Crooked Creek Rentals By Owner

There are a lot of options in Crooked Creek. If you plan on staying in the Crooked Creek area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Crooked Creek:

• NEW - Cheerful 2 bedroom villa - 13 min. to Siesta Key
• Newly renovated. Gulf-side condo. Your own private beach directly on Siesta Key.
• Modern, Spacious Villa close to #1 Siesta Key Beach! FreeWiFi, Updated ,Hot tub
• Luxury Pool & Game Retreat Close to Beaches
• Villa Calmia/Close to Siesta Key/Heated Pool
• Beautiful Villa in Sarasota Resort-style Community
• Jamaica Royale #40 - 3 Heated Pools on the Beach - One Ocean-Side!
• Tropical Villa - AVAIL 2026- 2 miles to Siesta Key- Booking can happen same day.
• Sparkling Clean Villa at Vista Hermosa. Walk to Beach, Dining, Shopping & More 167
• Island House Beach Resort V29

There are many large, family-friendly vacation homes available in Crooked Creek; however, here are the most popular family rentals listed on our site:

• Island House Beach Resort 1
• WINTER SPECIAL! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
• Miramar
• Island House Beach Resort 23

Yes, there are 536 self-catering vacation homes in Crooked Creek that have hot tubs, swimming pools, & other amenities.

There are more than 536 luxury villas and vacation homes in or near Crooked Creek. Filter by price to compare find the most expensive places to stay on Sonomavillas.

Yes, there are 536 pet friendly vacation homes and places to stays that are available in or near Crooked Creek that you may consider.