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Vacation Rentals Siesta Key, Vacation Rentals

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The Coastal Nest

783 Birdsong Lane, Hotel in Siesta Key, United States

5115 Dewey Pl

5115 Dewey Place, Hotel in Siesta Key, United States

Crescent Royale Condominiums 407

797 Beach Road, Unit 407, Hotel in Siesta Key, United States

Casa Ohana - 5237L

5237 Calle Menorca, Hotel in Siesta Key, United States

1603 US$

min. price/night

Siesta Bayside Condo 3 Bedroom

1334 Siesta Bayside Dr, Hotel in Siesta Key, United States

352 US$

min. price/night

Crescent Royale Condominiums 305

797 Beach Road, Unit 305, Hotel in Siesta Key, United States

Edgemere

738 Edgemere Lane, Hotel in Siesta Key, United States

Sea Escape - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

104 Avenida Veneccia, Hotel in Siesta Key, United States

Dry Dock

515 Canal Rd, Unit B, Us, Hotel in Siesta Key, United States

655 US$

min. price/night

A Charming Beach Cottage By Beachside Management

5408 Plaza De Las Palmas, Hotel in Siesta Key, United States

Updated 2Br, 2Nd Floor Condo On Siesta Key - Tennis And Pickleball, Private Beach Access

1340 Siesta Bayside Drive, Hotel in Siesta Key, United States

5177 Saint Albans

5177 Saint Albans Avenue, Hotel in Siesta Key, United States

Casa Playa

3508 La Paloma Ave, Hotel in Siesta Key, United States

Harbor Towers 2Nd Fl Renovated Suite

5855 Midnight Pass Rd, Hotel in Siesta Key, United States

Crescent Royale Condominiums 209

797 Beach Road, Unit 209, Hotel in Siesta Key, United States

Fanta-Sea 55 By Beachside Management

55 Beach Road, Hotel in Siesta Key, United States

720 US$

min. price/night

6415 Midnight Pass #805

6415 Midnight Pass Road, Hotel in Siesta Key, United States

Crescent 201

6512 Midnight Pass Road, Hotel in Siesta Key, United States

The Sand Dollar On The Key

340 Avenida De Mayo, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Blue Mermaid On Siesta Key

Siesta Key, United States

239 US$

min. price/night

Casa Blanca

5235 Siesta Cove Dr, Hotel in Siesta Key, United States

Anchorage Resort 9Th Floor 2 Bedroom Condo With Balcony Gulf Views Poolbeach 0895

