Search 105,200+ Vacation Rentals

Holmes Beach 2-bedroom Vacation Rentals, House Rentals & More - 162 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

162 Vacation rentals

Filters applied: 2+ Bedrooms

(7)

1 / 16

Holmes Beach Villa

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”
- Review left on 08/27/2015

$229.00

Very Good (7 reviews)

Book

from $229.00 / night

(21)

1 / 17

Holmes Beach Townhouse

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly
“This was my family's first visit to Anna Maria Island and it won't be our last. We loved the beaches, restaurants, and amazing sunsets. The Gulf View Townhouse was clean and centrally located, and it was an added bonus to have a pool on the...”
- Review left on 07/19/2016

$201.00

Very Good (21 reviews)

Book

from $201.00 / night

(5)

1 / 27

Holmes Beach Condo

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning
“My Husband ,Son & I had a wonderful time at the Condo,it was clean ,comfortable & near the beach ,shops & the bus stops.I could not ask for anything better ,will be looking to rent again in the future”
- Review left on 09/01/2015

$126.00

Excellent (5 reviews)

Book

from $126.00 / night

1 / 28

Holmes Beach House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$136.00

Inquire

from $136.00 / night

1 / 33

Holmes Beach House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$343.00

Inquire

from $343.00 / night

(6)

1 / 27

Holmes Beach House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$165.00

Excellent (6 reviews)

Inquire

from $165.00 / night

1 / 20

Holmes Beach House

  • 3
  • 6
  • 7 nights min
  • Ask about children

$158.00

Inquire

from $158.00 / night

1 / 27

Holmes Beach House

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$214.00

Inquire

from $214.00 / night

1 / 25

Holmes Beach Townhouse

  • 3
  • 6
  • 30 nights min
  • Child friendly

$100.00

Inquire

from $100.00 / night

1 / 24

Holmes Beach Condo

  • 2
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 27 minutes

$365.00

Book

from $365.00 / night

1 / 22

Holmes Beach House

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$129.00

Inquire

from $129.00 / night

(2)

1 / 24

Holmes Beach House

  • 2
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$111.00

Very Good (2 reviews)

Inquire

from $111.00 / night

Your search has been expanded 19.3 miles to include more rentals

1 / 32

St. Petersburg Apartment - 14.1 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$72.00

Inquire

from $72.00 / night

(1)

1 / 38

St. Petersburg Apartment - 14.1 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$82.00

Excellent (1 reviews)

Inquire

from $82.00 / night

(1)

1 / 31

St. Petersburg Apartment - 14.1 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$72.00

Excellent (1 reviews)

Inquire

from $72.00 / night

1 / 79

Bradenton Beach Condo - 2.4 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly

$344.00

Book

from $344.00 / night

1 / 20

Bradenton Beach Condo - 2.9 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$655.00

Book

from $655.00 / night

(2)

1 / 24

Siesta Key Apartment - 18.2 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly

Responds fast! Avg. 3 hours 2 minutes

$602.00

Excellent (2 reviews)

Book

from $602.00 / night

1 / 33

Bradenton House - 6.6 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

Responds fast! Avg. 57 minutes

$138.00

Book

from $138.00 / night

(1)

1 / 13

Lakewood Ranch House - 17.1 miles away

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

$279.00

Average (1 reviews)

Book

from $279.00 / night

(3)

1 / 24

Sarasota Townhouse - 18.9 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The house was nice but a little out dated. A few things went wrong, but the owner really helped out immediately to rectify all the problems. It had all the things you wanted for the beach except an umbrella, which if we had one, we would have...”
- Review left on 06/04/2013

$453.00

Very Good (3 reviews)

Book

from $453.00 / night

(23)

Certificate of Excellence

1 / 44

Anna Maria Island House - 2 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 10 minutes

Certificate of Excellence

“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”
- Review left on 11/30/2016

$205.00

Excellent (23 reviews)

Book

from $205.00 / night

(1)

1 / 33

Anna Maria Island Villa - 3 miles away

  • 2
  • 5
  • min stay varies
  • Child friendly

$304.00

Excellent (1 reviews)

Book

from $304.00 / night

(20)

