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2026-10-28
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Hotels in Historic Spanish Point Osprey area of Florida

Sand Dollar Retreat

258 Patterson Ave, Osprey, United States Show map

Offering a terrace and a picnic area to ensure a memorable stay, the 2-bedroom Sand Dollar Retreat Osprey villa is located nearly a 5-minute stroll from Historic Spanish Point. Hosting up to 6 guests… More

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Windsor Lodge Unit 3 Close To The Beaches Siesta Key

51 Macewen Drive, Osprey, United States Show map

Located 10 minutes' drive from Scherer Thaxton Preserve, Windsor Lodge Unit 3 Close To The Beaches Siesta Key Osprey overlooks the garden. 3.5 km from Little Sarasota Bay, this apartment welcomes… More

From US$ 171 Book Now

Windsor Lodge Unit 20, Studio, 1Br 1Ba Close To The Beaches, Pool Access

51 Macewen Drive, Osprey, United States Show map

The 58 m² Windsor Lodge Unit 20, Studio, 1Br 1Ba Close To The Beaches, Pool Access Osprey is located 3.5 km from Little Sarasota Bay and 10 minutes by car from Tervis Tumbler Gift Shop. Wi-Fi and… More

From US$ 185 Book Now

Windsor Lodge Unit #19, Studio Close To Beaches

51 Macewen Drive, Osprey, United States Show map

Set 2.9 km from Blackburn Point Park, the 58 m² Windsor Lodge Unit #19, Studio Close To Beaches Osprey comprises a sitting area and a dining area overlooking the lake. This 1-bedroom apartment… More

From US$ 263 Book Now

Private House With Loft

Guest House On Right Side 413 Bayview Avenue, Osprey, United States Show map

Positioned only 1.3 km from bustling shopping destinations such as Tervis Tumbler Gift Shop, the 2-bedroom Private House With Loft Villa Osprey offers guests to use a car park. Offering a Jacuzzi… More

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Sarasota Home With Pool

421 Bayview Ave, Osprey, United States Show map

During the stay at the 3-bedroom Sarasota Home With Pool Osprey, guests can indulge in an indoor pool or visit Scherer Thaxton Preserve, located 4.7 km away. Located 10 minutes by car from Turtle… More

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Stay & Play Sarasota

1899 Vamo Way, Sarasota, United States Show map

Stay & Play Sarasota villa enjoys a convenient location, 25 minutes' walk from Historic Spanish Point, and offers guests to unwind in a Jacuzzi. The 4-bedroom holiday home features an outdoor… More

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Stoneybrook Condo #926

9611 Castle Point Drive, Sarasota, United States Show map

Offering access to entertainment venues such as Stoneybrook Golf & Country Club, situated just 0.8 km away, the 2-bedroom Stoneybrook Condo #926 Sarasota villa can host up to 4 guests. Providing… More

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Walk To The Bay: Family-Friendly Oasis In Sarasota

1776 Rita St, Sarasota, United States Show map

Featuring an outdoor swimming pool, Walk To The Bay: Family-Friendly Oasis In Sarasota Villa is suitable for up to 6 people and is located 25 minutes' walk from Potter Park. Providing guests with Wi… More

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Mova Poolside Escape

1768 Mova St, Sarasota, United States Show map

Featuring a heated pool, Mova Poolside Escape Villa Sarasota is suitable for up to 4 people and is located about a 25-minute walk from Westfield Sarasota Square. Providing guests with Wi-Fi and a car… More

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5 Mi To Beach: Family Retreat In Sarasota!

1736 Mova St, Sarasota, United States Show map

With the capacity to host 6 guests, the 3-bedroom 5 Mi To Beach: Family Retreat In Sarasota! villa is located about 5 minutes by car from such significant cultural landmarks as Historic Spanish Point… More

From US$ 200 Book Now

Perfect Family Beach Getaway Near Siesta Key

1942 Joyce Street, Sarasota, United States Show map

Perfect Family Beach Getaway Near Siesta Key Sarasota villa offers proximity to nearby tourist spots, such as Historic Spanish Point, situated 25 minutes' walk away. The 1-bedroom holiday home hosts… More

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4 Mi To Siesta Key: Family Getaway W/ Balcony

1716 Mova St, Sarasota, United States Show map

Located approximately 25 minutes' walk from Historic Spanish Point, the 4-bedroom 4 Mi To Siesta Key: Family Getaway W/ Balcony Villa Sarasota provides access to various tourist attractions in the… More

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Waterfront Pool Home - Amazing Sunsets Included

8730 Dunmore Drive, Sarasota, United States Show map

Featuring an outdoor swimming pool, Waterfront Pool Home - Amazing Sunsets Included Sarasota is suitable for up to 6 people and is located 10 minutes' drive from Historic Spanish Point. More

From US$ 201 Book Now

8730 Dunmore Dr

8730 Dunmore Drive, Sarasota, United States Show map

Situated approximately 6 km from Livingston's Amusements, the 3-bedroom 8730 Dunmore Dr Sarasota villa provides access to numerous tourist attractions in the area. The property hosts up to 6 guests… More

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Family Friendly Retreat Near Siesta Key Beach Gear

1812 Livingstone Street, Sarasota, United States Show map

Situated 10 minutes' drive from Escape Countdown, Family Friendly Retreat Near Siesta Key Beach Gear Sarasota villa entices guests to explore various tourist attractions in the area. More

