60 Rentals: Siesta Key 5+ Bedrooms

Get help finding your rental: 941.900.4552

Siesta Key Vacation Home Five Bedroom Walk to Beach

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Platinum
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
3 Bathrooms

Property #1041941
Dates Available!
Average $1,351 per Night plus taxes and fees
941.900.4552
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Luxury Siesta Key Vacation Rental with Private Pool & Rooftop Deck

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy:
8 Bedrooms
7 Bathrooms

Property #921888
Dates Available!
Average $2,832 per Night plus taxes and fees
941.900.4552
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This Vacation Home Sleeps 22 - Walk to Siesta Key Beaches

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 22
8 Bedrooms
6 Bathrooms

Property #895509
Dates Available!
Average $4,058 per Night plus taxes and fees
941.900.4552
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Luxury Siesta Key Six bedroom Pool Home

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Platinum
Home/Villa
Pool
Max Occupancy: 22
6 Bedrooms
6 Bathrooms

Property #898674
Dates Available!
Average $2,864 per Night plus taxes and fees
941.900.4552
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Large Siesta Key Family Vacation Townhome Dock Access

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 18
6 Bedrooms
6 Bathrooms

Property #901213
Dates Available!
Call for Rates
941.900.4552
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Siesta Key Luxury Vacation Rental Beach House with Pool & Rooftop Deck

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 17
6 Bedrooms
5 Bathrooms

Property #901215
Dates Available!
Average $2,395 per Night plus taxes and fees
941.900.4552
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Siesta Key Luxury Vacation Rental | Gulf-Front 5 Bedroom with Pool

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #907309
Dates Available!
Average $3,153 per Night plus taxes and fees
941.900.4552
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Siesta Key Luxury Pool Vacation Home NEW ARRIVAL

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
5 Bathrooms

Property #916563
Dates Available!
Call for Rates
941.900.4552
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Six Bedroom Luxury Rental Pool Home in Siesta Key

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 18
6 Bedrooms
6 Bathrooms

Property #921937
Dates Available!
Average $2,938 per Night plus taxes and fees
941.900.4552
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Siesta Key Luxury Rental | Beachfront with Rooftop Deck

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
6 Bedrooms
5 Bathrooms

Property #991542
Dates Available!
Average $3,146 per Night plus taxes and fees
941.900.4552
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Luxury Siesta Key Five Bedroom Vacation Pool Home Sleeps 15

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Platinum
Home/Villa
Pool
Max Occupancy: 15
5 Bedrooms
5 Bathrooms

Property #929437
Dates Available!
Average $3,265 per Night plus taxes and fees
941.900.4552
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Luxury Siesta Key Five Bedroom Gulf View Vacation Home

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Platinum
Home/Villa
Pool
Max Occupancy: 19
5 Bedrooms
3 Bathrooms

Property #930433
Dates Available!
Average $3,766 per Night plus taxes and fees
941.900.4552
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Siesta Key 8 Bedrooms Beach Views Home Sleeps 19 Guests

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 21
8 Bedrooms
7 Bathrooms

Property #959729
Dates Available!
Average $6,476 per Night plus taxes and fees
941.900.4552
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Coastal Luxe Retreat - 8 Bedroom Oasis Steps from Siesta Key Beach

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 17
8 Bedrooms
8 Bathrooms

Property #976969
Dates Available!
Call for Rates
941.900.4552
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Siesta Key Vacation Home with Pool Short Walk To Beach

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 18
6 Bedrooms
6 Bathrooms

Property #978968
Dates Available!
Average $3,683 per Night plus taxes and fees
941.900.4552
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Nearly Beachfront Luxury Home with Pool

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 18
8 Bedrooms
8 Bathrooms

Property #990028
Dates Available!
Call for Rates
941.900.4552
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Siesta Key Luxury Vacation Rental - Gulf Coast Family Villa

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
5 Bathrooms

Property #997982
Dates Available!
Average $1,439 per Night plus taxes and fees
941.900.4552
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Walk to Beach Siesta Key Vacation Home 6 Bedroom with Pool

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 18
6 Bedrooms
6 Bathrooms

Property #1004971
Dates Available!
Average $6,602 per Night plus taxes and fees
941.900.4552
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Luxury Vacation Home in Siesta Key with Private Pool and Hot Tub

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
7 Bedrooms
7 Bathrooms

Property #1029644
Dates Available!
Average $3,534 per Night plus taxes and fees
941.900.4552
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Siesta Key Luxury Rentals | Beach Home with Pool, Spa & Rooftop

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
6 Bedrooms
6 Bathrooms

Property #1029806
Dates Available!
Average $4,533 per Night plus taxes and fees
941.900.4552
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Luxurious Vacation Pool Home in Siesta Key Close to Beach

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
6 Bedrooms
6 Bathrooms

Property #1029876
Dates Available!
Average $4,835 per Night plus taxes and fees
941.900.4552
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Siesta Key Vacation Home Seven Bedroom Walk to Beach

