4 bedrooms
•
4 beds
•
4 bathrooms
•
8 guests
•
•
2002 sq. ft.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 queen bed
based on 194 reviews
Overall rating
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesRod and Reel Pier offers fresh seafood with stunning Tampa Bay views in a cozy, old-Florida setting right on the water. This relaxed, iconic spot is perfect for enjoying casual meals while watching fishermen, dolphins, and manatees from the pier.
The Ugly Grouper offers a lively dining experience with fresh seafood and American cuisine, complemented by live music and outdoor seating. Its fun atmosphere includes games and a full bar, making it a standout spot on Anna Maria Island.
Anna Maria Island Beach Cafe offers casual dining with a stunning Gulf view, featuring all-you-can-eat pancakes and seafood options. Enjoy live entertainment and island-style drinks in a relaxed beachfront setting.
Enjoy beachfront dining at Sandbar Seafood + Spirits, where fresh seafood and local flavors meet breathtaking sunset views. This iconic spot offers a relaxed atmosphere perfect for toes-in-the-sand dining and casual gatherings.
Enjoy waterfront dining at Compass Hotel Anna Maria Sound, featuring Floridays Woodfire Grill & Bar with fresh seafood and classic Florida charm. The hotel also offers signature Margaritaville drinks and relaxed dining options at Compass Bar & Chill.
The Waterfront Restaurant offers stunning views of San Francisco Bay from a charming, converted longshoreman’s bar on Pier 7, serving the city’s finest seafood in a cozy yet elegant setting perfect for any occasion.
Skinny's Place is a classic old-school Florida beach bar in Holmes Beach, known for its giant, juicy burgers, crispy homemade onion rings, and cold beer served in frosted mugs just steps from the public beach. Its laid-back, family-friendly vibe keeps the island’s nostalgic charm alive since 1952.
The Porch Restaurant offers a sophisticated dining experience with top-quality steak, fresh fish, and seasonal entrées, set within one of Anna Maria's oldest homes. Its intimate ambiance and extensive wine selection make it a sought-after spot on the island.
Ginny's & Jane E's Cafe offers a charming blend of local cuisine and quirky gifts, serving up delicious breakfast and lunch options in a retro-inspired space. The cafe embodies "Old Florida" hospitality with its unique decor and welcoming atmosphere.
Hurricane Hanks offers a casual, island-inspired dining experience with fresh seafood and classic pub fare. Its laid-back atmosphere makes it a favorite among locals and visitors alike.
Anna Maria Island Beach offers serene landscapes with warm, clear waters perfect for snorkeling and sunset walks. It's ideal for those seeking a tranquil beach experience with opportunities for bird watching and dolphin spotting.
Explore the pristine, uncrowded beaches and calm Gulf waters of Anna Maria Island—perfect for swimming, relaxing, and spotting wildlife. Whether you’re seeking a peaceful getaway or fun water adventures like kayaking and paddleboarding, this charming island is ideal for families, couples, and nature lovers alike.
Manatee Public Beach offers a perfect blend of white sands, calm Gulf waters, and fun activities like paddleboarding, snorkeling, and beach volleyball—ideal for families, nature lovers, and anyone seeking a relaxing yet active coastal escape.
Experience the charm of Holmes Beach with its beautiful beaches, paddleboard tours, and dolphin sightings. It's perfect for those seeking a relaxing coastal getaway with opportunities for adventure and nature exploration.
Fort De Soto Dog Park offers a unique beach experience where dogs can play and socialize freely. It's perfect for pet owners seeking a fun, relaxed outing with their furry friends.
Robinson Preserve offers a unique blend of hiking, kayaking, and wildlife viewing through scenic mangroves and tidal wetlands, topped off with a treetop canopy walkway and panoramic observation towers—perfect for nature lovers and outdoor adventurers of all ages.
Palma Sola Botanical Park offers a peaceful escape with lush tropical plants, rare fruit trees, and charming gardens perfect for nature lovers, families, and anyone seeking a scenic stroll in a vibrant, frost-free oasis. Well-suited for casual walks, photography, and pet-friendly visits.
De Soto National Memorial offers a unique blend of history and nature with scenic trails, living history camps, ranger-led kayak tours, and birdwatching—perfect for outdoor enthusiasts, history buffs, and families seeking an engaging adventure.
Bean Point Beach offers a secluded getaway with serene views and stunning sunsets, perfect for those seeking peace and tranquility. It's a hidden gem ideal for locals and visitors alike looking for a tranquil beach experience.
Explore Fort De Soto Park's historic batteries and military post, featuring the last four surviving 12-inch seacoast mortars in the continental U.S. This site is perfect for history buffs and those interested in military heritage.
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.
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.
Cancel within 24 hours for a full refund.
