Pet-friendly Vacation Rentals in Siesta Key, FL

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Siesta Key, FL vacation rentals

The Best Pet-friendly Vacation Rentals in Siesta Key, FL

Across The Street From Siesta Key Beach! - Siesta Key, FL
9.2 123 reviews

Across The Street From Siesta Key Beach!

apartment, Siesta Key
Directly across from Siesta Key Beach, this pet-friendly apartment offers a 1-minute walk to the white sand and is conveniently located near island restaurants and boutiques.
This 1800 square foot apartment features 3 bedrooms, a full-size washer and dryer, a shared tropical pool, and a dedicated game room, making it ideal for travelers with pets.
Minorga Sand Dollar On The Key - Siesta Key, FL
9.5 131 reviews

Minorga Sand Dollar On The Key

house, Siesta Key
Just a 7-minute walk from Siesta Key Beach, this pet-friendly house in Sarasota offers excellent ratings for location and cleanliness, placing you within 11 miles of attractions like the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport.
This 880-square-foot house features air conditioning, a full kitchen with a dishwasher, and a swimming pool, making it an ideal seaside getaway for travelers with pets.
Beachpoint Cottages - Siesta Key, FL
9.1 215 reviews

Beachpoint Cottages

apartment, Siesta Key
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.
Canal 313 - Right In Siesta Key Village! - Siesta Key, FL
9.4 188 reviews

Canal 313 - Right In Siesta Key Village!

house, Siesta Key
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.
Casita West - Siesta Key, FL
10 1 review

Casita West

house, Siesta Key
Just a 3-minute walk from Crescent Beach, Casita West offers a pet-friendly house in Siesta Key, conveniently located 7.3 miles from Marina Jack Restaurant And Marina and Sarasota Opera.
This 680 sq ft house features 2 bedrooms, 1 bathroom, and accommodates up to 7 guests with air conditioning, a full kitchen, and on-site parking, making it an ideal dog-friendly getaway.
The Ringling Beach House - Siesta Key, FL
8.6 883 reviews

The Ringling Beach House

resort, Siesta Key
Directly across from Siesta Key Beach, this pet-friendly resort offers easy access to 500 feet of white sand and is just an 8-minute walk to Siesta Key Village's shops and restaurants.
Each apartment at The Ringling Beach House features a fully-equipped kitchen, unique decor, and access to an outdoor pool and barbecue facilities, making it an ideal seaside getaway for families and pet owners alike.
Newly Remodeled 8-steps To Sand Path Of Beach! Unit A - Siesta Key, FL
9.4 10 reviews

Newly Remodeled 8-steps To Sand Path Of Beach! Unit A

apartment, Siesta Key
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.
Walk To Siesta Key Beach & Village | Pool | Dock | Game Room! - Siesta Key, FL
No reviews

Walk To Siesta Key Beach & Village | Pool | Dock | Game Room!

apartment, Siesta Key
Located just 500 feet from Siesta Key Beach Access 9 and 10, this pet-friendly apartment offers a 3-minute walk to award-winning beaches and an 8-minute walk to Siesta Key Village's dining and entertainment.
This unique 2-bedroom, 2-bathroom freestanding apartment accommodates up to 8 guests and features a private entrance, concrete walls for sound privacy, on-site amenities like a heated swimming pool and game room, and complimentary beach gear, making it an ideal dog-friendly choice near seaside attractions.

Best Dog-Friendly Vacation Rentals in Siesta Key, FL with Parking

In Siesta Key, FL, finding dog-friendly vacation rentals with parking makes your trip seamless. Whether you prefer the comfort of a unique hotel or seek affordable alternatives to budget friendly hotels, these options ensure convenience for both you and your pet.

