Pirate Cove Cottages - Vacation Rentals in Sarasota Square

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $480

         

10.0 (2 Reviews)

Cottage

Near Siesta Key with Private Pickleball Court and Heated Saltwater Pool with Spa

• Air Conditioner
• Parking
• Pool

• Sarasota
• Gulf Gate Estates

View Availability

From US $271

         

|

10.0 (1 Review)

House

Sunny Cottage with lanai and garage, only 4 miles from Siesta Key

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Gulf Gate Estates

View Availability

From US $179

         

New

Cottage

Charming 2BD Bungalow Close to Crescent Beach!

• Pet Friendly
• Security/Safety
• Child Friendly

• Florida
• Sarasota

View Availability

From US $208

         

10.0 (1 Review)

Cottage

The Ashton Retreat- Vibrant and Chic Cottage 5 minutes from the Beach!

• Air Conditioner
• Parking
• TV

• Sarasota
• Gulf Gate Estates

View Availability

From US $299

         

|

9.3 (3 Reviews)

House

Coriander Cottage

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Siesta Key

View Availability

From US $171

         

New

Cottage

Key Lime Surf Shack| 3 beds| Super Close to Siesta

• Air Conditioner
• TV
• Security/Safety

• Florida
• Sarasota

View Availability

From US $160

         

10.0 (1 Review)

Cottage

Cozy cottage, 5 minutes from Siesta Key beach

• Air Conditioner
• TV
• Security/Safety

• Sarasota
• Gulf Gate Estates

View Availability

From US $1,025

         

|

9.0 (2 Reviews)

House

Serenity Cottage - 1028

• Parking
• Pool
• View

• Sarasota
• Siesta Key

View Availability

From US $398

         

9.8 (40 Reviews)

Cottage

Super Cute Cottage-Private & Relaxing-1Mile Walk Bike to Beach

• Air Conditioner
• Parking
• TV

• Florida
• Sarasota

View Availability

From US $265

         

9.8 (21 Reviews)

Cottage

Chic cottage, Vamo area, close to beaches, pet friendly, kayaks

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Vamo

View Availability

From US $296

         

9.8 (7 Reviews)

Cottage

Cozy Cottage in south Sarasota Florida, Close to Beaches!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Osprey

View Availability

From US $252

         

9.6 (81 Reviews)

Cottage

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

• Air Conditioner
• Parking
• Pool

• Sarasota
• Siesta Key

View Availability

From US $386

         

New

Cottage

Chic Peaceful 3BD Cottage - Walk to Siesta!

• Air Conditioner
• Pet Friendly
• TV

• Florida
• Sarasota

View Availability

From US $341

         

New

Cottage

Charming 2BD Bungalow Close to Crescent Beach!

• Air Conditioner
• Pet Friendly
• TV

• Florida
• Sarasota

View Availability

From US $327

         

New

Cottage

Escape near Siesta Key with Hot Tub, BBQ, and Fireplace

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Gulf Gate Estates

View Availability

From US $130

         

10.0 (53 Reviews)

Cottage

Storybook Cottage in a Dream Location - Private Pool, Near Siesta & More

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Vamo

View Availability

From US $118

         

New

Cottage

Quiet Cottage - Walk to Siesta Key - Relax Or WORK

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sarasota

View Availability

From US $383

         

10.0 (1 Review)

Cottage

Close to the beach! Pool acccess and Private Backyard - Crescent Cottage

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Siesta Key

View Availability

From US $239

         

9.6 (69 Reviews)

Cottage

Cozy, Clean & Crazily Convenient

• Air Conditioner
• Parking
• Pool

• Sarasota
• Siesta Key

View Availability

From US $258

         

New

Cottage

Charming 2/2 artist cottage & private dock 5 minutes drive from the Siesta Key

• Air Conditioner
• Pet Friendly
• Security/Safety

• Sarasota
• Gulf Gate Estates

View Availability

From US $477

         

New

Cottage

Sailboat Cottage

• Air Conditioner
• Pet Friendly
• Bedding/Linens

• Sarasota
• Siesta Key

View Availability

From US $151

         

New

Cottage

Charming Bungalow | Close to Beach | 2 Beds

• Air Conditioner
• Bedding/Linens
• Child Friendly

• Florida
• Sarasota

View Availability

From US $146

         

New

Cottage

Charming Bungalow | Close to Beach | 2 Beds

• Air Conditioner
• Bedding/Linens
• Child Friendly

• Florida
• Sarasota

View Availability

From US $99

         

New

Cottage

Perfect gateway- Just steps from the beach!

• Air Conditioner
• Bedding/Linens
• Child Friendly

• Sarasota
• Ridge Wood Heights

View Availability

★ Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sarasota Square.