4 bedrooms
•
5 beds
•
3 bathrooms
•
8 guests
•
•
1424 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 full bunk bed, 1 twin bunk bed, 1 twin bed
Bedroom 4
1 king bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 full bunk bed, 1 twin bunk bed, 1 twin bed
Bedroom 4
1 king bed
based on 116 reviews
Overall rating
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesAnna Maria Island Beach Cafe offers casual dining with stunning Gulf views and a menu featuring all-you-can-eat pancakes and seafood. Enjoy live entertainment and beach activities while savoring delicious meals in a lively beachfront setting.
Sandbar Seafood + Spirits offers a beachfront dining experience with fresh seafood and local flavors, set against breathtaking sunset views. Enjoy toes-in-the-sand dining with a relaxed, family-friendly atmosphere.
The Ugly Grouper offers a vibrant outdoor dining experience with fresh seafood, live music, and fun activities. Enjoy local favorites like coconut fried shrimp and grouper tacos in a lively beachside setting.
Wicked Cantina offers fresh, handmade Austin-style Tex Mex and American classics in a lively, family-friendly setting with a full bar and scenic waterfront views on Anna Maria Island. Enjoy tacos, burgers, seafood, and vibrant live music from breakfast through dinner.
The Kokonut Hut offers a relaxed beach atmosphere with generous portions of casual grill fare and fantastic cocktails, set against breathtaking island views. It features live music and a dog-friendly environment, perfect for a laid-back dining experience.
Rod and Reel Pier offers fresh seafood with stunning views of Tampa Bay, providing a relaxed, old Florida charm. Its cozy setting and limited seating create an intimate dining experience.
Compass Hotel Anna Maria Sound offers a laid-back coastal vibe with fresh seafood and steak at Floridays Woodfire Grill, complemented by signature Margaritaville drinks and waterfront views for a perfect island escape.
The Waterfront Restaurant offers a premier dining experience with stunning views of San Francisco Bay, serving fine seafood in a historic, converted longshoreman's bar setting. Its ambiance is both elegant and cozy, perfect for special occasions.
Ginny's & Jane E's Cafe and Gift Store offers a cozy breakfast and bakery experience with unique local art and quirky gifts, blending delicious homemade dishes like creme brûlée French toast with a fun, beachy atmosphere full of Old Florida charm.
Skinny's Place is a laid-back, old-school Florida beach bar in Holmes Beach serving up juicy, oversized burgers, crispy fries, and cold beer just steps from the public beach. Its casual vibe and homemade favorites make it an island staple since 1952.
Ana Maria Island offers serene beaches and calm waters perfect for swimming and water activities. It's ideal for families and those seeking a peaceful beach getaway with plenty of outdoor adventures like kayaking and paddleboarding.
Holmes Beach offers a perfect blend of relaxing sandy shores, fun paddleboard tours through mangroves, and family-friendly beach amenities, making it ideal for outdoor lovers and anyone seeking a laid-back Florida island escape.
Coquina Beach offers a serene getaway with activities like swimming, snorkeling, and shell hunting, perfect for families and nature lovers. Its tranquil atmosphere and beautiful white sand make it an ideal spot for relaxation and exploration.
Manatee Public Beach offers a serene escape with pristine white sands and crystal-clear waters, perfect for families and beach lovers seeking relaxation and activities like swimming and paddleboarding. Its tranquil atmosphere and scenic views make it an idyllic spot for anyone looking to unwind.
Anna Maria Island Beach offers serene landscapes with warm waters, perfect for snorkeling and sunset walks. It's ideal for those seeking relaxation and nature's beauty.
Fort De Soto Dog Park and Beach offers a unique experience where dogs can play off-leash on the beach, making it a haven for dog owners and their pets. It's perfect for those seeking a fun, interactive outdoor experience with their furry friends.
Explore De Soto National Memorial, a haven for nature lovers and history enthusiasts, offering scenic trails, kayaking, and historical reenactments. It's perfect for families and outdoor enthusiasts seeking adventure and tranquility.
Robinson Preserve offers a peaceful escape with hiking trails, kayaking through mangroves, and panoramic views from observation towers—perfect for nature lovers and outdoor adventurers seeking scenic beauty and wildlife.
Palma Sola Botanical Park is a lush 10-acre oasis featuring rare tropical fruit trees, vibrant butterfly and herb gardens, and peaceful walking trails—perfect for nature lovers, families, and anyone seeking a serene outdoor escape.
Bean Point Beach Access offers a peaceful, secluded escape at the northern tip of Anna Maria Island, perfect for those who love soft sand, turquoise waters, and stunning sunsets without the crowds. Ideal for beachcombers, shell collectors, and sunset watchers seeking tranquility.
A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Beach N Rides at 941-251-7916. Use the discount code: Serendipity at checkout to receive your special rate.
A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Coconut Rentals at 941-269-1080. Use the discount code: Serendipity at checkout to receive your special rate.
