Best & Cheap Family Friendly Vacations in Siesta Key, FL

Compare family friendly vacation accommodation, From $19/night

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ACCOMMODATION TYPES

Best & Cheap Family Friendly Vacations in Siesta Key, FL: Top Deals

Lazy Parrot
House Boat
Lazy Parrot
This charming houseboat, Lazy Parrot, is a pet-friendly accommodation located in the coastal town of Sarasota, Florida. It offers visitors a unique experience with plenty of nearby activities and attractions to explore. Popular restaurants include The Table Creekside, ZAZA New Cuban Diner, and Joe’s Crab Shack. There are also several beautiful trails to explore, such as Celery Fields Trail, Oscar Scherer State Park Trail, and Myakka River State Park Trail.
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$574 /night
Casey Key Resorts - Mainland
Hotel
Casey Key Resorts - Mainland
4.0 (303 reviews)
This Hotel, Casey Key Resorts - Mainland, is located in a great spot. It allows pets so it's perfect for travelers with furry friends. Nearby popular restaurants include The Rusty Hook Tavern and Sharky's on the Pier. There are plenty of activities to do such as visiting the Marie Selby Botanical Gardens or taking a stroll along the Legacy Trail.
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$131.1 /night
Enjoy Your Own Private Oasis/Beach, Pool, Onsite Amenities, Fishing
Guest Suite · 5 Guests · 2 Bedrooms
Enjoy Your Own Private Oasis/Beach, Pool, Onsite Amenities, Fishing
4.6 (36 reviews)
This Guest Suite is a perfect getaway for a group of 5 people and their pets. Located in Florida, it offers its guests a private beach, swimming pool, onsite amenities, fishing, and other activities to enjoy. Popular restaurants nearby include The Waterfront Restaurant, Island Spice Grill & Bar, and the Beach Bistro. Other activities available include kayaking, stand-up paddle boarding, golfing at the Palma Sola Golf Club, and hiking along the Robinson Preserve Nature Trails.
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$419 /night*
Private guesthouse near the beach
Guest House · 2 Guests · 2 Bedrooms
Private guesthouse near the beach
4.4 (9 reviews)
This Guest House is a private and cozy guesthouse located near the beach. It can sleep up to two people and pets are not allowed. Nearby, guests can visit popular restaurants like Joe's Crab Shack, Sharky's on the Pier, and Slice of Paradise Pizza. Guests can also enjoy activities such as visiting Mote Marine Laboratory and Aquarium, kayaking at Siesta Key Watersports, or going for a hike in Myakka River State Park.
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$211 /night*
Home2 Suites by Hilton Nokomis Sarasota Casey Key
Hotel
Home2 Suites by Hilton Nokomis Sarasota Casey Key
4.6 (295 reviews)
This hotel is located in Nokomis, Florida, near the Gulf of Mexico and Casey Key. Popular nearby restaurants include The Crow's Nest Restaurant & Marina, Sharky's on the Pier, and Mango Bistro. Visitors can explore nature at Oscar Scherer State Park or take a leisurely stroll along the Venice Fishing Pier. For those looking for more active pursuits, there are plenty of trails to explore, such as the Legacy Trail and Venetian Waterway Park Trail. Pets are allowed at this hotel.
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$181 /night
Bayshore Beach House - Walk to beach!
Guest Suite · 10 Guests · 3 Bedrooms
Bayshore Beach House - Walk to beach!
5.0 (22 reviews)
This Guest Suite is located near the beach of Bayshore, making it a great spot for a getaway with family and friends. Nearby popular restaurants include The Beach House, Sea Hags Bar & Grill, Island Gourmet Grill, and Chiles Mexican Restaurant. There are also plenty of activities to enjoy in the area such as fishing, biking, kayaking, and parasailing. Nature lovers can explore nearby trails like Weedon Island Preserve, Fort De Soto Park, and Lassing Park.
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$600 /night*
Private Houseboat, Waterfront, Pool, Incredible fishing, Come Relax!
House Boat · 6 Guests · 2 Bedrooms
Private Houseboat, Waterfront, Pool, Incredible fishing, Come Relax!
4.5 (29 reviews)
This House Boat is located along the waterfront in Florida and offers incredible fishing, a pool, and plenty of space to relax. Nearby popular activities include shopping at Westfield Sarasota Square Mall, golfing at Stoneybrook Golf Club, kayaking on the Myakka River, hiking at Oscar Scherer State Park, and taking a boat tour from Lido Key Marina. Popular restaurants nearby include The Table Creekside, La Bamba Mexican Restaurant, and BLVD Seafood.
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$418 /night*
Waterfront, Multiple Outdoor Porches, Beach w/ Fire pit, BBQ Area, Come Relax!
Guest Suite · 6 Guests · 2 Bedrooms
Waterfront, Multiple Outdoor Porches, Beach w/ Fire pit, BBQ Area, Come Relax!
4.5 (6 reviews)
This Guest Suite is a perfect getaway for those looking to relax and enjoy the waterfront. Located near Sarasota, Florida, it offers multiple outdoor porches, a beach with fire pit, a BBQ area and can sleep up to 6 people and pets are allowed. Nearby popular restaurants include The Crow's Nest, Beach Bistro, Mattison's City Grille and Euphemia Haye Restaurant. Outdoor activities include kayaking, paddleboarding, fishing and sailing at Lido Key, St. Armands Circle, Longboat Key, Anna Maria Island and Myakka River State Park. Popular trails nearby include the Legacy Trail, Celery Fields and Oscar Scherer State Park.
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$542 /night*
38-Foot Vessel, Casey Key, Known for Amazing Fishing & Privacy
Guest Suite · 6 Guests · 2 Bedrooms
38-Foot Vessel, Casey Key, Known for Amazing Fishing & Privacy
4.7 (13 reviews)
This Guest Suite is an ideal getaway for adventurers and nature lovers alike. Located on Casey Key, known for its amazing fishing and privacy, this 38-foot vessel can sleep up to 6 people and allows pets. Nearby popular restaurants include Louies Modern, Pier 22, and The Table Creekside; activities include kayaking, paddleboarding, snorkeling, and golfing; and trails such as the Legacy Trail and Oscar Scherer State Park are perfect for a leisurely stroll or bike ride.
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$419 /night*
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Which Price Range Is Most Typical in Siesta Key, FL Area?
Vacation Condo & House Rental Price Information in Siesta Key, FL
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The graph shows the percentages of vacation homes in each price bucket. Siesta Key has the largest percentage (27.67%) of homes in $100 - $150 price range.
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How Many Accommodations Are Pets Allowed in Siesta Key, FL?
Pets Allowed vs Not Allowed in Siesta Key, FL
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22.43% of vacation homes in Siesta Key are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
What are some family-friendly restaurants near Siesta Key, FL?
Family-Friendly Restaurants near Siesta Key, FL
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Siesta Key is a great place for families to enjoy delicious food. From seafood and sushi to burgers and ice cream, there's something for everyone! Here are three of our favorite family-friendly restaurants in Siesta Key.

