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Southwest Florida >
Siesta Key >
Holiday homes

Vacation Rentals Siesta Key, Vacation Rentals

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Crescent Royale Condominiums 501

797 Beach Road, Unit 501, 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

Bay Oaks C-12

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

Crescent Royale Condominiums 6D

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

Villa 29 - Aloha Kai Vacation Villas

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

Casita East

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

Crescent Royale Condominiums 103

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

Coastal Comfort Steps From Crescent Beach Paradise - Aloha Kai #63 - Roelens

6020 Midnight Pass Road Unit 63, Hotel in Siesta Key, United States

Crescent Royale Condominiums 507

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

Shaker Of Salt

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

Tropical Retreat

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

Gulf And Bay Club- B408

5780 Midnight Pass, Hotel in Siesta Key, United States

Crescent Royale Condominiums 309

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

Beach Way 314

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

Oxford Oasis

5128 Oxford Drive, Hotel in Siesta Key, United States

The Big Kahuna

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

Moonmist Fish Tales

Siesta Key, United States

161 US$

min. price/night

Excelsior Beach To Bay-Bayside

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

297 US$

min. price/night

Bay Oaks E-03

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

Palm Bay Club 8Th Floor On Complex Private Beach

5966 Midnight Pass Rd, 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

Beachfront Bliss For 4 With Sunroom & Pool Access On Siesta Key - Aloha Kai #34

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

Keylime Retreat

446 Canal Rd #5, 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

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

104 Avenida Veneccia, Hotel in Siesta Key, United States

Siesta Sun Sets

6536 Peacock Rd., Hotel in Siesta Key, United States

5341 US$

min. price/night

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

5140 Calle Minorga, Hotel in Siesta Key, United States

Crescent Royale Condominiums 511

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

4Br Spacious Paradise

349 Avenida Madera, Hotel in Siesta Key, United States

713 US$

min. price/night

Crescent Royale Condominiums108

757 Beach Road, Unit 108, Hotel in Siesta Key, United States

Crescent Royale Condominiums 1B

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

Harbor Towers 220

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

Fiesta Playa By Beachside Management

1027 Crescent St, Hotel in Siesta Key, United States

6415 Midnight Pass #601

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

Crescent Royale Condominiums 502

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

6415 Midnight Pass #506

6415 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

Casa Ohana - 5237L

5237 Calle Menorca, Hotel in Siesta Key, United States

1603 US$

min. price/night

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

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

Crescent Royale Condominiums 505

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

Anchorage Resort 3 Bedroom Luxury Condo W Balcony Pool Table Near Beach 0891

6415 Midnight Pass Road #611, Hotel in Siesta Key, United States

Crescent Royale Condominiums 210

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

The Overlook

87 Avenida Veneccia, Hotel in Siesta Key, United States

All New - Resort Amenities And Beach Access

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

Bali Hai House - 5041

5041 Sandy Shore Avenue, Hotel in Siesta Key, United States

Casa De Mariposa

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

Treasure On The Canal

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

Crystal Sands 905

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

Top Deck Estate

329 Beach Road, Hotel in Siesta Key, United States

Siesta Beach House #304

5950 Midnight Pass Rd, #304, Hotel in Siesta Key, United States

Island House

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

1056 US$

min. price/night

Crescent Royale Condominiums 204

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

Crescent Royale Condominiums 515

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

Siesta Beach House - 105

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

Coastal Charm

313 Avenida Leona, Hotel in Siesta Key, United States

Waters Edge - 5049

5049 Higel Avenue, Hotel in Siesta Key, United States

Private Villa On Siesta Key, Fl

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

Siesta Beach House 203 Sunny Daze

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

Crescent Royale Condominiums 2C

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

Siesta Key Oasis With Outdoor Pool And Screened Lanai!

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

Siesta Key Beach - Cape Aqua 5545

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

200 US$

min. price/night

Crescent Royale Condominiums 312

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

5525 Shadow Lawn Dr

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

Crescent Royale Condominiums 7C

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

Villa 30 - Aloha Kai Vacation Villas

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

High Tide

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

2221 US$

min. price/night

Salty Oak

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

3298 US$

min. price/night

Endless Horizon

150 Givens, Hotel in Siesta Key, United States

Low Tide - Pool, Pet Friendly, In Sk Village - Walk Everywhere!

