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Gulf Coast vacation rentals, booked direct

Pick a destination to see what's nearby, then check live availability. Booking direct skips the listing-site fee, so you save about 10%.

Sarasota

Sarasota Vacation Rentals

Locally managed Sarasota, FL vacation homes near Siesta Key, Lido Key and downtown. Book direct and save about 10% vs Airbnb and VRBO.

Siesta Key

Siesta Key Vacation Rentals

Siesta Key beach rentals and vacation homes managed locally by Ashota Stays. Book direct, skip the service fee and save about 10%.

Siesta Key

Pet-Friendly Siesta Key Rentals

Bring your dog to Siesta Key. Pet-friendly vacation rentals near the beach, booked direct with Ashota Stays for about 10% less.

Sarasota

Pet-Friendly Sarasota Vacation Rentals

Dog-friendly Sarasota vacation homes with clear pet rules. Book direct with the local team and save about 10%.

Sarasota

Sarasota Vacation Rentals with a Pool

Sarasota and Gulf Coast vacation homes with a private pool. Book direct with Ashota Stays and save about 10%.

Lido Key

Lido Key Vacation Rentals

Stay near Lido Beach and St. Armands Circle. Locally managed Lido Key area vacation rentals, 10% off when you book direct.

Longboat Key

Longboat Key Vacation Rentals

Quiet Longboat Key vacation rentals between Sarasota and Anna Maria Island. Book direct with Ashota Stays and save about 10%.

Anna Maria Island

Anna Maria Island Vacation Rentals

Anna Maria Island and Bradenton Beach vacation rentals, locally managed. Skip the listing-site fee and save about 10%.

Bradenton

Bradenton Vacation Rentals

Bradenton vacation homes near Anna Maria Island and the Gulf beaches. Book direct and save about 10%.

Venice

Venice, FL Vacation Rentals

Venice, Florida vacation rentals near Venice Beach and Caspersen Beach. Book direct and save about 10%.

Englewood & Manasota Key

Englewood & Manasota Key Vacation Rentals

Quiet Englewood and Manasota Key vacation rentals on the Gulf. Book direct with Ashota Stays and save about 10%.

Punta Gorda

Punta Gorda Vacation Rentals

Punta Gorda, FL vacation homes on the canals and harbor. Book direct with the local team and save about 10%.

St. Pete Beach

St. Pete Beach Vacation Rentals

St. Pete Beach and St. Petersburg vacation rentals, managed locally by Ashota Stays. Save about 10% booking direct.

Clearwater Beach

Clearwater Beach Vacation Rentals

Clearwater Beach area vacation rentals. Book direct with Ashota Stays and save about 10% vs the listing sites.

Tampa

Tampa Vacation Rentals

Tampa vacation homes for families, events and work trips. Book direct with Ashota Stays and save about 10%.

Gulf Coast

Monthly & Snowbird Rentals on the Gulf Coast

Furnished monthly and snowbird rentals in Sarasota, Manatee, Charlotte and Pinellas counties. Book direct with Ashota Stays.

Sarasota

Family & Large Group Vacation Rentals in Sarasota

Multi-bedroom Sarasota vacation homes for families and groups. Book direct with Ashota Stays and save about 10%.

Holmes Beach

Holmes Beach Vacation Rentals

Holmes Beach sits in the middle of Anna Maria Island, with Manatee Public Beach and the free island trolley at your door. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Bradenton Beach

Bradenton Beach Vacation Rentals

Bradenton Beach is the south end of Anna Maria Island, home to Bridge Street and Coquina Beach. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Osprey & Nokomis

Osprey & Nokomis Vacation Rentals

Osprey and Nokomis sit between Siesta Key and Venice, with quieter beaches and Oscar Scherer State Park. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Casey Key

Casey Key Vacation Rentals

Casey Key is a narrow, quiet barrier island known for Nokomis Beach and shark tooth hunting. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

North Port

North Port Vacation Rentals

North Port offers roomy homes at lower rates, close to Warm Mineral Springs and the Venice and Englewood beaches. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Port Charlotte

Port Charlotte Vacation Rentals

Port Charlotte is a canal-laced town on Charlotte Harbor, good for boaters and anglers. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Boca Grande

Boca Grande Vacation Rentals

Boca Grande on Gasparilla Island is famous for tarpon fishing, a historic lighthouse and golf-cart streets. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Treasure Island

Treasure Island, FL Vacation Rentals

Treasure Island has one of the widest beaches in Pinellas County, between St. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Madeira Beach

Madeira Beach Vacation Rentals

Madeira Beach is home to John's Pass Village and boardwalk, with fishing charters and dolphin cruises. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Indian Rocks Beach

Indian Rocks Beach Vacation Rentals

Indian Rocks Beach is a low-key, residential stretch of Gulf sand between Clearwater and Madeira Beach. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Dunedin

Dunedin, FL Vacation Rentals

Dunedin is a walkable waterfront town with a lively Main Street and ferries to Caladesi Island. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Tarpon Springs

Tarpon Springs Vacation Rentals

Tarpon Springs is known for its historic sponge docks and Greek food and heritage. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Apollo Beach & Ruskin

Apollo Beach & Ruskin Vacation Rentals

Apollo Beach and Ruskin sit on Tampa Bay's southern shore, with canal homes and manatee viewing in winter. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

St. Armands

Vacation Rentals near St. Armands Circle

Stay within reach of St. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Downtown Sarasota

Downtown Sarasota Vacation Rentals

Downtown Sarasota puts restaurants, the bayfront, theatres and the farmers market within walking distance. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Sarasota

Beachfront & Near-Beach Rentals in Sarasota

Want sand minutes away? Our Sarasota-area homes near Siesta, Lido and Longboat keep beach days easy. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Gulf Coast

Waterfront & Canal Vacation Rentals on the Gulf Coast

Canal, bay and harbor homes from Tampa Bay to Charlotte Harbor, some with docks for boaters. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Gulf Coast

Spring Training Rentals on the Gulf Coast

Baseball fans: Gulf Coast spring training parks are spread from Dunedin to North Port. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.

Sarasota

Vrbo & Airbnb Alternative in Sarasota: Book Direct

Found a Sarasota home on Vrbo or Airbnb? Many of our homes are also listed there, and booking direct skips the service fee. Book direct with Ashota Stays and save about 10% vs Airbnb and Vrbo.