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

Siesta Key Dream Inn Rental - Close To Village!

5223 Calle Menorca Sunshine, Siesta Key, United States Show map

Situated nearly a 5-minute walk from Siesta Key Craft Festival Museum, the welcoming 1-bedroom Siesta Key Dream Inn Rental - Close To Village! offers guests easy access to various tourist attractions… More

From US$ 295 Book Now

Siesta Sea Gem

5955 Midnight Pass Road, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom Siesta Sea Gem Apartment Siesta Key, which is 4.5 km from Bay Island and approximately 10 minutes by car from the friendly Edson… More

From US$ 431 Book Now

Gbb 1344 Relaxing Siesta Key Condo - Pickleball, 2 Heated Pools, Beach Access

1344 Siesta Bayside Drive, Siesta Key, United States Show map

Offering a heated pool, the 2-bedroom Relaxing Siesta Key Condo - Pickleball, 2 Heated Pools, Beach Access villa is situated just 9 minutes' walk from Jamaica Royale and can accommodate up to 4… More

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Crystal Sands On Siesta

6300 Midnight Pass Road, 1102, Siesta Key, United States Show map

The spacious 2-bedroom Crystal Sands On Siesta Siesta Key apartment is also located nearly 5 minutes' walk from Crescent Arms. Within 3 km of Siesta Key Village, the apartment for 6 guests offers a… More

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Casa Mar - 11 Your Sunshine-Filled Escape Awaits

6006 Midnight Pass Rd., #11, Siesta Key, United States Show map

Staying at the 1-bedroom Casa Mar Villa Siesta Key, guests can visit Siesta Key Village, which is about a 25-minute stroll away. The Siesta Key villa is suitable for up to 4 guests and features a… More

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Spacious 1 Bedroom, 1 Bath, Gulf Side, 200 Steps To Crescent Beach, Sleeps 4

1108 Windsong Lane, Unit A, Siesta Key, United States Show map

The 84 m² Spacious 1 Bedroom, 1 Bath, Gulf Side, 200 Steps To Crescent Beach, Sleeps 4 Siesta Key apartment is also located just 9 minutes' walk from Crescent Arms. This 1-bedroom apartment can host… More

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2Br Ground Floor Siesta Key Condo Steps From The Pool And Short Walk To The Beach

1328 Siesta Bayside Drive, Siesta Key, United States Show map

Located just a 9-minute walk from Jamaica Royale, 2-bedroom 2Br Ground Floor Siesta Key Condo Steps From The Pool And Short Walk To The Beach villa is suitable for 4 guests and provides a sauna for a… More

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Bayview Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-Tub, Gym, Beach To Bay!

5963 Midnight Pass Rd Apt 331, Siesta Key, United States Show map

The spacious 3-bedroom Bayview Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-Tub, Gym, Beach To Bay! Siesta Key apartment is a good choice for accommodating up to 8 guests, offering a prime… More

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

5120 Calle Minorga, Siesta Key, United States Show map

The 2-bedroom New Listing! 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… More

From US$ 722 Book Now

Beachfront Condo! Gulf View From All Rooms, Pool, Chairs Provided

6310 Midnight Pass Road 303N, Siesta Key, United States Show map

Suitable for 6 guests, Beachfront Condo! Gulf View From All Rooms, Pool, Chairs Provided Siesta Key villa offers a location a 5-minute walk from Siesta Harbour Condominium Apt Harbor and features an… More

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Crystal Sands By Beachside Management

6300 Midnight Pass Road, Siesta Key, United States Show map

Located just near Crescent Arms and crescent arms private beach, the 4-room Crystal Sands By Beachside Management Siesta Key apartment features views of the sea. Guests can use Wi-Fi for either… More

From US$ 705 Book Now

New Listing! Bayside Unit, Balcony, Private Beach!

