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2026-08-16
2026-08-17
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Pet-friendly hotels in Siesta Key

Sunrise

1138 Sun N Sea Dr, Siesta Key, United States Show map

Situated just 5 minutes' stroll from Green Turtle Shell & Gift City, Sunrise Villa Siesta Key offers opportunities for fishing in the area. Featuring a hot tub, the accommodation is nestled 2.6 km… More

From US$ 344 Book Now

Sea Esta

5319 Calle De La Siesta, Siesta Key, United States Show map

The 3-bedroom Sea Esta Villa Siesta Key is located around 25 minutes on foot from the Jamaica Royale and allows guests to enjoy canoeing. The Siesta Key holiday home can host up to 10 guests and… More

From US$ 685 Book Now

Lantana - 5251A

5251 Calle Menorca, Siesta Key, United States Show map

The 2-bedroom Lantana - 5251A Villa Siesta Key is located around a 25-minute walk from the Jamaica Royale and provides snorkelling, horseback riding, and fishing for active guests. Offering horse… More

From US$ 653 Book Now

Island Escape - 638

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

The 4-bedroom Island Escape - 638 Villa Siesta Key accommodates up to 12 guests and offers proximity to the Siesta Key Beach Access 7, located merely 350 metres away. This Siesta Key holiday home… More

From US$ 3062 Book Now

Oceanview, In Village, 20-Steps To Path Of Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards!

603 Beach Rd #2, Siesta Key, Florida 34242, Usa, Siesta Key, United States Show map

The spacious 93 m² Oceanview, In Village, 20-Steps To Path Of Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards! Siesta Key apartment is a good choice for accommodating up to 10 guests, offering a… More

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The Conch

1036-38 Point Of Rocks Road, Siesta Key, United States Show map

The Conch Villa Siesta Key is located merely a 7-minute walk from the Siesta Key Marina and invites guests to enjoy horse riding tours. This 8-bedroom villa features opportunities for snorkelling… More

From US$ 1155 Book Now

Casa Van Lopik Jardin- Tiki-Bar, Balcony, Tropical Patio, 250 Steps To Beach And Village!

362 Canal Rd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Located a mere 6 minutes' walk from the co-op Gallery on Siesta Key, the 3-bedroom Casa Van Lopik Jardin- Tiki-Bar, Balcony, Tropical Patio, 250 Steps To Beach And Village! Siesta Key offers quick… More

From US$ 1185 Book Now

Island Time West

353 Calle Miramar, Us, Siesta Key, United States Show map

Island Time West Villa Siesta Key is situated approximately 5 minutes on foot from the Sarasota Beach and offers guests to relax with a Jacuzzi. Located 4.5 km from Lido Key Sandy Beach, the Siesta… More

From US$ 472 Book Now

The Village Breeze II - White-Sand, Pool, Beaches, Daiquiris, Seafood!

5120 Calle Minorga, Siesta Key, United States Show map

The 2-room The Village Breeze II - White-Sand, Pool, Beaches, Daiquiris, Seafood! Siesta Key apartment is a good choice for accommodating up to 7 guests, offering a prime setting only 1.8 km from the… More

From US$ 722 Book Now

100 Steps To Beach Access - 5 Minute Walk To The Village - Private Porch

5316 Calle De La Siesta #2, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Up to 4 guests can stay at 100 Steps To Beach Access - 5 Minute Walk To The Village - Private Porch Siesta Key villa and enjoy the Siesta Key Beach Access 7, located about 5 minutes' walk away. More

From US$ 738 Book Now

The 19Th Hole

459 Beach Road, Unit A, Siesta Key, United States Show map

The 1-bedroom The 19Th Hole Villa Siesta Key hosts up to 14 guests and provides proximity to the Siesta Key Beach Access 7, situated only 250 metres away. Providing guests with Wi-Fi and private car… More

From US$ 2443 Book Now

The Solaster

6920 Midnight Pass Rd., Siesta Key, United States Show map

The Solaster Siesta Key villa is located merely a 7-minute walk from the Siesta Key Marina and invites guests to enjoy horse riding tours. This 6-bedroom holiday home features opportunities for… More

From US$ 980 Book Now

Sandy Cabana - 1104N

1104 Crescent St, Siesta Key, United States Show map

During the stay at Sandy Cabana - 1104N Siesta Key, guests can indulge in snorkelling, horseback riding, and fishing or visit the shaped Crescent Beach, located a 17-minute walk away. Offering horse… More

From US$ 529 Book Now

One-Of-A-Kind! Pool, Terraces, Ocean-View Rooftop, In Siesta Village At Best Beach!

