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.

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1-40 out of 40
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.8
Great603 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$ 132 /nightSelect
8.9
Great369 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
9.4
Perfect5 total reviews
our site & Booking.com
6 adults
Map
6.0 mi from City Center229 yd from Siesta Key
Heated PoolGolf CourseTennis Court
  • Beachfront villas on Siesta Key
  • Complimentary beach chairs setup
  • Free trolley stop at door
FromUS$ 452 /nightSelect
9.0
Perfect29 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$ 228 /nightSelect
Tiny House SiestaHoliday home
8.1
Great596 total reviews
our site & Booking.com
6 adults
2 bedrooms
2 beds
Map
5.4 mi from City Center771 yd from Nontando
KitchenettePicnic AreaGame Room
  • Self-catering tiny house units
  • Two-level tiny house options
  • Request bikes and scooters
FromUS$ 5 /nightSelect
9.7
Perfect4 total reviews
our site & Booking.com
7 adults
Map
6.2 mi from City Center294 yd from Siesta Key
Heated PoolTennis CourtGolf Course
  • Elevator to fourth floor
  • Heated swimming pool
  • On-site golf and tennis
FromUS$ 612 /nightSelect
8.9
Great49 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
9.1
Perfect71 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$ 411 /nightSelect
9.5
Perfect35 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
Perfect40 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
9.9
Perfect30 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
8.1
Great35 total reviews
our site & Booking.com
Map
5.4 mi from City Center
Heated PoolPrivate ParkingOutdoor Dining
  • Private heated pool for exclusive use
  • Spacious 3-bedroom holiday home
  • Free private parking for guests
FromUS$ 187 /nightSelect
The Sapphire SuiteHoliday home
9.4
Perfect41 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
8.7
Great55 total reviews
our site & Booking.com
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
Julia PlaceHoliday home
9.2
Perfect44 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
9.5
Perfect28 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
9.7
Perfect28 total reviews
our site & Booking.com
Map
432 yd from City Center987 yd from Colonial Village Shopping Center
Full KitchenPrivate EntrancePrivate Parking
  • Private carriage house with garden
  • Full kitchen for self-catering
  • Private entrance and terrace
FromUS$ 236 /nightSelect
7.5
Very good31 total reviews
our site & Booking.com
Map
1.4 mi from City Center852 yd from Bee Ridge Square
Tennis CourtPrivate ParkingGarden
  • Private tennis court on site
  • 11 km from convention center
  • Pets allowed with private entrance
FromUS$ 191 /nightSelect
8.0
Great30 total reviews
our site & Booking.com
Map
1.4 mi from City Center852 yd from Bee Ridge Square
Tennis CourtFree ParkingStreaming TV
  • On-site tennis court available
  • Garden-view private terrace
  • Fireplace in living area
FromUS$ 200 /nightSelect
9.2
Perfect43 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$ 203 /nightSelect
9.1
Perfect35 total reviews
our site & Booking.com
Map
6.1 mi from City Center274 yd from Siesta Key
Outdoor PoolBeach AccessPrivate Patio
  • Steps from Crescent Beach
  • Private entrance and patio
  • Full kitchen with dishwasher
FromUS$ 338 /nightSelect
8.6
Great27 total reviews
our site & Booking.com
Map
5.0 mi from City Center1028 yd from Nontando
Heated PoolPrivate PatioOutdoor Dining
  • Private heated pool with umbrellas
  • Ground-floor 3-bedroom home
  • Private outdoor dining area
FromUS$ 373 /nightSelect
8.9
Great26 total reviews
our site & Booking.com
8 adults
3 bedrooms
4 beds
Map
7.3 mi from City Center
Indoor PoolPrivate PoolGame Console
  • Private pool and indoor pool available
  • Xbox 360 game console provided
  • Family-size with baby safety gate
FromUS$ 314 /nightSelect
9.1
Perfect18 total reviews
our site & Booking.com
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$ 155 /nightSelect
8.8
Great30 total reviews
our site & Booking.com
Map
4.0 mi from City Center
Garden ViewsPrivate ParkingAllergy-Free
  • Quiet home with garden views
