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2026-11-03
2026-11-04
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Beach hotels in Siesta Key

Gulf And Bay Club- C503

5770 Midnight Pass Rd, Unit C503, Siesta Key, United States Show map

The 2-bedroom Gulf And Bay Club- C503 Apartment Siesta Key is also located approximately a 5-minute walk from Jamaica Royale. 4.1 km from Nora Patterson Bay Island Park, this 138 m² apartment for 6… More

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Crescent Arms 101S

6312 Midnight Pass Road, Siesta Key, United States Show map

The 2-bedroom Crescent Arms 101S Villa Siesta Key is nestled about a 5-minute walk from Crescent Arms and can accommodate up to 6 guests. Located 2.6 km from Siesta Key Drum Circle, this 2-bathroom… More

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Gulf And Bay Club- C305

5770 Midnight Pass Rd, Unit C305, Siesta Key, United States Show map

The 124 m² Gulf And Bay Club- C305 Apartment Siesta Key is located in Siesta Key, around a 20-minute walk from Crescent Arms, and boasts a Jacuzzi. Wi-Fi and a car park are also available at this 2… More

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Jamaica Royale Ph1

5830 Midnight Pass Rd, Unit Ph 1, Siesta Key, United States Show map

The spacious Jamaica Royale Ph1 Apartment Siesta Key features a prime location a 20-minute walk from Siesta Key Village and hosts up to 6 guests. Wi-Fi and parking are also available at this… More

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Gulf And Bay Club- B508

5780 Midnight Pass Rd, Unit B508, Siesta Key, United States Show map

The 2-bedroom Gulf And Bay Club- B508 Apartment Siesta Key is a mere 14 minutes' walk from Siesta Beach Pavillion. Boasting a convenient location, right around the corner from Jamaica Royale, the 124… More

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Peppertree Paradise #507

1055 W Peppertree Dr #507Aa, Siesta Key, United States Show map

The spacious Peppertree Paradise #507 Siesta Key apartment is located 950 metres from Jamaica Royale and 25 minutes' walk from Siesta Key Drum Circle. Wi-Fi and parking are provided for guests'… More

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Siesta Sands 512

1001 Point Of Rocks Rd, #512, Siesta Key, United States Show map

Nestled around 4 km from Grand Canal, the 2-bedroom Siesta Sands 512 Siesta Key villa is boasting a patio and barbecue for guests' enjoyment. Located within a 10-minute drive of Siesta Key Drum… More

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Jamaica Royale 001

5830 Midnight Pass Rd, Unit 001, Siesta Key, United States Show map

The spacious 1-bedroom Jamaica Royale 001 Apartment Siesta Key is only 600 metres from Jamaica Royale and can accommodate up to 4 guests. Siesta Key Marina is a short way from the apartment, and… More

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Jamaica Royale 012

5830 Midnight Pass Rd, Unit 012, Siesta Key, United States Show map

The spacious Jamaica Royale 012 Apartment Siesta Key features a prime location a 17-minute walk from Siesta Key Drum Circle and hosts up to 6 guests. At this apartment, Wi-Fi and parking are also… More

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Imperial Sunsets On Siesta

4822 Ocean Blvd, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Imperial Sunsets On Siesta Apartment Siesta Key, which is 3.4 km from Coolidge Park and within 10 minutes' drive of Lido Key Sandy… More

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Midnight Cove II 111F

1900 Cove II Place, Unit 111F, Siesta Key, United States Show map

The spacious 2-bedroom Midnight Cove II 111F Apartment Siesta Key lies in a prime location in Siesta Key, merely 6 minutes' walk from Siesta Harbour Condominium Apt Harbor. This 84 m² apartment has a… More

From US$ 231 Book Now

Crabby Bungalow - 1136-1

1136A Seaside Drive, Siesta Key, United States Show map

The 2-bedroom Crabby Bungalow - 1136-1 Siesta Key accommodates up to 6 guests and offers proximity to Siesta Key Marina, located only an 8-minute walk away. More

