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Holiday homes

Vacation Rentals Siesta Key, Vacation Rentals

Sorting by

Blu Sky Cottage - 5037

5037 Higel Ave, Hotel in Siesta Key, United States

White Sands Walk To Siesta Beach

Siesta Key, United States

137 US$

min. price/night

Crescent Royale Condominiums 412

757 Beach Road, Unit 412, Hotel in Siesta Key, United States

Harbor Towers 220

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

Beachside Escape With Grill, Dining & Views - Perfect For Two! - Aloha Kai #24N

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

Bay View Siesta Key Condo - Two Pools - Tennis And Pickleball - Beach Access - Gbb 1343

1343 Siesta Bayside Drive, Hotel in Siesta Key, United States

Crescent Royale Condominiums 509

797 Beach Road, Unit 509, Hotel in Siesta Key, United States

All New - Resort Amenities And Beach Access

1311 Siesta Bayside Dr., Hotel in Siesta Key, United States

Siesta Springs

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

2694 US$

min. price/night

Crescent Royale Condominiums 6D

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

White Sands Near The Beach

5661 Midnight Pass Rd, Hotel in Siesta Key, United States

209 US$

min. price/night

Crescent Royale Condominiums 411

797 Beach Road, Unit 411, Hotel in Siesta Key, United States

Plunge Into Joy & Sun At Siesta Key Coastal Gem - Aloha Kai #60

6020 Midnight Pass Road Unit 60, Hotel in Siesta Key, United States

New Updated Siesta Key Vacation Rental With Heated Pool Access

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

166 US$

min. price/night

Crescent Royale Condominiums 115

797 Beach Road, Unit 115, Hotel in Siesta Key, United States

100 Percent Private - Pool, Oceanviews, Village, Beaches!

113 Columbus Blvd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

3923 US$

min. price/night

The Oasis

105 Columbus Blvd., Hotel in Siesta Key, United States

2013 US$

min. price/night

Villa 9 - Aloha Kai Vacation Villas

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

Minorga On The Gulf

5144 Calle Minorga, Hotel in Siesta Key, United States

324 US$

min. price/night

2Nd Floor Bayfront Siesta Key Condo With Beach Access - Gbb 1373

1373 Siesta Bayside Drive, Hotel in Siesta Key, United States

Moonmist Circle-Steps To Heated Pool

1223 Moonmist Cir, Hotel in Siesta Key, United States

192 US$

min. price/night

Siesta Sands 411

1001 Point Of Rocks Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 408

757 Beach Road, Unit 408, Hotel in Siesta Key, United States

Over The Top

1060 Windsong Lane, Hotel in Siesta Key, United States

Gulf And Bay - Bayside 1223D

Siesta Key, United States

Walk To Beach: Resort-Style Siesta Key Condo!

1125 West Peppertree Drive Unit #306, Hotel in Siesta Key, United States

674 US$

min. price/night

Beachside Haven - 650C

650 Calle Del Ontono #C, Hotel in Siesta Key, United States

754 US$

min. price/night

Entire Siesta Key Beach House - 6 Bedroom Pool & Ocean Access

1144 Windsong Ln, Hotel in Siesta Key, United States

2853 US$

min. price/night

Beach Dream

657 Beach Road, Hotel in Siesta Key, United States

2140 US$

min. price/night

Hidden Treasure - 622

622 Treasure Boat Way, Hotel in Siesta Key, United States

Siesta Avenida

5208 Avenida De Cortez, Hotel in Siesta Key, United States

Crescent Royale Condominiums 311

797 Beach Road, Unit 311, Hotel in Siesta Key, United States

Happy Blue Coconuts - North

650 Beach Road, Hotel in Siesta Key, United States

Happy Blue Coconuts

650 Beach Road, Hotel in Siesta Key, United States

Siesta Key Bungalows, The 3-Bungalow Complex

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

Siesta Sunset Sanctuary

156 Givens St, Hotel in Siesta Key, United States

Palm Shade Cottage - 606A

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

Dockside Getaway On Avenida

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

Harbor Towers- 514

5855 Midnight Pass Rd, Unit 514, Hotel in Siesta Key, United States

Crescent Royale Condominiums 505

797 Beach Road, Unit 505, Hotel in Siesta Key, United States

Crescent Royale Condominiums 409

797 Beach Road, Unit 409, Hotel in Siesta Key, United States

Crescent Royale Condominiums 102

757 Beach Road, Unit 102, Hotel in Siesta Key, United States

Crescent 502

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

Bayside Endless Summer - 1239C

1239 Siesta Bayside Dr #1239-C, Hotel in Siesta Key, United States

475 US$

min. price/night

Canal 315 - Right In Siesta Key Village!

