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5-Bedroom Vacation Rentals

HomeVacation RentalsSearch by Bedroom5-Bedroom Vacation Rentals
Maybe you are planning a surprise birthday party; maybe you are in charge of planning and organizing a large high school reunion; or maybe you and your other couple friends are going away on a long weekend vacation. Where should you stay? Instead of spending hours and hours on search engines looking for expensive hotel rooms that are too small for everyone, we have a better idea! Why not rent an entire condominium or home that is right on the beach? That sounds better, doesn’t it? We think so too! Read on below to see our 5-bedroom houses for rent in Anna Maria Island, Florida and book a stay!

Book Our Houses for Rent in Anna Maria Island, Florida 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
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Beds Bed Baths Bath Guests
Enter Dates for Pricing
Insurance Included
Hot Tub (Spa)
Lake View
Walk to Lake

Features of Our 5-Bedroom Rentals

Our Anna Maria vacation homes and properties are modern, spacious, and luxurious, ensuring you have plenty of room to spread out, relax, chat with one another, and decompress after a long week of work or school. Not only do our 5-bedroom vacation homes offer pristine views of the surrounding areas, but our houses have modern amenities, comfortable furnishings, cool interior decor, and plush bedrooms that provide you with a relaxing and stress-free stay. Some homes feature an outdoor pool with palm trees that are perfect for tanning yourself and having a nice, ice-cold drink in the bright sunshine! There is no better way to enjoy getting a nice tan, and then hopping in the pool once the weather gets too hot. The covered outdoor pools with clear glass enclosures are ideal for those who want to go swimming and enjoy doing a few laps. It doesn't matter if it is raining outside — head out to the pool and get in a few laps early in the morning! You can also sit out here in one of the many deck chairs to relax, read a book, or have a drink during happy hour. Plus, all of our 5-bedroom houses for rent in Anna Maria Island are in the BEST areas of Florida! You can forget about spending time in overcrowded areas and simply book one of our houses to enjoy the coastline, avoid throngs of tourists, explore the incredible surrounding nature, and soak in the all-day sunshine and coastal breeze. Lastly, during your entire stay, you can rest assured that SeaBreeze Vacation is here to ensure you have the best trip possible. Instead of being left to your own devices to figure out everything by yourself, we guarantee that we are there whenever you may need help or advice. Even if you just need suggestions or tips on what to do in the surrounding area, we are here to help! We want your vacation to be the best of your entire year, so we always put the customer first. Not only do we have top-tier cleaning habits, customer service tactics, and communication, but we make sure that we are available 24/7 to help you with your vacation questions.

Where to Eat Nearby

But first things first — where is breakfast? If you have been traveling all day long to get to Anna Maria Island, and you are tired and hungry, we can think of a few great breakfast and lunch establishments that are perfect for savory dishes, sweet treats, hefty sandwiches, and healthy salads. First on our list is the My AMI French Food, a down-home and family-owned French bistro-type restaurant that is ideal for those who want a European delicacy. We recommend trying the Croque Madame that is drowning in the cheesy sauce! Or try the Croque of the Island with French bechamel sauce, tomatoes, cheddar cheese, and brown sauce. Another great European-centric spot is the Island Creperie. You can’t go wrong heading here at any time of the day! Whether you want to come here in the morning for a savory crepe filled with egg and cheese, or you would rather head here as a pick-me-up in the afternoon and get a sweet treat with chocolate and peanut butter, there really is something for everyone! Pair your yummy crepe with a cup of coffee or an iced latte on a hot summer day to really have the perfect afternoon treat on Anna Maria Island.

Book Your Anna Maria Island Escape Today

If this sounds like your ideal vacation, we don’t blame you! This vacation destination is right up your alley. Use SeaBreeze Vacation to check out the 5-bedroom homes and book your ideal stay today! You can rest assured you will have a relaxed and stress-free vacation that you will never forget.


  • How many guests can fit in the 5-bedroom houses?

    We offer numerous five-bedroom homes with different square footage options that can work for your unique needs and preferences. We have large properties with five bedrooms and six bathrooms, and we have even larger houses suitable for more than one dozen people to comfortably stay.

  • Where are the five-bedroom houses located?

    We offer 5-bedroom homes right on the edge of Anna Maria Island, near Gulf Drive and the water’s edge, so you can head out on your boat from the boat dock in just minutes. Talk about convenience.

  • What are the special features of the houses?

    We offer outdoor space for you to use at your leisure, including private pool areas and hot tubs. Plus, you can use the covered outdoor pool during a rare rainy or cold day to still be able to swim and play in the pool with your kids. Not to mention, you can use the new technology in the kitchens and living rooms to make cooking and relaxing a breeze.

  • Where can I go for lunch nearby?

    There are dozens of cafes and lunch joints within walking distance of your property. Head to the Island Creperie for a sweet treat early in the morning or check out AMI French Food for European cuisine.