BEST Last Minute Vacation Rental Specials on Anna Maria Island
Sometimes you just need a vacation. If you're looking for a last-minute getaway to Florida an Anna Maria Island vacation rental is the perfect place to book. Island Real Estate offers you and your family top-quality vacation rentals located across the scenic and quaint island of Anna Maria at great rates. Our vacation booking site 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 vacation rentals with last-minute availability offered at some pretty spectacular pricing!
Last Minute Florida Beach Rentals - Great Deals on Vacation Rentals on Anna Maria Island - Escape The Boring Hotel Rooms!
Staying in one of our 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, pet friendly rentals, 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. 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!
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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After you stay at the "Sea Pirate 2" you’ll want to make it your vacation destination year after year! This two bedroom one bathroom Holmes Beach vacation rental home sleeps six guests with one queen bed, two twin beds and queen sleeper sofa. "Sea Pirate 2" offers a fun and fresh island feel with exciting colors and endless style. Find everything f
Sea Pirate 2
Condominium- 2
- 1
- Pool
- No Pets
- Sleeps 6
- 56 Views
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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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Enjoy a week in tropical island luxury when you visit the beautiful “Gulfview Townhomes Unit 4"! The perfect Anna Maria Island vacation rental condominium, “Gulfview Townhomes Unit 4" is a refreshing departure from the ordinary Florida holiday. Sleeping up to six guests just a short walk to pristine gulf beaches, this Holmes Beach vacation rental i
Gulfview Townhomes 4
Condominium- 2
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 41 Views
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Blue Lagoon 3 “Egret” has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom and two bathroom Key West style Holmes Beach vacation rental condo offers accommodations for up to six guests with one king bed, two twin beds and a queen sleeper sofa. <br /><br />When you arrive at Blue Lagoon 3 “Egret” you are greete
Blue Lagoon 3
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 29 Views
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The North Beach Village community offers a quiet and peaceful slice of the Holmes Beach island life. Just a short walk to pristine Gulf of Mexico beaches makes spending time at this home a real treat. Just grab your swimsuit, sunblock and a cold drink and relax the day away on powder sand beaches. You will love spending time with friends and family
North Beach Village 45
Condominium- 2
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 114 Views
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Come find a little piece of paradise here at Coconuts Beachfront #106. This lovely ground-level condo offers direct beach access from your private screened-in lanai! You can’t get any closer to the beautiful Anna Maria Island shoreline!Relax and take in the unsurpassed beach view from your private screened-in lanai, and enjoy the fun art fixtures i
Coconuts 106
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 37 Views
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Holmes Beach is a quaint and salty beach town with tons of character. From perfect beaches to great dining and nightlife, this destination is sure to please. “The Villas 3B” is a few blocks north from Holmes Beach city center. Here is where you’ll find many things to do within a short walk. The complex offers a shared free dryer and coin-op washer.
The Villas 3B
Condominium- 2
- 1
- No Pets
- Sleeps 6
- 232 Views
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Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 1 queen bed and all the amenities of a beachy home away from home. <br /><br />Inside “Blue
Blue Lagoon 6
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 4
- 38 Views
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Inside this Holmes Beach vacation rental you’ll find a well-appointed condominium to kick your feet up in island style. The living room offers a flat screen television, comfortable furniture and the dining area seating four. In the kitchen you’ll find all the basics including a dishwasher. Off the kitchen there is a private balcony.Accommodating up
Casa Sierra 205B
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 31 Views
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This beautiful Holmes Beach get-away is sure to make your stay on Anna Maria Island a memorable one. “Water’s Edge 204S” is a beach side condo with views of the tropical garden are just outside your window as well as peeks of the beach and Gulf of Mexico. Unit 204S is updated, with a gorgeous kitchen, spacious living area, and a dining area that ca
Waters Edge 204S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 39 Views
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“Martinique” 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 service
Martinique404N
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 36 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
- No Pets
- Sleeps 4
- 27 Views
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.