6415 Midnight Pass Road, Hotel in Siesta Key, United States

Siesta Dreamin

5536 Contento Dr, Hotel in Siesta Key, United States

A Shell House Compound

1108 Windsong Lane, Hotel in Siesta Key, United States

2881 US$

min. price/night

Chasin' Waves

4923 Commonwealth Drive, Hotel in Siesta Key, United States

Copacabana 3 Bd Vacation Home In Siesta Key Village

446 Avenida De Mayo, Hotel in Siesta Key, United States

Majestic Coastal Escape

5206 Cape Leyte Dr, Hotel in Siesta Key, United States

Crescent Royale Condominiums 4D

777 Beach Road, Unit 4D, Hotel in Siesta Key, United States

Sol Y Mar

1137 Sun N Sea Dr, Hotel in Siesta Key, United States

Crescent Royale Condominiums 2E

777 Beach Road, Unit 2E, Hotel in Siesta Key, United States

Sea Dream - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

104 Avenida Veneccia, Hotel in Siesta Key, United States

Bay Oaks G-22

6157 Midnight Pass Road, Hotel in Siesta Key, United States

6415 Midnight Pass #311

6415 Midnight Pass Road, Hotel in Siesta Key, United States

476 US$

min. price/night

6415 Midnight Road #709

6415 Midnight Pass Road, Hotel in Siesta Key, United States

302 US$

min. price/night

Maritime Manor

6531 Sabal Dr., Hotel in Siesta Key, United States

Crescent Royale Condominiums 400

757 Beach Road, Unit 400, Hotel in Siesta Key, United States

6415 Midnight Pass #409

6415 Midnight Pass Road, Hotel in Siesta Key, United States

245 US$

min. price/night

Sunkissed Pool Home

5005 Commonwealth Dr, Hotel in Siesta Key, United States

368 US$

min. price/night

The Big Kahuna

5235-37 Calle Menorca, Hotel in Siesta Key, United States

Crescent Royale Condominiums 211

797 Beach Rd, Unit 211, Hotel in Siesta Key, United States

Bayside Pointe 3 - 1302

1302 Siesta Bayside Drive, Hotel in Siesta Key, United States

Double Your Beachside Fun - Aloha Kai #34 & #55 - Roelens

6020 Midnight Pass Road Unit 34 & 55, Hotel in Siesta Key, United States

The Hideaway

320 Calle Miramar, Us, Hotel in Siesta Key, United States

1446 US$

min. price/night

Crescent Royale Condominiums 2C

777 Beach Road, Unit 2C, Hotel in Siesta Key, United States

Villa 63 - Aloha Kai Vacation Villas

6020 Midnight Pass Rd, Hotel in Siesta Key, United States

Crescent Royale Condominiums 303

797 Beach Road, Unit 303, Hotel in Siesta Key, United States

Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

The Hummingbird

5251 Calle Menorca, Hotel in Siesta Key, United States

1553 US$

min. price/night

Key Life Reef - 1129

1129 Crescent St., Hotel in Siesta Key, United States

320 US$

min. price/night

Crescent Royale Condominiums 200

757 Beach Road, Unit 200, Hotel in Siesta Key, United States

Seawinds #201

6703 Midnight Pass Road, Hotel in Siesta Key, United States

The Abalone

1032-34 Point Of Rocks Road, Hotel in Siesta Key, United States

3994 US$

min. price/night

New Listing! Spacious, 100 Percent Private, Near The Siesta Key Beach And Village!

5156 Siesta Woods Drive, Hotel in Siesta Key, United States

Private Villa On Siesta Key, Fl

6415 Cr-758 V4, Hotel in Siesta Key, United States

Sugar Sand Cottage

105 Beach Rd, Us, Hotel in Siesta Key, United States

1555 US$

min. price/night

Siesta Beach House - 204

5950 Midnight Pass Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 304

757 Beach Road, Unit 304, Hotel in Siesta Key, United States

Crescent Royale Condominiums 511

797 Beach Road, Unit 511, Hotel in Siesta Key, United States

Combined Beachfront Bliss - Aloha Kai #24 & #24N - Roelens

6020 Midnight Pass Road Unit 24 & 24N, Hotel in Siesta Key, United States

5525 Shadow Lawn Dr

5525 Shadow Lawn Drive, Hotel in Siesta Key, United States

Fiesta Playa By Beachside Management

1027 Crescent St, Hotel in Siesta Key, United States

Sea Dream - 171

104 Avenida Veneccia, Hotel in Siesta Key, United States

1623 US$

min. price/night

Crescent Royale Condominiums 6E

777 Beach Road, Unit 6E, Hotel in Siesta Key, United States

Sandy Cove - Unit 401

4900 Ocean Boulevard, Hotel in Siesta Key, United States

Casita West

1139 Sun And Sea Dr, West Unit, Hotel in Siesta Key, United States

Excelsior 302

6265 Midnight Pass Road, Hotel in Siesta Key, United States

Crescent 305

6512 Midnight Pass Road, Hotel in Siesta Key, United States

Sunset View

547 Beach Rd, Us, Hotel in Siesta Key, United States

Tropical Sk Villa Private Patio & Pool Access

1386 Moonmist Drive, Hotel in Siesta Key, United States

Sandy Rocks

1104/1106/1034 Crescent St, Hotel in Siesta Key, United States

Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Harbor Towers Ocean View Escape

5855 Midnight Pass Rd, Hotel in Siesta Key, United States

Cape Aqua

5545 Cape Aqua Drive, Hotel in Siesta Key, United States

Beach Walk Cottage - 451

451 Island Cir, Hotel in Siesta Key, United States

Serving Sunset

1140 Windsong Lane, Unit B, Hotel in Siesta Key, United States

3047 US$

min. price/night

Beach Road

665 Beach Road, Hotel in Siesta Key, United States

Redecorated 2Br Condo With A Pond View From The Relaxing Lanai

1226 Siesta Bayside Drive, Hotel in Siesta Key, United States

Crescent Royale Condominiums 103

797 Beach Road Unit 103, Hotel in Siesta Key, United States

Crescent Royale Condominiums 110

757 Beach Road, Unit 110, Hotel in Siesta Key, United States

Bay Oaks E-03

6157 Midnight Pass Road, Hotel in Siesta Key, United States

Cjs On Siesta - 104

104 Avenida Veneccia, Hotel in Siesta Key, United States

1774 US$

min. price/night

Crescent Royale Condominiums 415

797 Beach Road, Unit 415, Hotel in Siesta Key, United States

The Lookout

5507 Calle Invierno, Hotel in Siesta Key, United States

2899 US$

min. price/night

Crescent 505

6512 Midnight Pass Road, Hotel in Siesta Key, United States

Exclusive Complex - Private Heated Pool - 100 Steps To Beach - Village 5 Minute Walk

