Prime Vacations - Siesta Key — Vacation Rentals

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477 of 477 listings

Talk To The Sand — photo 1

Talk To The Sand — photo 2

Talk To The Sand — photo 3

Talk To The Sand — photo 4

Talk To The Sand — photo 5

Talk To The Sand

7 bedrooms · 7 beds · 7.5 bathrooms

From$1,193/ night

Our House at the Beach E-102 — photo 1

Our House at the Beach E-102 — photo 2

Our House at the Beach E-102 — photo 3

Our House at the Beach E-102 — photo 4

Our House at the Beach E-102 — photo 5

Our House at the Beach E-102

2 bedrooms · 3 beds · 2 bathrooms

From$150/ night

Island Time East — photo 1

Island Time East — photo 2

Island Time East — photo 3

Island Time East — photo 4

Island Time East — photo 5

Island Time East

3 bedrooms · 4 beds · 3.5 bathrooms

From$294/ night

The Big Top — photo 1

The Big Top — photo 2

The Big Top — photo 3

The Big Top — photo 4

The Big Top — photo 5

The Big Top

6 bedrooms · 6 beds · 5.5 bathrooms

From$2,227/ night

Gulf Holiday Unit 8 — photo 1

Gulf Holiday Unit 8 — photo 2

Gulf Holiday Unit 8 — photo 3

Gulf Holiday Unit 8 — photo 4

Gulf Holiday Unit 8 — photo 5

Gulf Holiday Unit 8

1 bedroom · 1 bed · 1 bathroom

From$100/ night

15 SS Cottage — photo 1

15 SS Cottage — photo 2

15 SS Cottage — photo 3

15 SS Cottage — photo 4

15 SS Cottage — photo 5

15 SS Cottage

1 bedroom · 1 bed · 1 bathroom

From$100/ night

Sea Club II Unit 2A — photo 1

Sea Club II Unit 2A — photo 2

Sea Club II Unit 2A — photo 3

Sea Club II Unit 2A — photo 4

Sea Club II Unit 2A — photo 5

Sea Club II Unit 2A

3 bedrooms · 6 beds · 3.5 bathrooms

From$135/ night

Sunset Royale - 208 — photo 1

Sunset Royale - 208 — photo 2

Sunset Royale - 208 — photo 3

Sunset Royale - 208 — photo 4

Sunset Royale - 208 — photo 5

Sunset Royale - 208

1 bedroom · 1 bed · 1 bathroom

From$125/ night

Summer Lovin' — photo 1

Summer Lovin' — photo 2

Summer Lovin' — photo 3

Summer Lovin' — photo 4

Summer Lovin' — photo 5

Summer Lovin'

