Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week

Make a Payment
Know the Property Name? Contact

logo ×

  • This field is for validation purposes and should be left unchanged.

Anna Maria Island Short-Term Rentals

HomeVacation RentalsAnna Maria Island Short-Term Rentals
Known for its white sand beaches, crystal blue Gulf waters, ample miles of coastline, and best-kept Floridian secrets, it is no wonder that local story to keep this gem hidden. Located near Holmes Beach and Bradenton Beach, Anna Maria is at the very end of the peninsula — giving it a peaceful, relaxing, and serene vibe. Read on below to see how you can enjoy a stay in our Anna Maria Island short term rentals!

Book One of Our Anna Maria Island Short-Term Rentals Below!

Private Heated Pool
Private Hot Tub / Spa
Community Hot Tub / Spa
Bay or Canal Front
Beach Front
Water View
Boat Dock
Private Elevator
Community Elevator
Gas Grill
Community Grill
Pets Allowed
Smart TV
Game Console
Games Table
Washer / Dryer
EV Charging
Golf Cart Included

Unable to find any listings.

Accommodations for vacationers who desire to experience more outdoor thrills over indoor frills with great access to all the local hotspots at a budget-friendly price.
To meet affordable budgets, these homes meet quality standards. All in good condition but not with the latest finishes yet still allowing vacationers to have an amazing time.
Typically more affordable with many amenities such as a pool, charming bedrooms, modern bathrooms, coastal chic touches. Definitely not lacking amenities while you are on vacation.
Designer furnishings, first-rate kitchens and deluxe bathrooms, our Platinum rentals offer some of the luxuries of Elite properties without the extra amenities.
The finest furnishings and top-of-the-line appliances, these homes have extra amenities such as a private elevator, rooftop terrace, putt-putt golf, or picturesque coastal views. Elite homes deliver memorable experiences for guests looking for the ultimate Anna Maria Island destination.
Pet friendly
Compare Compare

Beds Bed Baths Bath Guests
Enter Dates for Pricing
Insurance Included
Hot Tub (Spa)
Lake View
Walk to Lake

Make the Most of Your Journey

After all, short-term rentals are a MUCH better deal than choosing an overpriced hotel room. Anna Maria short-term rentals by SeaBreeze Vacation offer the perks of hotel living with the seclusion and privacy of living in your own home. Guests can enjoy the 24-7 amenities, helpful staff, and reputable property management company who wants to make sure you have the best time possible! We don’t just leave you to your own devices — we make sure that you are always taken care of, no matter what you need! By combining the perks of helpful amenities with the independence of staying in your own vacation home, we have combined the best of both worlds. Need something? Ask our attentive staff! Want to rent a spacious and modern home? Check out all of our short-term rentals suitable for parties of all sizes! You can browse between homes that are perfect for a couples’ retreat, solo getaway, family reunion, or friend get-together. If you need 5 bedrooms, we have larger houses that can suit your needs. If you only need a one-bedroom condominium in a lively area, we have that too! You can rent one of our short-term rental properties to enjoy private outdoor areas to get a tan and sit in the sunshine. Our Anna Maria Island property rentals offer covered seating, with tiled patios, covered decks, and relaxing lounge chairs by the ice-cold pool that is perfect for swimming on a hot day. Plus, our properties are all decorated with unique touches, contain modern appliances, and feature plenty of space for everyone in your group to hang out and relax. Instead of being crammed into one or two hotel rooms, you and your guests can enjoy the spacious and cozy bedrooms, ample seating area in the living and dining areas, and modern kitchen for making drinks, snacks, or meals. And if you have a specific preference, we can do our best to meet your needs! Sea Horse offers a private pool in an all-glass structure that is great for those days that are just too hot. Coral Cove offers a covered outdoor seating area by the pool to chill out and relax. Seaglass Cottage has plenty of outdoor seating areas by the private pool to enjoy getting a tan on a hot day. Whatever you need, SeaBreeze Vacation can do it for you!