5316 Calle De La Siesta, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Beach Life! It Doesn

6020 Midnight Pass Road Unit 28, Hotel in Siesta Key, United States

5120 Sandy Shore Ave

5120 Sandy Shore Avenue, Hotel in Siesta Key, United States

Crescent Royale Condominiums 507

797 Beach Road, Unit 507, Hotel in Siesta Key, United States

Crescent Royale Condominiums 210

757 Beach Road, Unit 210, Hotel in Siesta Key, United States

6415 Midnight Pass #903

6415 Midnight Pass Rd, Hotel in Siesta Key, United States

277 US$

min. price/night

Cjs - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

104 Avenida Veneccia, Hotel in Siesta Key, United States

Crescent Royale Condominiums 315

797 Beach Road Unit 315, Hotel in Siesta Key, United States

Mainsail

1245 Big Oak Ln, Us, Hotel in Siesta Key, United States

Midnight Cove II 731F

1300 Cove II Place, Unit 731F, Hotel in Siesta Key, United States

Casa Siesta

95 Columbus Blvd, Us, Hotel in Siesta Key, United States

1174 US$

min. price/night

Mandevilla - U

5251 Calle Menorca, Hotel in Siesta Key, United States

776 US$

min. price/night

Changing Channels

441 Beach Rd, #F, Hotel in Siesta Key, United States

Shore Thing - 185

185 Faubel Street, Hotel in Siesta Key, United States

6415 Midnight Pass #608

6415 Midnight Pass Rd, Hotel in Siesta Key, United States

Siesta Key Oasis W/ Outdoor Pool + Screened Lanai!

623 Avenida Del Norte, Hotel in Siesta Key, United States

Fins Up

110 Avenida Veneccia, Unit 279, Us, Hotel in Siesta Key, United States

684 US$

min. price/night

Harbor Towers- 420

5855 Midnight Pass Rd, Unit 420, Hotel in Siesta Key, United States

Peacock Villa - 5540 E

5540 Calle Del Invierno, Hotel in Siesta Key, United States

728 US$

min. price/night

Top Deck Estate

329 Beach Road, Hotel in Siesta Key, United States

2 Mi To Beaches! Spacious Family Gem In Siesta Key

651 Mangrove Point Rd, Hotel in Siesta Key, United States

Ideal Beach Cottage Steps To Siesta Beach And Village Shops And Restaurants

303 Beach Road Unit #1, Hotel in Siesta Key, United States

151 US$

min. price/night

Seaside Fun Awaits In This Bright & Breezy Coastal Escape - Aloha Kai #47 - Roelens

6020 Midnight Pass Road Unit 47, Hotel in Siesta Key, United States

Sea Angel - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

104 Avenida Veneccia, Hotel in Siesta Key, United States

Southern Exposure

91 Avenida Veneccia, Us, Hotel in Siesta Key, United States

1323 US$

min. price/night

Beach Way 314

5600 Beach Way Drive, Hotel in Siesta Key, United States

Crescent Royale Condominiums 203

797 Beach Road, Unit 203, Hotel in Siesta Key, United States

Siesta Key Bungalows, The Poolside Complex, 3-Bungalows

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Las Palmas By Beachside Management