5963 Midnight Pass Rd Apt 359, Siesta Key, United States Show map

To enjoy your vacation in Siesta Key, stay at the spacious 2-bedroom New Listing! Bayside Unit, Balcony, Private Beach! Siesta Key apartment, which is approximately 7 km from Lido Key Sandy Beach and… More

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Gbb 1313 Lakefront Siesta Key Condo With Private Beach Access

1313 Siesta Bayside Drive, Siesta Key, United States Show map

Located a mere 5 minutes' walk from Jamaica Royale, Gbb 1313 Lakefront Siesta Key Condo With Private Beach Access villa is suitable for 5 guests and provides a sauna for a truly relaxing stay. This 2… More

From US$ 422 Book Now

Harbor Towers 3Rd Fl 2 Bedroom Bay View

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

Situated a mere 6 minutes on foot from Jamaica Royale, the 2-bedroom Harbor Towers 3Rd Fl 2 Bedroom Bay View Siesta Key villa is suitable for 6 guests and provides a swimming pool to relax in. The… More

From US$ 167 Book Now

Salty Soldi

5600 Beach Way Drive, Siesta Key, United States Show map

Featuring a prime location 6 minutes' walk from Siesta Key Beach Access #10, the spacious Salty Soldi Apartment Siesta Key accommodates up to 4 guests. Offering access to a heated pool, the apartment… More

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Our House At The Beach W-301

1001 Beach Rd, Unit W-301, Siesta Key, United States Show map

Featuring a prime location a 6-minute walk from Siesta Key Beach Access #10, the spacious Our House At The Beach W-301 Siesta Key accommodates up to 6 guests. Offering spa therapy and a golf course… More

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The Solaster

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

The Solaster Siesta Key villa provides an aqua park and a golf course for guests' leisure, and is about a 25-minute walk from Jamaica Royale. Offering horse riding tours, this 6-bedroom holiday home… More

From US$ 980 Book Now

Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Featuring a heated pool, Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa is suitable for up to 3 people and is located 10 minutes' drive from… More

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Spacious 2Nd Floor Siesta Key Condo - Gbb 1274

1274 Siesta Bayside Drive, Siesta Key, United States Show map

The 2-bedroom Gbb 1274 Spacious 2Br 2Nd Floor Siesta Key Condo villa, located around 25 minutes' walk from the shaped Crescent Beach, invites guests to relax in a sauna. Featuring access to a terrace… More

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A Charming Beach Cottage By Beachside Management

5408 Plaza De Las Palmas, Siesta Key, United States Show map

Located nearly 5 minutes' walk from Sarasota Beach, the 3-bedroom A Charming Beach Cottage By Beachside Management Siesta Key offers quick access to various city attractions in the vicinity. More

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Gbb 1346 Charming Siesta Key Condo With Beach Access

1346 Siesta Bayside Drive, Siesta Key, United States Show map

Located approximately 5 minutes' walk from Jamaica Royale, the 2-bedroom Charming Siesta Key Condo With Beach Access villa offers opportunities for bowling, mini golf, and fisheries in the area. More

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Siesta Key Village Heated Pool

5243 Calle Menorca, Siesta Key, United States Show map

The spacious 163 m² Siesta Key Village Heated Pool apartment provides easy access to various city attractions, such as Sarasota Beach, situated only a 5-minute walk away. The 3-bedroom apartment… More

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Crescent Royale Condominiums 205

797 Beach Road, Unit 205, Siesta Key, United States Show map

The 1-bedroom Crescent Royale Condominiums 205 Siesta Key villa offers quick access to such city attractions as Siesta Key Beach Access #10, located nearly a 5-minute walk away. Providing guests with… More

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Gbb 1318 Charming Siesta Key Condo With Private Beach Access

1318C Siesta Bayside Drive, Siesta Key, United States Show map

Situated approximately a 5-minute stroll from Jamaica Royale, the 2-bedroom Gbb 1318 Charming Siesta Key Condo With Private Beach Access villa can welcome up to 6 guests and boasts a sauna for a… More

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Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

321 Beach Rd, Siesta Key, Fl 34242, Usa, Siesta Key, United States Show map

Featuring a terrace and a picnic area for a delightful experience, the 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa offers a prime location only 5 minutes'… More