  • Big Water Fish Market: This waterfront restaurant serves up fresh seafood caught right off the coast of Florida. The menu features everything from ceviche to fish tacos and oysters on the half shell.
  • Sarasota Surf Shack: Head to Sarasota Surf Shack for tasty burgers and sandwiches, plus an extensive selection of craft beers. There's also plenty of outdoor seating so you can enjoy your meal with a view.
  • Lemon Twist Cafe & Ice Cream: This cozy cafe and ice cream shop offers homemade waffle cones filled with creamy gelato, sorbet, and frozen yogurt. They also serve breakfast and lunch items like omelettes and sandwiches.
What are some fun activities for families near Siesta Key, FL?
Family-Friendly Activities near Siesta Key, FL
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Siesta Key has lots of fun activities for the whole family to enjoy! From strolling along the beach to exploring nature trails, here are some of our top picks for family-friendly activities in Siesta Key.

  • Siesta Beach: Siesta Beach is known for its soft white sand and crystal clear waters. Spend the day playing in the waves or just relaxing under the sun.
  • Turtle Beach: Turtle Beach is the perfect spot for swimming, snorkeling, kayaking, fishing, and more. It's also home to the Turtle Beach Pavilion where you can rent equipment and get snacks.
  • Oscar Scherer State Park: Take a hike through Oscar Scherer State Park and explore its lush forests, wetlands, and lakes. You can also take part in ranger-led programs and educational talks.
What Are The Must-Visit Places in Siesta Key, FL?
Top Rated Places to Visit in Siesta Key, FL
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How Many Airports in Siesta Key, FL?
Suggested Airports in Siesta Key, FL
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