Holmes Beach, FL Cottage Rentals from $204

Q: What are the best cottages in Holmes Beach?

A traveler favorite is Queen's Gate Resort . Kick back at this 2.5-star stay which features a barbecue grill and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular option to check out. Book into this 3-star cottage and make the most of conveniences including a barbecue grill and a swimming pool. You can pick from multiple cottages in Holmes Beach with a total average guest review rating of 9.5.

A person in a red dress standing at the beach with waves in the background.

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Our top choices for Holmes Beach cottages

A two-story house with a green exterior, a blue door, and orange trim.

1. The "Grouper"

Sunny Shores

Canyon L.

$182 nightly

Nov 19 - Nov 20

Total with taxes and fees

A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

2. Cozy Private Cottage, Minutes to Anna Maria Island

Bradenton

Ismael

$210 nightly

Nov 16 - Nov 17

Total with taxes and fees

A balcony with wicker furniture, a grill, and a view of a marina with boats and greenery.

3. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Anna Maria

Terrence H.

$536 nightly

Nov 16 - Nov 17

Total with taxes and fees

A patio with two blue lounge chairs, a potted plant, and a gravel area.

4. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Bradenton

Rob

$297 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

5. Beach Tree Cottage,Walk To Beach& Siesta

Siesta Key Village

$332 nightly

Nov 17 - Nov 18

Total with taxes and fees

A covered outdoor area with wicker furniture, a glass table, and a view of a residential street.

6. Beautiful Condo on Pine Ave, 2 Blocks to Beach

Anna Maria

Julie D.

$951 nightly

Nov 22 - Nov 23

Total with taxes and fees

A covered porch with a sign reading "BEACH HOUSE," outdoor seating, a grill, and a view of the water.

7. Bridge Street Pier Beach House + Dog-friendly

Bridge Street

Michelle R.

$429 nightly

Nov 30 - Dec 1

Total with taxes and fees

A yellow building with a blue door and a white staircase.

8. Beach Getaway Near Rays, Bikes & Gear

Pass-a-Grille

Cathy P.

$285 nightly

Nov 16 - Nov 17

Total with taxes and fees

A patio with a sun lounger, a table with chairs, and an umbrella.

9. Beach View 100ft To Beach and SPA

Siesta Key Village

$374 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor patio with stone flooring, green cushioned seating, and string lights.

10. Beautiful Roser Park Cottage - Walk to Downtown - 15 min Drive to Beaches

St. Petersburg

Marilyn P.

$260 nightly

Dec 11 - Dec 12

Total with taxes and fees

A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

11. Sunny Island Rental, Bikes, Steps2Beach

Pass-a-Grille

Janise W.

$324 nightly

Nov 22 - Nov 23

Total with taxes and fees

A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

12. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Sarasota

$216 nightly

Dec 14 - Dec 15

Total with taxes and fees

A yellow house with a blue door and the number 2202.

13. Steps 2 Beach Cottage, King Bed, Bikes

Pass-a-Grille

Meredith S.

$363 nightly

Dec 6 - Dec 7

Total with taxes and fees

A yellow house with a porch, a mailbox, and a number 5306 on the door.

14. Yellow Palm Cottage, Heart of Siesta Key

Siesta Key Village

$458 nightly

Nov 16 - Nov 17

Total with taxes and fees

A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

15. 3716 7th Ave W

Bradenton

$2,731 nightly

Nov 18 - Nov 19

Total with taxes and fees

A small, single-story building with a porch, surrounded by tropical vegetation.

16. BlueDolphin Cottage Walk To Siesta Beach

Siesta Key Village

$445 nightly

Nov 16 - Nov 17

Total with taxes and fees

A small, light blue single-story house with a front door, a garage door, and a small porch area.

17. St Pete/gulfport Tiny little small home

St. Petersburg

Susan D.

$317 nightly

Nov 16 - Nov 17

Total with taxes and fees

A two-story building with a blue exterior and white railings.

18. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota

Tracie B.

$352 nightly

Nov 16 - Nov 17

Total with taxes and fees

A small pink house with a white door, a blue car parked in front, and a white picket fence.

19. PinkMango Cottage Steps to Beach&Village

Siesta Key Village

$472 nightly

Nov 19 - Nov 20

Total with taxes and fees

Shared sunbathing deck by the pool, at the resort.

20. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key

Russ H.

$298 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top Holmes Beach Hotel Reviews

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

10/10 Excellent

"Great location."

Driftwood at Anna Maria Island Inn

8/10 Good

"I loved the property. It was a suite with an adorable retro refrigerator, a small table and 2 chairs for eating, a lavazza coffee maker, and a comfy couch. The bedroom and bathroom are seperate from the living area. It came with beach towels, as there is a gorgeous beach a 5 min walk away! Shops and restaurants are also minutes away. Minnie's beach Cafe was wonderful for breakfast. The only snafu (and reason for 4 instead of 5 stars) was that the code for the door did not come through in messages or email. I got an email that there was a new message at a site that they'd sent several other messages but there was nothing new there. I called the number for the "Driftwood desk" given to us and got a message that they couldn't help me at this time. I called several times and got the same message. It was after 4:00, check in time. My husband found a number to call and there was a very helpful person who answered. She was hard to understand, but she was able to verify who I was and then send the code as a text. So all turned out well."

Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167

10/10 Excellent

"We had a wonderful stay on Anna Maria Island! The rental was extremely clean, well-maintained, and had everything we needed for a comfortable and relaxing getaway. The kitchen was fully equipped with all the essentials, making it easy to prepare meals during our stay. One of our favorite features was the private path leading directly to the beach, which made enjoying the beautiful shoreline incredibly convenient. The location was also perfect for exploring everything the island has to offer. We thoroughly enjoyed our stay and would absolutely recommend this property to anyone visiting Anna Maria Island!"