113 Columbus Blvd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Featuring a prime location a 5-minute walk from the co-op Gallery on Siesta Key, the spacious One-Of-A-Kind! Pool, Terraces, Ocean-View Rooftop, In Siesta Village At Best Beach! Siesta Key apartment… More

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Toes In The Water - Pool Home On Siesta Key

5511 Avenida Del Mare, Siesta Key, United States Show map

1-bedroom Toes In The Water - Pool Home On Siesta Key offers easy access to such tourist spots as the Public Beach Access 10, located nearly a 5-minute walk away. Offering guided snorkelling trips… More

From US$ 339 Book Now

Gertrude'S Village House - In The Top Location!

5233 Avenida Navarra, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 93 m² Gertrude'S Village House - In The Top Location! Siesta Key, which is only 350 metres from the Siesta Key Beach Access 7 and within a 6… More

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Sandy Seahorse Cottage

1104-1106 Crescent St, Siesta Key, United States Show map

Located a mere 7 minutes' stroll from the Siesta Key Marina, the 6-bedroom Sandy Seahorse Cottage Siesta Key provides a private swimming pool as well as snorkelling, horseback riding, and fishing to… More

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Mimosa - 5251B

5251 Calle Menorca, Siesta Key, United States Show map

Situated about 5 minutes' walk from the Siesta Key Beach Access 7, the 1-bedroom Mimosa - 5251B Villa Siesta Key offers easy access to numerous tourist spots in the area. Providing guests with Wi-Fi… More

From US$ 145 Book Now

La Contento Casa - 5560

5560 Contento Dr, Siesta Key, United States Show map

Offering a private swimming pool, the 3-bedroom La Contento Casa - 5560 Siesta Key is situated only 5 minutes' walk from the Siesta Key Village and can accommodate up to 8 guests. This villa features… More

From US$ 292 Book Now

Sunset Splash

95 Avenida Messina, Us, Siesta Key, United States Show map

Situated just 550 m from the co-op Gallery on Siesta Key, the 8-bedroom Sunset Splash Siesta Key villa provides access to numerous tourist attractions in the area. More

From US$ 2315 Book Now

All-New, Walk To Beach & Village, Private And Cozy

417 Beach Road 17, Siesta Key, United States Show map

Located just a 6-minute walk from the Seaside Vacation Villas, the 56 m² All-New, Walk To Beach & Village, Private And Cozy Siesta Key apartment gives quick access to various tourist spots in the… More

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Casa Antilles - 1036L

1036 Point Of Rocks Road, Siesta Key, United States Show map

During the stay at Casa Antilles - 1036L Siesta Key, guests can indulge in snorkelling, horse riding, and ping pong or visit the Siesta Beach Pavillion, located 2.8 km away. Offering horse riding… More

From US$ 721 Book Now

Casita Morning Star - 6920

6920 Midnight Pass Rd., Siesta Key, United States Show map

Offering a private pool, the 2-bedroom Casita Morning Star - 6920 Villa Siesta Key is situated just 500 m from the Siesta Key Marina and can accommodate up to 10 guests. This 3-bathroom villa… More

From US$ 422 Book Now

Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 3Bdr

5239 Calle Menorca #1, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

The 3-bedroom Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 3Bdr villa is located 3.1 km from the friendly Edson Keith Estate Park and provides a foot bath. More

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1010 Point Of Rock

1010 Point Of Rocks Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 111 m² 1010 Point Of Rock Apartment Siesta Key, which is just 1.2 km from the Siesta Key Marina and about a 10-minute drive from the Siesta… More

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Villa Champagne - 5322

5322 Avenida Del Mare, Siesta Key, United States Show map

Up to 8 guests can stay at the 4-bedroom Villa Champagne - 5322 Siesta Key and enjoy the Siesta Key Beach Access 7, located approximately 5 minutes' walk away. This villa features opportunities for… More

