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, 10 Nov
Check-out
Wed, 11 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Tue, 10 Nov
-
Check-out
Wed, 11 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
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 48
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
9.0
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
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
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
9.1
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
7.2
Very good
Map
5.2 mi from City Center1571 yd from Nontando
Heated PoolPrivate PatioGolf Course
  • Heated pool with lake views
  • Private patio and terrace
  • On-site golf course access
FromUS$ 278 /nightSelect
7.1
Very good
Map
1.7 mi from City Center1209 yd from South Gate Community Assn Inc
Heated PoolIndoor PoolPrivate Parking
  • Private heated pool with toys
  • Spacious 3-bedroom holiday home
  • Indoor pool plus garden access
FromUS$ 345 /nightSelect
8.9
Great
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$ 239 /nightSelect
7.8
Very good
Map
4.0 mi from City Center1049 yd from Phillippi Estate Park
Garden ViewsPrivate ParkingAllergy-Free
  • Quiet home with garden views
  • Private parking and Wi-Fi
  • Allergy-free property rooms
FromUS$ 242 /nightSelect
9.2
Perfect
Map
4.8 mi from City Center1212 yd from Nontando
Private PoolPrivate EntranceFull Kitchen
  • Private pool for exclusive guest use
  • Private entrance for added privacy
  • Fully equipped kitchen with dishwasher
FromUS$ 87 /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.