Holmes Beach Florida Vacation Rentals


Holmes Beach Vacation Rentals, Condos and Short Term Rental Accommodations

Book our vacation rentals with selection of 1,2,3 or 4 bedroom homes in Holmes Beach Florida. Search hundreds of properties, find the best deal when you book directly online.

Tina's Piece of Paradise 0
Vacation Home Rentals - Holmes Beach
4 Bedroom(s) 3.0 Bath  Sleeps: 14
Starting at: $2,773.00/Wk
We know a thing or two about luxury on Anna Maria Island, and we know that this four bedroom, three bath Holmes Beach vacation rental home is just the place for our visitors with impeccable taste! (4) Bedrooms, (3) Bath, accommodates up to (14) peopl... read more »
4004 5th Avenue 0
Vacation Home Rentals - Holmes Beach
4 Bedroom(s) 4.0 Bath  Sleeps: 9
Starting at: $2,165.00/Wk
This home is just the sort of place where relaxing will become second nature, and enjoying the company of family and friends is made so easy. An ideal place to stage a family vacation in glamorous surroundings, or simply to catch up with old acquaint... read more »
Southern Comfort on Holmes Boulevard 0
Vacation Home Rentals - Holmes Beach
3 Bedroom(s) 2.5 Bath  Sleeps: 8
Starting at: $1,990.00/Wk
Southern Comfort is a luxury three bedroom vacation home less than two blocks from the beach. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Enjoy swimming in the private, lagoon-style heated p... read more »
Blue Lagoon 0
Condo Rentals - Holmes Beach
2 Bedroom(s) 1.0 Bath  Sleeps:
Starting at: Call for Rates
Blue Lagoon is located in the heart of Holmes Beach on the corner of Holmes Boulevard and 67th Street, and is the perfect location. There is a large lagoon style heated pool with a ten (10) foot waterfall as a centerpiece with the five (5) cottages s... read more »
Coconuts Management Villa's 0
Villa Rentals - Holmes Beach
2 Bedroom(s) 1.0 Bath  Sleeps: 6
Starting at: $200.00/Day
One and two bedroom apartments. 6 units with a heated pool. One block from the beach. Great for Family Reunions or large gatherings.... read more »
Hideaway 0
Duplex Rentals - Holmes Beach
2 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $1,830.00/Wk
Welcome to Hideaway a new and beautifully done duplex located at 304 74th Street! 1050 square feet under A/C Great looking vacation rental and sit on the porch and overlook this quiet spot on beautiful Anna Maria Island. (2) Bedrooms, (2) Bathroo... read more »
3008 Avenue E 0
Vacation Home Rentals - Holmes Beach
3 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $200.00/Day
To say we live in paradise is no exaggeration and we’d like to invite you to experience it yourself with a week at Sea Palm Cottage! This vacation rental home offers room for seven guests, making it ideal for families with children. (3) Bedroom, (2) ... read more »
Garden House 0
Vacation Home Rentals - Holmes Beach
3 Bedroom(s) 3.0 Bath  Sleeps: 6-8
Starting at: $349.00/Day
This elevated three bedroom, three en suite bathroom accommodations are perfect for up to 6 adults and 2 small children or three couples.There is also a sleeper sofa in the livingroom. From the Bermuda shuttered windows to the beach version of “Victo... read more »
Waters Edge Condominiums 0
Condo Rentals - Holmes Beach
2 Bedroom(s) 2.0 Bath  Sleeps: 4-6
Starting at: Call for Rates
Waters Edge Condominiums is a wonderful gulf front complex and a fantastic spot to vacation. Whether you stay a week or an extended stay, these are a perfect choice for a winter retreat, vacation rental or an escape into our paradise. Enjoy the large... read more »
Tarpon Key 0
Vacation Home Rentals - Holmes Beach
3 Bedroom(s) 2.5 Bath  Sleeps: 8
Starting at: $2,135.00/Wk
This Holmes Beach vacation rental is exactly what you’ve been dreaming of – three stories of laid back luxury, with three bedrooms, two and a half bathrooms, peeks of a the water and a location right in the beating heart of Anna Maria Island. Brand N... read more »
5613 Gulf Drive 0
Vacation Home Rentals - Holmes Beach
2 Bedroom(s) 2.0 Bath  Sleeps: 8
Starting at: $1,290.00/Wk
The décor inside of 5613 Gulf Drive is tasteful and with a nod to old Florida sensibilities. The gulf coast themed artwork echoes natural beauty found all around Anna Maria Island. Rich hardwood floors upstairs and ceramic floors downstairs spread ou... read more »
North Beach Village Condominium Complex 0
Condo Rentals - Holmes Beach
3 Bedroom(s) 2.0 Bath  Sleeps: 6-8
Starting at: Call for Rates
Holmes Beach Vacation Rental Complex - North Beach Village - 6250 Holmes Boulevard North Beach Village of Holmes Beach is just one block from the pristine Anna Maria Island beaches. Lush landscaping gives each unit in this quant village privacy an... read more »
Hidden Cove 0
Condo Rentals - Holmes Beach
2 Bedroom(s) 2.5 Bath  Sleeps: 4
Starting at: Call for Rates
Completely Remodeled Gulf Front Condo -- (2) Bed: (2) Bath: Accommodates up to (4) people: 1 King & 2 Twins: Internet - Highspeed: No smoking: No Pets. Gulf Front - Hidden Cove Unit #1 is a luxurious DIRECT GULF FRONT 2 bedroom, 2.5 bath townho... read more »
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