Siesta Key Beach Across The Street Ideal Location - Siesta Key, FL
9.9 83 reviews

Siesta Key Beach Across The Street Ideal Location

apartment, Siesta Key
Just 500 feet across the street from the world-renowned Siesta Key Beach, this pet-friendly apartment offers prime access to its quartz-white sand and is a short walk to Siesta Key Village's dining and boutiques.
This spacious 900 sq ft, dog-friendly 2nd-floor condo accommodates up to 4 guests and features a full kitchen, a pullout sofa, essential beach gear, and on-site amenities including a heated saltwater pool, sauna, and marina.
Walk To Siesta Key Beach & Village | Pool | Dock | Game Room! - Siesta Key, FL
No reviews

Walk To Siesta Key Beach & Village | Pool | Dock | Game Room!

apartment, Siesta Key
Just 500 feet from Siesta Key Beach Accesses 9 and 10, this unique, freestanding 2-bedroom apartment offers a rare level of privacy and is ideal for travelers seeking a pet-friendly getaway near the ocean.
This dog-friendly unit provides two separate 1-bedroom units with connecting doors, featuring two full kitchens, two living rooms, and a guest capacity of 8, along with access to a heated swimming pool, game room, and complimentary beach gear.
Hidden Quiet Gem Close To Everything!!! - Siesta Key, FL
8.8 79 reviews

Hidden Quiet Gem Close To Everything!!!

house, South Sarasota
This pet-friendly house in South Sarasota offers a quiet, hidden gem location, conveniently situated 4.8 miles from Marina Jack Restaurant And Marina and 4.9 miles from Sarasota Opera.
Boasting a generous 10,760 square feet, this accommodation features 3 bedrooms, 2 bathrooms, air conditioning, a fully equipped kitchen with a dishwasher, and complimentary WiFi, making it ideal for families and travelers with pets.
Siesta Key Village  Pool  Walk To Beach  Pets - Siesta Key, FL
10 90 reviews

Siesta Key Village Pool Walk To Beach Pets

apartment, Siesta Key
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.
The Salty Soul: A Modern Siesta Boutique Suite - Siesta Key, FL
10 2 reviews

The Salty Soul: A Modern Siesta Boutique Suite

apartment, Siesta Key
Just 500 feet from Siesta Key's renowned beaches, this historic 1950s apartment offers an "Old Florida" retreat masterfully renovated with modern, high-end design.
This pet-friendly apartment, featuring 2 bedrooms and 1 bathroom, includes a full kitchen with a fridge, microwave, and dishwasher, plus air conditioning and parking for up to 3 guests.
Vinca | Steps To Siesta Key Village! - Siesta Key, FL
9.5 111 reviews

Vinca | Steps To Siesta Key Village!

house, Siesta Key
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.
Casita Mar | Pet Friendly, Steps To Crescent Beach - Siesta Key, FL
9.7 12 reviews

Casita Mar | Pet Friendly, Steps To Crescent Beach

house, Siesta Key
Just 2 minutes from Crescent Beach's powdery sand and Crescent Village dining, this 2-bedroom apartment in Siesta Key's Crescent Beach area offers a prime location with excellent user and location ratings.
This pet-friendly apartment welcomes one small dog (up to 25lbs) for an additional fee and includes a shared HOA pool, a well-equipped kitchen, and beach essentials for a comfortable stay for up to 4 guests.
Walk To The Beach Or Village In Minutes! - Siesta Key, FL
9.5 91 reviews

Walk To The Beach Or Village In Minutes!

house, Siesta Key
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.

Top Selection of Vacation Rentals with Balcony in Siesta Key, FL

Enjoy the comfort of a private balcony during your stay in Siesta Key, FL by choosing from top vacation rental options. Whether you’re looking for a condo vacation rental or a short term vacation rental, these selections provide a relaxing outdoor space.

