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2026-11-03
2026-11-04
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Siesta Key Vacation Rentals

Heated Pool-Short Walk To Beach, Free Trolley Around Siesta Key!

6157 Midnight Pass Road Unit E32, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 102 m² Heated Pool-Short Walk To Beach, Free Trolley Around Siesta Key! apartment, which is 4.9 km from Nora Patterson Bay Island Park and… More

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Jamaica Royale 089

5830 Midnight Pass Rd, Unit 089, Siesta Key, United States Show map

The spacious Jamaica Royale 089 Apartment Siesta Key is located a mere 1.2 km from Siesta Beach Pavillion and an 18-minute walk from Siesta Key Beach. Wi-Fi and a car park are provided for guests'… More

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Our House At The Beach E-302

1055 Beach Rd, Unit E-302, Siesta Key, United States Show map

The 112 m² Our House At The Beach E-302 Siesta Key is located about 6 km from Edson Keith Estate Park and merely a 14-minute walk from St. Boniface Episcopal Church Labyrinth. Guests can benefit from… More

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Our House At The Beach W-302

1001 Beach Rd, Unit W-302, Siesta Key, United States Show map

The spacious 112 m² Our House At The Beach W-302 Siesta Key is just a 6-minute stroll from Siesta Key Beach and can accommodate up to 6 guests. Grand Canal is in the vicinity of the 2-bedroom… More

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Midnight Cove II 423F

1600 Cove II Pl, Unit 423F, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious Midnight Cove II 423F Apartment Siesta Key, which is 2.8 km from Nontando and around 25 minutes' walk from Siesta Key Beach. Wi-Fi is… More

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Gulf And Bay Club- C310

5770 Midnight Pass Rd, Unit C310, Siesta Key, United States Show map

Located just 300 metres from Jamaica Royale, the spacious 2-bedroom Gulf And Bay Club- C310 Apartment Siesta Key accommodates up to 6 guests. The apartment is approximately 5 minutes' drive from St. More

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Midnight Cove II 414F

1600 Cove II Place, Unit 414, Siesta Key, United States Show map

The spacious 84 m² Midnight Cove II 414F Apartment Siesta Key boasts a prime location about a 5-minute ride from Crescent Arms. Providing a golf course and a dining table, the 2-bedroom apartment is… More

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Harbor Towers 121

5855 Midnight Pass Road #121, Siesta Key, United States Show map

Located about a 5-minute stroll from Jamaica Royale, the spacious 107 m² Harbor Towers 121 Apartment Siesta Key accommodates up to 6 guests. The 2-bedroom apartment enjoys a prime location, within a… More

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Siesta Royale 03

6334 Midnight Pass Rd, #03, Siesta Key, United States Show map

The 58 m² Siesta Royale 03 Apartment Siesta Key is located only 500 metres from Green Turtle Shell & Gift City and offers Wi-Fi for either business or leisure. Guests can reach the centre of Siesta… More

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Gulf And Bay Club- C207

5770 Midnight Pass Rd, Unit C207, Siesta Key, United States Show map

Situated just 450 metres from Siesta Key, the spacious 125 m² Gulf And Bay Club- C207 Apartment Siesta Key offers a Jacuzzi for up to 6 guests. Boasting a prime location within 5 minutes' walk of… More

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Jamaica Royale 605

5830 Midnight Pass Rd, Unit 605, Siesta Key, United States Show map

Jamaica Royale 605 Apartment Siesta Key features a beachfront location a 17-minute walk from Siesta Beach Pavillion and hosts up to 6 guests. Wi-Fi and a car park are also available at this apartment. More

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Harbor Towers 302

5855 Midnight Pass Road #302, Siesta Key, United States Show map

Harbor Towers 302 Apartment Siesta Key is located a mere 1.3 km from the shaped Crescent Beach and a 19-minute walk from Siesta Key Beach. Wi-Fi and parking are also available at this spacious 108 m²… More

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Blue Ocean Suites By Beachside Management

632 Calle Del Otono, Siesta Key, United States Show map

Blue Ocean Suites By Beachside Management Siesta Key is located 3.3 km from Shell Beach and about a 20-minute walk from Siesta Key Beach Access 2. Wi-Fi and parking are also available at the… More

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2 Bed 2 Bath Condo! 14 Mile To #1 Siesta Beach Ground Floor With Garden View

5637 Midnight Pass Road #1019, Siesta Key, United States Show map

Featuring a prime location, the spacious 2 Bed 2 Bath Condo! 14 Mile To #1 Siesta Beach Ground Floor With Garden View Siesta Key offers views of the garden, about 25 minutes' walk from Escape Room… More

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Gulf And Bay Club- E204

5750 Midnight Pass Rd, Unit E204, Siesta Key, United States Show map

Gulf And Bay Club- E204 Apartment Siesta Key is located around a 20-minute walk from Siesta Key Village and about 4 km from Big Sarasota Pass. Boasting a prime location, within reach of Jamaica… More