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Peacock Villa - 5540 E

5540 Calle Del Invierno, Siesta Key, United States Show map

Up to 8 guests can stay at the 3-bedroom Peacock Villa - 5540 E Siesta Key and enjoy Public Beach Access 10, located around 5 minutes' walk away. This villa features opportunities for snorkelling… More

From US$ 728 Book Now

Excelsior 302

6265 Midnight Pass Road, Siesta Key, United States Show map

The 2-bedroom Excelsior 302 Villa Siesta Key offers easy access to such tourist spots as Siesta Harbour Condominium Apt Harbor, located only a 5-minute walk away. This Siesta Key holiday home… More

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New Listing! Village Breeze III - Heated Pool, Private Patio, Village And Beach!

5136 Calle Minorga, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 2-bedroom Village Breeze III - Heated Pool, Private Patio, Village And Beach! Siesta Key apartment, which is 3.7 km from Crescent Arms and nearly a… More

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The Abalone

1032-34 Point Of Rocks Road, Siesta Key, United States Show map

The 8-bedroom The Abalone Villa Siesta Key hosts up to 24 guests and provides proximity to Siesta Key Marina, situated merely 7 minutes' stroll away. The Siesta Key holiday home boasts an aqua park… More

From US$ 3994 Book Now

Harbor Towers 105

5855 Midnight Pass Road #105, Siesta Key, United States Show map

The spacious Harbor Towers 105 Apartment Siesta Key is within 500 metres of Jamaica Royale and can accommodate up to 7 guests. Wi-Fi and a car park are also available at this apartment. More

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Siesta Time

5353 Shadow Lawn Drive, Siesta Key, United States Show map

Staying at Siesta Time Villa Siesta Key, guests can easily reach Big Sarasota Pass, located approximately 3 km away. More

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Midnight Cove II 424D

1600 Cove II Place, Unit 424D, Siesta Key, United States Show map

The spacious Midnight Cove II 424D Apartment Siesta Key is within 400 metres of Crescent Arms and can accommodate up to 6 guests. Wi-Fi and parking are also available at this apartment. More

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Siesta Royale 24

6334 Midnight Pass Rd, #24, Siesta Key, United States Show map

The 1-bedroom Siesta Royale 24 Villa Siesta Key offers proximity to such city sites as Siesta Harbour Condominium Apt Harbor, located only a 5-minute walk away. More

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Siesta Royale 45

6334 Midnight Pass Rd, #45, Siesta Key, United States Show map

Staying at the 1-bedroom Siesta Royale 45 Villa Siesta Key, guests can easily reach Siesta Key Beach, located nearly a 25-minute walk away. The Siesta Key villa is suitable for up to 4 guests and… More

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Palm Island Paradise

311 Island Circle, Siesta Key, United States Show map

The 4-bedroom Palm Island Paradise Siesta Key villa is located around a 10-minute walk from Public Beach Access 10 and welcomes its guests to enjoy lawn tennis. This property hosts up to 10 guests… More

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Crescent Royale Condominiums 1B

777 Beach Road Unit 1B, Siesta Key, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Crescent Royale Condominiums 1B Siesta Key villa is located merely 6 minutes' walk from Siesta Key Beach and is ideal for up to 4 guests. The property… More

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Jamaica Royale 701

5830 Midnight Pass Rd, Unit 701, Siesta Key, United States Show map

The 2-bedroom Jamaica Royale 701 Apartment Siesta Key features a prime location approximately 20 minutes' walk from Crescent Arms and hosts up to 4 guests. This spacious apartment is situated not far… More

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Sunset Royale - 112

711 Beach Rd, Unit 112, Siesta Key, United States Show map

Featuring a convenient location approximately 5 minutes' walk from Public Beach Access 10, the spacious 2-bedroom Sunset Royale - 112 Apartment Siesta Key accommodates up to 4 guests. This 86 m²… More

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Crescent Royale Condominiums 210

757 Beach Road, Unit 210, Siesta Key, United States Show map

Located merely a 6-minute stroll from Siesta Key Drum Circle, the 2-bedroom Crescent Royale Condominiums 210 Siesta Key villa provides an outdoor swimming pool as well as windsurfing, snorkelling… More

