Luxury Properties
| Holmes Beach | 6 | 3 bedrooms 3 baths |
$3,553 - $4,543 |
This exclusive penthouse is the crown jewel of Vista Grande - experience over the top decadence without sacrificing any of Anna Maria Island's friendly beachtown charm. (3) Bedroom, (3) Bath, accomodates to (6) people: 1 King, 1 Queen, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location.
| Holmes Beach | 5 | 3 bedrooms 2 baths |
$2,493 - $4,025 |
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (2) Bedroom + den, (2) Bathroom, accomodates up to (5) people: 1 King, 2 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.
| Holmes Beach | 6 | 3 bedrooms 2.5 baths |
$1,800 - $2,835 |
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (2) Bedroom + den, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Futon. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.
| Holmes Beach | 10 | 5 bedrooms 3.5 baths |
$2,200 - $4,200 |
Attention Early Bird planners: April and May 2013 SPECIAL - just $2200 per week!
Spacious, private vacation home that offers peeks of the gulf and backyard tiki bar in Holmes Beach, FL. (5) Bedroom, (3.5) Bath, accommodates up to (10) people: 2 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.
| Holmes Beach | 6 | 3 bedrooms 2.5 baths |
$1,995 - $3,600 |
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (2) Bedroom + den, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.
| Holmes Beach | 14 | 5 bedrooms 4.5 baths |
$2,485 - $7,000 |
Nothing but glamour and luxury waits for you at this ground level vacation home in Anna Maria City, FL. (5) Bedrooms, (4.5) Bath, accommodates up to (14) people: 2 King, 1 Queen, 4 Twin, 2 Sleeper Sofas. Private heated pool with spa, free wireless internet, sorry no pets allowed, less than two blocks to the beach.
| Holmes Beach | 6 | 3 bedrooms 2.5 baths |
$2,520 - $3,150 |
All the comfort and amenities of home, with all the decadence of a hotel at this charming luxury rental in Anna Maria City. (3) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twin. Free wireless, sorry no pets allowed, less than two blocks from the beach.
| Holmes Beach | 8 | 4 bedrooms 3.5 baths |
$2,800 - $3,675 |
A weeklong holiday at this vacation cottage, lovingly called Mango Breeze, will leave you refreshed, renewed, and relaxed. (4) Bedroom, (3.5) Bathroom, accomodates up to (8) people: 2 King, 1 Queen, 2 Twin. Private heated pool, free wireless, pet friendly (dogs up to 25 lbs only, with deposit), less than two blocks to the beach.
| Holmes Beach | 8 | 3 bedrooms 2 baths |
$1,400 - $2,200 |
This vacation rental offer sophisticated designer decor with enough fun personality to make it a dreamy spot for your next Florida family holiday. (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.
| Anna Maria | 6 | 3 bedrooms 3.5 baths |
$2,400 - $3,000 |
Stunning luxury vacation beach house for relaxing with family and friends on the highly coveted north end of Anna Maria Island, FL. (3) Bedroom, (3.5) Bath, accommodates up to (6) people. 2 Queen, 2 Twin. Private heated pool, sorry no pets allowed, free wireless, less than two blocks to the beach.
| Holmes Beach | 10 | 4 bedrooms 4.5 baths |
$4,200 - $4,900 |
A custom-built luxury vacation rental with a tropical paradise right out in your own backyard! 4) Bedroom, (4.5) Bathroom, accomodates up to (10) people: 2 King, 4 Twin Beds, 2 Trundle. Private heated pool with spa, free wireless, sorry no pets allowed.
| Holmes Beach | 8 | 3 bedrooms 2.5 baths |
$1,080 - $2,160 |
Get yourself on island time with a holiday at this three story, key lime colored vacation rental. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, less than two blocks to the beach.
| Holmes Beach | 16 | 6 bedrooms 4.5 baths |
$2,429 - $7,000 |
You'll never forget the views from this luxury vacation rental - a sweeping vista of the Gulf of Mexico and its shimmering quartz sand beaches. It will be love at first sunset! (6) Bedrooms, (4.5) Bath, accomodates up to (16) people: 3 King, 1 Queen, 2 Twins, 1 Full, 2 Sleeper Sofa. Private heated pool with spa, free wireless, pet friendly (with a deposit), less than two blocks to the beach.