303 Canal Rd, Siesta Key, Hotel in Siesta Key, United States

415 US$

min. price/night

Siesta Key Waterfront Home

6535 Sabal Drive, Hotel in Siesta Key, United States

809 US$

min. price/night

Silver Shore - 657B

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

693 US$

min. price/night

Crystal Sands 607

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

Sk Canal Pool Home Near Village

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

Avenida De Cortez

5210 Avenida De Cortez, Hotel in Siesta Key, United States

4931 Oxford Drive

4931 Oxford Drive, Hotel in Siesta Key, United States

Palm Bay Club #146

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

Crystal Sands 1101

6300 Midnight Pass Road, 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

The Sand Dollar On The Key

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

Siesta Key Condo Close Proximity To Beach

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

362 US$

min. price/night

2 Mi To Beaches! Spacious Family Gem In Siesta Key

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

Siesta Key Village Heated Pool

5245 Calle Menorca, Hotel in Siesta Key, United States

1851 US$

min. price/night

Crescent Royale 402

757 Beach Road, Unit 402, 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

Crescent Royale Condominiums 411

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

Crescent Royale Condominiums 203

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

Charming Siesta Key Condo With Beach Access

1346 Siesta Bayside Drive, Hotel in Siesta Key, United States

The Plaza

5458 Plaza De Las Palmas, Hotel in Siesta Key, United States

3305 US$

min. price/night

Siesta Key Hideaway At Palm Bay Club Unit #311

5962 Midnight Pass Road, Hotel in Siesta Key, United States

Las Palmas By Beachside Management

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

Coastal Condo, Water Views, Fishing Dock & 0.6 Miles To Siesta Beach

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

The Nest On Siesta Key Home

734 Birdsong Ln, Hotel in Siesta Key, United States

Cape Aqua

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

Minutes To Siesta Key Featuring Pool Mini Golf Hammock Game Room And Bikes

5108 Saint Albans Avenue, Hotel in Siesta Key, United States

Crescent Royale Condominiums 311

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

Blue Lagoon

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

Peppertree Paradise #507

1055 W Peppertree Dr #507Aa, 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

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

Siesta Avenida

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

Bayfront 3Br 2Nd Floor Siesta Key Condo With Private Beach Access

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

Beachside Bliss Awaits - Aloha Kai #55- Roelens

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

Mandevilla - U

5251 Calle Menorca, Hotel in Siesta Key, United States

776 US$

min. price/night

Playing Hooky

8630 Midnight Pass Rd #301A, Hotel in Siesta Key, United States

Siesta Key Luxury Retreat - Steps From Crescent Beach

1001 Crescent St, Siesta Key, Fl, Hotel in Siesta Key, United States

Harbor Towers, 4Th Floor, Modern With Den

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

252 US$

min. price/night

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

Summer House

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

1826 US$

min. price/night

Crescent Royale Condominiums 305

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

Sunburst Courtyard - 430

430 Givens Street, Hotel in Siesta Key, United States

5125 Oakmont Place

5125 Oakmont Place, Hotel in Siesta Key, United States

Ocean Overlook

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

5941 US$

min. price/night

Villa 51 - Aloha Kai Vacation Villas

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

Miramar

1216 Derby Lane, Hotel in Siesta Key, United States

Villa 5 - Aloha Kai Vacation Villas

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

Crescent Royale Condominiums 300

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

Villa 40 - Aloha Kai Vacation Villas

6020 Midnight Pass Rd, 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

Crescent Royale Condominiums 512

757 Beach Road, Unit 512, Hotel in Siesta Key, United States

Harbor Towers End Unit, 4Th Fl Pool & Bay Views

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

165 US$

min. price/night

Beach Palm Villa - 5533

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

Anchorage Resort 2 Bedroom 4Th Floor Condo Southern View Siesta Key 0887

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

Casa Del Mar - Pet Friendly House On Siesta Key W/ Outdoor Patio & Private Screened-In Heated Pool!

5079 Commonwealth Drive, Hotel in Siesta Key, United States

761 US$

min. price/night

Villa 36 - Aloha Kai Vacation Villas

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

Siesta Heron 5 Key Lime

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

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

104 Avenida Veneccia, Hotel in Siesta Key, United States

Dockside Getaway On Avenida

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

Sea La Vie

5321 Calle De La Siesta, Hotel in Siesta Key, United States

653 US$

min. price/night

Villa 39 - Aloha Kai Vacation Villas

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

Canal 315 - Right In Siesta Key Village!

