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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 790 Vacation Homes in Holmes Beach with updated reviews, rates, and availability.

Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Living Room

Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

9.8 out of 10, Exceptional, (78)
"We stayed here for a soccer tournament in Sarasota. The hosts were responsive when we had questions and all that good stuff. Some places were closed because of the hurricanes, but that was expected.All in all it was a good stay. "
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Tropical luxury beach home with heated pool

Tropical luxury beach home with heated pool

10.0 out of 10, Exceptional, (28)
"The house was fabulous. Just wish check email or text we never got. Finally went over at 4. Directions for check! We didn’t know where to put dirty laundry. Were we supposed to strip beds? We did what we thought was best. Hopefully it was ok. "
Tropical luxury beach home with heated pool
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
Sand Castle - By Anna Maria Island Accommodations

Beautiful home with fenced yard, heated pool, hot tub, and elevator!

9.6 out of 10, Exceptional, (36)
"We stayed for a family Girls Week trip. The central location on the island was perfect. The beach and the trolley stop were just 1.5-2 blocks away. Having a pool all to ourselves was a really nice treat. The house had everything we needed. Our only complaints were that the mosquitos were out in full force and sometimes drove us inside. We would definitely stay here again."
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
Renovated home w/fenced yard, brand-new pool, spa, foosball - steps to beach

Renovated home w/fenced yard, brand-new pool, spa, foosball - steps to beach

9.6 out of 10, Exceptional, (23)
"We had an easy check in. Nice location to everything on the island. The house was clean. Could use some paint touch ups inside. And deep clean the sofa. Some outdoor furniture by pool could be replaced. Overall it was a nice stay."
Renovated home w/fenced yard, brand-new pool, spa, foosball - steps to beach
Quiet Villa, Steps to Beach, Close To Trolley Stop and Shopping!
Sea Glass Villa by Anna Maria island Accommodations

Quiet Villa, Steps to Beach, Close To Trolley Stop and Shopping!

9.4 out of 10, Exceptional, (6)
"Just beutiful"
Quiet Villa, Steps to Beach, Close To Trolley Stop and Shopping!
2 Bedroom / 2 Bath Ground Level With a Heated Pool
Exterior

2 Bedroom / 2 Bath Ground Level With a Heated Pool

10.0 out of 10, Exceptional, (161)
"Third stay here. Love it. Will be back "
2 Bedroom / 2 Bath Ground Level With a Heated Pool
LaBella Casa: Hot tub, games, updated beachy chic home moments to the Gulf!

LaBella Casa: Hot tub, games, updated beachy chic home moments to the Gulf!

10.0 out of 10, Exceptional, (16)
"Clean beds and bathrooms, A. Great location across the street from public beach access. Updated and cute decor. Hot tub only worked the first two days of our stay. Response to communication about that took a day or more and it was not resolved so we didn’t have use of the hot tub for the majority of our stay. Management company seemed unbothered by our complaints that we booked the property based on hot tub access. Coffee machine and washing machine weren’t clean. "
LaBella Casa: Hot tub, games, updated beachy chic home moments to the Gulf!
Florida Breeze: Pool home in perfect central location!
Facade

Florida Breeze: Pool home in perfect central location!

10.0 out of 10, Exceptional, (15)
"We stayed in this property 5 years ago and delighted that it was as impeccable as the first visit. 7 minute walk to the beach and all you could need in the property and so clean. Faultless! Thank you. "
Florida Breeze: Pool home in perfect central location!
Steps to white sandy beach, pet friendly, trolly stop out front.
Living area

Steps to white sandy beach, pet friendly, trolly stop out front.

9.4 out of 10, Exceptional, (3)
"It is a duplex. Stayed in other side last year. That unit was a bit nicer. It was clean and comfortable. Bathroom drain was plugged 2nd to last day. Had to call 2 people to get wifi working. Marginal beach equipment. One chair broken, had to buy new one. Brooms and cleaning equipment should be stored out of sight, not in the lovely backyard. I know it is for sale but could be made so much nicer with a little TLC. Great location and price was terrific."
Steps to white sandy beach, pet friendly, trolly stop out front.
Gulf view~Stunning renovation~New 3 bed 3 bath~HEATED POOL~30 sec walk to beach!
Gorgeous tropical resort style pool area. Watch TV or listen while relaaaaxing!

Gulf view~Stunning renovation~New 3 bed 3 bath~HEATED POOL~30 sec walk to beach!

10.0 out of 10, Exceptional, (1)
"We recently had an incredible stay at a new beach vacation rental on Anna Maria Island, called Family Tides'. I can confidently say it’s the best we’ve experienced! After staying at many rentals on the island, this one has set a new standard for us. Everything in the property is brand new and of the highest quality—it truly feels like a luxury getaway. The location couldn't be better! We loved the private path leading to the beach; it only took us 30 seconds to walk from our rear gate to the...
Gulf view~Stunning renovation~New 3 bed 3 bath~HEATED POOL~30 sec walk to beach!
Beachwalker Apartment: Duplex within 100 steps to the sand.
Facade

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.0 out of 10, Wonderful, (19)
"We loved our stay here. The location was really convenient, just a short walk to the closest beach, we avoided having to find parking and pay for it, which seems dificult to find and expensive. The closest area of the beach was not a busy as other areas which was great. The appartment is located in the middle section of the island so anything is within 10-15 min ride. Grosery shipping and pharmacy are just a few min away. The apartment was as advertised, very spacious and with a lot of light,...
Beachwalker Apartment: Duplex within 100 steps to the sand.
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
Glorious Daze is a beautiful 4/4 home! Golf cart!Putting green!

GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!

10.0 out of 10, Exceptional, (78)
"Our stay at "Glorious Daze" was truly wonderful! The home offered everything we needed for a relaxing getaway. The pool was a standout feature, providing a private oasis with beautiful scenic views. The kitchen was well-appointed and made it easy to prepare meals, though we took full advantage of the nearby grocery store and pharmacy for added convenience.Being so close to the beach was fantastic, and having the golf cart made trips back and forth a breeze. The location is ideal for both...
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
For Shore: Sleeps 10, steps to beach, heated pool!
Facade

For Shore: Sleeps 10, steps to beach, heated pool!

9.2 out of 10, Wonderful, (50)
"As advertised, just steps to the beach and was nice to let the kids walk by themselves! The pool/spa were equally nice and provided hours of entertainment. Walkable location to nearby shops and grocery. (Free) Trolley stop right at the corner. SATO Real Estate responded to every question and need, and incredibly promptly (within hours!) The home was well designed and plenty of room.Yes, Gulf Drive is busy, but AMI is still recovering from Helene and Milton in certain areas. Merchants and...
For Shore: Sleeps 10, steps to beach, heated pool!
Stillpoint: Heated pool, 2-min walk to beach, sleeps 8

Stillpoint: Heated pool, 2-min walk to beach, sleeps 8

9.8 out of 10, Exceptional, (16)
"Love this place. It is so big. nice little walk to the beach. Pool was great."
Stillpoint: Heated pool, 2-min walk to beach, sleeps 8
Bikinis and Board Shorts B: Private pool, 2-mins to beach!

Bikinis and Board Shorts B: Private pool, 2-mins to beach!

9.2 out of 10, Wonderful, (16)
"Cute 2 bedroom! Really nice to have 2 baths! Couldn’t get much closer to the beach!"
Bikinis and Board Shorts B: Private pool, 2-mins to beach!
TranquiliSea: Pet friendly, long term discount, sleeps 12, resort-style pool!

TranquiliSea: Pet friendly, long term discount, sleeps 12, resort-style pool!

10.0 out of 10, Exceptional, (4)
"Loved having 2 separate condos in one building for our multi family vacation! "
TranquiliSea: Pet friendly, long term discount, sleeps 12, resort-style pool!
Silver Surf- A stunning family home 2 blocks from the beach.

Silver Surf- A stunning family home 2 blocks from the beach.

9.4 out of 10, Exceptional, (36)
"Our stay was great despite the cool Florida temperatures. The house was just as described and looked like the advertised photos. The Anna Maria community is inspiring - we will definitely visit again. "
Silver Surf- A stunning family home 2 blocks from the beach.
Turtle Watch: *Gulf front *Heated Pool *Spectacular Views

Turtle Watch: *Gulf front *Heated Pool *Spectacular Views

9.0 out of 10, Wonderful, (2)
"We had to make last minute change of plans. We are so thankful for the Sea Urchin being available. House was wonderful. Has a view of the Gulf. We loved the pool. We loved it so much we booked for next year! "
Turtle Watch: *Gulf front *Heated Pool *Spectacular Views
Gulf-front home with deck and direct beach access - steps to trolley

Gulf-front home with deck and direct beach access - steps to trolley

9.2 out of 10, Wonderful, (82)
"Amazing cottage on the beach "
Gulf-front home with deck and direct beach access - steps to trolley
A Perfect Place: Newly Remodeled Ground Level with Pool!

A Perfect Place: Newly Remodeled Ground Level with Pool!

9.4 out of 10, Exceptional, (17)
"Loved the house! Great kitchen and the pool was great. We used it morning, noon and night. Appreciated the 3 foot lo bathrooms with 5 adults. Please block beach was a close 5 minute walk but seemed more like a private beach. We really enjoyed our stay!"
A Perfect Place: Newly Remodeled Ground Level with Pool!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Holmes Beach

Anna Maria Beach Resort
Exterior

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (184)
"Such a beautiful property. Every room faces the pool and the ocean. The rooms are beautiful and have a full kitchen. Everything you’d want. Very peaceful. "
The price is AED 1,968
AED 2,490 total
includes taxes & fees
3 Feb - 4 Feb
Anna Maria Beach Resort
Haley's at The Anna Maria Island Inn
Pool

Haley's at The Anna Maria Island Inn

3.0 star property
8.6 out of 10, Excellent, (370)
"The bed in our room was extremely comfortable."
Haley's at The Anna Maria Island Inn
Palm Tree Villas
Beach

Palm Tree Villas

3.0 star property
9.2 out of 10, Wonderful, (161)
"Our studio villa was perfect for our stay. Very clean, loved the outdoor patio! Pool is heated, nice and relaxing. Having a beach wagon with umbrella and chairs was an added bonus. The villas location is excellent. short walk to the beach, restaurants and stores very close by."
The price is AED 859
AED 1,522 total
includes taxes & fees
2 Feb - 3 Feb
Palm Tree Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.