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Coastal Breeze Siesta

9119 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Coastal Breeze Siesta Villa Sarasota is situated only a 9-minute walk from Turtle Beach and features a patio and a golf course for a delightful stay. Providing guests with Wi-Fi and… More

From US$ 482 Book Now

Coastal Breeze Siesta - Entire 4-Unit Complex With Dock

9119 Midnight Pass Rd, Sarasota, United States Show map

Situated merely 5 minutes' walk from Turtle Beach, the 4-bedroom Coastal Breeze Siesta - Entire 4-Unit Complex With Dock Villa Sarasota is ideal for up to 16 guests. Located 4.4 km from Gulf Gate… More

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Coastal Breeze Siesta

9119 Midnight Pass Rd, Sarasota, United States Show map

The 1-bedroom Coastal Breeze Siesta Villa Sarasota is nestled merely 0.7 km from Turtle Beach and can accommodate up to 4 guests. Boasting a patio and a golf course, this Sarasota villa is located… More

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Coastal Breeze Siesta

9119 Midnight Pass Rd, Sarasota, United States Show map

Offering a patio and a golf course to ensure a memorable stay, the 1-bedroom Coastal Breeze Siesta Villa Sarasota is located a mere 9 minutes' stroll from Turtle Beach. Hosting up to 4 guests, the… More

From US$ 211 Book Now

Coastal Breeze Siesta

9119 Midnight Pass Rd, Sarasota, United States Show map

Coastal Breeze Siesta Villa Sarasota accommodates up to 4 guests and offers proximity to Turtle Beach, located 0.7 km away. Located 10 minutes' drive from Nontando, this 1-bedroom villa provides Wi… More

From US$ 232 Book Now

The Patient Heron | Serene Siesta Key Retreat

9217 Blind Pass Road, Sarasota, United States Show map

The 4-bedroom The Patient Heron | Serene Siesta Key Retreat Sarasota villa offers proximity to nearby tourist spots, such as Siesta Key Village, situated around 7 km away. This Sarasota holiday home… More

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Turtle Beach Resort

9049 Midnight Pass Road, Siesta Key, United States Show map

The 4-star smoke-free Turtle Beach Resort Siesta Key is situated just 9 minutes on foot from Turtle Beach and boasts a sunbathing terrace and a picnic area. With a location 4.3 km from Gulf Gate… More

From US$ 329 Book Now

1/2 Mi To Beach! Siesta Key Home W/ Lanai

Siesta Key, FL, 34242, Siesta Key, United States Show map

Located only a 7-minute walk from Turtle Beach, the 2-bedroom 1/2 Mi To Beach! Siesta Key Home W/ Lanai boasts a swimming pool and can accommodate up to 4. Providing guests with Wi-Fi and a private… More

From US$ 295 Book Now

Book Me Baby! Lets Get Cozy

9030 Midnight Pass Rd #4, Sarasota, United States Show map

Located only 600 metres from Turtle Beach, the spacious 112 m² Book Me Baby! Lets Get Cozy Apartment Sarasota accommodates up to 8 guests. Escape Room Sarasota lies approximately a 10-minute ride… More

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Bayside Escape-Condo W Dock Pool And Near Beach

Midnight Pass Road 9022, Sarasota, United States Show map

Featuring an outdoor swimming pool, Bayside Escape-Condo W Dock Pool And Near Beach Sarasota villa is suitable for up to 7 people and is located 5 km from the shaped Crescent Beach. Providing guests… More

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Manatee Key-Waterfront Minutes To Turtle Beach

Midnight Pass Road 9022, Sarasota, United States Show map

Located 23 km from Vanderipe railway station, the 64 m² Manatee Key-Waterfront Minutes To Turtle Beach Sarasota apartment is just a 7-minute walk from Turtle Beach. At this 2-bedroom apartment, Wi-Fi… More

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The Midnight Pearl

8977 Midnight Pass Rd  Apt 522, Sarasota, United States Show map

Featuring a games room to make your visit more entertaining, The Midnight Pearl Villa Sarasota is nestled 500 metres from Turtle Beach. Located 4.7 km from Crescent Arms, this 2-bedroom villa… More

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Breath-Taking Bayfront, Beach Across The Street!

8977 Midnight Pass Road 524, Sarasota, United States Show map

Located just a 6-minute stroll from Turtle Beach, the spacious 135 m² Breath-Taking Bayfront, Beach Across The Street! Sarasota apartment accommodates up to 6 guests. The 2-bedroom apartment has a… More

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The Inn At Turtle Beach (Adults Only)

9004 Midnight Pass Road, Siesta Key, United States Show map

The 10-room The Inn At Turtle Beach Siesta Key lies in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida and offers swift access to Turtle Beach, which… More

From US$ 210 Book Now

The Happy Turtle At Fisherman'S Cove

9000 Blind Pass Rd 106B, Sarasota, United States Show map

Located approximately a 10-minute ride from Nontando, the 2-bedroom The Happy Turtle At Fisherman'S Cove Sarasota villa has a heated pool and is ideal for up to 6 guests. Guests can enjoy snorkelling… More

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Florida Vacation Condo

8755 Olde Hickory Avenue Apt. 7305, Sarasota, United States Show map

The spacious 115 m² Florida Vacation Condo Sarasota is located in Sarasota, within a 6-km distance of Livingston's Amusements, and pampers guests with a Jacuzzi. Approximately a 10-minute drive from… More

From US$ 90 Book Now