| Holmes Beach | 8 | 3 bedrooms 2 baths |
$1,650 - $2,150 |
You'll be close to all the favorite things to do on Anna Maria Island while spending a week's holiday at this well-appointed vacation home! (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.
| Anna Maria | 6 | 2 bedrooms 1 bath |
$1,519 - $2,282 |
You will be within walking distance of the famous Sandbar Restaurant, but get your order to go so you can enjoy one of the best tables on the island right outside your back door. (2) Bedrooms, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly (with deposit), less than two blocks to the beach.
| Holmes Beach | 8 | 3 bedrooms 2.5 baths |
$1,796 - $3,420 |
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (3) Bedroom, (2.5) Bathroom, accomodates up to (6) people: 1 King, 2 Queen, 2 Twin. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.
| Holmes Beach | 6 | 3 bedrooms 2 baths |
$1,080 - $2,160 |
This private vacation rental in Holmes Beach will allow you to reconnect with family or friends, providing memories that will last a lifetime. (3) Bedrooms, (2) Bath, accomodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.
| Holmes Beach | 8 | 4 bedrooms 4 baths |
$2,702 - $5,502 |
LaPlage Condos is one of the few complexes on Anna Maria Island that boasts a beach front heated pool - spend a week of holiday soaking up the sunshine around it! (4) Bedroom, (4) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.
| Holmes Beach | 10 | 4 bedrooms 3.5 baths |
$1,561 - $4,200 |
Enjoy a week of paradise around your private backyard oasis at this elevated luxury vacation rental in Holmes Beach, FL. (4) Bedroom, (3.5) Bathroom, accommodates up to (10) people: 1 King, 2 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.
| Holmes Beach | 8 | 3 bedrooms 3 baths |
$2,993 - $3,850 |
The best of everything can be found at this holiday townhouse rental - including some of the most breathtaking gulf views you could hope to find on Anna Maria Island. (3) Bedroom, (3) Bath, accomodates to (8) people: 1 King, 1 Queen, 2 Twin, 2 Air Mattress. Heated pool, free wireless, sorry no pets allowed, gulf front location.
| Holmes Beach | 8 | 3 bedrooms 3 baths |
$2,363 - $2,373 |
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (3) Bedroom, (3) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Air Mattress. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.
| Anna Maria | 6 | 2 bedrooms 2 baths |
$1,867 - $2,800 |
For the vacationers with impeccable and luxurious tastes, we suggest a week of sand and suntans at this Bradenton Beach rental home. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Twin, 1 Sleeper Sofa, 1 Trundle Bed. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.
| Holmes Beach | 6 | 3 bedrooms 2.5 baths |
$899 - $1,560 |
You'll never forget the peeks of the gulf and sunset vistas from your balcony at this Holmes Beach vacation rental. (3) Bedroom, (2.5) Bathroom, accomodates up to (6) people; 2 Queen, 2 Twin. Free wireless, sorry no pets allowed.
| Holmes Beach | 16 | 6 bedrooms 4.5 baths |
$2,429 - $7,000 |
Special! 20% off Last Minute Bookings within 30 days of arrival!! Something for everyone in this bright, spacious luxury rental in Holmes Beach, FL. (6) Bedrooms, (4.5) Bath, accommodates up to (16) people: 4 King, 1 Queen, 2 Twin, 2 Sleeper Sofa. Private heated pool with spa, free wireless, pet friendly (with deposit), less than two blocks to the beach.
| Holmes Beach | 6 | 3 bedrooms 3 baths |
$1,715 - $3,780 |
**SPECIAL: 10% DISCOUNT ON ALL BOOKINGS MADE WITHIN 45 DAYS OF ARRIVAL**
The whole family can get away from it all on the top floor of this condo building located less than two blocks from the Gulf of Mexico beaches. (2) Bedroom, (1) Bath, accomodates to (6) people: 1 King, 2 Queen. Private heated pool, free wireless, pet friendly (dogs only, with deposit), less than two blocks to the beach.

6101 Marina Drive, Holmes Beach, FL 34217