Pet-friendly Vacation Rentals in Siesta Key, FL

Just 0.4 miles, or approximately 2,112 feet, from the sands of Siesta Beach, this pet-friendly apartment offers prime location with easy trolley access to Siesta Key Village.
This second-floor, 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and features a recently updated kitchen, a screened-in lanai with canal views, a heated community pool, and is dog-friendly for one dog under 25lbs.

Located in Siesta Village, this apartment is just 250 feet from Siesta Key Village and an 8-minute walk to America's top sunset viewing beach.
This pet-friendly apartment offers 2 bedrooms, 2 bathrooms, and sleeps 6 guests, featuring a remodeled interior, a heated swimming pool, and convenient access to beach activities and amenities.

Just a 3-minute walk from Siesta Key Beach, this apartment offers a prime location in Siesta Key, conveniently located 10 miles from the John and Mable Ringling Museum of Art and Sarasota International Convention Center.
This pet-friendly apartment features 800 square feet of living space, a balcony with city views, complimentary WiFi, and on-site parking, making it an ideal choice for travelers with pets.

Just a 2-minute walk from Crescent Beach, Seahorse Cabana - 1106 is a pet-friendly house located in Siesta Key, 7.7 miles from Marina Jack Restaurant and Marina and Sarasota Opera.
This 1150 square foot house offers 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and free Wi-Fi, making it an excellent choice for a dog-friendly seaside getaway.

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.

Just 1 block from Siesta Key Beach, this pet-friendly apartment is located in Siesta Key Village, offering immediate access to local dining and shopping within 11 miles of the Ringling Museum and Convention Center.
This apartment welcomes pets and features a restaurant, tennis court, and complimentary parking, ensuring a comfortable and connected stay with free Wi-Fi and air conditioning.

Offering unobstructed ocean and sunset views, this penthouse apartment is located in the city center of Siesta Key, just 12 steps from a private beach access and a 3-minute trolley ride to Siesta Village.
This pet-friendly, 3-bedroom apartment accommodates up to 9 guests and features complimentary bikes, paddleboards, and access to communal lounging areas, alfresco dining, and a ping-pong room, making it an ideal choice for families and dog-friendly vacations near the beach.

Just 10 steps from a private gate to Siesta Key Village and a 1-minute walk to the award-winning Siesta Key Beach, this pet-friendly apartment offers unparalleled access to the best of Siesta Key.
This spacious apartment, with 4 bedrooms across two units, provides ample room for families and features 4 private patios, complimentary beach gear, and anytime access, making it ideal for a dog-friendly seaside getaway.

Just 2 minutes from Siesta Key Beach, this pet-friendly house offers an unbeatable location in Siesta Key, also situated 10 miles from the John and Mable Ringling Museum of Art.
This 1800 square foot house features 3 bedrooms, 2 bathrooms, and accommodates up to 21 guests, boasting a fully equipped kitchen, free high-speed WiFi, and private parking.

Located in Siesta Key Village, this pet-friendly apartment is just a 4-minute walk from Siesta Key Beach and 10 miles from the John and Mable Ringling Museum of Art.
This 900 square foot apartment offers air conditioning, free Wi-Fi, a kitchenette, and on-site parking, making it a perfect seaside getaway for families and pet owners.

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.

Steps from Siesta Village's dining and shopping, this pet-friendly apartment is just a 5-minute walk to Siesta Key's world-famous quartz sand beaches.
This 1-bedroom, 1-bathroom apartment comfortably sleeps 4 guests and features a heated swimming pool with a BBQ area, complimentary high-speed internet, and a fully equipped kitchen, making it an ideal seaside getaway for families and couples traveling with their pets.

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 500 feet from Siesta Key Beach, this pet-friendly apartment offers unparalleled walkability with immediate access to Crescent Market Grocer, various restaurants like Miguel's and Big Water Fish Market, shops, and a tiki bar.
This 2-bedroom, 2-bathroom apartment accommodates up to 6 guests and features private beach access, resort pool privileges at Calini Beach Resort, on-site parking for 2 cars, and a charcoal grill, making it ideal for dog-friendly seaside vacations.

Just a 6-minute stroll from world-renowned Siesta Key Beach, this pet-friendly apartment in Siesta Key offers a prime location near popular Sarasota attractions, including Marina Jack Restaurant and Sarasota Opera, approximately 6.2 miles away.
This Dolphin Villa apartment boasts 580 square feet, a private swimming pool, and a fully equipped kitchen, comfortably accommodating up to 7 guests with air conditioning, free WiFi, and free on-site private parking.

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.

Just 8-10 minutes walk from Siesta Key Beach and a 14-minute walk to Siesta Key Village's dining and nightlife, this canal-front apartment offers a prime location in Siesta Key.
This pet-friendly apartment boasts 1640 square feet of space, accommodating up to 10 guests with 4 bedrooms, a private heated pool, kayaks, paddleboards, and a fun cocktail arcade cabinet.

Just 1190 square feet, this pet-friendly house offers 2 bedrooms and 2 bathrooms, perfect for a family getaway near Siesta Key Beach.
This house is conveniently located a short walk from Siesta Key Beach and the village, and is 10 miles from The John and Mable Ringling Museum of Art, featuring a garden and tennis court.

