Holiday rentals with a hot tub near Anna Maria Island

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Manatee Sanctuary - in the heart of Anna Maria

Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

Cedar Sunsets-4 bed, 4 bath, 4 Houses to the beach

Make memories at this beautiful, new beach home with private pool. Only 4 houses to the beautiful white sand beaches of Anna Maria Island. Close to many wonderful restaurants. Beautifully appointed spacious open-concept living area. Full kitchen and dining room to seat eight comfortably.Three roomy king bedrooms, two that are en-suite and each has their own amazing porch. Another king bedroom shares a Jack-and-Jill bathroom with a twin over full bunk room. Managed by Doreste Properties

Island home with Pool and swim-up bar!

The Blue Crab by Anna Maria Vacations Home in Holmes Beach, Florida VRC-000057 Welcome to The Blue Crab, a stunning island retreat just three blocks from Holmes Beach! This luxurious four-bedroom, four and a half bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant, coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those seeking

Beach House w/Private Pool & Spa

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

Bay beauty with heated pool, spa, games, ping pong

Stunning waterfront Anna Maria Island retreat perfect for families! Enjoy a private heated saltwater pool, hot tub, and boat dock just steps from the Gulf beaches. This 3-bedroom home comfortably sleeps your group and offers an oasis with kayaks and paddle boards included. Wake up to beautiful bay sunrises in this centrally located paradise. Please remember you are vacationing in a residential area. Noise ordinances at night are in place. Permit: VRC21-000104

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

Sea Vue -King Beds | Stunning Views | 2MI to Beach

Welcome to Sea Vue, a luxury Western facing home offering unparalleled water views, superior outdoor living, 5 bedrooms with dreamy hotel style bedding and activities for the entire group. Located just 2 miles to award winning St. Pete Beach & a short drive to the booming Downtown area this home is sure to exceed guest's highest expectations. Prepare to experience the highest level of customer service and indulge in your own private oasis inside and out.

Private pool, only two blocks .3 miles from beach!

Just two blocks away from the beautiful white sands of Holmes Beach. Restaurants & night life even closer. Swimming pool and spa are inviting for both romantic getaways as well as families. You will have access to the entire beautiful two story townhouse. The property has a shared wall, but all space is private and quiet. The outdoors are separated and private as well. Plenty of parking, sun, & fun. New mattresses, new couch, and other furniture.

Dock of the Bay by Duncan Real Estate

Welcome to Dock of the Bay!Located on the North end of Anna Maria, Dock of the Bay is a newly remodeled two- bedroom, three-bathroom vacation home directly on a canal with a private pool. This property has boat access to the intercoastal passing 2 low clearance bridges. Dock of the Bay is a direct walk to Bean Point which is one of the most picturesque parts of Anna Maria Island. HIGHLIGHTS • 2228 sq. ft.

Out of Office by Beach Boutique Rentals

*Features include* * Tropical backyard oasis! * Private heated pool and spa * Lounge chairs and hammock by the pool * Mini golf, corn hole and outdoor games * 3 bedrooms, 2 and 1/2 bathrooms * Cable TV in each room * Sleeper sofa in living room * Washer and dryer * Outdoor dining for six * Gas grill * Beach towels, chairs and wagon * 2 blocks to the beach!