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Holiday homes

Vacation Rentals Siesta Key, Vacation Rentals

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

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

Holiday House 4

1015 Crescent Street, Hotel in Siesta Key, United States

Villa Fiesta - 312R

312 Canal Road, Hotel in Siesta Key, United States

Posh Paradise By Beachside Management

620 Beach Road, Hotel in Siesta Key, United States

Villa 51 - Aloha Kai Vacation Villas

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

Extraordinary Bay Views - Siesta Key

1385 Siesta Bayside Drive, 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

Aruba

5255 Calle Menorca, Us, Hotel in Siesta Key, United States

773 US$

min. price/night

Crescent Royale Condominiums 200

757 Beach Road, Unit 200, 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

Bali Hai House - 5041

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

Bayfront 2Br Siesta Key Condo With Private Beach Access

1382 Siesta Bayside Drive, Hotel in Siesta Key, United States

Crescent Royale Condominiums 300

757 Beach Road, Unit 300, 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

Palm Bay Club #97

5960 Midnight Pass Road, Hotel in Siesta Key, United States

Luxe Siesta Key Home Pool Hot Tub Near Beach

339, Avenida De Paradisio, Hotel in Siesta Key, United States

5120 Sandy Shore Ave

5120 Sandy Shore Avenue, 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

Beach Life! It Doesn

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

Leona Breeze

369 Avenida Leona, 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

Mandevilla - U

5251 Calle Menorca, Hotel in Siesta Key, United States

776 US$

min. price/night

Crescent Royale Condominiums 400

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

Copacabana

446 Avenida De Mayo, 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

Luxury Beachfront Condo In Siesta Key

5780 Midnight Pass Road, Hotel in Siesta Key, United States

Villa 52N - Aloha Kai Vacation Villas

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

590 US$

min. price/night

Gulf Holiday Unit 12

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

Sunset West - 3360

3360 Higel Ave, Hotel in Siesta Key, United States

Crystal Sands 607

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

Bay Oaks C Ground Floor

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

298 US$

min. price/night

Sea Club II 5955 #8E

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

382 US$

min. price/night

Siestakeyescape- Luxury On-Water House

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

Sundown Sanctuary

4408 Midnight Pass Rd, 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

5525 Shadow Lawn Dr

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

Crescent Royale Condominiums 403

797 Beach Road, Unit 403, Hotel in Siesta Key, United States

366 US$

min. price/night

Siesta Beach House - 310 Come N' Beach It

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

Happy Blue Coconuts

650 Beach Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 1C

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

Villa 54 - Aloha Kai Vacation Villas

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

Anchorage Resort

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

Siesta Key Hideaway At Palm Bay Club Unit #311

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

Villa De Paradisio - 347

347 Avenida De Paradisio, 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

Crescent Royale Condominiums 308

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

Waters Edge - 5049

5049 Higel Avenue, 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

Penthouse Paradise

1308 Old Stickney Point Rd #Wp1, Hotel in Siesta Key, United States

Jamaica Royale 101

5830 Midnight Pass Road, Hotel in Siesta Key, United States

Minorga On The Gulf

5144 Calle Minorga, Hotel in Siesta Key, United States

324 US$

min. price/night

Casa Siesta

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

1174 US$

min. price/night

Seagull Studio - 117B

117 Beach Road, Hotel in Siesta Key, United States

908 US$

min. price/night

Del Norte Retreat

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

Serene Bay Front Condo On Siesta Key - 2 Heated Pools, Pickleball And Tennis, Private Beach Access

