Pet-friendly Vacation Rentals in Siesta Key, FL

Just 500 feet from Siesta Key Beach, this pet-friendly apartment in Siesta Key's South Village offers a modern coastal luxury escape.
This 1190 sq ft apartment features 3 bedrooms, 3 bathrooms, and comfortably sleeps 8 guests with a heated swimming pool and bicycles available, making it ideal for a dog-friendly vacation.

Just 7 minutes on foot from the USA's #1 voted beach, this pet-friendly apartment offers a prime location near Siesta Key village's shops and restaurants.
This family-friendly apartment features 2 bedrooms, sleeps 5 guests, and includes a heated swimming pool, a 12-game arcade, and a full kitchen, making it ideal for a memorable seaside getaway with your dog.

Directly across from Siesta Key beach access, this pet-friendly apartment offers a 3-minute walk to Siesta Village shopping and dining, and is located just 10 miles from Sarasota Bradenton International Airport.
Enjoy a terrace or balcony, garden, and tennis court at this family-friendly apartment, which also provides complimentary beach chairs and carts for your convenience.

Just a 3-minute walk from Turtle Beach, this adult-only resort in Vamo offers pet-friendly studios with private hot tubs and patios, located 4 miles from Siesta Key Beach and Village.
Enjoy access to an outdoor swimming pool, bicycles, and kayaks at the adjacent Turtle Beach Resort, with free on-site parking and laundry facilities for added convenience.

Just 500 feet from the nation's best beach and a 4-minute walk to Siesta Village, this pet-friendly 2BR cottage offers a prime Siesta Key location with complimentary beach gear and a private tropical patio with a gas grill.
This ground-floor apartment, recently remodeled in 2025, comfortably accommodates up to 8 guests and features a full kitchen, air conditioning, and hassle-free check-in with no check-out cleaning requirements, making it an ideal seaside escape for families and pet owners.

Directly across the street from Siesta Key Beach, this pet-friendly apartment is also a short walk to Siesta Key Village's shops and restaurants.
This two-bedroom apartment accommodates four guests and features a fully equipped kitchen, private outdoor spaces, and essential beach gear, making it ideal for families and dog-friendly vacations.

Just two blocks from the world-renowned Siesta Key Beach, this pet-friendly apartment offers prime downtown Siesta Key access, putting shops, dining, and attractions within easy walking distance.
This 2-bedroom, 2-bathroom condo boasts a fully stocked kitchen, complimentary beach supplies, and access to a private heated swimming pool, making it perfect for remote work with high-speed WiFi and accommodating up to 4 guests.

Just 500 feet from the #1 Beach in the United States, this pet-friendly apartment is located in Siesta Key Village, offering convenient access to Siesta Village's shops and restaurants.
This 950 sq ft, 2-bedroom, 2-bathroom apartment features a fully equipped kitchen, on-site swimming pool with a Tiki Bar, and complimentary beach amenities, making it ideal for a comfortable and relaxing seaside getaway with your dog-friendly family.

This pet-friendly house in Siesta Key Village is a 7-minute walk to Siesta Key Beach and 10 miles from the John and Mable Ringling Museum of Art.
Enjoy a 1000 sq ft house with a swimming pool, patio, and on-site bicycle rentals, perfect for dog-friendly stays near the seaside.

Enjoy this pet-friendly apartment just 1 mile west of US 41, offering unbeatable proximity to Siesta Key beaches and walkable access to the intercoastal for sunset views and fishing.
This 1400 square foot apartment features 2 bedrooms and 2 bathrooms, a private enclosed patio with a heated pool (additional fee), a large tropical backyard with a fire pit, and complimentary beach gear, perfect for a family of 4.

Just 500 feet from world-renowned Siesta Key Beach, this luxury duplex offers an unbeatable location in Siesta Key, close to Crescent Beach and island restaurants.
This pet-friendly apartment boasts 2600 square feet of spacious, open-concept living, featuring a private rooftop deck with panoramic Gulf views, a shared tropical pool, and a game room for entertainment.

Directly across from world-famous Siesta Key Beach, this pet-friendly resort is a short walk or bike ride to Siesta Key Village.
This spacious resort offers 8 bedrooms accommodating up to 19 guests, featuring a resort-style pool with a waterslide, a private mini-golf course, and complimentary bikes and beach equipment.