2 bedrooms · 2 beds · 2 bathrooms

From$101/ night

The Shore House — photo 1

The Shore House — photo 2

The Shore House — photo 3

The Shore House — photo 4

The Shore House — photo 5

The Shore House

7 bedrooms · 7 beds · 4.5 bathrooms

From$1,017/ night

Sunset Royale - 302 — photo 1

Sunset Royale - 302 — photo 2

Sunset Royale - 302 — photo 3

Sunset Royale - 302 — photo 4

Sunset Royale - 302 — photo 5

Sunset Royale - 302

1 bedroom · 1 bed · 1 bathroom

From$125/ night

Sunset Royale - 202 — photo 1

Sunset Royale - 202 — photo 2

Sunset Royale - 202 — photo 3

Sunset Royale - 202 — photo 4

Sunset Royale - 202 — photo 5

Sunset Royale - 202

1 bedroom · 1 bed · 1 bathroom

From$146/ night

Off The Hook - A — photo 1

Off The Hook - A — photo 2

Off The Hook - A — photo 3

Off The Hook - A — photo 4

Off The Hook - A — photo 5

Off The Hook - A

2 bedrooms · 3 beds · 1 bathroom

From$130/ night

Off The Hook - B — photo 1

Off The Hook - B — photo 2

Off The Hook - B — photo 3

Off The Hook - B — photo 4

Off The Hook - B — photo 5

Off The Hook - B

2 bedrooms · 3 beds · 1 bathroom

From$130/ night

Summer Nights — photo 1

Summer Nights — photo 2

Summer Nights — photo 3

Summer Nights — photo 4

Summer Nights — photo 5

Summer Nights

2 bedrooms · 2 beds · 2 bathrooms

From$100/ night

Our House at the Beach W-704 — photo 1

Our House at the Beach W-704 — photo 2

Our House at the Beach W-704 — photo 3

Our House at the Beach W-704 — photo 4

Our House at the Beach W-704 — photo 5

Our House at the Beach W-704

2 bedrooms · 3 beds · 2 bathrooms

From$150/ night

Casita West — photo 1

Casita West — photo 2

Casita West — photo 3

Casita West — photo 4

Casita West — photo 5

Casita West

2 bedrooms · 3 beds · 1 bathroom

From$125/ night

Sun N Sea #1 — photo 1

Sun N Sea #1 — photo 2

Sun N Sea #1 — photo 3

Sun N Sea #1 — photo 4

Sun N Sea #1 — photo 5

Sun N Sea #1

2 bedrooms · 3 beds · 1 bathroom

From$100/ night

Private Beach House — photo 1

Private Beach House — photo 2

Private Beach House — photo 3

Private Beach House — photo 4

Private Beach House — photo 5

Private Beach House

2 bedrooms · 3 beds · 2.5 bathrooms

From$135/ night

Casita East — photo 1

Casita East — photo 2

Casita East — photo 3

Casita East — photo 4

Casita East — photo 5

Casita East

2 bedrooms · 3 beds · 1 bathroom

From$125/ night

Lido Beach Retreat — photo 1

Lido Beach Retreat — photo 2

Lido Beach Retreat — photo 3

Lido Beach Retreat — photo 4

Lido Beach Retreat — photo 5

Lido Beach Retreat

1 bedroom · 1 bed · 1 bathroom

From$100/ night

Stone's Throw — photo 1

Stone's Throw — photo 2

Stone's Throw — photo 3

Stone's Throw — photo 4

Stone's Throw — photo 5

Stone's Throw

3 bedrooms · 3 beds · 2 bathrooms

From$234/ night

Excelsior - 101 — photo 1

Excelsior - 101 — photo 2

Excelsior - 101 — photo 3

Excelsior - 101 — photo 4

Excelsior - 101 — photo 5

Excelsior - 101

2 bedrooms · 3 beds · 2 bathrooms

From$150/ night

704S Crescent Arms — photo 1

704S Crescent Arms — photo 2

704S Crescent Arms — photo 3

704S Crescent Arms — photo 4

704S Crescent Arms — photo 5

704S Crescent Arms

3 bedrooms · 3 beds · 2 bathrooms

From$408/ night

Talk To The Sand — photo 1

Talk To The Sand — photo 2

Talk To The Sand — photo 3

Talk To The Sand — photo 4

Talk To The Sand — photo 5

Talk To The Sand

7 bedrooms · 7 beds · 7.5 bathrooms

From$1,193/ night

Our House at the Beach E-102 — photo 1

Our House at the Beach E-102 — photo 2

Our House at the Beach E-102 — photo 3

Our House at the Beach E-102 — photo 4

Our House at the Beach E-102 — photo 5

Our House at the Beach E-102

2 bedrooms · 3 beds · 2 bathrooms

From$150/ night

Island Time East — photo 1

Island Time East — photo 2

Island Time East — photo 3

Island Time East — photo 4

Island Time East — photo 5

Island Time East

3 bedrooms · 4 beds · 3.5 bathrooms

From$294/ night

The Big Top — photo 1

The Big Top — photo 2

The Big Top — photo 3

The Big Top — photo 4

The Big Top — photo 5

The Big Top

6 bedrooms · 6 beds · 5.5 bathrooms

From$2,227/ night

Gulf Holiday Unit 8 — photo 1

Gulf Holiday Unit 8 — photo 2

Gulf Holiday Unit 8 — photo 3

Gulf Holiday Unit 8 — photo 4

Gulf Holiday Unit 8 — photo 5

Gulf Holiday Unit 8

1 bedroom · 1 bed · 1 bathroom

From$100/ night

15 SS Cottage — photo 1

15 SS Cottage — photo 2

15 SS Cottage — photo 3

15 SS Cottage — photo 4

15 SS Cottage — photo 5

15 SS Cottage

1 bedroom · 1 bed · 1 bathroom

From$100/ night

Sea Club II Unit 2A — photo 1

Sea Club II Unit 2A — photo 2

Sea Club II Unit 2A — photo 3

Sea Club II Unit 2A — photo 4

Sea Club II Unit 2A — photo 5

Sea Club II Unit 2A

3 bedrooms · 6 beds · 3.5 bathrooms

From$135/ night

Sunset Royale - 208 — photo 1

Sunset Royale - 208 — photo 2

Sunset Royale - 208 — photo 3

Sunset Royale - 208 — photo 4

Sunset Royale - 208 — photo 5

Sunset Royale - 208

1 bedroom · 1 bed · 1 bathroom

From$125/ night

Summer Lovin' — photo 1

Summer Lovin' — photo 2

Summer Lovin' — photo 3

Summer Lovin' — photo 4

Summer Lovin' — photo 5

Summer Lovin'