Cancel within 24 hours for a full refund.
Pets allowed
No smoking - fees will apply
Events require approval
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Apr 10, 2026 | $1100 | Not Available |
| Apr 11, 2026 | $590 | Available |
| Apr 12, 2026 | $590 | Available |
| Apr 13, 2026 | $590 | Available |
| Apr 14, 2026 | $1100 | Not Available |
| Apr 15, 2026 | $1100 | Not Available |
| Apr 16, 2026 | $1100 | Not Available |
| Apr 17, 2026 | $1100 | Not Available |
| Apr 18, 2026 | $1100 | Not Available |
| Apr 19, 2026 | $1100 | Not Available |
| Apr 20, 2026 | $1100 | Not Available |
| Apr 21, 2026 | $1100 | Not Available |
| Apr 22, 2026 | $1100 | Not Available |
| Apr 23, 2026 | $1100 | Not Available |
| Apr 24, 2026 | $1100 | Not Available |
| Apr 25, 2026 | $1100 | Not Available |
| Apr 26, 2026 | $585 | Available |
| Apr 27, 2026 | $585 | Available |
| Apr 28, 2026 | $585 | Available |
| Apr 29, 2026 | $585 | Available |
| Apr 30, 2026 | $585 | Available |
| May 1, 2026 | $720 | Available |
| May 2, 2026 | $800 | Available |
| May 3, 2026 | $800 | Available |
| May 4, 2026 | $720 | Available |
| May 5, 2026 | $720 | Available |
| May 6, 2026 | $720 | Available |
| May 7, 2026 | $720 | Available |
| May 8, 2026 | $800 | Available |
| May 9, 2026 | $800 | Available |
| May 10, 2026 | $800 | Available |
| May 11, 2026 | $720 | Available |
| May 12, 2026 | $720 | Available |
| May 13, 2026 | $720 | Available |
| May 14, 2026 | $720 | Available |
| May 15, 2026 | $800 | Available |
| May 16, 2026 | $800 | Available |
| May 17, 2026 | $800 | Available |
| May 18, 2026 | $720 | Available |
| May 19, 2026 | $720 | Available |
| May 20, 2026 | $720 | Available |
| May 21, 2026 | $1000 | Not Available |
| May 22, 2026 | $1100 | Not Available |
| May 23, 2026 | $1100 | Not Available |
| May 24, 2026 | $1000 | Not Available |
| May 25, 2026 | $1000 | Not Available |
| May 26, 2026 | $1000 | Not Available |
| May 27, 2026 | $1000 | Not Available |
| May 28, 2026 | $1000 | Not Available |
| May 29, 2026 | $1100 | Not Available |
| May 30, 2026 | $1100 | Not Available |
| May 31, 2026 | $1045 | Available |
| Jun 1, 2026 | $1045 | Available |
| Jun 2, 2026 | $1045 | Available |
| Jun 3, 2026 | $1045 | Available |
| Jun 4, 2026 | $1045 | Available |
| Jun 5, 2026 | $1045 | Available |
| Jun 6, 2026 | $1045 | Available |
| Jun 7, 2026 | $1045 | Available |
| Jun 8, 2026 | $1045 | Available |
| Jun 9, 2026 | $1100 | Not Available |
| Jun 10, 2026 | $1100 | Not Available |
| Jun 11, 2026 | $1100 | Not Available |
| Jun 12, 2026 | $1100 | Not Available |
| Jun 13, 2026 | $1100 | Not Available |
| Jun 14, 2026 | $1100 | Not Available |
| Jun 15, 2026 | $1100 | Not Available |
| Jun 16, 2026 | $855 | Available |
| Jun 17, 2026 | $855 | Available |
| Jun 18, 2026 | $1100 | Not Available |
| Jun 19, 2026 | $1100 | Not Available |
| Jun 20, 2026 | $1100 | Not Available |
| Jun 21, 2026 | $1045 | Available |
| Jun 22, 2026 | $1045 | Available |
| Jun 23, 2026 | $1045 | Available |
| Jun 24, 2026 | $1045 | Available |
| Jun 25, 2026 | $1045 | Available |
| Jun 26, 2026 | $1045 | Available |
| Jun 27, 2026 | $1100 | Not Available |
| Jun 28, 2026 | $1100 | Not Available |
| Jun 29, 2026 | $1100 | Not Available |
| Jun 30, 2026 | $1100 | Not Available |
| Jul 1, 2026 | $1100 | Not Available |
| Jul 2, 2026 | $1100 | Not Available |
| Jul 3, 2026 | $1500 | Available |
| Jul 4, 2026 | $1500 | Available |
| Jul 5, 2026 | $1100 | Available |
| Jul 6, 2026 | $1100 | Available |
| Jul 7, 2026 | $1100 | Available |
| Jul 8, 2026 | $1100 | Available |
| Jul 9, 2026 | $1100 | Available |