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Prime Vacations - Siesta Key×

Prime Vacations - Siesta Key

461 of 461 listings

Sea The Light — photo 1
Sea The Light — photo 2
Sea The Light — photo 3
Sea The Light — photo 4
Sea The Light — photo 5
Sea The Light — photo 6
Sea The Light — photo 7
Sea The Light — photo 8

Sea The Light

Lido Key, FL

7 bedrooms · 7 beds · 7.5 bathrooms

From$725/ night
Excelsior - 101 — photo 1
Excelsior - 101 — photo 2
Excelsior - 101 — photo 3
Excelsior - 101 — photo 4
Excelsior - 101 — photo 5
Excelsior - 101 — photo 6
Excelsior - 101 — photo 7
Excelsior - 101 — photo 8

Excelsior - 101

Siesta Key, FL

2 bedrooms · 4 beds · 2 bathrooms

From$150/ 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 — photo 6
15 SS Cottage — photo 7
15 SS Cottage — photo 8

15 SS Cottage

Siesta Key, FL

1 bedroom · 2 beds · 1 bathroom

From$125/ night
Sunset Splash — photo 1
Sunset Splash — photo 2
Sunset Splash — photo 3
Sunset Splash — photo 4
Sunset Splash — photo 5
Sunset Splash — photo 6
Sunset Splash — photo 7
Sunset Splash — photo 8

Sunset Splash

Siesta Key, FL

8 bedrooms · 9 beds · 7.5 bathrooms

From$825/ 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 — photo 6
Our House at the Beach W-704 — photo 7
Our House at the Beach W-704 — photo 8

Our House at the Beach W-704

Siesta Key, FL

2 bedrooms · 4 beds · 2 bathrooms

From$150/ night
Midnight Cove II 128F — photo 1
Midnight Cove II 128F — photo 2
Midnight Cove II 128F — photo 3
Midnight Cove II 128F — photo 4
Midnight Cove II 128F — photo 5
Midnight Cove II 128F — photo 6
Midnight Cove II 128F — photo 7
Midnight Cove II 128F — photo 8

Midnight Cove II 128F

Siesta Key, FL

1 bedroom · 2 beds · 1.5 bathrooms

From$252/ 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 — photo 6
Off The Hook - B — photo 7
Off The Hook - B — photo 8

Off The Hook - B

Siesta Key, FL

2 bedrooms · 3 beds · 1 bathroom

From$135/ 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 — photo 6
Gulf Holiday Unit 8 — photo 7
Gulf Holiday Unit 8 — photo 8

Gulf Holiday Unit 8

Siesta Key, FL

1 bedroom · 2 beds · 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' — photo 6
Summer Lovin' — photo 7
Summer Lovin' — photo 8

Summer Lovin'

Lido Key, FL

2 bedrooms · 2 beds · 2 bathrooms

From$125/ 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 — photo 6
704S Crescent Arms — photo 7
704S Crescent Arms — photo 8

704S Crescent Arms

Siesta Key, FL

3 bedrooms · 5 beds · 2 bathrooms

From$408/ night
Island Hopping — photo 1
Island Hopping — photo 2
Island Hopping — photo 3
Island Hopping — photo 4
Island Hopping — photo 5
Island Hopping — photo 6
Island Hopping — photo 7
Island Hopping — photo 8

Island Hopping

Lido Key, FL

5 bedrooms · 6 beds · 4 bathrooms

From$260/ night
Siesta Beach House #205 — photo 1
Siesta Beach House #205 — photo 2
Siesta Beach House #205 — photo 3
Siesta Beach House #205 — photo 4
Siesta Beach House #205 — photo 5
Siesta Beach House #205 — photo 6
Siesta Beach House #205 — photo 7
Siesta Beach House #205 — photo 8

Siesta Beach House #205

Siesta Key, FL

2 bedrooms · 3 beds · 2 bathrooms

From$125/ night
Siesta Beach House #304 — photo 1
Siesta Beach House #304 — photo 2
Siesta Beach House #304 — photo 3
Siesta Beach House #304 — photo 4
Siesta Beach House #304 — photo 5
Siesta Beach House #304 — photo 6
Siesta Beach House #304 — photo 7
Siesta Beach House #304 — photo 8

