Pet-friendly Vacation Rentals in Siesta Key, FL

Perfectly situated, this pet-friendly house is just 500 feet from the beach and a 2-minute walk from Siesta Village shopping.
This house offers air conditioning, a swimming pool, a Jacuzzi, and a terrace, making it ideal for families and offering room service and on-site parking for your convenience.

This South Sarasota apartment offers a private, heated pool sanctuary and a large backyard, perfect for family play and outdoor enjoyment, with pets allowed.
Enjoy a spacious full kitchen, three bedrooms accommodating up to 8 guests, multiple large LED TVs, and a washer/dryer, making this a truly pet-friendly retreat.

Adjacent to Siesta Key, this apartment is located 6 miles from Marina Jack Restaurant and Marina and 9.3 miles from Sarasota Bradenton International Airport.
This pet-friendly apartment offers a heated shared swimming pool, a hot tub, and a balcony with pool views, providing excellent amenities for families and couples traveling with pets.

Just 500 feet from Siesta Key Beach, this bottom-floor condo is located in Siesta Key Village, offering convenient access to shopping and local attractions.
This pet-friendly apartment features two bedrooms and two bathrooms, accommodating up to four guests with amenities like a swimming pool, garden, and parking, making it ideal for a seaside getaway.

Just 360 steps from Siesta Key Beach, this apartment is located in the desirable Palm Island Siesta Beach neighborhood, offering a prime location for beach lovers.
This pet-friendly apartment accommodates up to 12 guests with four bedrooms, three bathrooms, two full kitchens including a WOLF Gourmet option, a private saltwater pool, and an 85" Smart Screen TV media wall.

Directly on the canal in Sarasota's Ridge Wood Heights, this apartment offers a sun deck and outdoor dining, just across the street from Bee Ridge Park and a short drive to St. Armands Circle and downtown Sarasota.
This pet-friendly apartment boasts a fully-equipped kitchen with granite countertops, three bedrooms, three bathrooms, and convenient access to public transportation for exploring Lido Key and beyond.

Experience a unique tiny house adventure at Gulf Gate Estates, offering hotel convenience with vacation home comfort, situated across from Siesta Key and approximately 5,280 feet from beach access 12.
This pet-friendly apartment boasts a kitchenette, full bathroom, and access to a community center with billiards and fire pits, perfect for travelers seeking a dog-friendly stay near Siesta Key Beach and Crescent Beach.

Located in Siesta Key Village, this apartment is just 0.2 miles from Siesta Key Beach and 0.1 miles from Siesta Key Village, offering a prime spot for a car-free vacation.
This pet-friendly apartment features spacious accommodation for groups, including three king suites, two living rooms with queen sleeper sofas, two fully equipped kitchens, and access to a shared heated pool, making it ideal for families and dog-friendly stays near the beach.

Just 500 feet from Siesta Key Beach, this pet-friendly apartment offers unparalleled access to the shore and is a short walk to Siesta Key village's dining and activities.
This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a shared outdoor pool, a fully equipped kitchen, and a large balcony, making it an ideal seaside escape for you and your dog-friendly companions.

Just 500 feet from Crescent Beach, this pet-friendly house in Siesta Key is a short drive to attractions like the John and Mable Ringling Museum of Art (11 miles) and Marina Jack Restaurant And Marina (7.3 miles).
This 1250 square foot house offers accommodations for up to 23 guests with 4 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, and complimentary parking.

Just a 7-minute walk from Siesta Key Beach, this pet-friendly house in Lantana - 5251A offers 2 bedrooms and 2 bathrooms, perfect for a seaside getaway with your dog.
This accommodation features complimentary Wi-Fi, air conditioning, and a fully equipped kitchen, with a water park nearby for added enjoyment.

This pet-friendly duplex apartment on the southern end of Siesta Key is just a 2-minute walk from Crescent Beach and Point of Rocks, and less than one mile from Crescent Village.
Enjoy a private heated pool, a cabana room with an outdoor refrigerator and dining area, and accommodations for up to 12 guests, including a dog-friendly option for one small dog.

Just 500 feet from Crescent Beach and Crescent Village, this pet-friendly duplex in South Siesta Key offers a rare setup with two private casitas.
This dog-friendly accommodation features a shared HOA pool, an outdoor grilling area, and is conveniently located for exploring Point of Rocks and utilizing the free Siesta Key Trolley.