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Siesta Royale 20

6334 Midnight Pass Rd, #20, Siesta Key, United States Show map

Up to 6 guests can stay at the 1-bedroom Siesta Royale 20 Villa Siesta Key and enjoy Green Turtle Shell & Gift City, located just 6 minutes' walk away. Providing guests with Wi-Fi and private parking… More

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Gulf And Bay Club- C609

5770 Midnight Pass Rd, Unit C609, Siesta Key, United States Show map

The spacious Gulf And Bay Club- C609 Apartment Siesta Key enjoys a prime location just a 5-minute walk from Jamaica Royale. Boasting a Jacuzzi, the apartment, suitable for 6 guests, is 2.9 km from… More

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Crescent Royale Condominiums 107

797 Beach Road, Unit 107, Siesta Key, United States Show map

Offering a heated pool, the 2-bedroom Crescent Royale Condominiums 107 Siesta Key villa is located approximately a 5-minute walk from Siesta Key Beach and is ideal for up to 6 guests. This… More

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Gulf And Bay Club- E701

5750 Midnight Pass Rd, Unit E701, Siesta Key, United States Show map

The spacious Gulf And Bay Club- E701 Apartment Siesta Key is located in Siesta Key, 25 minutes' walk from Crescent Arms, and pampers guests with a Jacuzzi. Wi-Fi and a car park are also available at… More

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Aloha Kai Villa 29 - Your Dose Of Vitamin Sea W&D

6020 Midnight Pass Rd, Siesta Key, United States Show map

Featuring an outdoor swimming pool, Aloha Kai Villa 29 - Your Dose Of Vitamin Sea W&D Siesta Key is suitable for up to 4 people and is located a 25-minute walk from Siesta Key Beach. Providing guests… More

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Bayside Pointe 3 - 1302

1302 Siesta Bayside Drive, Siesta Key, United States Show map

The 2-bedroom Bayside Pointe 3 - 1302 Villa Siesta Key offers proximity to such city sites as Siesta Key, located only a 6-minute walk away. Providing guests with Wi-Fi and parking, this Siesta Key… More

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New Listing! Onyx Penthouse - Siesta Key Vacation Rental

1144 Windsong Ln, Siesta Key, United States Show map

Offering a heated pool, the 3-bedroom New Listing! Onyx Penthouse - Siesta Key Vacation Rental villa is located just 550 metres from Jamaica Royale and is ideal for up to 10 guests. This Siesta Key… More

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Villa B08 - Key To Paradise | Free Cancellation

6154 Midnight Pass Rd, #B08, Siesta Key, United States Show map

Situated about 25 minutes' walk from Siesta Key Drum Circle, the 2-bedroom Villa B08 - Key To Paradise | Free Cancellation* Siesta Key entices guests to explore various tourist attractions in the… More

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Jamaica Royale 008

5830 Midnight Pass Rd, Unit 008, Siesta Key, United States Show map

Located a mere 7 minutes' stroll from Jamaica Royale, the 1-bedroom Jamaica Royale 008 Apartment Siesta Key accommodates up to 2 guests. Enjoying a prime setting, the apartment lies 2.4 km from… More

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Siesta Bayside Condo 3 Bedroom

1334 Siesta Bayside Dr, Siesta Key, United States Show map

Offering a swimming pool, the 3-bedroom Siesta Bayside Condo 3 Bedroom Siesta Key villa is located nearly 5 minutes' walk from Jamaica Royale and is ideal for up to 8 guests. This Siesta Key holiday… More

From US$ 352 Book Now

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

305 Canal Rd, Siesta Key, United States Show map

The 2-bedroom High Tide - Pool, Grill, Pet Friendly, Located In The Heart Of Sk! Villa Siesta Key offers easy access to such tourist spots as Siesta Key Craft Festival Museum, located a mere 5… More