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Midnight Cove II 531F

1500 Cove II Place, Unit 531F, Siesta Key, United States Show map

Featuring a convenient location merely 5 minutes' walk from Siesta Harbour Condominium Apt Harbor, the 84 m² Midnight Cove II 531F Apartment Siesta Key accommodates up to 4 guests. Offering access to… More

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Aloha Kai Villa 50 - A Place To Relax, Recharge & Reconnect

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

Located 750 metres from Crescent Arms, Aloha Kai Villa 50 - A Place To Relax, Recharge & Reconnect Siesta Key is suitable for 6 guests and provides an outdoor swimming pool to relax in. Located 7 km… More

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Gbb 1364 Cozy 2Br Siesta Key Condo - 2 Heated Pools, Tennis And Pickleball, Private Beach Access

1364 Siesta Bayside Drive, Siesta Key, United States Show map

The 2-bedroom Cozy 2Br Siesta Key Condo With 2 Heated Pools, Tennis And Pickleball, And Beach Access - Gbb1364 villa is nestled merely 9 minutes' walk from Jamaica Royale and can accommodate up to 6… More

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2Nd Floor Lakeview Condo In Siesta Key With Private Beach Access - Gbb 1275

1275 Siesta Bayside Drive, Siesta Key, United States Show map

Situated about a 5-minute walk from Jamaica Royale, the 3-bedroom 2Nd Floor Lakeview Condo In Siesta Key With Private Beach Access villa offers guests to relax by an outdoor swimming pool. Suitable… More

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Cute Siesta Key Condo Close To Beach Restaurants

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

The 88 m² Cute Siesta Key Condo Close To Beach Restaurants boasts a prime setting and in merely 6 minutes' walk from Jamaica Royale. This 2-bedroom apartment can host up to 4 guests. More

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Isla Amor - 86

86 Island Circle, Siesta Key, United States Show map

Featuring an aqua park and a golf course for added enjoyment, the 5-bedroom Isla Amor - 86 Siesta Key villa is located around 5 minutes' walk from Siesta Key Beach Access 7. Featuring a swimming pool… More

From US$ 811 Book Now

Siesta Beach House

5950 Midnight Pass Road Building 100, Siesta Key, United States Show map

Situated 17 minutes' walk from Siesta Beach Pavillion, the 500 m² Siesta Beach House Siesta Key can host up to 4 guests in Siesta Key. Offering access to a swimming pool, the spacious 2-room… More

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Gbb 1335 Stunning Harbor View Condo On Siesta Key

1335 Siesta Bayside Drive, Siesta Key, United States Show map

Gbb 1335 Stunning Harbor View Condo On Siesta Key villa with a prime location a 6-minute walk from Jamaica Royale entices guests with a sauna. The 2-bedroom holiday home features opportunities for… More

From US$ 321 Book Now

Gbb 1360 Gorgeous Bay Views From This Ground Floor Siesta Key Condo

1360 Siesta Bayside Drive, Siesta Key, United States Show map

Located a mere 300 metres from Jamaica Royale, the 2-bedroom Gorgeous Bay Views From This Ground Floor Siesta Key Condo villa offers guests to relax in a sauna, or enjoy fisheries. Offering an… More

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Tropical Oasis - 5290

5290 Avenida Navarra, Siesta Key, United States Show map

Located a mere 11 minutes' walk from Siesta Key Beach Access 2, the 7-bedroom Tropical Oasis - 5290 Villa Siesta Key boasts a swimming pool and can accommodate up to 16. Providing guests with Wi-Fi… More

From US$ 3330 Book Now

Gulf Holiday 15 Siesta Village

73 Avenida Messina, Siesta Key, United States Show map

The 38 m² Gulf Holiday 15 Siesta Village Siesta Key apartment is located around a 25-minute walk from Siesta Key Drum Circle and 2.7 km from Jamaica Royale. This 1-bedroom apartment features high… More

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Our House At The Beach W-103

1001 Beach Rd, Unit W-103, Siesta Key, United States Show map

The spacious 112 m² Our House At The Beach W-103 Siesta Key offers a prime location just 500 metres from Siesta Key Beach Access #10. Wi-Fi and parking are also available at the 2-bedroom apartment. More

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Walk To Siesta Key Beach & Village, Pool, Dock, Game Room!

