Beach apartments and villas in Siesta Key

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50 Holiday homes

(3) Very Good 

1 / 22

Siesta Key holiday villa rental

Florida / Siesta Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $177 / night

$1234 - $1813 / week

Book Book View

from $177 / night

(11) Excellent 

1 / 42

Holiday home in Siesta Key

Florida / Siesta Key

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $144 / night

$1007 - $1410 / week

Book Book View

from $144 / night

(8) Excellent 

1 / 30

Holiday apartment rental

Florida / Siesta Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $152 / night

$856 - $1360 / week

Book Book View

from $152 / night

(14) Excellent 

1 / 27

Holiday apartment in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $110 / night

$736 - $1058 / week

Book Book View

from $110 / night

(37) Excellent 

1 / 26

Holiday villa in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $122 / night

$856 - $1259 / week

Book Book View

from $122 / night

(1) Very Good 

1 / 45

Holiday hotel apartment in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from $161 / night

$1009 - $1360 / week

Book Book View

from $161 / night

(32) Excellent 

1 / 23

Holiday villa in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $122 / night

$856 - $1259 / week

Book Book View

from $122 / night

(16) Excellent 

1 / 23

Siesta Key holiday condo rental

Florida / Siesta Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $238 / night

$1662 - $2518 / week

Book Book View

from $238 / night

1 / 49

Condo rental in Siesta Key

Florida / Siesta Key

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $215 / night

$1204 - $2412 / week

Book Book View

from $215 / night

(5) Excellent 

1 / 17

Holiday townhouse in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay

from $200 / night

$0 / week

Book Book View

from $200 / night

(8) Excellent 

1 / 16

Siesta Key holiday apartment rental

Florida / Siesta Key

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $136 / night

$902 - $1617 / week

Book Book View

from $136 / night

1 / 24

Holiday apartment in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 65 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay

from $200 / night

$1301 - $2096 / week

Book Book View

from $200 / night

(1) Excellent 

1 / 17

Holiday condo in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay

from $108 / night

$756 - $1108 / week

Book Book View

from $108 / night

(1) Excellent 

1 / 24

Condo rental in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $174 / night

$1209 - $1919 / week

Book Book View

from $174 / night

(1) Excellent 

1 / 14

Holiday villa in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $169 / night

$0 / week

Book Book View

from $169 / night

(1) Excellent 

1 / 35

Holiday condo in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from $100 / night

$856 - $1259 / week

Book Book View

from $100 / night

(1) Poor 

1 / 19

Holiday condo rental

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay

from $202 / night

$1410 / week

Book Book View

from $202 / night

(3) Poor 

1 / 16

Siesta Key holiday home rental

Florida / Siesta Key

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $432 / night

$3021 / week

Book Book View

from $432 / night

(1) Excellent 

1 / 25

Holiday apartment in Siesta Key

Florida / Siesta Key

Sleeps 27 nights min stay

  • Sleeps 2
  • 7 nights min stay

from $130 / night

$907 / week

Book Book View

from $130 / night

(2) Excellent 

1 / 23

Apartment rental in Siesta Key

Florida / Siesta Key

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $576 / night

$4028 / week

Book Book View

from $576 / night

1 / 9

Holiday apartment in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay

from $182 / night

$0 / week

Book Book View

from $182 / night

1 / 15

Condo rental in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $101 / night

$705 - $2216 / week

Book Book View

from $101 / night

(9) Very Good 

1 / 27

Apartment rental in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $121 / night

$705 - $957 / week

Book Book View

from $121 / night

(14) Excellent 

1 / 14

Siesta Key holiday apartment rental

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay

from $83 / night

$579 - $1058 / week

Book Book View

from $83 / night

1 / 24

Holiday home with swimming pool in Siesta Key

Florida / Siesta Key

4 bedroomsSleeps 127 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $288 / night

$2014 - $2719 / week

Book Book View

from $288 / night

(6) Excellent 

1 / 10

Holiday apartment in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay

from $223 / night

$1561 / week

Book Book View

from $223 / night

(3) Very Good 

1 / 24

Siesta Key holiday condo rental

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $116 / night

$806 - $957 / week

Enquire Enquire View

from $116 / night

1 / 19

Holiday condo in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $94 / night

$655 - $705 / week

Book Book View

from $94 / night

(1) Excellent 

1 / 24

Home rental in Siesta Key with swimming pool

Florida / Siesta Key

3 bedroomsSleeps 614 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min stay

from $193 / night

$1351 - $1400 / week

Book Book View

from $193 / night

1 / 30

Holiday condo rental

Florida / Siesta Key

2 bedroomsSleeps 421 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 21 nights min stay

from $167 / night

$1007 - $1088 / week

Book Book View

from $167 / night

1 / 18

Holiday condo in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay

from $108 / night

$756 - $1108 / week

Book Book View

from $108 / night

1 / 34

Condo rental in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay

from $76 / night

$0 / week

Book Book View

from $76 / night

(2) Excellent 

1 / 12

Holiday apartment in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $144 / night

$1007 - $1770 / week

Book Book View

from $144 / night

1 / 24

Holiday condo rental

Florida / Siesta Key

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay

from $135 / night

$0 / week

Book Book View

from $135 / night

1 / 38

Siesta Key holiday apartment rental

Florida / Siesta Key

2 bedroomsSleeps 514 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min stay

from $87 / night

$605 - $1269 / week

Book Book View

from $87 / night

1 / 15

Condo rental in Siesta Key with tennis court

Florida / Siesta Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $126 / night

$882 - $1007 / week

Book Book View

from $126 / night

(1) Excellent 

1 / 26

Holiday villa in Siesta Key

Florida / Siesta Key

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $198 / night

$979 - $1497 / week

Book Book View

from $198 / night

(4) Good 

1 / 36

Siesta Key holiday apartment rental

Florida / Siesta Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $101 / night

$655 - $1309 / week

Book Book View

from $101 / night

(35) Excellent 

1 / 29

Holiday villa in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $122 / night

$856 - $1259 / week

Book Book View

from $122 / night

(1) Excellent 

1 / 11

Holiday apartment in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay

from $111 / night

$776 - $1209 / week

Book Book View

from $111 / night

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