Sarasota Waterfront Vacation Rentals, Apartments & More - 180 Rentals Available.
180 Vacation rentals
Filters applied: Waterfront

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 19 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
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 54 minutes
$115.00
from $115.00 / 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 19 minutes
$63.00
from $63.00 / night
By "Dr Beach" 15 Minute Drive from Mature Gated Community
Sarasota House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 2 mi
- Child friendly
- Air conditioning
$68.00
from $68.00 / 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. 18 minutes
$171.00
from $171.00 / night
The Urban Cottage A Romantic Getaway!
Sarasota Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Air conditioning
- Private garden
$116.00
from $116.00 / 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
Siesta Key Beach with gorgeous sunsets in Siesta Key
Sarasota Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Child friendly
- Air conditioning
$114.00
from $114.00 / 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 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$244.00
from $244.00 / night
Doveplum 620
Gulf Gate Estates Townhouse
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Child friendly
$151.00
from $151.00 / night
Buttonwood 442
Gulf Gate Estates Condo
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$244.00
from $244.00 / night
Firethorn 210
Gulf Gate Estates Log cabin
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$225.00
from $225.00 / night
Doveplum 220
Gulf Gate Estates Townhouse
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$244.00
from $244.00 / night
Your search has been expanded 14.8 miles to include more rentals
4620 enclosed lania shorewalk close to IMG and beach
Bradenton House - 10.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 2 nights min
- Child friendly
- Air conditioning
Responds fast! Avg. 54 minutes
$138.00
from $138.00 / night
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
The Lakehouse, Pool, Hot Tub, Games Room Tiki Hut
Palma Sola House - 12.9 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 18 18
- 7 nights min
- Child friendly
$300.00
from $300.00 / 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
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
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
Large 1br/1ba vacation rental condo (780 Sq.Ft.)
Siesta Key Condo - 5.2 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 3 hours 54 minutes
$104.00
from $104.00 / night
shorewalk A+ 2/2 downstair unit.5 mins IMG 10mins to beach
Bradenton Villa - 9.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$113.00
from $113.00 / night
Siesta Palms by the Beach - Sea Breeze #125
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
Siesta Key Inn 2Br/1B Majesty Palm #2C
Siesta Key Condo - 6.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Nearest beach 0.09 mi
- Swimming pool
- Child friendly
$287.00
from $287.00 / night
Sandy Pointe #205
Holmes Beach Condo - 14.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Child friendly
- Air conditioning
$126.00
from $126.00 / 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.