1368 Siesta Bayside Drive, Hotel in Siesta Key, United States

The Sun Dial - 827

827 Paradise Way, Hotel in Siesta Key, United States

1101 US$

min. price/night

Crescent Royale Condominiums 7C

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

Las Palmas By Beachside Management

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

Villa 7 - Aloha Kai Vacation Villas

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

Beach Road

665 Beach Road, Hotel in Siesta Key, United States

Villa 52S - Aloha Kai Vacation Villas

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

Crescent Royale Condominiums 408

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

House Of The Sun

5216 Calle De Costa Rica, Hotel in Siesta Key, United States

Blue Lagoon

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

Villa 31 - Aloha Kai Vacation Villas

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

Casita West

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

Vitamin Sea

306 Beach Road, Hotel in Siesta Key, United States

Crescent Royale Condominiums 201

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

Crescent Royale Condominiums 411

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

Banyan Tree Beach House

5024 Higel Ave, Hotel in Siesta Key, United States

Heron Lagoon, Dock, Pool, The Poolside Complex At Siesta Key Bungalows

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

The Lookout

5507 Calle Invierno, Hotel in Siesta Key, United States

2899 US$

min. price/night

Relaxing Siesta Key Condo With Private Beach Access

1374 Siesta Bayside Drive, Hotel in Siesta Key, United States

Bay Oaks E-03

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

Crescent Royale 310

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

Harbor Towers 220

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

Sea Esta

4947 Commonwealth Drive, Hotel in Siesta Key, United States

Crescent Royale Condominiums 415

797 Beach Road, Unit 415, 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

Crescent Royale Condominiums 106

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

283 US$

min. price/night

2Nd Floor Bayfront Siesta Key Condo With Private Beach Access

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

Siesta Sun

559 Beach Rd, Unit A, Us, Hotel in Siesta Key, United States

811 US$

min. price/night

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

Wild Lime Cottage

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

309 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

Beachfront Sarasota Resort Condo: Siesta Key View!