5409 Plaza De Las Palmas, Hotel in Siesta Key, United States

Siesta Villa Whispering Palms

1331 Moonmist Dr, Hotel in Siesta Key, United States

Siesta Sunset - 524

524 Beach Rd (Ph), Hotel in Siesta Key, United States

502 US$

min. price/night

Unveiling Joyful Beachside Moments - Aloha Kai #62 - Roelens

6020 Midnight Pass Road Unit 62, Hotel in Siesta Key, United States

Bay Oaks B-22

6157 Midnight Pass Road, Hotel in Siesta Key, United States

Bay Oaks - E01

6157 Midnight Pass Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 4C

777 Beach Road, Unit 4C, Hotel in Siesta Key, United States

Harbor Towers 2Nd Fl Dock Views

5855 Midnight Pass Rd, Hotel in Siesta Key, United States

Crescent Royale Condominiums 106

757 Beach Road, Unit 106, Hotel in Siesta Key, United States

283 US$

min. price/night

Crescent Royale 402

757 Beach Road, Unit 402, Hotel in Siesta Key, United States

Siesta Key Coastal Getaway - Steps To The Beach

1144 Windsong Ln, Hotel in Siesta Key, United States

Anchorage Resort

6415 Midnight Pass Road, Hotel in Siesta Key, United States

Siesta Key Village - Townhouse Fourplex - Private Heated Pool - Beach Walkable

5239 Calle Menorca, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Recently Updated Cozy Siesta Key Beach Villa

1269 Moonmist Circle, Hotel in Siesta Key, United States

230 US$

min. price/night

Siesta Key Beach - Cape Aqua 5545

5545 Cape Aqua Drive, Hotel in Siesta Key, United States

325 US$

min. price/night

Crescent Royale Condominiums 5D

777 Beach Road, Unit 5D, Hotel in Siesta Key, United States

Palm Bay Club #146

5964 Midnight Pass Road, Hotel in Siesta Key, United States

Casita East

1139 Sun And Sea Dr, East Unit, Hotel in Siesta Key, United States

Crescent Royale Condominiums 104

757 Beach Road, Unit 104, Hotel in Siesta Key, United States

Blue Lagoon

1140 Windsong Lane, Unit A, Hotel in Siesta Key, United States

Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Ocean Overlook

316 Beach Rd, Us, Hotel in Siesta Key, United States

5941 US$

min. price/night

Tropical Retreat

606 Calle Del Otono, Hotel in Siesta Key, United States

Del Norte Retreat

675 Avenida Del Norte, Hotel in Siesta Key, United States

Happy Blue Coconuts - South

652 Beach Road, Hotel in Siesta Key, United States

Studio On The Beach! - Aloha Kai #19 - Roelens

6020 Midnight Pass Rd. Unit 19, Hotel in Siesta Key, United States

291 US$

min. price/night

Midnight Cove II 820F

1200 Cove II Place, Unit 820F, Hotel in Siesta Key, United States

Crescent Royale Condominiums 502

757 Beach Road, Unit 502, Hotel in Siesta Key, United States

Crystal Sands 905

6300 Midnight Pass Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 308

757 Beach Road, Unit 308, Hotel in Siesta Key, United States

Crescent Royale Condominiums 6A

777 Beach Road Unit 6A, Hotel in Siesta Key, United States

Crescent Royale Condominiums 302

757 Beach Road, Unit 302, Hotel in Siesta Key, United States

Crescent Royale 310

757 Beach Road, Unit 310, Hotel in Siesta Key, United States

Crescent Royale Condominiums 3E

777 Beach Road, Unit 3E, Hotel in Siesta Key, United States

Crescent Royale Condominiums 515

797 Beach Road, Unit 515, Hotel in Siesta Key, United States

Golden Springs Estate

1142 Windsong Lane, Hotel in Siesta Key, United States

High Tide - Pool, Grill, Pet Friendly, Located In The Heart Of Sk!

305 Canal Rd, Hotel in Siesta Key, United States

Crescent Royale Condominiums 5A

777 Beach Road, Unit 5A, Hotel in Siesta Key, United States

Gulfside Green Estate

459 Beach Road, Hotel in Siesta Key, United States

Vista Hermosa - 302C

116 Vista Hermosa Circle, Hotel in Siesta Key, United States

540 US$

min. price/night

Lulu'S Key House - Entire 4-Unit Complex

5247 Calle Menorca, Hotel in Siesta Key, United States

Commonwealth On The Key

4947 Commonwealth Drive, Hotel in Siesta Key, United States

Bay Oaks E-92

6157 Midnight Pass Road, Hotel in Siesta Key, United States

Home On Key With Pool, Hot Tub, Putting Green, Arcade Games, Bike & Mins To Beach!

