Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Lakefront
Waterfront

See all

Less

178 villas

Sort by:

Southgate: Lovely remodeled 3 bedroom pool villa 2.5 Miles from Siesta Key

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$182

Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!

Sarasota villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 19 minutes

Match: Rental types

All filters match

Price per night from

$275

Late SALE Sep/Oct only -Lakeside villa Uni. Park,golf,cycles,pool, beach

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 4

“A perfect setting and location” Everything about this vacation is perfect from start to finish. Joyce guides you through the pre vacation procedure seamlessly. All relevant information is sent concerning local amenities and events occurring during your stay. The house is spacious, clean and full of all the homely touches to make your stay so enjoyable. You can have a chilled out holiday round the pool and barbecue, or for the more energetic like us, there is golf and tennis on the doorstep. You can swim in the pool at the house or there is a 15 metre community pool round the corner. The beaches are a short drive from the villa, fantastic white sands with plenty of space for the sun seekers. There are plenty of good restaurants in the locality if you choose to eat out, and shopping malls are nearby for those gifts to take back home. All in all a fantastic vacation and excellent value. My wife and I have now returned 3 times from the U.K. Enough said !!!!

Responds fast! avg. 1 hour 1 minutes

Match: Rental types

All filters match

Price per night from

$207

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms / 3 bathrooms / sleeps 4

Match: Rental types

All filters match

Price per night from

$170

Spacious Village Des Pins home in Sarasota near Siesta Key

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

“Nice stay in Sarasota” Eddie and Wendy great to deal with. Villa in great location. Very clean and comfortable. Excellent facilities in complex - beautiful heated pool and spa. Lovely grounds, very quiet and relaxing. Would recommend.

Responds fast! avg. 1 hour 20 minutes

Match: Rental types

All filters match

Price per night from

$108

Spacious villa 3 bedms/3 bathms with Pool & Lake View

Sarasota villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$229

Moonmist Villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

Match: Rental types

All filters match

Price per night from

$213

Timberwoods Vacation Villas Best Value in Sarasota - Villa 2

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

Match: Rental types

All filters match

Price per night from

$114

Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$93

Timberwoods Vacation Villas Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

“Great place, great time.” We have stayed here many times. It meets our needs exactly and we can always depend on knowing exactly what to expect...

Responds fast! avg. 2 hours 37 minutes

Match: Rental types

All filters match

Price per night from

$114

Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$93

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 13 minutes

Match: Rental types

All filters match

Price per night from

$209

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

2 bedrooms / 1 bathroom / sleeps 6

Match: Rental types

All filters match

Price per night from

$183

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$115

Timberwoods Vacation Villa Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 13 minutes

Match: Rental types

All filters match

Price per night from

$114

Superb spacious villa at the Village Des Pins community close to Siesta Key!!

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 21 minutes

Match: Rental types

All filters match

Price per night from

$107

Great rentals within 20 miles that match your search

Casey Key 1-Bed Villa #2

Nokomis villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 40 minutes

Match: Rental types

All filters match

Price per night from

$135

Lemonfish, stunning and spacious 4-bed rental!

Anna Maria Island villa

4 bedrooms / 3 bathrooms / sleeps 8

“Wonderful location and property!!” We had a great vacation on aMI at Lemonfish. Terrific location for biking, kayaking and general relaxation. It was clean and decorated nicely. The only thing I would say to future renters is there is nothing in the kitchen in terms of salt and pepper, foil, or anything that is food related. In other houses we've rented there have been basic spices, ketchup, etc. Nothing here...but that is not a deal breaker for us. Again, great house and location!

Match: Rental types

All filters match

Price per night from

$433

Piece of Paradise on Beautiful Anna Maria Island

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 4

Match: Rental types

All filters match

Price per night from

$158

Venice villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$137

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$231

Siesta Key villa

2 bedrooms / 3 bathrooms / sleeps 4

“Absolutely Perfect---one Kodak sunset after another” This townhome was gorgeous! We totally enjoyed our 3 week stay and hated to leave. Kelley (owner) could have not been more helpful. We fished off the dock and enjoyed watching the birds fish then dry their wings. Town is a short, enjoyable jaunt. Just a few blocks further are the most gorgeous beaches with sand like flour! If you are adventureous, walk to Point of Rocks at beach access 13 for the best shelling ever (only at very low tide)!!! We would come back in a heartbeat. The views from the lanai and upstairs balcony were awesome. Townhome was beautifully maintained and fully stocked. Thanks to Kelley and her daughter for a never-to-be-forgotten vacation.

Responds fast! avg. 2 hours 13 minutes

Match: Rental types

All filters match

Price per night from

$138