1 / 117

St. Petersburg Condo - 14 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“We had stayed all around Florida , but Never had a view like this, water everywhere, from all the windows. When you see the pictures they are gorgeous but in real life Wow. I think this is one of the best condo's we have stayed in. The owners are...”
- Review left on 05/30/2017

$228.00

Excellent (20 reviews)

Book

from $228.00 / night

1 / 18

Bradenton Apartment - 7.3 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 57 minutes

$149.00

Book

from $149.00 / night

1 / 16

Bradenton House - 8.2 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly

$189.00

Book

from $189.00 / night

(7)

1 / 27

Sarasota House - 18.2 miles away

  • 4
  • 11
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 2 minutes

“It doesn't get any better! We rented the property for a week of wedding adventures and it was lovely! Low key enough, beautifully maintained, clean, fresh and beach front! Easy to hang out on the property and cook your own meals, enjoy the hammock,...”
- Review left on 01/16/2015

$630.00

Excellent (7 reviews)

Book

from $630.00 / night

(15)

1 / 19

Sarasota House - 11.8 miles away

  • 3
  • 5
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I have been traveling for a long time and stayed in many Hotels but there is nothing like staying in this home. The owner Jaye has made this place so much like home. There was every possible amenity you could think of. She did not leave any stone...”
- Review left on 05/09/2016

$126.00

Excellent (15 reviews)

Book

from $126.00 / night

(1)

1 / 33

St. Petersburg Apartment - 14.1 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$82.00

Excellent (1 reviews)

Inquire

from $82.00 / night

(4)

1 / 12

Bradenton House - 19.3 miles away

  • 3
  • 5
  • min stay varies
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“We enjoyed this house, and it was the warmest December on record! Went to the beach 3 times and the ocean was warm enough to swim in this year! Look forward to more trips to Florida...”
- Review left on 01/08/2016

$167.00

Excellent (4 reviews)

Book

from $167.00 / night

(21)

1 / 20

Sarasota Condo - 19 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Found this property on the website and I'm glad I did. Ms Kathy is great! The property was beautiful. From the minute we walked in, the place is very nice and relaxing. Everything you need in the comfort of your home including beach equipments. Felt...”
- Review left on 07/20/2016

$105.00

Excellent (21 reviews)

Inquire

from $105.00 / night

(3)

1 / 33

Bradenton Beach Cottage - 2.5 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“My husband and I spent the weekend in this cottage to celebrate his milestone birthday. We found it to be very comfortable and welcoming. I especially love the sunroom for my morning coffee and yoga. We were pleasantly surprised at how comfortable...”
- Review left on 11/23/2017

$189.00

Very Good (3 reviews)

Book

from $189.00 / night

(5)

1 / 93

Anna Maria Island House - 2.6 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 50 minutes

“We enjoyed our stay at this property. The home is well decorated and all rooms are very spacious. The master bedroom is enormous with jacuzzi and large walk-in shower. The other bedrooms are very spacious too. Our manager resolved a few minor...”
- Review left on 08/10/2016

$516.00

Excellent (5 reviews)

Book

from $516.00 / night

(2)

1 / 72

Anna Maria House - 2.3 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

$383.00

Excellent (2 reviews)

Book

from $383.00 / night

1 / 26

Bradenton Beach Villa - 1.7 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$262.00

Book

from $262.00 / night

1 / 16

Bradenton Apartment - 7.4 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 57 minutes

$149.00

Book

from $149.00 / night

1 / 36

St. Petersburg House - 19 miles away

  • 4
  • 10
  • 4 nights min
  • Child friendly
  • Air conditioning

$1,374.00

Book

from $1,374.00 / night

(2)

1 / 41

Treasure Island Condo - 19.2 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$287.00

Excellent (2 reviews)

Book

from $287.00 / night

1 / 46

St. Petersburg Condo - 13.9 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$85.00

Inquire

from $85.00 / night

(3)

1 / 16

Sarasota Condo - 10.7 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool

Responds fast! Avg. 2 hours 41 minutes

“We rented this two bedroom listed as a Condo, it is really two adjoining hotel rooms with kitchenettes. Nice accommodations, however the shower heads could be a little higher not convenient for taller people. Great view, right on Marina, close to the...”
- Review left on 01/23/2015

$114.00

Very Good (3 reviews)

Book

from $114.00 / night