From US$ 287 Book Now

Villa C08 - Escape To Sun, Sand & Serenity | Free Cancellation

6154 Midnight Pass Rd, C08, Siesta Key, United States Show map

The 2-bedroom Villa C08 - Escape To Sun, Sand & Serenity | Free Cancellation* Siesta Key hosts up to 5 guests and provides proximity to the shaped Crescent Beach, situated merely 0.7 km away. More

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Casa Mar - 03 Your Slice Of Siesta Key Paradise

6006 Midnight Pass Rd, 03, Siesta Key, United States Show map

The 1-bedroom Casa Mar Villa Siesta Key hosts up to 4 guests and provides proximity to Jamaica Royale, situated a mere 8 minutes' walk away. Located merely 1.4 km from Siesta Beach Pavillion, this 1… More

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Siesta Sands 208

1001 Point Of Rocks Rd, #208, Siesta Key, United States Show map

Situated just 0.9 km from Green Turtle Shell & Gift City, the 1-bedroom Siesta Sands 208 Siesta Key villa provides access to numerous tourist attractions in the area. More

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The Siesta Waterfront Estate

5440 Azure Way, Siesta Key, United States Show map

Featuring a swimming pool for guests' relaxation, The Siesta Waterfront Estate Villa Siesta Key is located just 0.8 km from Siesta Key Beach. More

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Blue Paradise

5234 Avenida Navarra, Us, Siesta Key, United States Show map

Located just 550 metres from Siesta Key Beach Access 2, the 6-bedroom Blue Paradise Siesta Key villa is suitable for 18 guests and offers a Jacuzzi to relax in. This Siesta Key holiday home is about… More

From US$ 2574 Book Now

Aloha Kai Villa 12 - Welcome To Your Island Dream

6020 Midnight Pass Rd, Siesta Key, United States Show map

Located only a 9-minute walk from Crescent Arms, the 1-bedroom Aloha Kai Villa 12 - Welcome To Your Island Dream Siesta Key boasts an outdoor swimming pool and can accommodate up to 4. Providing… More

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Crescent 204

6512 Midnight Pass Road, Siesta Key, United States Show map

The 3-bedroom Crescent 204 Villa Siesta Key is located around a 25-minute walk from Jamaica Royale and provides a swimming pool, ensuring a relaxing stay. This 2-bathroom villa hosts up to 6 guests… More

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Harbor Towers 415

5855 Midnight Pass Road #415, Siesta Key, United States Show map

Situated around a 25-minute walk from Siesta Key Marina, the 98 m² Harbor Towers 415 Apartment Siesta Key can host up to 6 guests in Siesta Key. At this 2-bedroom apartment, Wi-Fi and parking are… More

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Jamaica Royale 097

5830 Midnight Pass Rd, Unit 097, Siesta Key, United States Show map

Jamaica Royale 097 Apartment Siesta Key is located 2.8 km from Siesta Key Beach Access 2 and around a 15-minute walk from Siesta Beach Pavillion. Wi-Fi and parking are also available at this 2… More

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Jamaica Royale 096

5830 Midnight Pass Rd, Unit 096, Siesta Key, United States Show map

The 1-bedroom Jamaica Royale 096 Apartment Siesta Key boasts a convenient setting and in around a 5-minute walk from Jamaica Royale. At this 86 m² apartment, Wi-Fi and parking are also provided. More

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456 Canal Rd

456 Canal Road, Siesta Key, United States Show map

The 5-bedroom 456 Canal Rd Siesta Key villa offers proximity to such city sites as Sarasota Beach, located only a 5-minute walk away. The Siesta Key holiday home features an outdoor swimming pool and… More

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Harbor Towers 319

5855 Midnight Pass Road #319, Siesta Key, United States Show map

The spacious 130 m² Harbor Towers 319 Apartment Siesta Key is just 5 minutes on foot from Jamaica Royale and can accommodate up to 6 guests. Bay Island is 4.3 km from the 3-bedroom apartment, and… More

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Harbor Towers 326

5855 Midnight Pass Road #326, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Harbor Towers 326 Apartment Siesta Key, which is just 1.5 km from Siesta Key Beach and about 10 minutes by car from Grand Canal. More

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