From US$ 1255 Book Now

Sunshine On Siesta

1138 Sun N Sea Dr, Siesta Key, United States Show map

Situated only 5 minutes on foot from Green Turtle Shell & Gift City, the 4-bedroom Sunshine On Siesta Villa Siesta Key offers opportunities for fishing in the area. Hosting up to 12 guests, the… More

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Casa Mahalo - 5235U

5235 Calle Menorca, Siesta Key, United States Show map

During the stay at Casa Mahalo - 5235U Villa Siesta Key, guests can indulge in snorkelling, horse riding, and ping pong or visit the Siesta Key Marina, located 3.8 km away. Offering horse riding… More

From US$ 2590 Book Now

Oceanside! Free Bikes & Paddle-Boards, In Village!

603 Beach Road, Siesta Key, Florida 34242, United States, Siesta Key, United States Show map

The 1-room Oceanside! Free Bikes & Paddle-Boards, In Village! Siesta Key apartment features a prime location nearly 25 minutes' walk from the shaped Crescent Beach and hosts up to 4 guests. Situated… More

From US$ 385 Book Now

Siestakeyescape- Luxury On-Water House

1201 Big Oak Lane, Siesta Key, United States Show map

Featuring a private swimming pool, Siestakeyescape- Luxury On-Water House Villa Siesta Key is located just 6 minutes' walk from Siesta Harbour Condominium and is suitable for up to 10 guests. More

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Elevated Perspective

413 Beach Road, Siesta Key, United States Show map

The 6-bedroom Elevated Perspective Villa Siesta Key is located around 15 minutes' walk from the Siesta Key Drum Circle and provides ping-pong and fishing for active guests. Offering a Jacuzzi, this… More

From US$ 3738 Book Now

Sea La Vie

5321 Calle De La Siesta, Siesta Key, United States Show map

Situated nearly a 5-minute walk from the Siesta Key Beach Access 7, the 3-bedroom Sea La Vie Villa Siesta Key offers easy access to numerous tourist spots in the area. Suitable for up to 10 guests… More

From US$ 653 Book Now

Jellyfish Unit, Walk To Beach & Siesta Key Village, Pet-Friendly

527 Beach Road, Siesta Key, United States Show map

Offering a hot tub for a relaxing experience, Jellyfish Unit, Walk To Beach & Siesta Key Village, Pet-Friendly villa is located 13 minutes' walk from the Siesta Beach Pavillion. Providing guests with… More

From US$ 568 Book Now

Walk To Siesta Key Beach-Remote Worker Friendly -High Speed Wifi- Bikes Included -Private Fenced In -Close To Restaurants, Coffee Houses & Shops - Paisleys Keep It Simple Casita

5346 Calle Florida, Suite B, Siesta Key, Fl 34242, Siesta Key, United States Show map

The 14 m² Walk To Siesta Key Beach-Remote Worker Friendly -High Speed Wifi- Bikes Included -Private Fenced In -Close To Restaurants, Coffee Houses & Shops - Paisleys Keep It Simple Casita apartment… More

From US$ 174 Book Now

New Listing! Spacious, 100 Percent Private, Near The Siesta Key Beach And Village!

5156 Siesta Woods Drive, Siesta Key, United States Show map

4-bedroom New Listing! Spacious, 100 Percent Private, Near The Siesta Key Beach And Village! villa entices guests to enjoy windsurfing, snorkelling, and diving and offers proximity to the Grand Canal… More

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Endless Horizon

150 Givens, Siesta Key, United States Show map

Situated 2.8 km from the Diverse South Lido County Waterfront Park, the 5-bedroom Endless Horizon Villa Siesta Key is suitable for 12 guests and provides a swimming pool for additional relaxation. More

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White Sands Walk To Siesta Beach

Siesta Key, United States Show map

Located within 25 minutes' walk of the Siesta Key Beach Access 7, the 1-bedroom White Sands Walk To Siesta Beach Siesta Key villa provides access to various tourist attractions in the vicinity. This… More

