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271 Holiday homes

(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 $143 / night

$1000 - $1401 / week

Book Book View

from $143 / 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 $236 / night

$1651 - $2500 / week

Book Book View

from $236 / night

(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 $176 / night

$1225 - $1801 / week

Book Book View

from $176 / night

(8) Excellent 

1 / 30

Holiday apartment rental

Florida / Siesta Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $151 / night

$850 - $1350 / week

Book Book View

from $151 / 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

$731 - $1051 / 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

$850 - $1250 / week

Book Book View

from $122 / night

(1) Excellent 

1 / 17

Holiday condo in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 66 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min stay

from $151 / night

$926 - $1350 / week

Book Book View

from $151 / 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 $159 / night

$1003 - $1350 / week

Book Book View

from $159 / 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 $100 / night

$0 / week

Book Book View

from $100 / 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

$850 - $1250 / week

Book Book View

from $122 / 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 - $2095 / week

Book Book View

from $200 / 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 $173 / night

$1201 - $1905 / week

Book Book View

from $173 / night

1 / 28

Siesta Key holiday home rental

Florida / Siesta Key

6 bedroomsSleeps 123 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min stay

from $500 / night

$3301 - $7151 / week

Book Book View

from $500 / night

(1) Excellent 

1 / 40

Holiday home in Siesta Key

Florida / Siesta Key

3 bedroomsSleeps 614 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min stay

from $301 / night

$2100 / week

Book Book View

from $301 / night

1 / 49

Condo rental in Siesta Key

Florida / Siesta Key

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $214 / night

$1195 - $2396 / week

Book Book View

from $214 / 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 $286 / night

$2000 - $2701 / week

Book Book View

from $286 / 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 $167 / night

$0 / week

Book Book View

from $167 / 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

$575 - $1051 / week

Book Book View

from $83 / 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

$896 - $1606 / week

Book Book View

from $136 / night

(3) Very Good 

1 / 17

Siesta Key holiday villa rental

Florida / Siesta Key

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $118 / night

$820 - $1121 / week

Book Book View

from $118 / 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 $429 / night

$3000 / week

Book Book View

from $429 / night

1 / 19

Holiday apartment with shared pool in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $100 / night

$0 / week

Enquire Enquire View

from $100 / night

1 / 30

Holiday condo rental

Florida / Siesta Key

2 bedroomsSleeps 421 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 21 nights min stay

from $166 / night

$1000 - $1081 / week

Book Book View

from $166 / 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 $200 / night

$1401 / week

Book Book View

from $200 / 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 $115 / night

$801 - $951 / week

Enquire Enquire View

from $115 / 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 $129 / night

$901 / week

Book Book View

from $129 / 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

$850 - $1250 / week

Book Book View

from $100 / 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 $181 / night

$0 / week

Book Book View

from $181 / night

1 / 19

Holiday home in Siesta Key

Florida / Siesta Key

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $225 / night

$1401 - $2451 / week

Book Book View

from $225 / 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 $107 / night

$750 - $1100 / week

Book Book View

from $107 / 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

$700 - $951 / week

Book Book View

from $121 / night

1 / 42

Holiday condo with swimming pool in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 56 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min stay

from $96 / night

$666 / week

Book Book View

from $96 / 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 $572 / night

$4000 / week

Book Book View

from $572 / night

1 / 11

Holiday condo in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 414 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min stay

from $143 / night

$1000 / week

Book Book View

from $143 / night

1 / 24

Condo rental in Siesta Key

Florida / Siesta Key

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay

from $151 / night

$1051 / week

Book Book View

from $151 / 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 $100 / night

$700 - $2201 / week

Book Book View

from $100 / night

1 / 24

Holiday condo rental

Florida / Siesta Key

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay

from $134 / night

$0 / week

Book Book View

from $134 / night

1 / 7

Holiday apartment with shared pool in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $144 / night

$0 / week

Enquire Enquire View

from $144 / 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

$1350 - $1401 / week

Book Book View

from $193 / night

1 / 19

Holiday condo in Siesta Key

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $93 / night

$651 - $700 / week

Book Book View

from $93 / night

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