BEST Last Minute Vacation Rental Specials on Anna Maria Island
Our vacation booking site with instant online booking and 24/7 support is the perfect planning tool for your Florida vacation. We have the very best in luxurious and comfortable Anna Maria vacation rentals listed here, but we also serve as a valuable resource for other elements of your vacation such as where to eat on Anna Maria Island, Activities to do on our near the island, and even how to rent a golf cart for easy travel around the island. We know a last-minute getaway somewhere tropical can at times be expensive, but we don't want you to worry - we very often have a decent selection of affordable vacation rentals with last-minute availability offered at some pretty spectacular pricing, including special offers and reduced rates for flexible travelers!
If you have any questions about booking an Anna Maria Island rental - please feel free to call the office at 877-778-6066 to speak with one of our friendly and knowledgeable booking experts, or click "chat" in the lower right-hand corner!
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Find the perfect Anna Maria Island vacation spot at “Sugaree”! This renovated duplex is comfortable, stylish and close to the beach too! When you visit “Sugaree” you’ll find everything you’ll need for up to six guests.<br /><br />Inside this Holmes Beach rental you’ll find a spacious main living area and well-appointed bedrooms. <br /><br />In the
Sugaree
Multi-Family- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 29 Views
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This three bedroom three and a half bath villa is located just a few blocks from the white sandy beaches of Anna Maria Island. This spacious vacation home offers an open floor plan, perfect for all family and friends to gather for laughter and wonderful memories. This dreamy vacation home has a remodeled kitchen features such as granite countertops
Blue Lagoon 4
Condominium- 3
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 20 Views
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Discover the charm of coastal living at Sandy Pointe 202, a light-filled and inviting 2-bedroom, 2-bathroom condo situated on the second floor in the heart of Holmes Beach on picturesque Anna Maria Island. This thoughtfully appointed vacation home is ideal for those seeking relaxation or island adventure. Just a short stroll from beaches, parks, an
Sandy Pointe 202
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 50 Views
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“Summer Breeze” is one of the premier homes on the island. The perfect home for an Anna Maria Island getaway. With tropical landscaping, updated inside and out, and this rental home is stunning on all fronts. Elevated, high-end tropical décor, and pristine floors, “Summer Breeze” is love at first sight. Five large bedrooms, a spacious layout, this
Summer Breeze
Home- 5
- 4
- Pool
- Dogs Allowed
- Sleeps 14
- 144 Views
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“Ocean Park Terrace” is directly on the coast providing the quintessential beach experience complete with powder white sand, blue water, fresh gulf breezes and amazing sunsets. You’ll want to spend all day soaking up the sun and salt water! Relax with a good book, cool drink or chat with friends around the heated community pool. Enjoy premium linen
Ocean Park Terrace 203
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 5
- 19 Views
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Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
Sand Dollar Dream
Home- 4
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 34 Views
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“Salty Sea Life” is a home away from home, newly remodeled and situated on a canal. This 3-bedroom 2 bath Bradenton home has both the space and accommodations for up to six people. Take full advantage of that space with your family and loved ones, as the living area is perfect for lounging and get togethers. Relax on the inviting sofas and take in
Salty Sea Life
Home- 3
- 2
- No Pets
- Sleeps 6
- 22 Views
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Fun and tastefully decorated recently remodeled, “Aquarius” is the ideal place for a fabulous Anna Maria Island vacation getaway for up to eight guests. Situated just a short walk from beautiful gulf beaches, when you visit this vibrant vacation rental you’ll leave with memories that last a lifetime.Offering four bedrooms and two and a half bathroo
Aquarius
Home- 4
- 3
- Pool
- Dogs Allowed
- Sleeps 8
- 23 Views
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Wake up to breathtaking panoramic Gulf views at this elevated Anna Maria Island beach home, where island living and relaxation come together effortlessly. Perfect for up to six guests, this bright and welcoming retreat features a full kitchen, a sunny elevated balcony, and the ultimate luxury—direct beach access just steps from your backyard.Spend
Sea La Vie
Home- 2
- 1 Full Baths , 1 Half Baths
- No Pets
- Sleeps 6
- 924 Views
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Welcome to “Blue Water Escape” – Your Island Retreat in Holmes Beach!Experience laid-back island living just steps from the sugar-sand shores of Anna Maria Island at this inviting vacation home. “Blue Water Escape” is a bright, beachy getaway perfect for up to six guests, offering three bedrooms, two bathrooms, and everything you need for a relaxin
Blue Water Getaway
Home- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 200 Views
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Staying at Buena Vista unit 4 is a fun and memorable experience. Including comfortable furniture, smart televisions in all rooms with HBO and Showtime, and a custom chefs kitchen with induction stove as well as a double door wine fridge; vacationers love celebrating their stay in the spacious living room perfect for entertaining. The open floor pla
Buena Vista 4
Condominium- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 56 Views
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"ENDLESS BAY VIEWS - 2 Bedroom, 2 Bathroom (Sleeps 4) – “West Bay Point 88” – 6400 Flotilla Drive unit 88 in Holmes Beach.Discover your perfect Anna Maria Island retreat at "West Bay Point 88" – a vacation rental with 2 bedrooms and 2 bathrooms in Holmes Beach, comfortably accommodating up to 4 guests. Nestled in the tranquil corner of Anna Maria I
WBPT 88
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 4
- 124 Views
Last Minute Florida Beach Rentals - Great Deals on Vacation Rentals on Anna Maria Island - Escape The Boring Hotel Rooms!