This pet-friendly house in Gulf Gate Estates is located approximately 10 miles from the John and Mable Ringling Museum of Art and 11 miles from Sarasota International Convention Center, offering easy access to Siesta Key's renowned beaches.
Featuring 940 square feet of living space, this accommodation accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, boasting a swimming pool, jacuzzi, spa, and a garden, plus nearby opportunities for cycling and hiking.

Enjoy a pet-friendly stay in South Sarasota, conveniently located within 3.5 miles of the Sarasota Opera and Marina Jack Restaurant And Marina, and just 7.1 miles from the Ringling Museum.
This 900 square foot house offers 2 bedrooms, 1 bathroom, air conditioning, a full kitchen with a dishwasher and microwave, and an on-site tennis court, with complimentary WiFi and private parking provided.

Just 500 feet from Siesta Key Beach, this pet-friendly cottage is located in Siesta Key Village, offering direct access to the village's shops and restaurants.
This 2-bedroom, 2-bathroom cottage accommodates up to 6 guests and includes complimentary beach gear, a private fenced backyard, and on-site parking for two vehicles, making it ideal for a seaside getaway with your dog.

Just 1000 feet from Siesta Key Beach and a 2500-foot walk to Siesta Key Village, this pet-friendly apartment offers an exceptional location for your seaside getaway.
This 3-bedroom, 2-bathroom apartment accommodates up to 10 guests and features a private balcony, a semi-private heated pool, a putting green, and is dog-friendly with an additional fee.

Just an 8-minute walk to Siesta Key Beach, this pet-friendly house offers easy access to sun and sand on Siesta Key island, located 7.1 miles from downtown Sarasota's attractions.
This 1810 square foot home features 3 bedrooms, 2 bathrooms, a full kitchen with a fridge and microwave, air conditioning, and a Jacuzzi, providing comfortable accommodations for up to 12 guests, with free WiFi throughout.

Just 500 feet from Sarasota Bay and minutes from Siesta Key Beach, this apartment offers a prime, walkable location in a quiet Siesta Key neighborhood.
This pet-friendly apartment features a modern open-concept living space, a fully equipped kitchen, and access to shared amenities including a heated pool, BBQ grill, and garden with an outdoor kitchen, perfect for guests and their furry companions.

Just steps from Siesta Key Beach, Fanta-Sea 53 offers a prime location in Siesta Key, conveniently situated 10 miles from the John and Mable Ringling Museum of Art.
This pet-friendly vacation home features 4 bedrooms and 4 bathrooms, a fully equipped kitchen with a dishwasher and oven, and provides picturesque sea views, making it an ideal choice for dog-friendly stays near the beach.

Located in Sarasota's Gulf Gate Estates, this holiday home is approximately 11 miles from Ringling Museum and Sarasota Bradenton International Airport, offering convenient access to Marina Jack Restaurant and Sarasota Opera.
This pet-friendly house boasts 1600 square feet, features a private terrace with a hot tub, and includes complimentary WiFi and air-conditioning for a comfortable stay with your dog.

Just 8 steps from Siesta Key Beach, this pet-friendly apartment offers direct access to a quieter stretch of sand and is a mere 4-minute walk to the South Village's dining and entertainment.
This dog-friendly apartment features two separate units, totaling 3 bedrooms and sleeping up to 12 guests, with provided beach gear and hammocks for enjoying spectacular sunsets.

Enjoy direct access to a private beach area, just a stone's throw from Crescent Beach in Sarasota, with Sarasota Bradenton International Airport only 11 miles away.
This pet-friendly house offers a swimming pool, complimentary WiFi, a sun terrace, and is ideal for families, conveniently located in Siesta Key.

Enjoy outdoor entertainment with a fire pit, BBQ grill, and lawn games at this pet-friendly apartment, just a 20-mile drive from Siesta Key and Lido Beach.
This 1040 sq ft apartment offers 3 bedrooms, 3 bathrooms, and sleeps up to 7 guests, featuring a fully-equipped kitchen, high-speed Wi-Fi, and a backyard guest house for added private living space.