Pets allowed with fee
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 20, 2026 | $1500 | Not Available |
| Apr 21, 2026 | $1500 | Not Available |
| Apr 22, 2026 | $1500 | Not Available |
| Apr 23, 2026 | $1500 | Not Available |
| Apr 24, 2026 | $1500 | Not Available |
| Apr 25, 2026 | $720 | Available |
| Apr 26, 2026 | $720 | Available |
| Apr 27, 2026 | $720 | Not Available |
| Apr 28, 2026 | $720 | Not Available |
| Apr 29, 2026 | $720 | Not Available |
| Apr 30, 2026 | $720 | Not Available |
| May 1, 2026 | $810 | Available |
| May 2, 2026 | $810 | Available |
| May 3, 2026 | $810 | Available |
| May 4, 2026 | $810 | Available |
| May 5, 2026 | $810 | Available |
| May 6, 2026 | $810 | Available |
| May 7, 2026 | $810 | Available |
| May 8, 2026 | $810 | Not Available |
| May 9, 2026 | $810 | Not Available |
| May 10, 2026 | $810 | Not Available |
| May 11, 2026 | $810 | Available |
| May 12, 2026 | $810 | Available |
| May 13, 2026 | $810 | Not Available |
| May 14, 2026 | $810 | Not Available |
| May 15, 2026 | $810 | Not Available |
| May 16, 2026 | $810 | Not Available |
| May 17, 2026 | $810 | Not Available |
| May 18, 2026 | $810 | Not Available |
| May 19, 2026 | $810 | Not Available |
| May 20, 2026 | $810 | Not Available |
| May 21, 2026 | $900 | Not Available |
| May 22, 2026 | $1800 | Not Available |
| May 23, 2026 | $1800 | Not Available |
| May 24, 2026 | $1800 | Not Available |
| May 25, 2026 | $1800 | Not Available |
| May 26, 2026 | $1080 | Available |
| May 27, 2026 | $1080 | Available |
| May 28, 2026 | $1500 | Not Available |
| May 29, 2026 | $1500 | Not Available |
| May 30, 2026 | $1500 | Not Available |
| May 31, 2026 | $1500 | Not Available |
| Jun 1, 2026 | $1500 | Not Available |
| Jun 2, 2026 | $1283 | Available |
| Jun 3, 2026 | $1283 | Available |
| Jun 4, 2026 | $1350 | Not Available |
| Jun 5, 2026 | $1350 | Not Available |
| Jun 6, 2026 | $1350 | Not Available |
| Jun 7, 2026 | $1350 | Not Available |
| Jun 8, 2026 | $1283 | Available |
| Jun 9, 2026 | $1283 | Available |
| Jun 10, 2026 | $1283 | Available |
| Jun 11, 2026 | $1283 | Available |
| Jun 12, 2026 | $1283 | Available |
| Jun 13, 2026 | $1400 | Not Available |
| Jun 14, 2026 | $1400 | Not Available |
| Jun 15, 2026 | $1400 | Not Available |
| Jun 16, 2026 | $1400 | Not Available |
| Jun 17, 2026 | $1400 | Not Available |
| Jun 18, 2026 | $1400 | Not Available |
| Jun 19, 2026 | $1400 | Not Available |
| Jun 20, 2026 | $1112 | Available |
| Jun 21, 2026 | $1112 | Available |
| Jun 22, 2026 | $1500 | Not Available |
| Jun 23, 2026 | $1500 | Not Available |
| Jun 24, 2026 | $1500 | Not Available |
| Jun 25, 2026 | $1500 | Not Available |
| Jun 26, 2026 | $1500 | Not Available |
| Jun 27, 2026 | $1283 | Available |
| Jun 28, 2026 | $1283 | Available |
| Jun 29, 2026 | $1283 | Available |
| Jun 30, 2026 | $1283 | Available |
| Jul 1, 2026 | $1500 | Not Available |
| Jul 2, 2026 | $1800 | Not Available |
| Jul 3, 2026 | $1800 | Not Available |
| Jul 4, 2026 | $1800 | Not Available |
| Jul 5, 2026 | $1500 | Not Available |
| Jul 6, 2026 | $1500 | Available |
| Jul 7, 2026 | $1500 | Available |
| Jul 8, 2026 | $1500 | Available |
| Jul 9, 2026 | $1500 | Available |
| Jul 10, 2026 | $1500 | Available |
| Jul 11, 2026 | $1500 | Available |
| Jul 12, 2026 | $1500 | Available |
| Jul 13, 2026 | $1500 | Available |
| Jul 14, 2026 | $1500 | Available |
| Jul 15, 2026 | $1500 | Not Available |
| Jul 16, 2026 | $1500 | Not Available |
| Jul 17, 2026 | $1500 | Not Available |
| Jul 18, 2026 | $1500 | Not Available |
| Jul 19, 2026 | $1500 | Available |