Sarasota Vacation Rentals

Compare 71 Sarasota vacation rentals and Airbnbs, including beachfront villas and tiny homes near Siesta Key. Check prices and ratings before you book

Check-in
Tue, 10 Nov
Check-out
Wed, 11 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Tue, 10 Nov
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Check-out
Wed, 11 Nov
Rooms and Guests2 Guests, 1 room
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Check-in
Tue, 10 Nov
-
Check-out
Wed, 11 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-20 out of 72
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Tiny House SiestaHoliday home
8.1
Great
6 adults
2 bedrooms
2 beds
Map
5.4 mi from City Center1446 yd from Parasail Siesta
KitchenettePicnic AreaGame Room
  • Self-catering tiny house units
  • Two-level tiny house options
  • Request bikes and scooters
FromUS$ 5 /nightSelect
8.8
Great
8 adults
2 bedrooms
3 beds
Heated PoolHot TubBike Rental
  • Free bike and beach chair rental
  • Year-round heated pool and hot tub
  • Complimentary beach wagon checkout
FromUS$ 318 /nightSelect
8.8
Great
6 adults
2 bedrooms
3 beds
Map
4.7 mi from City Center
Outdoor PoolFree BikesBeach Wagons
  • Two-minute walk to Siesta Beach
  • Free bicycle & beach wagon hire
  • Tiki huts and outdoor hammocks
FromUS$ 223 /nightSelect
9.7
Perfect
The largest option:
6 adults
2 bedrooms
3 beds
Map
4.8 mi from City Center1.1 mi from Parasail Siesta
Heated PoolOutdoor FireplaceHot Tub
  • Private heated pool on site
  • Steps from Siesta Key beach
  • Outdoor fireplace for cozy evenings
FromUS$ 413 /nightSelect
9.0
Perfect
Map
3.3 mi from City Center445 yd from Florida West Coast Birthing
Private PoolGarage ParkingOutdoor Dining
  • Private pool with beach toys
  • Two-car garage parking
  • Spacious ground-floor layout
FromUS$ 262 /nightSelect
9.3
Perfect
Map
2.9 mi from City Center932 yd from Goshen College
Outdoor PlayPrivate ParkingBBQ Grill
  • 3BR with outdoor play set
  • 12 min to Siesta Key Beach
  • On-site parking and WiFi
FromUS$ 221 /nightSelect
Sarasota CharmHoliday home
9.7
Perfect
Map
4.5 mi from City Center1096 yd from Saint Barbara Hellenic Cultural
Lake ViewFull KitchenOutdoor Dining
  • Lake view home with fireplace
  • Full kitchen and outdoor dining
  • Pets allowed and board games
FromUS$ 170 /nightSelect
9.0
Perfect
Map
2.6 mi from City Center1141 yd from Ringling College of Art and Design
Private EntranceBeach AccessGarden
  • Private entrance for added privacy
  • Beach access on-site activities
  • Garden relaxation area available
FromUS$ 113 /nightSelect
9.3
Perfect
Map
6.8 mi from City Center1.5 mi from Doctors Hospital Of Sarasota
Private PoolHot TubOutdoor Dining
  • Private pool with hot tub
  • On-site darts and beach access
  • Ground-floor villa with full kitchen
Select
9.1
Perfect
Map
4.8 mi from City Center1595 yd from Healthsouth Rehab Hospital
Heated PoolGolf CourseFull Kitchen
  • Lake-view apartment with pool
  • On-site golf course
  • Full kitchen and private entrance
FromUS$ 246 /nightSelect
Julia PlaceHoliday home
9.5
Perfect
Map
422 yd from City Center971 yd from Colonial Village Shopping Center
Free ParkingPrivate KitchenFlat-screen TV
  • Free private on-site parking
  • Fully equipped private kitchen
  • On-site garden for relaxation
FromUS$ 196 /nightSelect
10.0
Perfect
Map
5.1 mi from City Center556 yd from Nontando
Private PoolElectric ChargingBarbecue
  • Private pool with hot tub
  • Electric vehicle charging station
  • Indoor play area for kids
FromUS$ 523 /nightSelect
8.8
Great
Map
5.4 mi from City Center1114 yd from Parasail Siesta
Private PoolBalconyFree Parking
  • Private pool access included
  • Steps from Crescent Beach
  • Two-bedroom condo with balcony
FromUS$ 183 /nightSelect
8.2
Great
Map
5.4 mi from City Center1.3 mi from Nontando
Heated PoolPrivate ParkingOutdoor Dining
  • Private heated pool for exclusive use
  • Spacious 3-bedroom holiday home
  • Free private parking for guests
FromUS$ 187 /nightSelect
8.9
Great
Map
5.0 mi from City Center1.0 mi from Nontando
Private ParkingOutdoor DiningFlat-screen TV
  • Full-day security with private entrance
  • Quiet street views from balcony
  • Private parking and outdoor dining
FromUS$ 217 /nightSelect
7.2
Very good
Map
4.9 mi from City Center1638 yd from Healthsouth Rehab Hospital
Outdoor PoolBarbecueSun Loungers
  • Private condo with full kitchen
  • Year-round heated outdoor pool
  • On-site movie nights
FromUS$ 112 /nightSelect
9.1
Perfect
Map
3.1 mi from City Center715 yd from Bee Ridge Park
Private ParkingPrivate EntranceFlat-screen TV
  • Private entrance for added privacy
  • Pets allowed on request
  • Free private parking on-site
FromUS$ 96 /nightSelect
The Sapphire SuiteHoliday home
9.4
Perfect
Map
2.6 mi from City Center1141 yd from Ringling College of Art and Design
Private ParkingKitchenetteBeach Access
  • Private entrance holiday home
  • Steps from Indian Beach
  • Free private parking
FromUS$ 86 /nightSelect
9.4
Perfect
Map
4.8 mi from City Center1586 yd from Nontando
Hot TubGardenEV Charging
  • Private hot tub and garden
  • Electric vehicle charging station
  • On-site Peruvian restaurant
FromUS$ 196 /nightSelect
9.1
Perfect
Map
6.1 mi from City Center536 yd from Parasail Siesta
Outdoor PoolBeach AccessPrivate Patio
  • Steps from Crescent Beach
  • Private entrance and patio
  • Full kitchen with dishwasher
FromUS$ 569 /nightSelect
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Sarasota vacation rentals offer a home base with full kitchens, private pools, and beach access for less than a hotel. Depending on the season, nightly rates range from budget tiny houses under $150 to sprawling beachfront villas. Popular districts include Siesta Key, with its sugar-white sand, and Lido Key, steps from St. Armands Circle. Most rentals include free WiFi, parking, and laundry.

Top-rated options like the 88-rated Siesta Key Beach Resort And Suites provide complimentary bike and beach chair usage, while the 96-rated House Of The Sun Siesta Key Crescent Beach offers direct beachfront with a heated pool. For families, Kingston Arms 2nd Fl Walk to Beach & St. Armands Circle includes a fully equipped kitchen and pool. Tiny House Siesta caters to budget-conscious travelers with self-catering tiny homes less than 1 km from the beach. Many rentals are within walking distance of dining and shopping.