Villas in Sarasota, Florida

Compare 32 villas in Sarasota near Siesta Key with private pools, beach access, and family-friendly amenities. Free WiFi and parking included. Book now.

Check-in
Tue, 22 Sept
Check-out
Wed, 23 Sept
Rooms and Guests2 Guests, 1 room
We’ll open Booking.com in a new tab for fair comparison.
Check-in
Tue, 22 Sept
-
Check-out
Wed, 23 Sept
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
Check-in
Tue, 22 Sept
-
Check-out
Wed, 23 Sept
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-20 out of 46
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.6
Perfect6 total reviews
our site & Booking.com
6 adults
Map
6.0 mi from City Center231 yd from Parasail Siesta
Heated PoolGolf CourseTennis Court
  • Beachfront villas on Siesta Key
  • Complimentary beach chairs setup
  • Free trolley stop at door
FromUS$ 531 /nightSelect
8.8
Great317 total reviews
our site & Booking.com
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
8.8
Great535 total reviews
our site & Booking.com
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$ 261 /nightSelect
8.8
Great29 total reviews
our site & Booking.com
Map
5.3 mi from City Center1377 yd from Parasail Siesta
Plunge PoolFull KitchenPrivate Entrance
  • Private plunge pool in villa
  • Full kitchen with dishwasher
  • Private entrance for each unit
FromUS$ 409 /nightSelect
Tiny House SiestaHoliday home
8.1
Great551 total reviews
our site & Booking.com
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
7.7
Very good3 total reviews
our site & Booking.com
Map
3.1 mi from City Center621 yd from Lido Beach
Heated PoolBeach AccessOutdoor Dining
  • Private villa with heated pool
  • 3-min walk to Lido Beach
  • Fully equipped kitchen in unit
FromUS$ 186 /nightSelect
Casa AzulHoliday home
9.3
Perfect18 total reviews
our site & Booking.com
Map
2.0 mi from City Center623 yd from Ringling College of Art and Design
Full KitchenPrivate GardenPrivate Entrance
  • Private home with full kitchen
  • Pets allowed in garden
  • 16-min walk to Indian Beach
Select
8.5
Great2 total reviews
our site & Booking.com
5 adults
1 bedroom
2 beds
Map
3.2 mi from City Center175 yd from St Armands Circle
Heated PoolBeach AccessGolf Course
  • Walk to beach & St. Armands
  • Heated pool with balcony
  • Fully equipped home kitchen
FromUS$ 524 /nightSelect
9.0
Perfect54 total reviews
our site & Booking.com
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$ 146 /nightSelect
10.0
Perfect4 total reviews
our site & Booking.com
7 adults
Map
6.2 mi from City Center575 yd from Parasail Siesta
Heated PoolTennis CourtGolf Course
  • Elevator to fourth floor
  • Heated swimming pool
  • On-site golf and tennis
FromUS$ 501 /nightSelect
SeascapeHoliday home
Map
3.2 mi from City Center289 yd from Lido Beach
Water SlideHeated PoolMini Golf
  • Water slide and heated pool
  • Five-bedroom holiday home
  • On-site mini golf course
Select
9.1
Perfect76 total reviews
our site & Booking.com
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
Perfect36 total reviews
our site & Booking.com
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
Perfect45 total reviews
our site & Booking.com
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
9.4
Perfect31 total reviews
our site & Booking.com
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
9.9
Perfect36 total reviews
our site & Booking.com
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
9.1
Perfect52 total reviews
our site & Booking.com
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
Great44 total reviews
our site & Booking.com
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
Julia PlaceHoliday home
9.4
Perfect48 total reviews
our site & Booking.com
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$ 291 /nightSelect
The Sapphire SuiteHoliday home
9.4
Perfect43 total reviews
our site & Booking.com
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
Show more
  • 1
  • 2
  • 3

Sarasota villas offer spacious, self-contained holiday homes ideal for families and groups. Located primarily along Siesta Key and Crescent Beach, these properties often feature private pools, full kitchens, and direct beach access. Budget options like Tiny House Siesta start around $150/night, while upscale beachfront units like Siesta Sands Beach Resort exceed $300/night. Many villas include free WiFi, parking, and BBQ facilities, with proximity to Sarasota's arts and dining districts.

Top-rated villas include Siesta Key Beach Resort and Suites (score 88), which provides free bike hire and beach chair usage, and Siesta Key Beachside Villas (score 89) with Tiki huts and hammocks. For peak scores, House of Sun Siesta Key Crescent Beach (94) offers beachfront luxury, while Casa Mar (89) features a plunge pool. Most properties cater to family travelers with amenities like laundry facilities and outdoor play equipment. Book early for spring and summer; check for minimum-night stays during high season.