Sarasota Vacation Rentals & Apartments - 173 Rentals Available
173 Vacation rentals

Sarasota Deluxe King Waterfront Suite
Sarasota Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 9 mi
- Swimming pool
Responds fast! Avg. 2 hours 22 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 47 minutes
$114.00
from $114.00 / 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
$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 47 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
$115.00
from $115.00 / 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
$195.00
from $195.00 / night
The Urban Cottage A Romantic Getaway!
Sarasota Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Air conditioning
- Private garden
Responds fast! Avg. 2 hours 12 minutes
$149.00
from $149.00 / 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. 3 hours 27 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
$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
$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 5 5
- 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
$243.00
from $243.00 / 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 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
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
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
- min stay varies
- Nearest beach 0.1 mi
- Swimming pool
- Child friendly
$199.00
from $199.00 / 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
Siesta Key Beachfront 3 Bedroom Home, Sarasota
Siesta Key House - 4.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
$682.00
from $682.00 / 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
- Swimming pool
- Child friendly
- Air conditioning
$458.00
from $458.00 / 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
$149.00
from $149.00 / 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
$155.00
from $155.00 / 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
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
$201.00
from $201.00 / 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
BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY
Bradenton House - 11.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$287.00
from $287.00 / 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
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
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
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
About Sarasota
Things to Do
The cultural menu features a professional symphony, opera, ballet, 10 live performance theaters, and more than 30 art galleries. When it’s time to grab the sunscreen and head for the sands, there are more than 35 miles of beach in the area.Dominating the city's cultural attractions scene is the John and Mable Ringling Museum of Art, an expansive estate of magnificently landscaped grounds and gardens created by the noted circus impresario. The complex immerses you in a world of opulence, spectacular art works, and circus memorabilia with the Ca d’Zan Mansion, Circus Museums, Museum of Art, and Asolo Theater. Nature lovers visiting the area gravitate to the Mote Marine Laboratory & Aquarium in St. Armands Circle, where sea turtles, manatees, and sharks are on display, the Crowley Museum and Nature Center, a verdant, 190-acre wildlife sanctuary, and the Marie Selby Botanical Gardens, a lush, 11-acre bay-front setting with more than 20,000 plants highlighted by 6,000 orchids.
Climate
Like most of this area of Florida, Sarasota is warm year round. It might freeze 1-2 nights out of the year, but for the most part, temps are tropical. Summers bring high humidity and afternoon showers. Temps hover around the low nineties on the coast. Storms are localized and brief. One side of the street can have a downpour where a mile away will be dry. Hurricane season lasts from June 1 to November 30, but most warnings occur during late August and into September. Budget-minded travelers appreciate the value in Sarasota waterfront vacation rentals during this time in an otherwise pricey city.Food
Sarasota is also known for its culinary scene, particularly around St. Armands Circle, a trendy shopping and dining area in downtown Sarasota. During the winter months, one tour operator offers a moveable feast – a walking and sampling tour of local restaurants.Shopping
Sarasota offers some of the most lavish stores in the area. Not only is there the high-end shopping experience of St. Armands Circle, but the new Mall at University Town Center is a fashion and dining destination in its own right. With over 100 stores and distinctive restaurants, it’s a great way to spend a little time out of the sun.Events
Sarasota is busy year round. In April, the Sarasota Film Festival is held, where independent film makers, actors, and directors converge on the town to showcase 200 hundred films over this ten-day event. Also in April is the Siesta Fiesta in nearby Siesta Key. The Ringling Museum has rotating exhibits and classes, and the theater season runs year round with numerous theaters in town. The Baltimore Oriole’s Spring Training is in Sarasota. There are a number of festivals throughout the year as well, from architecture to medieval fairs and sand sculpture to the holiday Snow Fest in December.Sarasota is a chic vacation spot on the Gulf of Mexico, yet even with the large draws of its beaches, boating, beautiful Sarasota waterfront vacation rentals, and white powder sand, it’s the arts and culture scene that make it one of the unique gems of the Gulf Coast. It’s a town built on performance, and it puts on a rather good one.
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.