Holmes Beach Ocean Vacation Home Rentals(44)
Heated Private Pool - Late April and Summer Dates Still Available
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$1,600
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Anna Maria's Mermaid Key West style house, pool with Tiki Hut, near the beach
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$1,500
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Gulfside Oasis- New Luxury Home, Nice Gulf Water Views,heated Pool, Rec Room
- 6 Bedrooms,
- 5 Bathrooms, Sleeps 16
- 6 BR,
- 5 BA,
- Sleeps 16
Sea La Vie... Anna Maria, Canal Front, Pet Friendly, Pool Home
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,120 -
$1,400
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 8
BRAND NEW Luxury 4 Bdrm Home with Heated Pool/Tub Steps from Gulf
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$440
per night
4 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
BRAND NEW 3/2 Luxury Home with Heated Pool 3 houses from the Beach!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Paradisiacal Enclave-Water Front Home-Pool/Dock/Kayak/Bikes/Hammocks/
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,850 -
$2,450
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 8
Ohana Hale Island Retreat on Anna Maria Island
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
$115 -
$135
per night
2 - 7 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 6
The Gables, Elegant Southern 4 bed pool home
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$1,750
per week
7 night Minimum Stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Quiet 2/1-Third House from the Beach
- 2 Bedrooms, Sleeps 7
$725 -
$975
per week
7 night Minimum Stay
- 2 BR,
- Sleeps 7
Steps to the Beach-North Point of Anna Maria Island
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
Summer booking fast ! Beach; Pool; tropical setting 'AMI living'
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$195 -
$220
per night
4 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Seaside Sanctuary #2 - Read Our Reviews - 100% Positive
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
ISLAND TIME PRIVATE PARADISE ! Heated Pool & Spa, Boat Slip.
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,650 -
$1,850
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Costal duplex with pool, steps to the beach
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$1,100 -
$1,300
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Newly Remodeled 2 BR/2 BA with Heated Pool – 1.5 Blocks to Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 5
$1,100 -
$1,600
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 5
Rising Tide - Newly Remodeled Ground-Level Beach House
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 12
$1,900 -
$2,800
per week
7 night Minimum Stay
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 12
Beach house on the Gulf of Mexico
- 2 Bedrooms,
- 1 Bathroom, Sleeps 5
- 2 BR,
- 1 BA,
- Sleeps 5
Fantastic Luxury Home with Pool Paradise and Gulf views
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 12
$2,429 -
$4,256
per week
7 night Minimum Stay
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 12
Family, Friends, Pets! Gulf view, htd. pool, putt. green, X-box Knct
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 13
$1,600 -
$2,500
per week
7 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 13
Splendid Vacation Island Villa with Pool and Spa
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
$2,000 -
$2,300
per week
7 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 8
Anna Maria Island Waterfront Home
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$1,200
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Tropical Sunsets- Waterfront/Pool Home w/Dock for Boat in Exclusive Key Royale
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$1,134 -
$1,890
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Hideaway in Holmes Beach
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,000 -
$1,600
per week
14 - 28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Casual Island Luxury Home with Pool
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
Waterside House-Luxury Bayfront Home with Dock, Pool and Elevator-Pets Allowed
- 5 Bedrooms,
- 5 Bathrooms, Sleeps 10
- 5 BR,
- 5 BA,
- Sleeps 10
HOLIDAY HOME - Lovely, Newly Renovated Home with Private Pool
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
- 2 BR,
- 1 BA,
- Sleeps 6
Captain's Quarters
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
House with Heated Pool and Canal Dock. Half Block to Bay Beach
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
15 More choices from HomeAway International Websites
Gracious & Spacious Anna Maria Island Vacation Home
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
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