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.

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 5 minutes from world-famous Siesta Beach and Siesta Village, this pet-friendly apartment offers a private heated pool and hot tub for ultimate relaxation, with dog-friendly accommodation available.
This spacious five-bedroom, two-bathroom apartment comfortably sleeps ten guests and features a cozy movie room, a propane grill for outdoor cooking, and a fully equipped kitchen, making it ideal for group gatherings near seaside attractions.

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.

Azul Resort Siesta Key offers a prime location in Siesta Key, just 2.5 miles from the city center and a short distance from Siesta Key Beach and Crescent Beach, with Gulf Gate Mall also nearby.
This pet-friendly resort welcomes your furry companions and provides essential amenities like air conditioning, Wi-Fi, and a terrace or balcony for your comfort.

Just 8 steps from the sand path of Siesta Key Beach, this pet-friendly apartment is a 2-minute walk from Crescent Beach and 10 miles from St. Armands Circle.
This 9690 square foot apartment offers 2 bedrooms, sleeps 15 guests, and features a private balcony, a fully equipped kitchen, complimentary air conditioning, free WiFi, and access to an on-site water park and children's playground, making it ideal for a dog-friendly seaside getaway.

Just 8 steps from Siesta Key Beach and a 4-minute walk to South Village, this pet-friendly apartment offers exclusive access to beach access #13 and is only 60 yards from Point of Rocks reef for snorkeling.
This apartment is perfect for families and groups of up to 12, featuring two units (1BR and 2BR totaling 3BR) with a westerly-facing deck for sunsets, included beach gear, and hammocks, making it an ideal seaside escape where no car is needed.

Just 1,056 feet from Siesta Key Beach and Siesta Key Village, this pet-friendly house offers a prime location for your vacation.
This luxury duplex provides 1990 square feet of space with 4 bedrooms, accommodating up to 12 guests, and features a private heated swimming pool, a cabana lounge, and garage parking for two vehicles.

Just 500 feet from Siesta Key Beach, this pet-friendly apartment in South Village offers a prime location with easy access to popular restaurants and outdoor entertaining spaces like a barbecue area.
This two-bedroom apartment accommodates up to six guests and features a swimming pool with sea views, air conditioning, internet, and a deck perfect for enjoying the seaside ambiance, making it an ideal choice for travelers with pets.

Just 500 feet from the desirable Cherokee Park neighborhood in Sarasota, this pet-friendly condo offers easy access to Siesta Key beaches and downtown Sarasota.
This recently remodeled, light and bright 740 sq ft condo features an open floor plan, modern furnishings, a community pool and gym, and a private yard, comfortably accommodating up to 4 guests with pets allowed.

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 Crescent Beach, this pet-friendly duplex in South Siesta Key offers two private casitas perfect for groups and a rare opportunity for small dog owners to enjoy a seaside vacation.
This 1390 square feet house accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a shared HOA pool, patio space for grilling, and complimentary island-wide trolley access.

Just a 6-minute walk from Siesta Key Beach, this pet-friendly apartment is located in Siesta Key, 10 miles from The John and Mable Ringling Museum of Art.
This spacious 1800 square foot, 2-bedroom apartment comfortably accommodates up to 11 guests and features a fully equipped kitchen, 2 bathrooms, a balcony, complimentary WiFi, private parking, and on-site water sports facilities.

Directly on the beach, this pet-friendly Siesta Key apartment offers an unbeatable location just a 2-minute walk from Siesta Key Beach, 10 miles from the John and Mable Ringling Museum of Art, and 11 miles from Sarasota Bradenton International Airport.
This 3-bedroom, 1-bathroom apartment features a private terrace with direct beach access, a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, and is family-friendly, ensuring a comfortable stay for you and your dog-friendly companions.

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.

Casa Del Mar is located in Siesta Key, just 1.5 miles from Siesta Key Beach, offering a fantastic pet-friendly base for exploring the area.
This 1770 square foot house features 3 bedrooms, 2 bathrooms, and a private screened-in heated pool, perfect for families and travelers with pets seeking comfortable seaside accommodations with free Wi-Fi and parking.