# Anna Maria Island Condo Rentals, Island Vacation Properties

Updated: 2026-11-13

Imagine waking up in one of our stunning Anna Maria Island condo rentals, where the beauty of the Gulf of Mexico is right outside your window. Our rental properties on Anna Maria Island boast unparalleled luxury and comfort, designed to offer you a tranquil escape from the hustle and bustle of everyday life. Whether you're seeking Anna Maria Island beachfront rentals with direct access to pristine sands or Anna Maria Island pet-friendly rentals where your furry friends are more than welcome, we've got a perfect home away from home suited for every traveler.

Things to Do on Anna Maria Island

Located in the turquoise waters of the Gulf, there is a plethora of Anna Maria Island activities for all ages. Stroll along the picturesque beaches, where powdery white sands meet gentle waves, perfect for sunbathing or building sandcastles. Explore the vibrant marine life with a snorkel or a kayak, or take a bike ride to discover hidden gems and Anna Maria Island restaurants offering the freshest seafood. Don’t miss out on dolphin-watching tours and sunset cruises that highlight the island’s natural beauty. Shoppers will love the charming boutiques, while history buffs can dive into the intriguing past of this enchanting island. There’s truly something magical for everyone on Anna Maria Island.

Book Your Anna Maria Island Condo Rental with Island Vacation Properties

At Island Vacation Properties, we understand that your vacation is more than just a getaway; it’s an experience to be cherished forever. Our team is dedicated to ensuring your stay in our Anna Maria Island rentals is nothing short of extraordinary. From the moment you book with us, you become part of our island family. You’ll enjoy seamless booking processes, exceptional customer service, and insider tips to make the most of your stay. So why wait? Indulge in the ultimate island escape with our premium rental properties on Anna Maria Island and create cherished memories in paradise.

## Rentals in this collection (45)

Live price for dates: add ?arr=YYYY-MM-DD&dep=YYYY-MM-DD&people=N to any property page.
(arr = check-in date, dep = checkout date, people = number of guests)
Rating = guest rating out of 5 (number of reviews).