Siesta Key Inn - Siesta Key, FL
8.7 29 reviews

Siesta Key Inn

apartment, Siesta Key
Just a 5-minute walk from Crescent Beach, this pet-friendly apartment in Siesta Key is also conveniently located 11 miles from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport.
This family-friendly apartment offers a swimming pool, terrace, garden, and spa, with complimentary private parking and free WiFi, making it an excellent choice for travelers seeking a relaxing seaside getaway with their pets.
Heart Of Village: Dog-friendly W/ Pool & Parking - Siesta Key, FL
9.2 16 reviews

Heart Of Village: Dog-friendly W/ Pool & Parking

apartment, Siesta Key
Located in Siesta Key Village, this newly renovated condo is just one block from dining and entertainment and an 8-minute walk to Siesta Key Beach.
This pet-friendly apartment offers 760 square feet with two bedrooms, a fully equipped kitchen, in-unit laundry, and access to a community heated swimming pool, perfect for travelers with pets.
70 M² House ∙ 1 Bedroom ∙ 4 Guests - Siesta Key, FL
10 4 reviews

70 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Sarasota
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.
Pink Flamingo Unit, Steps To Beach, Siesta Key Village & Pet-friendly - Siesta Key, FL
9.6 380 reviews

Pink Flamingo Unit, Steps To Beach, Siesta Key Village & Pet-friendly

house, Siesta Key
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.
Siesta Cooler: Only Minutes Walk To Siesta Beach! - Siesta Key, FL
9.5 160 reviews

Siesta Cooler: Only Minutes Walk To Siesta Beach!

apartment, Siesta Key
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.
Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach - Siesta Key, FL
9.5 411 reviews

Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach

apartment, Siesta Key
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.
Gertrude's Siesta | Pool & Spa, 100% Private, 5-min Bike To Siesta Key Beach, 3-miles To Village! - Siesta Key, FL
9.6 34 reviews

Gertrude's Siesta | Pool & Spa, 100% Private, 5-min Bike To Siesta Key Beach, 3-miles To Village!

apartment, Siesta Key
Enjoy a 4-bedroom, 3-bathroom apartment in Siesta Key, located just 500 feet from Siesta Key Beach, offering a pet-friendly escape with a private heated pool and multiple outdoor relaxation areas.
This spacious accommodation, perfect for groups of up to 10, features a 100% private 4BR setup with a 3BR unit and a 1BR suite, including a kitchen with a fridge, microwave, and dishwasher, plus provided beach gear for your convenience.
Key West Villa 3 Min To No 1 Beach - Pool - Bbq - Siesta Key, FL
10 1 review

Key West Villa 3 Min To No 1 Beach - Pool - Bbq

apartment, Siesta Key
Just 600 feet from Siesta Key Beach, this pet-friendly apartment offers a prime location near the No. 1 Beach in Siesta Key.
This dog-friendly apartment features a private pool, terrace, balcony, and a fully equipped kitchen, perfect for a comfortable stay with your pets.

Destinations nearby

Best Family-friendly Vacation Rentals in Siesta Key, FL

Finding family-friendly vacation rentals in Siesta Key, FL ensures everyone enjoys a comfortable and convenient trip. From spacious vacation home rentals to a short term vacation rental, these options are perfect for families seeking memorable stays together.

Casita Sol | Walk To Crescent Beach, Hoa Pool - Siesta Key, FL
10 3 reviews

Casita Sol | Walk To Crescent Beach, Hoa Pool

apartment, Siesta Key
Just 500 feet from Siesta Key's famous beach access and Crescent Village, this pet-friendly duplex offers an excellent location for your vacation.
This 2-bedroom, 1-bathroom apartment is perfect for families and accommodates up to 4 guests, featuring a community pool, gas grills, and provided beach gear.
1 Min Walk To Siesta Beach | Free Bikes & Boards - Siesta Key, FL
9.9 64 reviews