Staying in one of our clean, safe, and well-maintained vacation rentals located in Holmes Beach, Anna Maria City, Bean Point, or Bradenton Beach with one of these last-minute offers can allow you to stay within your budget and still have a spectacular time while visiting the lovely Anna Maria Island. We offer a wide variety of beachfront rentals with direct beach access and waterfront views, dog friendly rentals (pet fee applies), gulf front, rentals with private pools and 1-2 bedroom vacation rentals, and many of our Anna Maria Island vacation rentals come with access to a private pool and include premium linens, towels, WiFi, air conditioning, parking, and fully-equipped kitchens. We want you and your family to feel like you're at home while you vacation on the island. We are always updating our last-minute deals so that you will be able to find the perfect rental for your stay on Anna Maria Island, whether you're a first-time island visitor, a couple seeking a romantic getaway, or a family looking for value for money!
Frequently Asked Questions for Last Minute Condo or Home Rental Deals on Anna Maria Island
1. What are the best things to do on Anna Maria Island?
Anna Maria Island offers a variety of activities, including relaxing on its pristine beaches, visiting the iconic Rod & Reel Pier, and exploring the charming shops and restaurants along Pine Avenue. You can also enjoy kayaking, paddleboarding, or fishing in the Gulf of Mexico. For nature lovers, the Robinson Preserve and Leffis Key are perfect for hiking and bird-watching.
2. Are there local shops for last-minute needs and souvenirs?
Yes, Pine Avenue is the main shopping district on the island, filled with boutique stores, artisan shops, and beachwear outlets. You can find everything from swimsuits and sunscreen to unique gifts and locally made souvenirs. The Anna Maria General Store is also great for picking up snacks and essentials.
3. How can I get around the island without a car?
Anna Maria Island offers a free trolley service that runs the length of the island, making it easy to visit beaches, shops, and restaurants without driving. Many visitors also rent bikes or golf carts for added convenience. Walking is another pleasant option, especially in the island’s quaint neighborhoods.
4. Where can I rent beach equipment and water sports gear?
Several local businesses provide rentals for beach chairs, umbrellas, and cabanas. Popular options include Beach Bums and Fun and More Rentals. For water activities, these shops also offer kayaks, paddleboards, snorkeling gear, and even jet skis.
5. Are there grocery stores or markets for food and supplies?
Yes, the island has several options, including Publix Super Market in Holmes Beach for groceries and The Fresh Market for high-quality produce and deli items. For a unique shopping experience, check out the local farmer’s market (seasonal) for fresh seafood and baked goods.
6. What are the best restaurants for a last-minute meal?
For casual beachfront dining, try The Sandbar Restaurant or Beach Bistro. If you’re craving fresh seafood, The Waterfront Restaurant and Anna Maria Oyster Bar are local favorites. For quick bites, local food trucks and cafes like Ginny’s & Jane E’s Café are excellent options.
Here's What Our Clients Have To Say On Google!
"My family and I enjoyed a last minute getaway in August 2012. The property was well kept and loaded with amenities. In addition the staff was very friendly, professional and helpful. We rented both units on the property which had an adjourning door and that gave us tons of space for family fun. The kids were able to play games on one side and the grownups enjoyed adult conversation on the other. Of course the best part was the beach which is a very short walk from the property. It was a splendid weekend and we will definitely use Island Real Estate for future vacations to Anna Maria Island!"
Samantha H.