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 20
7 Bedrooms
7 Bathrooms

Property #1052450
Dates Available!
Average $2,398 per Night plus taxes and fees
941.900.4552
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Custom Luxury Home 7 minute walk to beach and South Village

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
9 Bedrooms
10+ Bathrooms

Property #1092882
Dates Available!
Call for Rates
941.900.4552
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Stunning Vacation Rental with 7 Bedrooms in Lido Key

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
7 Bedrooms
4 Bathrooms

Property #1060229
Dates Available!
Average $3,260 per Night plus taxes and fees
941.900.4552
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Siesta Key Gulf View Six Bedroom Vacation Rental

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Platinum
Home/Villa
Pool
Max Occupancy: 14
6 Bedrooms
6 Bathrooms

Property #1060345
Dates Available!
Average $3,743 per Night plus taxes and fees
941.900.4552
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Luxury Lido Key Vacation Villa Stroll to Beach St Armands Circle

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Platinum
Home/Villa
Pool
Max Occupancy: 12
7 Bedrooms
6 Bathrooms

Property #1090430
Dates Available!
Average $2,375 per Night plus taxes and fees
941.900.4552
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Luxury Siesta Key Vacation Home Steps from the Beach

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Platinum
Home/Villa
Pool
Max Occupancy: 18
7 Bedrooms
7 Bathrooms

Property #1090989
Dates Available!
Average $4,534 per Night plus taxes and fees
941.900.4552
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Siesta Key Vacation Rental Steps from Beach & Village

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 19
7 Bedrooms
7 Bathrooms

Property #1090992
Dates Available!
Average $5,680 per Night plus taxes and fees
941.900.4552
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Top Siesta Key Rental: Beach Access, Rooftop Deck & More

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Platinum
Home/Villa
Pool
Max Occupancy: 19
7 Bedrooms
7 Bathrooms

Property #1090993
Dates Available!
Average $3,986 per Night plus taxes and fees
941.900.4552
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Luxury Five Bedroom Vacation Rental Steps from Siesta Key Beach

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
5 Bedrooms
5 Bathrooms

Property #1091090
Dates Available!
Average $1,372 per Night plus taxes and fees
941.900.4552
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Lake View Six Bedroom Vacation Home in Siesta Key

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Platinum
Home/Villa
Pool
Max Occupancy: 18
6 Bedrooms
6 Bathrooms

Property #1091214
Dates Available!
Average $4,009 per Night plus taxes and fees
941.900.4552
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Luxury Siesta Key Beachfront Home - Private Oasis with Pool & Activities

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Platinum
Condo
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
5 Bathrooms

Property #1091397
Dates Available!
Average $2,509 per Night plus taxes and fees
941.900.4552
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Luxurious Dual-Home Estate Steps from Siesta Key Beach

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 32
12 Bedrooms
10+ Bathrooms

Property #1094735
Dates Available!
Average $4,313 per Night plus taxes and fees
941.900.4552
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World Class Luxury Walk to Siesta Key Village Vacation Home NEW ARRIVAL!

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Platinum
Home/Villa
Pool
Max Occupancy: 16
6 Bedrooms
6 Bathrooms

Property #1095080
Dates Available!
Average $3,446 per Night plus taxes and fees
941.900.4552
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Siesta Key Luxury Vacation Rentals - Spacious Beachfront Homes

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 18
6 Bedrooms
6 Bathrooms

Property #1095979
Dates Available!
Average $3,152 per Night plus taxes and fees
941.900.4552
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Five Bedroom Town House on Siesta Key with Private Pool

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Gold
Home/Villa
Pool
Max Occupancy: 15
5 Bedrooms
3 Bathrooms

Property #877136
Dates Available!
Call for Rates
941.900.4552
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The Largest Luxury Siesta Key Vacation Rental Sleeps 25

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 25
8 Bedrooms
5 Bathrooms

Property #892280
Dates Available!
Average $4,021 per Night plus taxes and fees
941.900.4552
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One of The Largest Siesta Key Rentals 8 Bedrooms Sleeps 25

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 25
8 Bedrooms
5 Bathrooms

Property #892281
Dates Available!
Average $2,798 per Night plus taxes and fees
941.900.4552
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Beachfront Siesta Key Rental with Stunning Sunset Views

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Gold
Condo
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
4 Bathrooms

Property #895505
Dates Available!
Average $2,427 per Night plus taxes and fees
941.900.4552
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Siesta Key Vacation Rental with Pool Luxury 5-Bed Beach House

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 15
5 Bedrooms
4 Bathrooms

Property #895507
Dates Available!
Average $2,249 per Night plus taxes and fees
941.900.4552
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Waterfront Home with Dock and Gulf Views!

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 22
8 Bedrooms
6 Bathrooms

Property #895508
Dates Available!
Average $5,395 per Night plus taxes and fees
941.900.4552
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Largest Vacation Rental Homes on Siesta Key that Sleeps 23!

