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South Village holiday rentals
We found 1,727 holiday rentals — enter your dates for availability
Find the perfect place for you stay in South Village by choosing from 32 houses, 194 flats and other holiday rentals. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
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Find the best place to stay - South Village

Tropical Beach Resorts
Sleeps 2 · 1 bedroom
9.4 out of 10
exceptional
(5,177 reviews)
Top rated rentals - South Village

Another family vacation at the anchorage
10 out of 10
exceptional
(56 reviews)
We have stayed at the anchorage before and really enjoyed our stay and location. The property itself and space is well maintained and has many amenities fishing, grilling, big pool, tennis and other amenities. The sauna in the woman section is broken and has been since our visit last year. Leslie home was absolutely lovely on the fifth floor with plenty of space, clean, and much decor. The open floor plan and the open kitchen was awesome as we were able to spend time together while cooking ect. The anchorage does have an access gate code to the beach. The space on the beach is very small as on the right side they have a rental chair company newly opened and private building on the left both side place flags up not to cross. We didn’t have this issue previous years so be mindful of that, could be this year we came during peak season. Walk to the beach is between 8-10 minutes across the street. We are very thankful for another lovely stay with our family at Siesta Key!
Liliya L.
Stayed June 2023
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value