Just a 6-minute walk from world-renowned Siesta Key Beach, this pet-friendly apartment in Bee Ridge offers the perfect seaside getaway for you and your furry companions.
Enjoy a private garden, terrace, outdoor swimming pool, and hot tub, alongside a fully equipped kitchen and barbecue facilities, making this dog-friendly accommodation ideal for families and those seeking relaxation near the beach.

Just 500 feet from Siesta Key Beach and Siesta Key Village, this pet-friendly apartment offers a private backyard oasis with a heated splash pool and tiki hot tub, perfect for travelers with pets.
This apartment features 3 bedrooms, 2 bathrooms, and sleeps up to 12 guests with multiple sleeping arrangements, including a foosball table and arcade machine for entertainment, plus a fully equipped kitchen with a dining bar seating 10.

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.

Directly on Siesta Key Beach, this pet-friendly apartment offers stunning Gulf views and is just steps from Crescent Beach, placing you 11 miles from the Ringling Museum and Sarasota Bradenton International Airport.
This 1830 sq ft apartment accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, boasting amenities like a swimming pool, hot tub, fitness center, on-site bar, and private parking, ensuring a comfortable and convenient stay for families and their pets.

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 500 feet from Siesta Key Beach, this luxury apartment in Siesta Key Village offers unparalleled convenience for beachgoers and walkable access to dining and shops.
This pet-friendly apartment boasts a resort-style backyard with a heated lagoon pool, waterslide, and spa, plus a rooftop deck with panoramic Gulf views, and elevator access to all three levels for ultimate comfort and entertainment.

Directly steps from Siesta Key Beach and Siesta Key Village, this pet-friendly house is located approximately 10 miles from the Ringling Museum and 11 miles from Sarasota Bradenton International Airport.
This dog-friendly accommodation offers a private terrace, balcony with pool views, a hot tub, and complimentary private parking, ensuring a comfortable stay for you and your furry companions.

Just a 4-minute stroll from the world-renowned Siesta Key Beach, this pet-friendly house offers a prime location in Siesta Key, 10 miles from the John and Mable Ringling Museum of Art.
This house features an indoor pool, garden, tennis court, and bike rentals, making it an ideal choice for travelers seeking a dog-friendly seaside escape with plenty of on-site recreation and close proximity to diving, cycling, and fishing activities.

Located in Siesta Key Village, this pet-friendly apartment is just a short drive from St. Armands Circle and the Mall at University Town Center, with Siesta Key Beach and Crescent Beach nearby.
This spacious apartment accommodates up to 10 guests with 3 bedrooms and 4 bathrooms, featuring a jetted bathtub, bidet, air conditioning, a terrace/balcony, and a garden, making it ideal for families and groups traveling with their pets.

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 a ground-floor, pet-friendly house just 400 feet from Siesta Key Beach and Siesta Key Village, offering exceptional walkability and easy access for your small dog under 25 lbs.
This 530 sq ft house accommodates up to 4 guests with a modular sleeper sofa, a patio with a grill, and shared on-site laundry, making it a convenient seaside escape.

Just 1.6 miles from world-famous Siesta Key Beach, this newly remodeled 2-bedroom apartment in Sarasota's Gulf Gate Estates is a fantastic pet-friendly option for your vacation.
This dog-friendly apartment offers comfortable sleeping for up to six guests, a fully-equipped kitchen, a new bathroom with two sinks, a private brick patio, and high-speed WiFi, making it ideal for families and travelers with pets.

Just 1000 feet from Siesta Key Beach and 0.2 miles from Siesta Key Village, this apartment offers unparalleled convenience for beachgoers and those seeking village amenities, making it a prime pet-friendly choice.
This apartment boasts a full kitchen, a shared heated pool, and included kayaks and bikes, with pets welcome for a fee, ensuring a complete Florida lifestyle experience for all guests.

Just 500 feet from Siesta Key Village's shops and restaurants, this luxurious apartment estate is located in Siesta Key Village, a mere 3-minute walk from Siesta Key Beach.
This expansive 4100 sq ft, 7-bedroom apartment is pet-friendly and offers a private heated pool, a rooftop terrace with partial Gulf views, and a gourmet kitchen, perfect for accommodating up to 22 guests for an unforgettable seaside getaway.

Just 500 feet from award-winning beaches, this pet-friendly apartment on Siesta Key's north end is an 8-minute walk to Siesta Key Village dining and entertainment.
This apartment accommodates up to 4 guests with a queen bedroom and a queen sleeper sofa, offering a heated swimming pool, a game room, and complimentary beach gear for a perfect 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 30 seconds from the best sunset viewing on Siesta Key, this pet-friendly apartment offers exclusive access to a quieter, private beach featuring white quartz sand and tide pools, perfect for families and their furry companions.
This 1-bedroom, 1-bathroom apartment accommodates up to 3 guests and boasts a full kitchen, air conditioning, garden, and parking, with Point of Rocks reef snorkeling just a 60-yard walk away and all Siesta Key attractions within a 7-minute walk.

Just 2 minutes on foot from Siesta Key Beach and 0.3 miles from Siesta Key Village, this pet-friendly apartment offers an excellent location for your vacation.
This apartment boasts a shared heated pool, a private patio with a BBQ, and comes equipped with beach essentials, bikes, and a kayak, accommodating up to 10 guests with 3 bedrooms and 5 beds.