Located in Sarasota's Bellevue Terrace neighborhood, this apartment is just a 15-minute drive from Siesta Key Beach and close to downtown attractions and Lido Key.
This pet-friendly apartment features 2000 square feet of living space, accommodating up to 11 guests with 4 bedrooms, a private heated pool and hot tub, an outdoor putting green, and a fire pit area.

This pet-friendly condo in Gulf Gate Estates offers easy access to Crescent Beach, just a 19-minute walk away, and is within 10 miles of The John and Mable Ringling Museum of Art.
Enjoy a fully equipped kitchen, air conditioning, a swimming pool, and free Wi-Fi at this accommodation, which comfortably sleeps 8 guests and is ideal for a dog-friendly getaway.

Just 4 minutes walking from Siesta Key Beach, this pet-friendly house offers easy access to Siesta Key Village and is 11 miles from Sarasota Bradenton International Airport.
This house features 2 bedrooms, 1 bathroom, a private swimming pool and hot tub, and accommodates up to 19 guests with complimentary WiFi and parking.

Just 500 feet from award-winning beaches and a 4-minute walk to Siesta Village, this 2-bedroom apartment offers a prime Siesta Key location with easy access to dining and entertainment.
This pet-friendly cottage boasts a private, fenced tropical patio with a gas grill, alfresco dining, and includes beach gear, making it ideal for families and travelers with pets looking for a comfortable seaside getaway.

Just 8 steps from a secluded, award-winning beach section in Siesta Key, this pet-friendly apartment offers direct access to beach access #13 and is only 60 yards from Point of Rocks for reef snorkeling.
This 2-bedroom, 1-bathroom apartment comfortably accommodates 6 guests and features a private patio, communal lounging areas, and alfresco dining, all within a 4-minute walk to the South Village's dining and entertainment, with complimentary beach gear provided.

Just 500 feet from Siesta Key's award-winning beaches, this 2-bedroom apartment offers a quiet, freestanding unit with concrete walls for enhanced privacy, a mere 8-minute walk to the popular Siesta Key Village.
This pet-friendly accommodation allows pets and features a heated swimming pool, game room with ping-pong, billiards, and foosball, and complimentary beach gear, perfect for families and friends with capacity for 8 guests.

Just a 6-minute stroll from Siesta Key Beach, this pet-friendly apartment offers unparalleled access to one of Florida's most celebrated shores, located 11 miles from Sarasota Bradenton International Airport.
This spacious 1-bedroom apartment comfortably accommodates up to 7 guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, and a garden, making it an ideal seaside escape for families and their pets.

Just a 4-minute drive from Siesta Key Beach, this apartment in the peaceful Gulf Gate Estates district offers a prime location near local dining and shopping.
This pet-friendly apartment accommodates up to 4 guests and features a modern interior, a fully equipped kitchen, and exclusive access to a shared, year-round heated pool, making it ideal for travelers with pets.

Just a 4-minute walk from Siesta Key Beach, this pet-friendly house in Siesta Key offers convenient access to the John and Mable Ringling Museum of Art (10 miles) and Sarasota International Convention Center (12 miles).
This 1500 square foot house features 3 bedrooms, 2 bathrooms, air conditioning, a swimming pool, a terrace, parking, and a kitchen with a fridge, microwave oven, and dishwasher, making it ideal for families and accommodating up to 19 guests.

Enjoy a pet-friendly apartment in Siesta Key, located just 0.7 miles from Siesta Key Village and 1.5 miles from Siesta Key Beach.
This spacious 1910 square foot apartment offers a private heated pool, hot tub, and a fully equipped kitchen, perfect for accommodating up to 8 guests and their furry companions.

Directly on Siesta Key Beach, this recently renovated three-bedroom, two-bathroom house is located 9.9 miles from Sarasota Bradenton International Airport and close to Marina Jack Restaurant and Sarasota Opera.
This pet-friendly house offers 1520 square feet of living space for up to 10 guests, featuring a heated saltwater swimming pool, a sauna, a fenced backyard, and complimentary beach gear and bikes.

Located in Bailey Hall, Siesta Key, this pet-friendly apartment offers exceptional proximity to water views and sunsets, just 100 feet away, and is a mere 5-minute walk to Siesta Village.
This spacious 3-bedroom apartment, accommodating up to 10 guests, boasts a ground-floor layout remodeled in 2025, two private patios, and complimentary beach gear, making it ideal for families and groups looking for a dog-friendly seaside getaway near the beach.