315 Canal Road, Hotel in Siesta Key, United States

237 US$

min. price/night

Luxe Lagoon - 119

119 Avenida Messina, Hotel in Siesta Key, United States

3121 US$

min. price/night

Beachfront Sarasota Resort Condo: Siesta Key View!

Siesta Key, FL, 34242, Hotel in Siesta Key, United States

359 US$

min. price/night

Gulf Birdie - 5551

5551 Contento Drive, Hotel in Siesta Key, United States

858 US$

min. price/night

Family-Friendly Beach Escape With Pool, Porch & Sun-Filled Fun - Aloha Kai #24

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

Blue Paradise

5234 Avenida Navarra, Us, Hotel in Siesta Key, United States

2574 US$

min. price/night

Coastal Charm

313 Avenida Leona, Hotel in Siesta Key, United States

Crescent Royale Condominiums 111

797 Beach Road, Unit 111, Hotel in Siesta Key, United States

Crescent Royale Condominiums 204

757 Beach Road, Unit 204, Hotel in Siesta Key, United States

5125 Oakmont Place

5125 Oakmont Place, Hotel in Siesta Key, United States

Crescent Royale Condominiums 208

757 Beach Road, Unit 208, Hotel in Siesta Key, United States

Crescent Royale Condominiums 3C

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

100 Percent Private, Tiki-Bar, 250Steps To Beach And Village!

360 Canal Road , Siesta Key, Florida 34242, United States, Hotel in Siesta Key, United States

4621 US$

min. price/night

Island House

344 Canal Rd, Us, Hotel in Siesta Key, United States

1056 US$

min. price/night

Sk Canal Pool Home Near Village

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

Anchorage Resort Siesta Key 6Th Floor 2 Bedroom Condo Beach Access 0890

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

Harbor Towers- 417

5855 Midnight Pass Rd, Unit 417, Hotel in Siesta Key, United States

Harbor Towers 4Th Fl Pool & Bay Views End Unit

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

165 US$

min. price/night

Crescent Royale Condominiums 1B

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

1/2 Mi To Beach! Siesta Key Home W/ Lanai

Siesta Key, FL, 34242, Hotel in Siesta Key, United States

295 US$

min. price/night

Crescent Royale Condominiums 300

757 Beach Road, Unit 300, Hotel in Siesta Key, United States

Midnight Cove II - Doveplum

6327 Midnight Pass Road, Hotel in Siesta Key, United States

Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens

6020 Midnight Pass Road Unit 34 & 37, Hotel in Siesta Key, United States

Palm Island Life - Heated Pool, Canal Front, Fire Pit, Walk To Siesta Beach

208 Island Circle, Hotel in Siesta Key, United States

The Big Dipper

3810 Flamingo Ave, Hotel in Siesta Key, United States

Holiday House 4

1015 Crescent Street, Hotel in Siesta Key, United States

Crystal Sands 1101

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

Siesta Beach House - 202

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

1106 US$

min. price/night

Bay Oaks C-12

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

6415 Midnight Pass #506

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

Crescent Royale Condominiums 7A

777 Beach Road Unit 7A, Hotel in Siesta Key, United States

Stunning Lakefront Condo On Siesta Key With Private Beach Access

1315 Siesta Bayside Drive, Hotel in Siesta Key, United States

45 Beach Rd

45Beach Road, Hotel in Siesta Key, United States

Sunset West - 3360

3360 Higel Ave, Hotel in Siesta Key, United States

Casa Leone - 3446

3446 W Anglin Drive, Hotel in Siesta Key, United States

484 US$

min. price/night

Bayfront 3Br 2Nd Floor Condo In Siesta Key Beach Access - Gbb 1389

1389 Siesta Bayside Drive, Hotel in Siesta Key, United States

Silver Shore - 657B

657B Beach Road, Hotel in Siesta Key, United States

693 US$

min. price/night

Beachside Bliss Awaits - Aloha Kai #55- Roelens

6020 Midnight Pass Rd. Unit 55, Hotel in Siesta Key, United States

4931 Oxford Drive

4931 Oxford Drive, Hotel in Siesta Key, United States

Village Breeze - Heated Pool, Private Patio, Village And Beach!

