-
Vacation Rentals
- Search Vacation Rentals by Name
- Last Minute Deals
- Availability Calendar
- Anna Maria Island Resorts
- Beachfront Rentals
- Pet Friendly Rentals
- Rentals with Pools
- House Rentals
- New Rentals
- Monthly Rentals
- Bean Point Vacation Rentals
- 1 - 2 Bedroom Rentals
- 3-Bedroom Rentals
- 4-Bedroom Rentals
- 5 + Bedroom Rentals
- Real Estate Sales
- Local Scene
- About Us
- Design & Renovations
- Contact
Extended Family Vacation Rentals
Planning for an extended family vacation on Anna Maria Island can be lots of work. What amenities does everyone require? Elevator, pool, spa, garage to park vehicles, Anna Maria City, Holmes Beach City or Bradenton Beach, all important questions to be answered! Let our search criteria and summary availability calendar help find your perfect extra large Anna Maria Island Vacation Rental. Finding an Anna Maria Island Vacation Rental is a daunting task so be sure to call our LOCAL vacation rental specialist with any questions you may have and let us find a fabulous extended family, large Anna Maria Island Rental.
Island Real Estate has plenty of choices, direct beach front, a few blocks to the beach, and don't forget our resorts if you prefer to be not so close to all your family and friends while staying on Anna Maria. Resorts have a common area normally with a pool that is surrounded by vacation rentals. Visit our Anna Maria Island resort page for more information.
- 8 properties returned
-
Sort by:
Beds
- Name
- Beds
- Beds
- Sleeps
- Sleeps
- Price
-
“Pirate’s Cove” is a great island oasis to enjoy during your stay, the perfect cove for your vacation getaway. One of the only "Any Day" arrival properties on the island.This elevated home is built for family vacations, as it has the room to allow for a relaxing vacation giving everyone their space. “Pirate’s Cove” has an extensive layout, with mul
- 7
- 7
- Pool
- Sleeps 16
- 86 Views
-
A one of a kind direct beach front vacation is waiting for you at “Dodt House”. This uniquely designed multi family style home was recently updated to offer you a sophisticated, fun and relaxing beach getaway for up to fourteen guests. When you arrive at “Dodt House” you’ll know you have found your new favorite Florida vacation destination. Located
- 6
- 4
- Pool
- Sleeps 14
- 129 Views
-
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.You can access it by walking through the side yard of this home. There is no need to walk all the way up
- 5
- 6
- Pool
- Sleeps 10
- 50 Views
-
If style and luxury is what you look for in an Anna Maria Island vacation rental home “Hang 12” is the perfect getaway! Accommodating up to 12 guests and your furry family members, this fabulous five bedroom four and a half bathroom Anna Maria vacation rental home offers three king beds, a twin bunk bed, a set of twins, and a queen sleeper sofa lo
- 5
- 4
- Pool
- Dogs Allowed
- Sleeps 12
- 47 Views
-
**PICTURES COMING SOON FOR FULL RENOVATION** The perfect place for a fun filled memorable vacation destination is waiting for you at Anna Maria Island vacation rental home “The Surf”! This gorgeous five bedroom four bathroom home accommodates 8+ guests with two king beds, one queen bed, one full bed, three twin beds and a set of twin bunk beds. <br
- 5
- 4
- Pool
- Sleeps 8
- 51 Views
-
Planned a family vacation on Anna Maria Island? Well, “My Big Fat Beach House” is the place to be during your stay. Luxurious, grand, and immaculate, this home was designed to cater to the ultimate family vacation. 5 bedrooms, and 3 bathrooms, this home can sleep 10 guests! This deluxe beach house is truly a sight to behold. High vaulted ceilings a
- 5
- 3
- Pool
- Sleeps 10
- 32 Views
-
“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
- 5
- 4
- Pool
- Dogs Allowed
- Sleeps 14
- 18 Views
-
Beautiful, spacious, and accommodating; all words that suit Coral Castle. A gorgeous 5 bedroom/3.5 bath rental home is stunning and packed with incredible amenities. A hot tub, a dock, heated pool, and only a 3-minute walk away from the beach just to name a few! <br /><br />That’s right, this spacious island castle has it all. Not only is Coral Cas
- 5
- 3
- Pool
- Sleeps 10
- 74 Views
Planning for an extended family vacation on Anna Maria Island can be lots of work. What amenities does everyone require? Elevator, pool, spa, garage to park vehicles and lots of other choices. Let our advanced search criteria help find your perfect large Anna Maria Island Vacation Rental. Finding an Anna Maria Island Vacation rental is a daunting task so be sure to call our LOCAL vacation rental specialist with any questions you may have and let us find a fabulous extended family, large Anna Maria Island Vacation Rental.
Island Real Estate has plenty of choices, direct beach front, a few blocks to the beach, and don't forget our resorts if you prefer to be not so close to all your family and friends where renting a resort vacation rental is the perfect solution. Resorts have a common area normally with a pool that is surrounded by vacation rentals. Visit our Anna Maria Island resort page for more information.
Here's What Our Clients Have To Say On Google!
"This was our second time vacationing on Anna Maria Island, this year it was a family get together as well. Island Real Estate was great to work with, we had found a house we felt would work well for 14 of us. The reservation was made with Island Real Estate last May, they made this process real easy and provided all the info we needed and promptly answered any questions or concerns."
Gary M.