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 23
8 Bedrooms
7 Bathrooms

Property #895515
Dates Available!
Average $2,616 per Night plus taxes and fees
941.900.4552
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Luxury Siesta Key Vacation Rental Private Pool

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 19
7 Bedrooms
6 Bathrooms

Property #896849
Dates Available!
Call for Rates
941.900.4552
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Siesta Key - Eight Bedroom Luxury Residence Sleeps 24 Guests

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Gold
Home/Villa
Pool
Max Occupancy: 24
8 Bedrooms
6 Bathrooms

Property #896293
Dates Available!
Call for Rates
941.900.4552
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Partial Views Siesta Key Vacation Condo Sleeps 11 Guests

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Gold
Condo
Pool
Max Occupancy: 11
5 Bedrooms
5 Bathrooms

Property #955897
Dates Available!
Call for Rates
941.900.4552
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Siesta Key Vacation Rental - 6-Bedroom Luxury Beach House with Pool

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Gold
Home/Villa
Pool
Max Occupancy: 13
6 Bedrooms
4 Bathrooms

Property #1028939
Dates Available!
Average $1,957 per Night plus taxes and fees
941.900.4552
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Siesta Key Vacation Home 6 Bedrooms Sleeps 22 Guests

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Gold
Home/Villa
No Pool
Max Occupancy: 22
6 Bedrooms
4 Bathrooms

Property #962392
Dates Available!
Average $1,243 per Night plus taxes and fees
941.900.4552
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Short Walk to Beach Siesta Key Vacation Condo Six Bedroom

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Gold
Condo
No Pool
Max Occupancy: 16
6 Bedrooms
4 Bathrooms

Property #989863
Dates Available!
Average $2,764 per Night plus taxes and fees
941.900.4552
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Two Three Bedroom Units Make One Large House

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Gold
Home/Villa
No Pool
Max Occupancy: 22
6 Bedrooms
4 Bathrooms

Property #991594
Dates Available!
Call for Rates
941.900.4552
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Luxury Siesta Key Vacation Rental Home - Steps from the Beach

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
7 Bedrooms
7 Bathrooms

Property #1003147
Dates Available!
Average $4,183 per Night plus taxes and fees
941.900.4552
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Siesta Key Vacation Rental 5-Bedroom Beach Home with Private Pool

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Gold
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
3 Bathrooms

Property #1009256
Dates Available!
Average $865 per Night plus taxes and fees
941.900.4552
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Siesta Key 6 Bedroom Pool Home Close To The Beach Sleeps 16

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Gold
Home/Villa
Pool
Max Occupancy: 16
6 Bedrooms
6 Bathrooms

Property #1017127
Dates Available!
Average $3,156 per Night plus taxes and fees
941.900.4552
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Siesta Key Condo 1024461

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Gold
Condo
Pool
Max Occupancy: 18
5 Bedrooms
5 Bathrooms

Property #1024461
Dates Available!
Call for Rates
941.900.4552
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Siesta Key Vacation Home Six Bedroom Walk to Beach 4,000 Sq Ft

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
6 Bedrooms
6 Bathrooms

Property #1052479
Dates Available!
Average $2,598 per Night plus taxes and fees
941.900.4552
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Siesta Key Vacation Home Five Bedroom Walk to Beach

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Gold
Home/Villa
Pool
Max Occupancy: 14
5 Bedrooms
3 Bathrooms

Property #1055242
Dates Available!
Average $2,135 per Night plus taxes and fees
941.900.4552
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Siesta Key Vacation Rental with 8 Bedrooms Total

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Gold
Home/Villa
Pool
Max Occupancy: 22
8 Bedrooms
6 Bathrooms

Property #1090587
Dates Available!
Average $5,388 per Night plus taxes and fees
941.900.4552
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Ideally Situated Between the 2 Best Beaches on Siesta

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Silver
Home/Villa
No Pool
Max Occupancy: 10
6 Bedrooms
2 Bathrooms

Property #887923
Dates Available!
Call for Rates
941.900.4552
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Siesta Key Vacation Condo Located At Beach Sleeps 16 Guests

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Silver
Home/Villa
No Pool
Max Occupancy: 16
6 Bedrooms
6 Bathrooms

Property #965280
Dates Available!
Call for Rates
941.900.4552
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Walk to Beach Siesta Key Six Bedroom Vacation Rental

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Silver
Condo
Pool
Max Occupancy: 21
6 Bedrooms
5 Bathrooms

Property #991551
Dates Available!
Call for Rates
941.900.4552
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Siesta Key 10 Large 1 Bedroom Units Private Dock Lagoon View

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Silver
Home/Villa
Pool
Max Occupancy: 40
10 Bedrooms
10+ Bathrooms

Property #996993
Dates Available!
Average $2,621 per Night plus taxes and fees
941.900.4552
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