From US$ 137 Book Now

Golden Springs Estate

1142 Windsong Lane, Siesta Key, United States Show map

Featuring horse riding tours to make your visit more entertaining, Golden Springs Estate Villa Siesta Key is 25 minutes' walk from the Siesta Key Village. Guests can enjoy horseback riding, cycling… More

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Sandbar Social

64 Avenida Veneccia, Siesta Key, United States Show map

The 7-bedroom Sandbar Social Siesta Key villa is situated 450 m from Beach Club, featuring such comforts as Wi-Fi and a car park. Offering a hot tub, the property is 4.8 km from Sarasota Square. More

From US$ 2890 Book Now

Gertrude

6905 Point Of Rocks Road, Siesta Key, United States Show map

The spacious Gertrude Apartment Siesta Key is located 3.8 km from the Sarasota Beach and a 10-minute drive from the Red Bug Slough Preserve. This apartment capacity is based on up to 18 guests. More

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

1020 Sun And Sea Dr #206B, Siesta Key, United States Show map

Located merely 7 minutes' stroll from the Siesta Key Marina, the 4-bedroom Two Units! Pool, Jacuzzi, Sunsets, Bars, Snorkeling & Paddling. 1-Min To Path Of Siesta Beach! Siesta Key villa provides an… More

From US$ 1870 Book Now

The Windward House

5022 Windward Avenue, Siesta Key, United States Show map

During the stay at The Windward House Villa Siesta Key, guests can indulge in diving, cycling, and fishing or visit the Siesta Key Marina, located 4 km away. Offering horse riding tours, the 3… More

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Serving Sunset

1140 Windsong Lane, Unit B, Siesta Key, United States Show map

Situated only 550 metres from the Jamaica Royale, the 5-bedroom Serving Sunset Siesta Key villa can host up to 14 guests and offers a Jacuzzi, ensuring a relaxing stay. Featuring an outdoor swimming… More

From US$ 3047 Book Now

Gulfside Green Estate

459 Beach Road, Siesta Key, United States Show map

Gulfside Green Estate Siesta Key villa, located nearly a 5-minute walk from the Sarasota Beach, can host up to 28 guests. The accommodation features opportunities for horse riding, cycling, and… More

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Home On Key With Pool, Hot Tub, Putting Green, Arcade Games, Bike & Mins To Beach!

4671 Gleason Ave, Siesta Key, United States Show map

During the stay at the 5-bedroom Home On Key With Pool, Hot Tub, Putting Green, Arcade Games, Bike & Mins To Beach! Siesta Key, guests can indulge in canoeing, mini golf, and ping pong or visit the… More

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Newly Remodeled 8-Steps To Sand Path Of Beach!

6905 Point Of Rocks Road, Sarasota, Florida 34242, United States, Siesta Key, United States Show map

Located 7 minutes' walk from the Siesta Key Marina, the spacious Newly Remodeled 8-Steps To Sand Path Of Beach! Siesta Key apartment accommodates up to 10 guests. Wi-Fi is provided for both business… More

From US$ 1257 Book Now

5120 Sandy Shore Ave

5120 Sandy Shore Avenue, Siesta Key, United States Show map

The 4-bedroom 5120 Sandy Shore Ave Siesta Key villa is located 2.6 km from the Siesta Key Beach Access 7, giving access to various tourist spots nearby. More

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Leona Breeze

369 Avenida Leona, Siesta Key, United States Show map

Leona Breeze Villa Siesta Key is located just 450 metres from the co-op Gallery on Siesta Key and provides a private pool, ensuring a relaxing stay. Guests can enjoy fishing at this holiday home… More

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Sunset West - 3360

3360 Higel Ave, Siesta Key, United States Show map

The 4-bedroom Sunset West - 3360 Villa Siesta Key accommodates up to 10 guests and offers proximity to the Shell Beach, located merely an 8-minute walk away. The villa features opportunities for… More

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5525 Shadow Lawn Dr

5525 Shadow Lawn Drive, Siesta Key, United States Show map

5525 Shadow Lawn Dr Villa Siesta Key is nestled within a 400-metre distance of the Siesta Key Village and can accommodate up to 8 guests. More

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