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Wireless Internet
Air conditioning
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Private indoor pool
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Staffed property
Private fishing lake or river
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Pets allowed
Parking
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Non-Smoking property
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Beach or lakeside relaxation
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82 houses

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Oceanfront home w/sunset views of Sarasota Bay

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$627

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

“Location location” Great house convincent , clean , close to everything

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Price per night from

$121

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$276

Peaceful Home, close to siesta key and DT Sarasota

Fruitville house

3 bedrooms
2 bathrooms

sleeps 13

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Price per night from

$337

Sea Shell Cottage

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$172

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$400

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

6 bedrooms
5 bathrooms

sleeps 16

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Price per night from

$679

Flamingo Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$172

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$343

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$343

Coastal Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$172

Siesta Key Waterfront Estate heated Pool Privacy!

Siesta Key house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$713

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$130

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$408

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$262

Two bedroom, two bath condo by Siesta Key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$457

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$270

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

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Price per night from

$270

BEAUTY ON THE BEACH! Crescent Arms 601S FULL FRONT VIEW

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$313

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$160

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$177

Condo in Paradise - Gorgeous Upscale Beachfront- Best Ground Floor Location A106

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$319

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$273

☆ King in Master • 1st Floor • Heated Pool • ¼ mile walk to Siesta Key ☆

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$192

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$265

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

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Price per night from

$109

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

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Price per night from

$114

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$160

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 1 hour 59 minutes

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Price per night from

$999

CKBH (Casey Key Beach House)

Osprey house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$652

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.

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Price per night from

$327