2 bedrooms · 2 beds · 2 bathrooms

From$101/ night

The Shore House — photo 1

The Shore House — photo 2

The Shore House — photo 3

The Shore House — photo 4

The Shore House — photo 5

The Shore House

7 bedrooms · 7 beds · 4.5 bathrooms

From$1,017/ night

Sunset Royale - 302 — photo 1

Sunset Royale - 302 — photo 2

Sunset Royale - 302 — photo 3

Sunset Royale - 302 — photo 4

Sunset Royale - 302 — photo 5

Sunset Royale - 302

1 bedroom · 1 bed · 1 bathroom

From$125/ night

Sunset Royale - 202 — photo 1

Sunset Royale - 202 — photo 2

Sunset Royale - 202 — photo 3

Sunset Royale - 202 — photo 4

Sunset Royale - 202 — photo 5

Sunset Royale - 202

1 bedroom · 1 bed · 1 bathroom

From$146/ night

Off The Hook - A — photo 1

Off The Hook - A — photo 2

Off The Hook - A — photo 3

Off The Hook - A — photo 4

Off The Hook - A — photo 5

Off The Hook - A

2 bedrooms · 3 beds · 1 bathroom

From$130/ night

Off The Hook - B — photo 1

Off The Hook - B — photo 2

Off The Hook - B — photo 3

Off The Hook - B — photo 4

Off The Hook - B — photo 5

Off The Hook - B

2 bedrooms · 3 beds · 1 bathroom

From$130/ night

Summer Nights — photo 1

Summer Nights — photo 2

Summer Nights — photo 3

Summer Nights — photo 4

Summer Nights — photo 5

Summer Nights

2 bedrooms · 2 beds · 2 bathrooms

From$100/ night

Our House at the Beach W-704 — photo 1

Our House at the Beach W-704 — photo 2

Our House at the Beach W-704 — photo 3

Our House at the Beach W-704 — photo 4

Our House at the Beach W-704 — photo 5

Our House at the Beach W-704

2 bedrooms · 3 beds · 2 bathrooms

From$150/ night

Casita West — photo 1

Casita West — photo 2

Casita West — photo 3

Casita West — photo 4

Casita West — photo 5

Casita West

2 bedrooms · 3 beds · 1 bathroom

From$125/ night

Sun N Sea #1 — photo 1

Sun N Sea #1 — photo 2

Sun N Sea #1 — photo 3

Sun N Sea #1 — photo 4

Sun N Sea #1 — photo 5

Sun N Sea #1

2 bedrooms · 3 beds · 1 bathroom

From$100/ night

Private Beach House — photo 1

Private Beach House — photo 2

Private Beach House — photo 3

Private Beach House — photo 4

Private Beach House — photo 5

Private Beach House

2 bedrooms · 3 beds · 2.5 bathrooms

From$135/ night

Casita East — photo 1

Casita East — photo 2

Casita East — photo 3

Casita East — photo 4

Casita East — photo 5

Casita East

2 bedrooms · 3 beds · 1 bathroom

From$125/ night

Lido Beach Retreat — photo 1

Lido Beach Retreat — photo 2

Lido Beach Retreat — photo 3

Lido Beach Retreat — photo 4

Lido Beach Retreat — photo 5

Lido Beach Retreat

1 bedroom · 1 bed · 1 bathroom

From$100/ night

Stone's Throw — photo 1

Stone's Throw — photo 2

Stone's Throw — photo 3

Stone's Throw — photo 4

Stone's Throw — photo 5

Stone's Throw

3 bedrooms · 3 beds · 2 bathrooms

From$234/ night

Excelsior - 101 — photo 1

Excelsior - 101 — photo 2

Excelsior - 101 — photo 3

Excelsior - 101 — photo 4

Excelsior - 101 — photo 5

Excelsior - 101

2 bedrooms · 3 beds · 2 bathrooms

From$150/ night

704S Crescent Arms — photo 1

704S Crescent Arms — photo 2

704S Crescent Arms — photo 3

704S Crescent Arms — photo 4

704S Crescent Arms — photo 5

704S Crescent Arms

3 bedrooms · 3 beds · 2 bathrooms

From$408/ night