 4 BEDROOM HOUSE CLOSE TO BRADENTON BEACH AND IMG
Bradenton House - 8.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 54 minutes
$457.00
from $457.00 / night
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
- Nearest beach 1 mi
- Swimming pool
- Child friendly
$107.00
from $107.00 / night
Beautiful Pool home with your own slice of paradise
Lakewood Ranch House - 7.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 15 mi
- Swimming pool
- Air conditioning
$229.00
from $229.00 / 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
$115.00
from $115.00 / 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 5 5
- min stay varies
- Nearest beach 30 mi
- Swimming pool
- Child friendly
$167.00
from $167.00 / night
Luxuriously Furnished Executive Villa with Privacy
Bradenton House - 13 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 15 mi
- Swimming pool
- Child friendly
$229.00
from $229.00 / night
IMG golf private 3 bed home
Bradenton House - 7.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 10 mi
- Swimming pool
- Air conditioning
$189.00
from $189.00 / night
Siesta Key Inn - 1Br/1B Sabal Palm #2A
Siesta Key Condo - 4.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Nearest beach 0.09 mi
- Swimming pool
- Child friendly
$263.00
from $263.00 / night
Tara Golf & Country Club Condo
Bradenton Condo - 8.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Nearest beach 12 mi
- Swimming pool
- Child friendly
$144.00
from $144.00 / 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
$229.00
from $229.00 / night
The Waterview Private Pool, Hot Tub, Games Room
Bradenton House - 12.9 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$165.00
from $165.00 / night
Siesta Key Beach Vacation
Siesta Key Condo - 4.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 14 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$101.00
from $101.00 / night
Family Reunion Villa on Anna Maria Island, Florida
Bradenton Beach Villa - 14.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$262.00
from $262.00 / night
Siesta Palms by the Beach - Sea Gem #224
Siesta Key Condo - 6.2 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Nearest beach 0.09 mi
- Swimming pool
- Child friendly
$258.00
from $258.00 / night
Large 1br/1ba vacation rental condo (780 Sq.Ft.)
Siesta Key Condo - 5.2 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 1 night min
- Swimming pool
- Ask about children
- Air conditioning
$104.00
from $104.00 / night
Gateway to Siesta Key 1/2 mile Walk Siesta Key Beach
Siesta Key Condo - 5.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$138.00
from $138.00 / night
Siesta Palms by Beach-3Br/2B Sea Dream #223
Siesta Key Condo - 6.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 0.09 mi
- Swimming pool
- Child friendly
$338.00
from $338.00 / night
4457 lake front shorewalk close to IMG and beach
Bradenton Apartment - 9.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$149.00
from $149.00 / night
Shorewalk Luxury condo IMG 3 min BEACHES 15 min
Bradenton Condo - 9.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$138.00
from $138.00 / night
Siesta Key Inn 1Br/1B Pineapple Palm #2D
Siesta Key Condo - 6.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Nearest beach 0.09 mi
- Swimming pool
- Child friendly
$258.00
from $258.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.