5140 Calle Minorga, Hotel in Siesta Key, United States

6415 Midnight Pass #304

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

180 US$

min. price/night

Crystal Sands 1106

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

Sand Dollar Cottage - 910

910 Contento St, Hotel in Siesta Key, United States

The Sun Dial - 827

827 Paradise Way, Hotel in Siesta Key, United States

1101 US$

min. price/night

Siesta Heron 5 Key Lime

8254 Midnight Pass Road, Hotel in Siesta Key, United States

Casa De Mayo

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

Wild Lime Cottage

1105 Point Of Rocks Rd, Hotel in Siesta Key, United States

309 US$

min. price/night

Sea Club II 5955 #8E

5955 Midnight Pass Road, Hotel in Siesta Key, United States

382 US$

min. price/night

Bayfront Siesta Key Condo With Amazing Views - Gbb 1391

1391 Siesta Bayside Drive, Hotel in Siesta Key, United States

Bay Oaks - E53

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

Crescent Royale Condominiums 309

797 Beach Rd Unit 309, Hotel in Siesta Key, United States

Crescent 206

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

Crescent Royale Condominiums 404

757 Beach Road, Unit 404, Hotel in Siesta Key, United States

285 US$

min. price/night

Crescent Royale Condominiums 501

797 Beach Road, Unit 501, Hotel in Siesta Key, United States

Beautiful 3Br Siesta Key Condo - Private Beach Access

1350 Siesta Bayside Drive, Hotel in Siesta Key, United States

546 US$

min. price/night

Crescent Royale Condominiums 7C

777 Beach Road, Unit 7C, Hotel in Siesta Key, United States

Two Units! Pool, Jacuzzi, Sunsets, Bars, Snorkeling & Paddling. 1-Min To Path Of Siesta Beach!

1020 Sun And Sea Dr #206B, Hotel in Siesta Key, United States

1870 US$

min. price/night

Siesta Key Sanctuary

445 Reid Street, Hotel in Siesta Key, United States

Crescent Royale Condominiums 7E

777 Beach Road, Unit 7E, Hotel in Siesta Key, United States

655 US$

min. price/night

Beachfront Penthouse - Expansive Gulf View From Every Room! Wifi, Screened Lanai

6312 Midnight Pass Road 703S, Hotel in Siesta Key, United States

Crescent Royale Condominiums 105

797 Beach Rd Unit 105, Hotel in Siesta Key, United States

The Pool House

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

1327 US$

min. price/night

Waters Edge - 5049

5049 Higel Avenue, Hotel in Siesta Key, United States

Gulf And Bay Club- C607

5770 Midnight Pass Rd, Unit C607, Hotel in Siesta Key, United States

Luxury, Exclusive Building, Ocean Views, And Private Rooftop Sundeck

228 Beach Rd, Siesta Key, Fl 34242, Usa, Hotel in Siesta Key, United States

Sandbar Social

64 Avenida Veneccia, Hotel in Siesta Key, United States

2890 US$

min. price/night

High Tide

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

2221 US$

min. price/night

Gulf And Bay Club- B408

5780 Midnight Pass, Hotel in Siesta Key, United States

Our House At The Beach W-Tower 5Th Floor

1001 Beach Rd, Hotel in Siesta Key, United States

The Nautilus

1028-30 Point Of Rocks Road, Hotel in Siesta Key, United States

Talk To The Sand

5219 Calle Menorca, Hotel in Siesta Key, United States

Treasure On The Canal

701 Treasure Boat Way, Hotel in Siesta Key, United States

Siesta Beach House 203 Sunny Daze

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

338 Canal Rd

338 Canal Road, Hotel in Siesta Key, United States

Crescent Arms 101S

6312 Midnight Pass Road, Hotel in Siesta Key, United States

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

104 Avenida Veneccia, Hotel in Siesta Key, United States

Coral Breeze - 4576

4576 Higel Ave, Hotel in Siesta Key, United States

239 US$

min. price/night

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