4671 Gleason Ave, Hotel in Siesta Key, United States

Sunburst Courtyard - 430

430 Givens Street, Hotel in Siesta Key, United States

6415 Midnight Pass #601

6415 Midnight Pass Road, Hotel in Siesta Key, United States

Ocean Beach Gleason Home

4638 Gleason Ave, Hotel in Siesta Key, United States

Retreat Half-Mile To Beachandsiesta Key Village

605 Calle De Peru, Hotel in Siesta Key, United States

203 US$

min. price/night

Beach Way East

5600 Beach Way Dr, Hotel in Siesta Key, United States

160 US$

min. price/night

112 Columbus Blvd

112 Columbus Boulevard, Hotel in Siesta Key, United States

400Ft To Beach, Ocean View, Pool, Rooftop, In The Siesta Key Village, 6-Bdr

147 Avenida Veneccia, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Beach Palm Villa - 5533

5533 Cape Aqua Dr., Hotel in Siesta Key, United States

Oxford Oasis

5128 Oxford Drive, Hotel in Siesta Key, United States

456 Canal Rd

456 Canal Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 1C

777 Beach Road Unit 1C, Hotel in Siesta Key, United States

6415 Midnight Pass #Ph8

6415 Midnight Pass Road, Hotel in Siesta Key, United States

209 US$

min. price/night

Central - Edgemere 738

738 Edgemere Lane, Hotel in Siesta Key, United States

433 US$

min. price/night

Spacious 2Br Siesta Key Condo 2 Heated Pools, Tennis And Pickleball, Beach Access - Gbb 1327

1327 Siesta Bayside Drive, Hotel in Siesta Key, United States

51 Beach Rd

51 Beach Road, Hotel in Siesta Key, United States

Siesta Sea Life

5319 Calle De La Siesta, Hotel in Siesta Key, United States

1542 US$

min. price/night

Shaker Of Salt

6525 Sabal Dr., Hotel in Siesta Key, United States

Casa Tegula - 1028U

1028 Point Of Rocks Road, Hotel in Siesta Key, United States

1514 US$

min. price/night

Crescent Royale Condominiums 307

797 Beach Rod, Unit 307, Hotel in Siesta Key, United States

Vantage Point

655 Beach Road, Hotel in Siesta Key, United States

6415 Midnight Pass #210

6415 Midnight Pass Road, Hotel in Siesta Key, United States

Summer House

99 Avenida Messina, Us, Hotel in Siesta Key, United States

1826 US$

min. price/night

Siesta Key Condo Close Proximity To Beach

Midnight Pass Road 5855, Hotel in Siesta Key, United States

362 US$

min. price/night

Crescent Royale Condominiums 312

757 Beach Road, Unit 312, Hotel in Siesta Key, United States

Crescent Royale 1E

777 Beach Road, Unit1E, Hotel in Siesta Key, United States

Sunset Lagoon Estate

1140 Windsong Lane, Hotel in Siesta Key, United States

Walk To Siesta Key Beach - Family & Pet Friendly - Private Saltwater Pool - Fenced Yard -Gourmet Wolf Subzero Kitchen -Garage -Close To Restaurants Shops-Aylees Private Beach House

5346 Calle Florida, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

1886 US$

min. price/night

Crescent 204

6512 Midnight Pass Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 6C

777 Beach Road Unit 6C, Hotel in Siesta Key, United States

Siesta Bayside With Bay/Dock Views

1355 Siesta Bayside Dr, Hotel in Siesta Key, United States

420 US$

min. price/night

Honeysuckle - L

5251 Calle Menorca, Hotel in Siesta Key, United States

1171 US$

min. price/night

Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Luxury Top-Floor Retreat - Siesta Key

1144 Windsong Ln, Hotel in Siesta Key, United States

Salty Oak

6540 Peacock Rd., Hotel in Siesta Key, United States

3298 US$

min. price/night

Siesta Key Village Heated Pool

5245 Calle Menorca, Hotel in Siesta Key, United States

1851 US$

min. price/night

Harbor Towers 4Th Fl Modern 3Br With Den

5855 Midnight Pass Road #203, Hotel in Siesta Key, United States

252 US$

min. price/night

The Windward House

5022 Windward Avenue, Hotel in Siesta Key, United States

The Rooftop

329 Beach Road, Unit A, Hotel in Siesta Key, United States

2329 US$

min. price/night

Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Golden Set

1142 Windsong Lane, Unit B, Hotel in Siesta Key, United States

3074 US$

min. price/night

Casa De Mariposa

5542/5540 Calle Del Invierno, Hotel in Siesta Key, United States

Crescent Royale Condominiums 201

797 Beach Rd, Unit 201, Hotel in Siesta Key, United States

Excelsior Beach To Bay-Bayside

6263 Midnight Pass Rd, Hotel in Siesta Key, United States

297 US$

min. price/night

Siesta Beach House - 310 Come N' Beach It

5950 Midnight Pass Road, Hotel in Siesta Key, United States

506 US$

min. price/night

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