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Midnight Cove II 533F

1500 Cove II Place, Unit 533F, Siesta Key, United States Show map

The spacious Midnight Cove II 533F Apartment Siesta Key is located about 2 km from Siesta Beach Pavillion and about a 25-minute walk from Siesta Key Beach. While staying in the apartment, guests can… More

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Midnight Cove II 912C

1100 Cove II Place, Unit 912C, Siesta Key, United States Show map

Located a mere 9 minutes' stroll from Siesta Key Marina, the spacious 130 m² Midnight Cove II 912C Apartment Siesta Key accommodates up to 6 guests. Enjoying a convenient setting, the 2-bedroom… More

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Jamaica Royale 602

5830 Midnight Pass Rd, Unit 602, Siesta Key, United States Show map

The spacious Jamaica Royale 602 Apartment Siesta Key is a 7-minute walk from Jamaica Royale and can accommodate up to 6 guests. Featuring spa therapy and a golf course, this apartment has an area of… More

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Gulf And Bay Club- B308

5780 Midnight Pass Rd, Unit B308, Siesta Key, United States Show map

Located around 5 minutes on foot from Jamaica Royale, the spacious 126 m² Gulf And Bay Club- B308 Apartment Siesta Key accommodates up to 4 guests. The 2-bedroom apartment enjoys a convenient… More

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Midnight Cove II 810F

1200 Cove II Place, Unit 810F, Siesta Key, United States Show map

The 84 m² Midnight Cove II 810F Apartment Siesta Key features a convenient location only a 10-minute walk from Christopher Wheeler Park and hosts up to 6 guests. Wi-Fi and a car park are also… More

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Jamaica Royale 081

5830 Midnight Pass Rd, Unit 081, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 2-bedroom Jamaica Royale 081 Apartment Siesta Key, which is 19 minutes' walk from the shaped Crescent Beach and approximately 7 km from the upscale… More

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Harbor Towers 722

5855 Midnight Pass Road #722, Siesta Key, United States Show map

The 1-bedroom Harbor Towers 722 Apartment Siesta Key is also located approximately a 5-minute walk from Jamaica Royale. This 113 m² apartment features Wi-Fi, along with parking for guests travelling… More

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Harbor Towers 530

5855 Midnight Pass Road #530, Siesta Key, United States Show map

Situated about 25 minutes' walk from Siesta Key Beach Access 7, the spacious 1-bedroom Harbor Towers 530 Apartment Siesta Key provides guests with Wi-Fi for either business or leisure. Various sport… More

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Jamaica Royale 603

5830 Midnight Pass Rd, Unit 603, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Jamaica Royale 603 Apartment Siesta Key, which is just 1.5 km from Siesta Key Beach and approximately 15 minutes' drive from Edson… More

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Gulf & Bay Club By Beachside Management

5730 Midnight Pass Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 2-room Gulf & Bay Club By Beachside Management Siesta Key apartment, which is around a 10-minute ride from Escape Room Sarasota and just 1.9 km from… More

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Jamaica Royale 076

5830 Midnight Pass Rd, Unit 076, Siesta Key, United States Show map

Located 7 minutes' walk from Jamaica Royale, the spacious Jamaica Royale 076 Apartment Siesta Key accommodates up to 6 guests. Wi-Fi and parking are also available at the apartment. More

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Jamaica Royale 082

5830 Midnight Pass Rd, Unit 082, Siesta Key, United States Show map

The spacious Jamaica Royale 082 Apartment Siesta Key features a prime location an 18-minute walk from Siesta Key Beach and hosts up to 6 guests. Wi-Fi and parking are also available at this apartment. More

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Siesta Royale 17

6334 Midnight Pass Rd, #17, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the 1-bedroom Siesta Royale 17 Apartment Siesta Key, which is 4.2 km from Turtle Beach and approximately 25 minutes' walk from Nontando. Guests can use… More

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Spacious 1 Br1 Bath, Renovated Ground Floor Unit, 03 Mile To Siesta Beach

5631 Midnight Pass Road #1003, Siesta Key, United States Show map

Spacious 1 Br1 Bath, Renovated Ground Floor Unit, 03 Mile To Siesta Beach Siesta Key apartment is located 5 minutes' walk from Siesta Key and looks out onto the pool. Wi-Fi is available for guests'… More

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Sole Retreat

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

The 102 m² Sole Retreat Apartment Siesta Key is located around a 25-minute walk from Bay Island and 3.2 km from Sarasota Square. Providing a Jacuzzi and a sauna, this 2-bedroom apartment ensures a… More

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Gulf And Bay Club- E108

5750 Midnight Pass Rd, Unit E108, Siesta Key, United States Show map

Gulf And Bay Club- E108 Apartment Siesta Key is located about 10 minutes by car from Siesta Key Beach Access 7 and 4.3 km from Bay Island. Boasting a prime location, within a few blocks of Jamaica… More

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Jamaica Royale 022

5830 Midnight Pass Rd, Unit 022, Siesta Key, United States Show map

The 1-bedroom Jamaica Royale 022 Apartment Siesta Key enjoys a convenient location only a 7-minute walk from Jamaica Royale. At this spacious apartment, Wi-Fi and a car park are also provided. More

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