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

359 US$

min. price/night

Midnight Cove II 820F

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

6415 Midnight Pass #210

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

Fiesta Playa By Beachside Management

1027 Crescent St, Hotel in Siesta Key, United States

High Tide

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

2221 US$

min. price/night

Ocean Overlook

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

5941 US$

min. price/night

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

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

Hidden Treasure - 622

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

Keylime Retreat

446 Canal Rd #5, Hotel in Siesta Key, United States

Crescent Arms 101S

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

Peppertree Paradise #507

1055 W Peppertree Dr #507Aa, 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

Excelsior 302

6265 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

Crescent Royale Condominiums 1B

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

Crescent Royale Condominiums 4A

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

Crescent Royale Condominiums 210

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

Anc903 Anchorage Resort

6415 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

Crescent Royale Condominiums 107

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

Villa 29 - Aloha Kai Vacation Villas

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

Paradise Palms

710 Birdsong Lane, Hotel in Siesta Key, United States

Sunrise

1138 Sun N Sea Dr, Hotel in Siesta Key, United States

Bayside Pointe 3 - 1302

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

Luxury Top-Floor Retreat - Siesta Key

1144 Windsong Ln, Hotel in Siesta Key, United States

Siesta Bayside 2Nd Floor Townhome

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

352 US$

min. price/night

Excelsior 401

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

Casa Leone - 3446

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

484 US$

min. price/night

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

305 Canal Rd, Hotel in Siesta Key, United States

Crescent Royale Condominiums 3E

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

Blue Paradise

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

2574 US$

min. price/night

Villa 12 - Aloha Kai Vacation Villas

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

Crescent 204

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

Two Tickets To Paradise

5760 Midnight Pass Road #208D, Hotel in Siesta Key, United States

Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access

1304 Siesta Bayside Drive, Hotel in Siesta Key, United States

456 Canal Rd

456 Canal Road, Hotel in Siesta Key, United States

Honeysuckle - L

5251 Calle Menorca, Hotel in Siesta Key, United States

1171 US$

min. price/night

The Pool House

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

1327 US$

min. price/night

Watch Dolphins From Your Lanai In This Bayfront Siesta Key Condo

1365 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

Siesta Sunset Sanctuary

156 Givens St, 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

Commonwealth Place

565 Commonwealth Place, Hotel in Siesta Key, United States

Crescent Royale Condominiums 409

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

Anchorage Resort 5Th Floor 2 Bedroom Condo With Beach Access 0888

6415 Midnight Pass Road #506, Hotel in Siesta Key, United States

Villa 34 - Aloha Kai Vacation Villas

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

Villa Margarita - 314L

314 Canal Road, Hotel in Siesta Key, United States

Villa 63 - Aloha Kai Vacation Villas

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

Anchorage Resort 3Rd Floor 2 Bedroom Condo South West Balconies 0885

6415 Midnight Pass Road #304, Hotel in Siesta Key, United States

4931 Oxford Drive

4931 Oxford Drive, 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

A Shell House Compound

1108 Windsong Lane, Hotel in Siesta Key, United States

2881 US$

min. price/night

Talk To The Sand

5219 Calle Menorca, Hotel in Siesta Key, United States

Crescent Royale Condominiums 5A

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

Crescent Royale Condominiums 511

797 Beach Road, Unit 511, 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

338 Canal Rd

338 Canal Road, Hotel in Siesta Key, United States

The Big Kahuna

5235-37 Calle Menorca, 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

The Oasis

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

2013 US$

min. price/night

Siesta Beach House - 105

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

Siesta Beach House 203 Sunny Daze

5950 Midnight Pass Road, 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

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

Villa 40 - Aloha Kai Vacation Villas

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

Beach Road - Tropea

665 Beach Road, Hotel in Siesta Key, United States

Beach Way 314

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

Gertrudes Siesta Village Properties - Short Walk To Best Beaches!

5233 Avenida Navarra, Siesta Key, Fl 34242, Usa, 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

Villa 9 - Aloha Kai Vacation Villas

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

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

1144 Windsong Ln, Hotel in Siesta Key, United States

2853 US$

min. price/night

Happy Blue Coconuts - South

652 Beach Road, Hotel in Siesta Key, United States

Crescent 201

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

Crescent Royale Condominiums 6D

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

6415 Midnight Pass #608

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

Private Villa On Siesta Key, Fl

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

Casa Blanca

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

Gulf And Bay - Bayside 1223D

Siesta Key, United States

Miramar

1216 Derby Lane, Hotel in Siesta Key, United States

Bayside Endless Summer - 1239C

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

Sea Spray

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

1599 US$

min. price/night

5125 Oakmont Place

5125 Oakmont Place, Hotel in Siesta Key, United States

Beautiful 3Br Siesta Key Condo - Private Beach Access

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

Bay Oaks E-43

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

Maritime Manor

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

Coastal Charm

313 Avenida Leona, Hotel in Siesta Key, United States

Tropical Retreat

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

5115 Dewey Pl

5115 Dewey Place, Hotel in Siesta Key, United States

Crescent 206

6512 Midnight Pass Road, 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

Crescent Royale Condominiums 305

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

Bimini Breeze

5259 Calle Menorca, Us, Hotel in Siesta Key, United States

861 US$

min. price/night

51 Beach Rd

51 Beach Road, Hotel in Siesta Key, United States

Island House

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

1056 US$

min. price/night

The Mangrove House On Siesta Key

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

Seawinds #201

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

Crescent Royale Condominiums 307

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

Crescent Royale Condominiums 302

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

Casa Playa

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

Siesta Dolce - 3750

3750 La Paloma Ave, Hotel in Siesta Key, United States

520 US$

min. price/night

Crescent 505

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

Crescent Royale Condominiums 311

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

Siesta Sands 411

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

Casa De Mariposa

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

Shore Thing - 185

185 Faubel Street, Hotel in Siesta Key, United States

Crescent Royale Condominiums 2C

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

Villa 22 - Aloha Kai Vacation Villas

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

Villa 36 - 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

Casa De Mayo

601 Avenida De Mayo, 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

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

1389 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

Anchorage Resort 2 Bedroom Condo 2Nd Floor Community Pool 0883

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

Villa 53 - Aloha Kai Vacation Villas

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

Other Places to Stay in Siesta Key

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