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1,267 Houses
Sunny Oasis w/ New Appliances & Furnishings - Near Coast, Dining
Osprey house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$120

Price per night from
$139

PIRATE'S TREASURE WATERFRONT HOUSEBOAT/TINY HOUSE/FLOATING HOME
Osprey houseboat
1 bedroom / 1 bathroom / sleeps 7
Responds fast! avg. 1 hour 22 minutes
Price per night from
$289
2 BR / 2 BA Condo in Stoneybrook Golf & County Club - Sarasota & Siesta Key
Osprey condo
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$79
Responds fast! avg. 2 hours 57 minutes
Price per night from
$93
Price per night from
$583
BEACH NEAR, EXCLUSIVE VILLA, PRIVATE POOL, QUIET SEA VIEW
Osprey house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 53 minutes
Price per night from
$172
BEACH NEAR, EXCLUSIVE VILLA, PRIVATE POOL, QUIET SEA VIEW
Osprey house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$191
Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key
Osprey condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$153
Responds fast! avg. 33 minutes
Price per night from
$93
New Executive Listing. Heated Pool, Dog Friendly, Kayak Launch & Park, Private S
Osprey house
3 bedrooms / 4 bathrooms / sleeps 9
Responds fast! avg. 4 minutes
Price per night from
$206
Great rentals within 20 miles that match your search
Price per night from
$72
Beautiful 2 bedroom 2 bath in Palm Aire Country Club near fabulous beaches
Sarasota condo
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$114
Responds fast! avg. 1 minutes
Price per night from
$122
Newly renovated 3 bedroom house with heated pool/spa. Walk to beach & downtown.
Venice house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$226
Price per night from
$138
Price per night from
$219
#7 Loft Apartment in Historic District Downtown Sarasota
Sarasota apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 17 minutes
Price per night from
$141
Price per night from
$197
Close to the Bradenton beaches, shopping, dining
Bradenton condo
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$175
Gateway to Siesta Key 1/2 mile Walk to the Beach Adorable 2 Bedroom Condo
Gulf Gate Branch condo
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$144
Tropical retreat with pool and gardens in the heart of Sarasota
Sarasota house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$240
Price per night from
$274
Responds fast! avg. 17 minutes
Price per night from
$130
Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!
Longboat Key condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$380
Price per night from
$655
One Bedroom in Historic Burns Square District downtown
Sarasota apartment
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 17 minutes
Price per night from
$150
Price per night from
$112
March 21-28, 2020 Springbreak 3bdr on the beach Longboat key
Longboat Key cottage
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$786
Secluded Cottage on 6 Acres IN TOWN 10min to Beach
Sarasota house
2 bedrooms / 1 bathroom / sleeps 5
Responds fast! avg. 1 hour 46 minutes
Price per night from
$164
Price per night from
$337
It's Not Too Late! 2B/2B Condo available for season at the Plantation G & CC
Venice condo
2 bedrooms / 2 bathrooms / sleeps 3
Price per night from
$131
Responds fast! avg. 2 hours 21 minutes
Price per night from
$109
Downtown Apartment in Historic Burns Square downtown Sarasota
Sarasota apartment
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 17 minutes
Price per night from
$150