Waterline Villas & Marina, Autograph Collection

10/10 Excellent

"My family of four stayed at the WaterLine Villas for a Soccer tournament at IMG Academy. The villas are large, clean and modern. Location is great, it’s near restaurants, grocery stores and the beach. But….above all the best part of our stay was the customer service. I have to personally recognize Brandon who went above and beyond to make sure we had everything we needed to enjoy our stay. We’ll definitely be back next year."

Cedar Cove Resort and Cottages

10/10 Excellent

"What a treat for us Minnesotans!!! Special place to stay. Clean, comfy, and cozy! We stayed in the Violet Cottage. Staff allowed us to hang for a bit on the beach (plus parking for our rental) after check-out. There is even a shower available for this exact purpose, which is extra handy and appreciated. Thank you! We hope to be back some day!"

Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!

10/10 Excellent

"It really is the best little beach house! We had an amazing stay on the island; we walked to the beach almost every night to watch the sunset. The host is very easy to get a hold of if you need anything. Very good location; you are close to all the necessities: a drugstore, a grocery store, restaurants, and trolley stops! Our favorite food places throughout the week were Los Chiludos, Skinny's, Isola Bella, The Old Salty Dog, and Tide Tables. Don't miss going up to Bean Point for sunset; it's beautiful! I had been to Anna Maria 7 years ago with my family, but this was my husband's and also my first time staying on the island. It was a great trip; we hope to go back soon!"

Find out more about Holmes Beach

Holmes Beach Cottages information

Number of reviews	598
Accommodation	73 Cottages
Lowest Price	$204
Highest Price	$3,086

Frequently asked questions

How much do cottages in Holmes Beach cost?

Cottages in Holmes Beach range between $204 and $3,086 per night. These retreats offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Holmes Beach?

A traveler favorite is Queen's Gate Resort. Kick back at this 2.5-star stay which features a barbecue grill and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular option to check out. Book into this 3-star cottage and make the most of conveniences including a barbecue grill and a swimming pool. You can pick from multiple cottages in Holmes Beach with a total average guest review rating of 9.5.

How many cottages are there in Holmes Beach?

Take advantage of your vacation days and pick from 73 cottages in Holmes Beach. Longing for a place where you can reconnect with nature? Expedia can help you find the ideal escape in only a click or two.

What are the best cheap cottages in Holmes Beach?

With cottages starting from only $204 per night, you may want to extend your visit to Holmes Beach! One property that's easy on your finances is Queen's Gate Resort. It comes with useful amenities like pool sun loungers and a garden. Another thrifty choice where you can unwind and slow the pace down is Pool Party North - 2 Bedroom Cottage. A barbecue grill and clothes washing facilities are among the conveniences here. Visiting free attractions in Holmes Beach will stretch your vacation budget even further. Anna Maria Beach and Coquina Beach are favorites. With the cash you save, explore some more! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Are there any family-friendly cottages in Holmes Beach?

Many travelers searching for a family-friendly cottage in Holmes Beach go for Queen's Gate Resort. With a 2.5-star rating and amenities like a nearby beach and a picnic area, you're sure to feel at home here. Another superb option for traveling families is 105b 12th Street South Front 2 Bedroom Apts By Redawning. A barbecue grill and WiFi help make this 3-star cottage a great base for your Holmes Beach getaway. After checking in and chilling out together in your comfortable new digs, it's time to head out and visit some of the local sights. Anna Maria Beach and Coquina Beach are among the family-friendly attractions in Holmes Beach.

Why book your cottage in Holmes Beach with Expedia?

We think that a vacay should be a walk in the park, so if you're seeking cottages in Holmes Beach at a nice price, Expedia is here to help. Keep the budget under control and select a cheap option surrounded by wilderness, or book a 5-star cottage to pamper your loved ones.

How can I find cheap cottages in Holmes Beach?

A great way to locate cheap cottages in Holmes Beach is with Expedia's convenient filter tool. Tailor your search results by budget, amenities and star rating to discover awesome bargains in just a few clicks.

What is there to do in Holmes Beach near my cottage?

The most useful travel accessory is a well-thought-out travel plan. Island Gallery West is a terrific place to start your sightseeing in Holmes Beach.

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Things to do in Anna Maria Island

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Upfront pricing

Check prices for these dates

Our top choices for Holmes Beach cottages

1. The "Grouper"

2. Cozy Private Cottage, Minutes to Anna Maria Island

3. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

4. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

5. Beach Tree Cottage,Walk To Beach& Siesta

6. Beautiful Condo on Pine Ave, 2 Blocks to Beach

7. Bridge Street Pier Beach House + Dog-friendly

8. Beach Getaway Near Rays, Bikes & Gear

9. Beach View 100ft To Beach and SPA

10. Beautiful Roser Park Cottage - Walk to Downtown - 15 min Drive to Beaches

11. Sunny Island Rental, Bikes, Steps2Beach

12. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

13. Steps 2 Beach Cottage, King Bed, Bikes

14. Yellow Palm Cottage, Heart of Siesta Key

15. 3716 7th Ave W

16. BlueDolphin Cottage Walk To Siesta Beach

17. St Pete/gulfport Tiny little small home

18. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

19. PinkMango Cottage Steps to Beach&Village

20. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Find vacation rentals that suit your style

Top Holmes Beach Hotel Reviews

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

Find out more about Holmes Beach

Holmes Beach Cottages information

Frequently asked questions

Explore a world of travel with Expedia