  • Private parking and Wi-Fi
  • Allergy-free property rooms
FromUS$ 242 /nightSelect
9.7
Perfect16 total reviews
our site & Booking.com
Map
2.6 mi from City Center520 yd from Forest Lakes Golf Club
Private ParkingPicnic AreaBeach Access
  • Spacious ground-floor holiday home
  • Private entrance and terrace
  • Fully equipped kitchen with washer
FromUS$ 288 /nightSelect
7.8
Very good21 total reviews
our site & Booking.com
Map
6.0 mi from City Center1.2 mi from Aircraft Service Intl
Private PoolGolf ViewOutdoor Dining
  • Private pool with golf course view
  • 4 bedrooms with patio and pool views
  • Near Ringling Museum and beaches
FromUS$ 428 /nightSelect
8.8
Great18 total reviews
our site & Booking.com
Map
4.3 mi from City Center581 yd from Saint Barbara Hellenic Cultural
Heated PoolPrivate ParkingOutdoor Play
  • Heated private pool open year-round
  • Spacious home with 3 bedrooms
  • On-site private parking included
FromUS$ 155 /nightSelect
9.1
Perfect21 total reviews
our site & Booking.com
4 adults
1 bedroom
1 bed
Map
6.2 mi from City Center390 yd from Siesta Key
Outdoor PoolHeated PoolBeach Access
  • Beachfront with private outdoor pool
  • Heated pool open year-round
  • Fully equipped kitchen and kettle
FromUS$ 474 /nightSelect
8.6
Great21 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
5.5 mi from City Center980 yd from Nontando
Heated PoolPrivate EntranceSun Terrace
  • Private pool with sun terrace
  • Mile to Crescent Beach
  • Private entrance & check-in
FromUS$ 319 /nightSelect
9.9
Perfect15 total reviews
our site & Booking.com
Map
858 yd from City Center1172 yd from Colonial Village Shopping Center
Private PoolHeated PoolOn-site Sauna
  • Private pool with heated feature
  • On-site sauna and hot tub
  • Fully equipped kitchen in unit
FromUS$ 608 /nightSelect
9.5
Perfect12 total reviews
our site & Booking.com
Map
1.5 mi from City Center927 yd from Ringling College of Art and Design
Full KitchenPrivate ParkingOutdoor Dining
  • Private entrance and garden patio
  • Fully equipped kitchen and dining
  • Beach umbrellas and sun loungers
Select
5.9
Needs improvement12 total reviews
our site & Booking.com
Map
5.5 mi from City Center864 yd from Parasail Siesta
Beach AccessKitchenetteFlat-screen TV
  • Walkable to Siesta Beach
  • Free private parking on-site
  • Pet-friendly holiday home
FromUS$ 352 /nightSelect
9.6
Perfect11 total reviews
our site & Booking.com
Map
4.1 mi from City Center113 yd from Sarasota County Technical Inst
Private PoolGarden TerraceBBQ Facilities
  • Private pool with garden views
  • 4-bedroom home with kitchen
  • Bicycle and car rental available
Select
Crescent Arms 105NHoliday home
7.9
Very good13 total reviews
our site & Booking.com
6 adults
2 bedrooms
2 beds
Map
5.7 mi from City Center423 yd from Parasail Siesta
Private PoolBeachfrontBBQ Facilities
  • Beachfront private pool access
  • Full-day security and privacy
  • Seasonal outdoor swimming pool
FromUS$ 216 /nightSelect
9.0
Perfect15 total reviews
our site & Booking.com
Map
3.6 mi from City Center780 yd from Bee Ridge Park
Heated PoolSalt-Cell PoolGarden Terrace
  • Private heated salt-cell pool
  • Full home with kitchen terrace
  • Garden views with outdoor dining
Select
7.4
Very good17 total reviews
our site & Booking.com
4 adults
2 bedrooms
2 beds
Map
4.8 mi from City Center1208 yd from Nontando
Pool AccessSea View BalconyPrivate Parking
  • Private entrance with sea views
  • 2 miles from Siesta Key Beach
  • On-site snorkeling equipment
FromUS$ 232 /nightSelect
8.1
Great27 total reviews
our site & Booking.com
Map
5.2 mi from City Center1572 yd from Nontando
Heated PoolPrivate PatioGolf Course
  • Heated pool with lake views
  • Private patio and terrace
  • On-site golf course access
FromUS$ 278 /nightSelect
9.7
Perfect13 total reviews
our site & Booking.com
Map
2.4 mi from City Center319 yd from South Gate Community Assn Inc
Spa BathHot TubFree Bikes
  • Private villa with spa bath
  • Free bicycle rental for guests
  • Outdoor fireplace and hot tub
FromUS$ 300 /nightSelect
8.3
Great34 total reviews
our site & Booking.com
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$ 277 /nightSelect

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.