Holiday rentals in South Sarasota

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Top-rated holiday rentals in South Sarasota

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Sarasota

4.91 out of 5 average rating, 142 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

3–10 Nov

£100 per night
Guest favourite

Guest house in Sarasota

4.93 out of 5 average rating, 448 reviews

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, a tiny house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

13–20 Oct

£97 per night
Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 101 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

15–22 Oct

£112 per night

Popular amenities for South Sarasota holiday rentals

Stay near South Sarasota's top sights

Trader Joe's110 locals recommend
Walt's Fish Market Restaurant150 locals recommend
Phillippi Estate Park17 locals recommend
Phillippi Creek Oyster Bar58 locals recommend
Best Buy3 locals recommend
Chili's Grill & Bar12 locals recommend

Other great holiday rentals in South Sarasota

Guest favourite

Guest suite in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 282 reviews

Mid-Century Suite w/ Private Entrance

29 May – 5 Jun

£90 per night
Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 196 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

15–22 Oct

£111 per night
Superhost

Flat in Sarasota

4.92 out of 5 average rating, 248 reviews

The Tangerine Apart (Near Downtown/ Spacious)

31 Oct – 7 Nov

£101 per night
Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 127 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

19–26 Jul

£124 per night
Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 254 reviews

Two Miles to Siesta Key

19–26 May

£124 per night
Guest favourite

Guest suite in Sarasota

4.89 out of 5 average rating, 328 reviews

Private, cozy, studio 2 miles from Siesta Key!

20–27 Jul

£110 per night
Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 471 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

14–21 Nov

£131 per night
Guest favourite

Guest suite in Downtown Sarasota

4.9 out of 5 average rating, 353 reviews

SUPER CLEAN 100% Private Downtown Location

14–21 Apr

£84 per night
Guest favourite

Guest house in Sarasota

4.91 out of 5 average rating, 136 reviews

Cozy Guesthouse in central Sarasota!

22–29 Nov

£80 per night
Guest favourite

Flat in Indian Beach-Sapphire Shores

4.99 out of 5 average rating, 105 reviews

No Subzero Temps Here

11–18 May

£105 per night
Guest favourite

Guest suite in Sarasota

4.9 out of 5 average rating, 289 reviews

Quaint 1-queen bed/1 bath apartment in Sarasota

18–25 Nov

£105 per night
Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 238 reviews

Lovely guest house

22–29 Jul

£85 per night

Quick stats about holiday rentals in South Sarasota

Total rentals

370 properties

Rentals with dedicated workspaces

210 properties have a dedicated workspace

Rentals with a pool

240 properties have a pool

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

300 properties are a good fit for families

Total number of reviews

8.3K reviews

Destinations to explore