Bailey Hall, Siesta Key, FL... Vacation Rentals

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United States Florida Siesta Key vacation rental compare prices direct by owner 29975924

Pass Key Fishing Paradise | Gulf Front with Views!

4.6 (11)

2 Bedrooms • 4 Guests

$189 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 40751496

Siesta Key Oasis Walk to Beach, Pool, Hot Tub, BBQ

5.0 (38)

3 Bedrooms • 8 Guests

$668 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 40878424

Sunset Gazers Paradise - Resort Pool - Mini Golf

5.0 (21)

5 Bedrooms • 12 Guests

$2,876 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 40830203

Luxury in Siesta Key w/ Saltwater Pool, Near Beach

4.8 (11)

4 Bedrooms • 8 Guests

$416 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 40716764

Luxury Renovated Canal Front Pool Home

4.8 (18)

3 Bedrooms • 6 Guests

$647 avg/night

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United States Florida Siesta Key vacation rental compare prices direct by owner 40830266

Cozy Cottage on the Beach | Steps to SK Village

0.0 (0)

1 Bedroom • 4 Guests

$234 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 2573407

Gertrude Siesta | Patio | 15-min Beach!

4.9 (184)

3 Bedrooms • 10 Guests

$443 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 13161275

Sunburst Courtyard | Luxury SK Waterfront Home!

5.0 (10)

4 Bedrooms • 12 Guests

$1,400 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 33561062

Mid-Century Modern, Pool, Mins to Siesta Key Beach

5.0 (18)

3 Bedrooms • 6 Guests

$714 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 28135168

Luxury, Gulf Front Siesta Towers, Walk to Village

0.0 (0)

2 Bedrooms • 4 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 26630717

Blu Sky Cottage | Waterfront Home w/ Private Pool

5.0 (13)

3 Bedrooms • 8 Guests

$504 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 36722839

Waters Edge | Spacious Canal Home in Siesta Key

5.0 (6)

3 Bedrooms • 8 Guests

$1,910 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 38429282

Siesta Sunset Sanctuary - Incredible Sunset Views!

4.9 (7)

4 Bedrooms • 8 Guests

$1,797 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 26553273

Villa De Paradisio - 347

0.0 (0)

4 Bedrooms • 12 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 33576307

Ocean View Two Bedroom Condo at Sandy Cove

0.0 (0)

2 Bedrooms • 4 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 40278947

Elegant 2-Bedroom Beachfront Condo in Sandy Cove

0.0 (0)

2 Bedrooms • 4 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 41447110

Leona Breeze: Extended Stay Paradise!

0.0 (0)

4 Bedrooms • 8 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 11404860

Luxury in Siesta Key w/ Saltwater Pool, Near Beach

4.8 (34)

4 Bedrooms • 8 Guests

$416 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 33555703

Tide's End

4.9 (26)

3 Bedrooms • 8 Guests

$712 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 37894156

Banyan Tree Beach House | Updated Canal-Front Pool Home w/ Private Dock

4.8 (14)

3 Bedrooms • 6 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 26588957

Sandy Cove Oasis

0.0 (0)

2 Bedrooms • 4 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 25024840

Siesta Key Private Waterfront Home Heated Pool

5.0 (39)

3 Bedrooms • 6 Guests

$678 avg/night

United States Florida Siesta Key vacation rental compare prices direct by owner 11481430

"NEWLY REMODELED" Private Lakefront Bungalow

4.9 (34)

4 Bedrooms • 10 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 362911

Gulf View Condo, Siesta Key, FL (30 day minimum)

5.0 (5)

2 Bedrooms • 6 Guests

Available on

United States Florida Siesta Key vacation rental compare prices direct by owner 10130181

Heated Pool!Walk to beach/Village.Monthly discount

5.0 (4)

4 Bedrooms • 8 Guests

Available on

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