# 2 Bedroom Holmes Beach Rentals, Island Vacation Properties

Updated: 2026-11-13

Do you need the perfect 2 bedroom Holmes Beach rentals that combine relaxation, convenience, and comfort in scenic surroundings? When you want to enjoy the stunning beaches of Anna Maria Island, the team at Island Vacation Properties ensures that you stay in a lovely rental with all the amenities you'll need in your home away from home. From couple-friendly to family-suitable accommodations, our Holmes Beach rentals are centrally located, so guests can easily access the Anna Maria Island coastline and everything it has to offer.

Things to Do in Holmes Beach

Known for its beautiful sunsets and pleasing climate, Holmes Beach is an ideal place for romantic getaways and family holidays. So, from your Holmes Beach vacation rentals, you’ll discover why people visit this vacation paradise repeatedly. There are endless opportunities for fun in Holmes Beach and the surrounding area. Between jet skiing, boat rides, swimming, sailing, and fishing, there are fun activities for everyone. After a day of excitement, make sure to visit the local restaurants for a taste of seafood caught from our very own shores.

Book with Island Vacation Properties

When planning your dream vacation to Holmes Beach, there’s no better choice than booking your vacation rental with Island Vacation Properties. Our team is dedicated to providing you with the perfect beach getaway. With a deep knowledge of the area, we can provide insider tips and recommendations to enhance your vacation experience. When you choose Island Vacation Properties, you’re not just booking a rental; you’re embarking on a truly unforgettable vacation experience on the picturesque shores of Holmes Beach.

## Rentals in this collection (55)

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 |
|---|---|---|---|---|---|---|---|
| A Wright Place | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (60) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174509/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174509.md) |
| Anna Cabana Bungalow #4 | Holmes Beach, FL | 2 | 4 | No | 4.9 (47) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174458/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174458.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) |
| Bollinger Duplex, A | Holmes Beach, FL | 2 | 6 | Yes | 4.5 (26) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174469/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174469.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) |
| Escape to Serenity A | Holmes Beach, FL | 2 | 6 | No | 5 (7) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254393/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254393.md) |
| Escape to Serenity B | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (6) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254394/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-254394.md) |
| Fountainhead Condo 3 | Holmes Beach, FL | 2 | 6 | No | 4.6 (23) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174564/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174564.md) |
| Fountainhead Condo 4 | Holmes Beach, FL | 2 | 4 | No | 4.3 (18) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174565/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174565.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) |
| La Playita 7 | Holmes Beach, FL | 2 | 6 | No | 4.9 (28) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-213680/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-213680.md) |
| Made In The Shade 2 Units | Holmes Beach, FL | 2 | 6 | Yes | 5 (4) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230130/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-230130.md) |
| MI Happy Place Sand Castle 1 | Holmes Beach, FL | 2 | 6 | Yes | 4.9 (31) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174436/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174436.md) |
| MI Happy Place Sand Dollar 2 | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (35) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174437/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174437.md) |
| MI Happy Place Sea Horse 3 | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (27) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174487/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174487.md) |
| MI Happy Place Sea Turtle 4 | Holmes Beach, FL | 2 | 6 | Yes | 4.8 (24) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174488/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174488.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) |
| Palm Cay 3 | Holmes Beach, FL | 2 | 6 | No | 4.8 (23) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174584/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174584.md) |
| Palm View Lakehouse | Holmes Beach, FL | 2 | 6 | Yes | 5 (22) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-245092/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-245092.md) |
| Peace 'n Paradise | Holmes Beach, FL | 2 | 6 | No | 5 (44) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174490/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174490.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) |
| Pool Party North | Holmes Beach, FL | 2 | 4 | Yes | 4.7 (3) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237312/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-237312.md) |
| Sand & Sun A SIDE | Holmes Beach, FL | 2 | 5 | No | 5 (1) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-275312/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-275312.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) |
| Seaside Beach House 101 | Holmes Beach, FL | 2 | 4 | No | 4.7 (23) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174611/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174611.md) |
| Seaside Beach House 105 | Holmes Beach, FL | 2 | 4 | No | 5 (34) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174613/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174613.md) |
| Seaside Beach House 201 | Holmes Beach, FL | 2 | 4 | No | 4.8 (37) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174614/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174614.md) |
| Seaside Beach House 205 | Holmes Beach, FL | 2 | 4 | No | 4.8 (40) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174615/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174615.md) |
| So Beachy Chic | Holmes Beach, FL | 2 | 6 | No | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261258/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261258.md) |
| SS Salamander North | Holmes Beach, FL | 2 | 5 | No | 4.9 (20) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174493/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174493.md) |
| SS Salamander South | Holmes Beach, FL | 2 | 5 | No | 4.8 (16) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174494/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174494.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) |
| SWEPT AWAY B | Holmes Beach, FL | 2 | 6 | No | 5 (9) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-257566/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-257566.md) |
| Terrace Condo 6 | Holmes Beach, FL | 2 | 6 | No | 4.9 (17) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-248621/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-248621.md) |
| The Palms #3 | Holmes Beach, FL | 2 | 4 | Yes | 5 (21) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-235198/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-235198.md) |
| The Palms #4 | Holmes Beach, FL | 2 | 6 | Yes | 5 (37) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-231331/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-231331.md) |
| Tides & Turtles | Holmes Beach, FL | 2 | 6 | Yes | — | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-285578/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-285578.md) |
| Valhalla Downstairs | Holmes Beach, FL | 2 | 4 | Yes | 4.6 (46) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174499/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174499.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 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 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) |
| WHILE AWAY A | Holmes Beach, FL | 2 | 6 | No | 4.7 (36) | [page](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174645/) | [md](https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174645.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&Bedrooms=2&Area=Holmes%20Beach&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.