Updating...

Enter dates for more accurate prices

Holmes Beach Rentals

Filter

Holmes Beach Rentals

224 apartments

Dolphin Shores Beachfront directly on Gulf of Mexico

Holmes Beach apartment

3 bedrooms / 2 bathrooms / Sleeps 4

“This condo and beach are the the best of the best, great set up,awesome vacation spot!” This was our second year staying here and we absolutely love it! The beach is clean and not crowded at all even on a holiday weekend. The weather is excellent and

$195

1 / 42

The beautiful Cove on Anna Maria Island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great Value Stay in Paradise aMI!” This is a lovely spacious condo, nicely furnished, with decent wifi, aircon and all mod cons. The condos in the Sandy Point complex all share a pool and we found this to be very clean, nicely warm and never too crow

$105

1 / 30

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$179

1 / 8

Starfish Villa: 2BR Pool Home w/Elevator

Holmes Beach house

2 bedrooms / 2 bathrooms / Sleeps 6

$243

1 / 23

Beach n It

Holmes Beach house

2 bedrooms / 2 bathrooms / Sleeps 6

$171

1 / 24

Coastal Hideaway

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$99

1 / 24

Anna Maria Island Private Tropical Garden Home

Holmes Beach house

3 bedrooms / 2 bathrooms / Sleeps 6

“Best rental, best hosts -- hands down!” I booked this rental with the intention of relaxing on the beach, soaking up the sun and hanging out with family for just over a week. Hurricane Irma had other plans, and we had to cut our vacation short. But

$286

1 / 20

Shore Leave

Holmes Beach house

1 bedroom / 1 bathroom / Sleeps 5

$72

1 / 5

Gulf Beach Place - Just a few steps from the beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 6

“Great time!! Exceptional rental” Our stay here was more than expected. The place was clean and had everything to make us feel right at home. Beds were comfortable and the place was larger than the pictures portrayed. The storage unit had brand new bea

$185

1 / 19

Feel like in Paradise - visit Holmes Beach on AMI

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great vacation getaway” The condo was great!! It was bigger than expected! It had everything We needed for a great vacation!! The condo was located right in the middle of everything! You did have to climb two flights of stairs so that was the only dow

$100

1 / 12

Escape to Serenity B: 2BR Pet-Friendly Pool Home

Holmes Beach house

2 bedrooms / 1 bathroom / Sleeps 6

“A good holiday rental” We thoroughly enjoyed our stay at this holiday cottage, beautiful and clean throughout, would recommend this. However it would be much better if pool had more privacy and an entrance straight from cottage, also would benefit fr

$157

1 / 24

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

2 bedrooms / 3 bathrooms / Sleeps 6

$202

1 / 12

Luxury 3BR/3BA, Private Heated Pool, Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / Sleeps 8

$214

1 / 34

7901 Palm B

Holmes Beach apartment

2 bedrooms / 1 bathroom / Sleeps 4

$143

1 / 18

Coconuts Poolside Unit 104

Holmes Beach apartment

1 bedroom / 1 bathroom / Sleeps 4

“The BEST spot on the island!” 24 hours ago we got home from our vacation to Anna Maria at the Coconuts! I'm already wishing we could get a plane and head back!! We absolutely love this island.. And finally lucked out finding the perfect place to sta

$165

1 / 22

Gone Coastal

Holmes Beach villa

2 bedrooms / 2 bathrooms / Sleeps 4

$171

1 / 24

North Beach Village 6323

Holmes Beach villa

3 bedrooms / 2 bathrooms / Sleeps 6

“Great for Family of all ages” Had a wonderful week and love this area on island. Grounds and pool area very clean and nice swimming beach within short walking distance. A very safe and friendly neighborhood. The locals were great. Loved having a g

$137

1 / 12

runaway bay 2 bedroom condo with wonderful access to restaurant, beach, shopping

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$125

1 / 18

Dragonfly Breeze: 3BR Family-Friendly Pool Home

Holmes Beach house

3 bedrooms / 2 bathrooms / Sleeps 6

$214

1 / 24

Sandy Pointe 110, recently remodel, pet friendly

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$137

1 / 11

Island Vacation Rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. L

$129

1 / 19

Island Hideaway East: 2BR Kid-Friendly Pool Home

Holmes Beach house

2 bedrooms / 1 bathroom / Sleeps 4

“Our piece of Paradise” Yet another great stay at Hideaway East, the house/pool are immaculately presented and perfect for a family of 4 maximum, it's only 5 minutes to a Superb beach and 20 yards from the trolley stop (north bound) and two block ( sou

$129

1 / 26

Island Beach Club 24

Holmes Beach apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Very well pleased” The staff was very helpful - Tracy helped us out a lot - Kudos to her.

$186

1 / 10

Calm Horizon Efficiency near beach affordable

Holmes Beach apartment

1 bedroom / 1 bathroom / Sleeps 4

$126

1 / 11

90 steps to the Beach!

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 5

“Amazing” Absolutely loved our stay! Beautiful condo right next to the beach. Had everything we needed! We will definitely be back!

$166

1 / 30

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / Sleeps 6

$180

1 / 13

Gulf Sands: 2BR Flip-Flop Ready Beachfront Condo

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Totally loved it!” This was our first time to Anna Maria Island, but we'll certainly come back! We left Chicago at 8:30 and were enjoying fresh fish and eggplant fries (yum!) at The Beach Cafe next to Gulf Sands by early afternoon! The condo was gre

$143

1 / 24

Island Beach Club 22

Holmes Beach apartment

2 bedrooms / 1 bathroom / Sleeps 4

$171

1 / 19

Aqua Maria

Holmes Beach house

2 bedrooms / 2 bathrooms / Sleeps 6

$257

1 / 0

Sun Plaza West: 2BR Condo w/Tennis Courts near Beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Good location on the beach” We have stayed here several times and love it! We love the location and being right on the beach with a pool and a tennis court available. It offers just the right amount of space with two bedrooms and two bathrooms. The

$129

1 / 24

Miles of Sandy Beach on Quaint Anna Maria Island

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 6

$171

1 / 30

Beach Village 48

Holmes Beach apartment

3 bedrooms / 2 bathrooms / Sleeps 6

$125

1 / 23

Holmes Beach Condo

Holmes Beach apartment

1 bedroom / 1 bathroom / Sleeps 4

“Ideal accomodation” I've been traveling from New York to anna Maria Island for nine years and anne's Holmes beach condo is tops. The perfect location.Right next to the perfect beach with great food and surrounded by fine dining and superb shopping. An

$126

1 / 12

Coconuts Beach Front 109 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / Sleeps 4

$200

1 / 20

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

Holmes Beach villa

1 bedroom / 1 bathroom / Sleeps 8

$200

1 / 23

Chic Mid-Century Beach Cottage with a private dock

Holmes Beach house

3 bedrooms / 2 bathrooms / Sleeps 6

$214

1 / 24

Piece of Paradise on Beautiful Anna Maria Island

Holmes Beach villa

2 bedrooms / 1 bathroom / Sleeps 4

$136

1 / 23

North Beach Village, unit 59 - Great Townhouse!

Holmes Beach house

3 bedrooms / 3 bathrooms / Sleeps 8

$151

1 / 28
Viewing 38 of 224
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more