| Property | Location | Bedrooms | Sleeps | Pets | Rating | Page | Data |
|---|---|---|---|---|---|---|---|
| 1239 Edgewater Circle | Bradenton, FL | 2 | 4 | No | 4 (1) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-241210/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-241210.md) |
| Bay Watch 6a | Bradenton Beach, FL | 2 | 4 | No | 4.3 (15) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174522/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174522.md) |
| Bayview Condo B | Bradenton Beach, FL | 2 | 6 | No | 4.6 (8) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-256701/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-256701.md) |
| Bayview Inn #101 | Bradenton Beach, FL | 1 | 4 | No | 4.9 (21) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-234316/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-234316.md) |
| Beach House Resort 10 | Bradenton Beach, FL | 3 | 10 | No | 4.9 (43) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174526/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174526.md) |
| Beachview #5 | Holmes Beach, FL | 2 | 4 | No | 5 (3) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-274431/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-274431.md) |
| Bradenton Beach Club D | Bradenton Beach, FL | 3 | 8 | No | 4.7 (45) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174540/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174540.md) |
| Bridgeport Condo 101 | Bradenton Beach, FL | 2 | 4 | No | 4.5 (15) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174545/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174545.md) |
| Bridgeport Condo 204 | Bradenton Beach, FL | 2 | 6 | No | 4.5 (17) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174445/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174445.md) |
| Bridgeport Condo 209 | Bradenton Beach, FL | 2 | 4 | No | 5 (12) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174446/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174446.md) |
| Bridgeport Condo 211 | Bradenton Beach, FL | 2 | 4 | No | 4.4 (7) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174546/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174546.md) |
| Coquina Moorings 204 | Bradenton Beach, FL | 3 | 6 | No | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-286390/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-286390.md) |
| Cove at Sandy Pointe 112 | Holmes Beach, FL | 2 | 6 | No | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-274179/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-274179.md) |
| Cove At Sandy Pointe 208 | Holmes Beach, FL | 2 | 6 | No | 4.7 (22) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174560/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174560.md) |
| Gulf Sands 201 | Holmes Beach, FL | 2 | 6 | No | 5 (45) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174570/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174570.md) |
| Island Walk, Cove At Sandy Point 207 | Holmes Beach, FL | 2 | 6 | No | 4.8 (11) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-240263/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-240263.md) |
| LaPlage #3 | Holmes Beach, FL | 4 | 6 | No | 5 (7) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-265790/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-265790.md) |
| Lazy Livin 6 | Bradenton Beach, FL | 2 | 6 | No | 4.7 (26) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-216483/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-216483.md) |
| Ocean Park Terrace 202 | Bradenton Beach, FL | 2 | 5 | No | 4.7 (3) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174581/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174581.md) |
| One Particular Harbour 391-203 | Bradenton, FL | 3 | 6 | Yes | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-283886/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-283886.md) |
| One Particular Harbour 396-303 | Bradenton, FL | 3 | 6 | No | 5 (4) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-259917/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-259917.md) |
| Palm Cay 4 | Holmes Beach, FL | 1 | 2 | No | 5 (8) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174585/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174585.md) |
| Pelican Cove 15 | Bradenton Beach, FL | 2 | 4 | Yes | 4.8 (29) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174588/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174588.md) |
| Pelican Place at The Nautilus | Holmes Beach, FL | 2 | 4 | No | 5 (12) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261257/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261257.md) |
| Penthouse View at One Particular Harbour 388-401 | Bradenton, FL | 2 | 5 | No | 5 (2) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-277058/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-277058.md) |
| Runaway Bay 250 | Bradenton Beach, FL | 2 | 5 | No | 4.9 (23) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174592/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174592.md) |
| Sandy Pointe 210 | Holmes Beach, FL | 2 | 6 | No | 4 (8) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174596/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174596.md) |
| Sea Pirate 3 | Holmes Beach, FL | 2 | 6 | No | 4.9 (44) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174597/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174597.md) |
| Sea Pirate 7 | Holmes Beach, FL | 2 | 4 | No | 4.5 (20) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174599/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174599.md) |
| Seabreeze Condo B | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (28) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174601/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174601.md) |
| Shell Cove 9 | Bradenton Beach, FL | 2 | 6 | No | 4.8 (56) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174617/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174617.md) |
| Sunset Villas | Holmes Beach, FL | 2 | 6 | No | 4.6 (10) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174448/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174448.md) |
| Waters Edge 102 N | Holmes Beach, FL | 2 | 4 | No | 4.9 (23) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174632/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174632.md) |
| Waters Edge 106s | Holmes Beach, FL | 1 | 4 | No | 4.8 (16) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174633/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174633.md) |
| Waters Edge 110s | Holmes Beach, FL | 2 | 5 | No | 4.6 (11) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174634/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174634.md) |
| West Bay Cove 131 | Holmes Beach, FL | 2 | 4 | No | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174503/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174503.md) |
| West Bay Cove 142 | Holmes Beach, FL | 2 | 5 | No | 4.9 (7) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174640/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174640.md) |
| West Bay Cove 213 | Holmes Beach, FL | 2 | 4 | No | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-278919/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-278919.md) |
| West Bay Cove 216 | Holmes Beach, FL | 2 | 4 | No | 5 (2) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174643/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174643.md) |
| West Bay Cove 223 | Holmes Beach, FL | 2 | 4 | No | 4.7 (6) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207705/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-207705.md) |
| West Bay Cove 226 | Holmes Beach, FL | 1 | 6 | No | 4.4 (5) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174644/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174644.md) |
| West Bay Cove 231 | Holmes Beach, FL | 2 | 4 | No | 4.7 (3) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174508/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174508.md) |
| West Bay Cove 236 | Holmes Beach, FL | 2 | 4 | No | 4.9 (10) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174505/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174505.md) |
| West Bay Cove 238 | Holmes Beach, FL | 2 | 4 | No | 4.8 (6) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174506/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174506.md) |
| West Bay Cove 242 | Holmes Beach, FL | 2 | 4 | No | 5 (1) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-276790/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-276790.md) |
## Live availability for your dates
For live availability and pricing across this collection on specific dates, open this filtered search and fill in the dates:
https://www.islandvacationproperties.com/vacation-rentals/results/?searchform=1&cwrsearch=1&Type=Condominium&arrive_date=M/D/YYYY&depart_date=M/D/YYYY
(arrive_date = check-in, depart_date = checkout; dates as month/day/year, e.g. 12/15/2026)
This runs the live search on the website; hand it to the guest for bookable, up-to-the-minute results across the whole collection.