315 Canal Road, Hotel in Siesta Key, United States

237 US$

min. price/night

Crescent Royale Condominiums 404

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

285 US$

min. price/night

Crescent Royale 310

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

338 Canal Rd

338 Canal Road, Hotel in Siesta Key, United States

Carefree Coconut

116 Vista Hermosa Cir #210C, 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

Anc605

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

Crescent Royale Condominiums 4C

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

Siesta Bayside Bliss

1243 Siesta Bayside Drive, Hotel in Siesta Key, United States

Banyan Tree Beach House

5024 Higel Ave, Hotel in Siesta Key, United States

Crescent Royale Condominiums 107

797 Beach Road, Unit 107, Hotel in Siesta Key, United States

Crescent 305

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

Gulf Holiday Unit 12

73 Avenida Messina, #12, Hotel in Siesta Key, United States

The Sun Dial - 827

827 Paradise Way, Hotel in Siesta Key, United States

1101 US$

min. price/night

Holiday House 4

1015 Crescent Street, Hotel in Siesta Key, United States

Crescent Royale Condominiums 308

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

Hidden Treasure - 622

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

Posh Paradise By Beachside Management

620 Beach Road, Hotel in Siesta Key, United States

Sunset Lagoon Estate

1140 Windsong Lane, Hotel in Siesta Key, United States

5115 Dewey Pl

5115 Dewey Place, Hotel in Siesta Key, United States

Siestakeyescape- Luxury On-Water House

1201 Big Oak Lane, Hotel in Siesta Key, United States

Sandy Cove Oasis

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

902 US$

min. price/night

Villa 45 - Aloha Kai Vacation Villas

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

Salty Dog

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

1310 US$

min. price/night

Bayfront Siesta Key Condo With Amazing Views

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

Crescent Royale Condominiums 409

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

Villa 56 - Aloha Kai Vacation Villas

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

225 US$

min. price/night

Vacation Home With Pool In Siesta Key Sarasota

27.262921931275322, -82.54298189777295, Hotel in Siesta Key, United States

3013 US$

min. price/night

Beach Road - Tropea

665 Beach Road, Hotel in Siesta Key, United States

456 Canal Rd

456 Canal Road, Hotel in Siesta Key, United States

Palm Island Canal Home - 4 Br

454 Island Cir, Hotel in Siesta Key, United States

499 US$

min. price/night

Siesta Sunset - 524

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

502 US$

min. price/night

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

1398 US$

min. price/night

The Abalone

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

3994 US$

min. price/night

Crescent Royale Condominiums 209

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

Sandy Cove - Unit 401

4900 Ocean Boulevard, Hotel in Siesta Key, United States

Crescent Royale Condominiums 211

797 Beach Rd, Unit 211, 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

Peaceful Siesta Key Condo - Short Stroll To #1 Beach

1219 Siesta Bayside Drive, Hotel in Siesta Key, United States

Anchorage Resort 8Th Floor Condo In Siesta Key With Private Beach Access Pool Boat Dock 0894

6415 Midnight Pass Road #805, Hotel in Siesta Key, United States

Heron Lagoon, Dock, Pool, The Tortuga At Siesta Key Bungalows

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

Harbor Towers 2Nd Fl Dock Views

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

White Sands Walk To Siesta Beach

Siesta Key, United States

137 US$

min. price/night

Sunset Blue

99 Beach Road, Hotel in Siesta Key, United States

3054 US$

min. price/night

Villa 26 - Aloha Kai Vacation Villas

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

45 Beach Rd

45Beach Road, Hotel in Siesta Key, United States

Leona Breeze

369 Avenida Leona, Hotel in Siesta Key, United States

A Shell House Compound

1108 Windsong Lane, Hotel in Siesta Key, United States

2881 US$

min. price/night

Beach Road

665 Beach Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 110

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

Spacious Condo On Siesta Key With Private Beach Access

1200 Siesta Bayside Drive, Hotel in Siesta Key, United States

Beach Way East

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

160 US$

min. price/night

Relaxing Siesta Key Condo - Pickleball, 2 Heated Pools, Beach Access

1344 Siesta Bayside Drive, Hotel in Siesta Key, United States

Crystal Sands 1106

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

Beachside Haven - 650C

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

754 US$

min. price/night

Crescent 201

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

Serving Sunset

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

3047 US$

min. price/night

Harbor Towers Renovated 2Nd Floor Suite

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

Midnight Cove II 820F

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

Villa 7 - Aloha Kai Vacation Villas

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

Lulu'S Key House Kemp Ridley 1/1 Downstairs

5247 Calle Menorca, Hotel in Siesta Key, United States

279 US$

min. price/night

Crescent Royale Condominiums 7A

777 Beach Road Unit 7A, 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

Gulf Holiday Unit 7

73 Avenida Messina, #7, Hotel in Siesta Key, United States

Crescent Royale Condominiums 5A

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

Crescent Royale Condominiums 408

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

Crescent Arms 101S

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

Ocean Beach Gleason Home

4638 Gleason Ave, Hotel in Siesta Key, United States

Anchorage Resort 6Th Floor 2 Bedroom Condo On Siesta Key 0889

6415 Midnight Pass Road #601, 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 502

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

Other Places to Stay in Siesta Key

Types of Accomodations in Siesta Key

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