Siesta Beach House #304

Siesta Key, FL

2 bedrooms · 5 beds · 2 bathrooms

From$130/ night
Our House at the Beach W-203 — photo 1
Our House at the Beach W-203 — photo 2
Our House at the Beach W-203 — photo 3
Our House at the Beach W-203 — photo 4
Our House at the Beach W-203 — photo 5
Our House at the Beach W-203 — photo 6
Our House at the Beach W-203 — photo 7
Our House at the Beach W-203 — photo 8

Our House at the Beach W-203

Siesta Key, FL

2 bedrooms · 4 beds · 2 bathrooms

From$125/ night
Siesta Beach House #207 — photo 1
Siesta Beach House #207 — photo 2
Siesta Beach House #207 — photo 3
Siesta Beach House #207 — photo 4
Siesta Beach House #207 — photo 5
Siesta Beach House #207 — photo 6
Siesta Beach House #207 — photo 7
Siesta Beach House #207 — photo 8

Siesta Beach House #207

Siesta Key, FL

2 bedrooms · 5 beds · 1.5 bathrooms

From$125/ night
Midnight Cove II 122F — photo 1
Midnight Cove II 122F — photo 2
Midnight Cove II 122F — photo 3
Midnight Cove II 122F — photo 4
Midnight Cove II 122F — photo 5
Midnight Cove II 122F — photo 6
Midnight Cove II 122F — photo 7
Midnight Cove II 122F — photo 8

Midnight Cove II 122F

Siesta Key, FL

2 bedrooms · 3 beds · 1.5 bathrooms

From$121/ 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 — photo 6
Lido Beach Retreat — photo 7
Lido Beach Retreat — photo 8

Lido Beach Retreat

Lido Key, FL

1 bedroom · 2 beds · 1 bathroom

From$105/ 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 — photo 6
Sea Club II Unit 2A — photo 7
Sea Club II Unit 2A — photo 8

Sea Club II Unit 2A

Siesta Key, FL

3 bedrooms · 6 beds · 3.5 bathrooms

From$200/ night
Our House at the Beach W-601 — photo 1
Our House at the Beach W-601 — photo 2
Our House at the Beach W-601 — photo 3
Our House at the Beach W-601 — photo 4
Our House at the Beach W-601 — photo 5
Our House at the Beach W-601 — photo 6
Our House at the Beach W-601 — photo 7
Our House at the Beach W-601 — photo 8

Our House at the Beach W-601

Siesta Key, FL

2 bedrooms · 4 beds · 2 bathrooms

From$175/ 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 — photo 6
Off The Hook - A — photo 7
Off The Hook - A — photo 8

Off The Hook - A

Siesta Key, FL

2 bedrooms · 3 beds · 1 bathroom

From$135/ night
Casa Siesta — photo 1
Casa Siesta — photo 2
Casa Siesta — photo 3
Casa Siesta — photo 4
Casa Siesta — photo 5
Casa Siesta — photo 6
Casa Siesta — photo 7
Casa Siesta — photo 8

Casa Siesta

Siesta Key, FL

3 bedrooms · 4 beds · 3 bathrooms

From$500/ night
Ringling Cottage — photo 1
Ringling Cottage — photo 2
Ringling Cottage — photo 3
Ringling Cottage — photo 4
Ringling Cottage — photo 5
Ringling Cottage — photo 6
Ringling Cottage — photo 7
Ringling Cottage — photo 8

Ringling Cottage

Lido Key, FL

2 bedrooms · 2 beds · 2 bathrooms

From$130/ night
Harbor Towers 528 — photo 1
Harbor Towers 528 — photo 2
Harbor Towers 528 — photo 3
Harbor Towers 528 — photo 4
Harbor Towers 528 — photo 5
Harbor Towers 528 — photo 6
Harbor Towers 528 — photo 7
Harbor Towers 528 — photo 8

Harbor Towers 528

Siesta Key, FL

3 bedrooms · 5 beds · 3 bathrooms

From$175/ night
Gulf and Bay Club- B301 — photo 1
Gulf and Bay Club- B301 — photo 2
Gulf and Bay Club- B301 — photo 3
Gulf and Bay Club- B301 — photo 4
Gulf and Bay Club- B301 — photo 5
Gulf and Bay Club- B301 — photo 6
Gulf and Bay Club- B301 — photo 7
Gulf and Bay Club- B301 — photo 8

Gulf and Bay Club- B301

Siesta Key, FL

2 bedrooms · 3 beds · 2 bathrooms

From$212/ night

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