1 Min Walk To Siesta Beach | Free Bikes & Boards

apartment, Siesta Key
Just 10 seconds from the beach on the southern edge of Siesta Village, this pet-friendly apartment offers an exceptional location with easy access to island trolley service and Siesta Village's shops and dining.
This 1-bedroom apartment comfortably accommodates up to 4 guests and includes complimentary beach gear, a ping-pong room, alfresco dining, and a Tiki bar, making it ideal for a dog-friendly seaside getaway.
Less Than 7 Minute Walk To Siesta Key Beach. - Siesta Key, FL
10 6 reviews

Less Than 7 Minute Walk To Siesta Key Beach.

apartment, Siesta Key
Located in Siesta Key's South Village, this apartment is a less than 7-minute walk to Siesta Beach, local bars, restaurants, and the marina, offering unparalleled walkability.
This 1500 square foot, pet-friendly apartment accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a private heated pool, a screened lanai with a smart TV, and provided beach essentials and bicycles for exploring the seaside.
100 Steps To Beach Access - 5 Minute Walk To The Village - Private Porch - Siesta Key, FL
9.2 6 reviews

100 Steps To Beach Access - 5 Minute Walk To The Village - Private Porch

house, Siesta Key
Just 500 feet from Siesta Key Beach and a 0.3-mile walk to Siesta Key Village, this pet-friendly house offers exceptional proximity for exploring the area.
This 550 sq ft house accommodates up to 7 guests and features a fully equipped kitchen, air conditioning, a private porch, and access to an open-air bath, with complimentary WiFi and parking provided.
Casa Antilles | Pet Friendly, Ping Pong Table, Private Pool, Steps To Beach - Siesta Key, FL
9.8 58 reviews

Casa Antilles | Pet Friendly, Ping Pong Table, Private Pool, Steps To Beach

apartment, Siesta Key
Just 0.2 miles from Crescent Beach access and 0.3 miles from Point of Rocks, this Siesta Key duplex is centrally located and offers two private units perfect for large groups or multi-generational families, with each kitchen fully stocked for convenient meals.
This pet-friendly apartment is ideal for families and groups of up to 26 guests, featuring two private heated pools, balconies with Gulf breezes, and is within walking distance to Crescent Village for dining and shopping, ensuring a comfortable and enjoyable stay near the seaside.
Gertrude's Siesta | Walk 2-min To Beach Path! 1-min Dining & Music! Hammocks, Snorkeling, Sunsets! - Siesta Key, FL
10 1 review

Gertrude's Siesta | Walk 2-min To Beach Path! 1-min Dining & Music! Hammocks, Snorkeling, Sunsets!

apartment, Siesta Key
Just 90 yards from Point of Rocks Reef for snorkeling and paddling, this pet-friendly apartment in Siesta Key's South Village offers easy access to dining, entertainment, and award-winning beaches.
This 700 sq ft, 2-bedroom apartment comfortably sleeps 6 guests and features a shared heated pool, a tropical patio with a grill, and is steps from Siesta Key's top attractions, making a car unnecessary.
Serenity Siesta - Siesta Key, FL
9.7 126 reviews

Serenity Siesta

apartment, Siesta Key
Enjoy direct Gulf and sandy beach access from your backyard in this exceptional Siesta Key apartment, just 80 steps from Siesta Key Beach and minutes from Siesta Key Village shops and restaurants.
This spacious, pet-friendly apartment comfortably sleeps 8 with 4 bedrooms and 3.5 bathrooms, offering multiple outdoor living spaces and world-class fishing and swimming opportunities right outside your door.
Casa Tegula | Walking Distance To Crescent Beach! - Siesta Key, FL
9.9 98 reviews

Casa Tegula | Walking Distance To Crescent Beach!

house, Siesta Key
Enjoy a pet-friendly apartment just 3 minutes by foot from Crescent Beach and Point of Rocks, offering a prime Siesta Key location near Crescent Village for shops and dining.
This spacious accommodation features a gourmet kitchen, multiple bedrooms with king and queen beds, and a private heated pool for year-round enjoyment, making it ideal for families and pet owners seeking seaside relaxation.
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