544 Canal Rd. Unit #4, Siesta Key, Fl 34242, Siesta Key, United States Show map

The 47 m² Walk To Siesta Key Beach & Village, Pool, Dock, Game Room! enjoys a prime location and provides easy access to Public Beach Access 10 around 5 minutes' walk away. This 1-bedroom apartment… More

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

From US$ 8366 Book Now

Our House At The Beach W-503

1001 Beach Rd, Unit W-503, Siesta Key, United States Show map

Located 450 metres from Siesta Key Beach, Our House At The Beach W-503 Siesta Key accommodates up to 4 guests. Wi-Fi and parking are also available at this spacious 112 m² apartment. More

From US$ 197 Book Now

Dolphin Villa - Pool - Steps To Siesta Key Village

378 Canal Road, Siesta Key, United States Show map

The 1-bedroom Dolphin Villa - Pool - Steps To Siesta Key Village is a good choice for accommodating up to 4 guests, offering a prime setting only 450 metres from Siesta Key Beach Access #5. Wi-Fi and… More

From US$ 199 Book Now

Toes In The Water - Pool Home On Siesta Key

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

Featuring a heated pool, 3-bedroom Toes In The Water - Pool Home On Siesta Key is suitable for up to 6 people and is located around 25 minutes' walk from the shaped Crescent Beach. Providing guests… More

From US$ 339 Book Now

Our House At The Beach W-704

1001 Beach Rd, Unit W-704, Siesta Key, United States Show map

Our House At The Beach W-704 Siesta Key enjoys a prime location 450 metres from Siesta Key Beach. Situated right near Siesta Key Beach Access #10, this spacious 112 m² apartment will suprise you with… More

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Aloha Kai Villa 41 - Find Your Peace By The Beach W&D

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

Located just a 10-minute walk from the shaped Crescent Beach, Aloha Kai Villa 41 - Find Your Peace By The Beach W&D Siesta Key features an outdoor swimming pool and can accommodate up to 4 guests. More

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Gertrude'S Village House - In The Top Location!

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

The spacious 93 m² Gertrude'S Village House - In The Top Location! Siesta Key provides easy access to various city attractions, such as the co-op Gallery on Siesta Key, situated only a 5-minute walk… More

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Walk To The Beach Or Village In Minutes!

5304 Calle De La Siesta, Siesta Key, United States Show map

Situated around 5 minutes' walk from Siesta Key Beach Access 7, the 2-bedroom Walk To The Beach Or Village In Minutes! Siesta Key villa offers easy access to numerous tourist spots in the area. More

From US$ 419 Book Now

Comfort In A Beachside Haven - Aloha Kai #17 - Roelens

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

Comfort In A Beachside Haven - Aloha Kai #17 - Roelens Siesta Key villa is located a 20-minute walk from Siesta Key Drum Circle and invites guests to join snorkelling, table tennis, and fisheries. More

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Lulu'S Key House Kemp Ridley 1/1 Downstairs

5247 Calle Menorca, Siesta Key, United States Show map

During the stay at Lulu'S Key House Kemp Ridley 1/1 Downstairs Siesta Key, guests can indulge in snorkelling, cycling, and fisheries or visit Siesta Key Beach, located a 20-minute walk away. Offering… More

From US$ 279 Book Now

Crescent Royale Condominiums 203

797 Beach Road, Unit 203, Siesta Key, United States Show map

Located merely 8 minutes' walk from Siesta Key Village, the 2-bedroom Crescent Royale Condominiums 203 Siesta Key villa features a heated pool and can accommodate up to 4 guests. Here, business… More

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Waterfront Home With Pool & Dock

5165 Sandy Cove Avenue, Siesta Key, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Waterfront Home With Pool & Dock Siesta Key is suitable for up to 10 people and is located 3.7 km from Siesta Key Village. Providing guests with Wi… More

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