Why Choose Anna Maria Island?

This small resort city is filled with vintage shops, galleries, cute cafes, local stores, beaches, accommodation options, restaurants, and bars for any occasion. Whether you want to relax on your vacation, kick back, relax, and go for a cup of coffee, or you want to have a few cocktails by the beach, Anna Maria Island has something for everyone. But what can you do here? Where should you stay? Check out these top things to do and some accommodation options for tourists visiting Anna Maria Island for the first time.

Things to Do on Anna Maria Island

There are dozens of things to do on Anna Maria Island, whether you want to visit during the summer or winter months. During chillier days, there are museums, historical societies, restaurants, and cute cafes to keep you warm. During the hot summer days, tons of outdoor activities can help you get some exercise on your relaxing vacation and work on your tan!

Coquina Beach

Coquina Beach is consistently rated one of the best beaches in Southwest Florida – and you will soon see why! This public beach is open and accessible to everyone, making it the ideal spot to head to with your friends during a hot summer day. Located at the southern end of Anna Maria Island, this beach is always popular due to the local amenities, sunbathing spots, and swimming holes. We recommend eating here during your family vacation with the kids to teach them how to build sandcastles, go skimboarding in the gentle water, and enjoy some of the outdoor games in the local area. You can even head to one of the local beach cafes or cabanas to get out of the sun!

Coquina Baywalk

Located just off of the bustling Coquina Beach, Coquina Baywalk is a great trail that can help you get in your 10,000 steps during your vacation! Part of the Leffis Key, this entire trail is not very long, but it is short, easy, beautiful, and connects Longboat Key and Bradenton beach — the perfect mid-afternoon summer walk!

Anna Maria Island Historical Museum

Last but not least, if you happen to head to Florida during one of the rare cloudy days, it might be a good idea to go to the local historical museum. If it is rainy or cold, checking out this 1920 building can provide you with some historical background about the area you might not know otherwise. Learn about the history of the building, the settlers on the island back in the mid-19th century, and how Anna Maria’s community came to be.

Anna Maria Island Short Term Rentals

Need a place to stay during your upcoming holiday to Anna Maria Island? Check out Seabreeze Vacation to find villas, apartments, houses, mansions, or condominiums that can fit your specific price range and preferences! You can browse between pet-friendly rentals, rentals with a pirate pool, boat-dock rentals, luxury rentals, and other parameters to meet your search qualifications. Don’t worry — all rentals are island based! Therefore, you can enjoy the short walk to the nearby beach, enjoy the relaxed pace of island life, and be close to all the best things to do and see in the area. Not to mention, all of our Anna Maria Island short-term rentals are close to amenities, like golf carts for use, adventurous outdoor excursions, island shopping, and island dining. SeaBreeze Carts provides renters with access to all of Anna Maria, since 100% of the island is golf cart accessible! When you rent a golf cart, you can take it anywhere — to breakfast in the morning, the beach, restaurants in the evening, and back to your house at the end of the night! Speaking of restaurants, all of the Anna Maria Island vacation rentals are close to the best restaurants in town. We recommend checking out The Waterfront Restaurant for amazing ocean views, fresh seafood, and tasty plates. Some of the fan favorites include the Chef’s Board of daily charcuterie, baked brie, or steamer bowls with mussels to start. For a main entree, why not try the mouth-watering shrimp & grits, frutti di mare, or fried shrimp? Or, you can head to the SandBar Restaurant to have fresh seafood, feel the sand between your toes, and eat on the beach! If you need a perfect drinks spot, the Beach Bistro offers red wine, wine flights, cocktails, and a 4-course menu that is sure to knock you off your socks. We recommend trying The Little Cocktail, Chef’s Bistro Pate, Bistro Bouillabaisse, and Key Lime Pie. Looking for the perfect accommodation for your upcoming holiday? Seabreeze Vacation has something for everyone!
contact us find your rental