Photo by Dan Rose

Search Holmes Beach Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Holmes Beach cottages

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
The price is ¥59,353
¥76,872 total
includes taxes & fees
Dec 28 - Dec 29
The Inn On Siesta Key

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (3)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
The price is ¥18,772
¥50,229 total
includes taxes & fees
Jan 1 - Jan 2, 2026
7mi to Anna Maria Newly Renovated Private Cottage

St Pete/gulfport Tiny little small home

St Pete/gulfport Tiny little small home
St. Petersburg
10.0 out of 10, Exceptional, (3)
"The house was decorated nicely, it was clean, and inside/outside was well kept. The hosts were lovely and responded quickly to questions with precise information. If I need a place to stay in Gulfport again, I would not hesitate to stay!"
United States
Karen J.
The price is ¥22,574
¥63,646 total
includes taxes & fees
Dec 24 - Dec 25
St Pete/gulfport Tiny little small home

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (43)
"A beautiful little place to stay only minutes away from the beach! Very cozy and clean! "
United States
savana w.
The price is ¥15,617
¥33,280 total
includes taxes & fees
Dec 29 - Dec 30
The "Grouper"

Steps to Beach+bikes VaCay getaway on PaG island

Steps to Beach+bikes VaCay getaway on PaG island
Pass-a-Grille
9.8 out of 10, Exceptional, (20)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
The price is ¥21,770
¥41,953 total
includes taxes & fees
Dec 24 - Dec 25
Steps to Beach+bikes VaCay getaway on PaG island

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

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is ¥23,505
¥51,427 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

An oasis ACROSS THE STREET FROM THE BEACH :)

An oasis ACROSS THE STREET FROM THE BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (16)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
The price is ¥20,034
¥45,354 total
includes taxes & fees
Dec 24 - Dec 25
An oasis ACROSS THE STREET FROM THE BEACH :)

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (177)
"my friends and I traveled from across the country to meet for our annual “girls” trip. Location is amazing. You can walk to the beach, you can rent cabanas and there are lounge chairs for your use. The pool is sparkling and the trolley stop is right outside the property entrance. I just love Siesta key and this is a wonderful place to get away from it all, but have easy access to all of the fun and shopping. "
United States
Kim C.
The price is ¥43,539
¥77,689 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Historic Old Northeast
10.0 out of 10, Exceptional, (4)
"The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area."
United States
Cynthia S.
The price is ¥39,374
¥68,786 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.0 out of 10, Wonderful, (18)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is ¥20,823
¥41,987 total
includes taxes & fees
Dec 28 - Dec 29
Sunny PaG Island rental w/bikes-just steps2beach

Nook Cottage Across street from beach and Heated Pool

Nook Cottage Across street from beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
United States
Derek N.
Nook Cottage Across street from beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (5)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
United States
Meghan J.
The price is ¥66,023
¥179,273 total
includes taxes & fees
Dec 28 - Dec 29
Cabana Cottage Across street from Beach and Heated Pool

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.6 out of 10, Exceptional, (41)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
The price is ¥44,801
¥149,263 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Adorable Cottage with Covered Balconies and Private Pool

5 star Guest House heated pool on the water!

5 star Guest House heated pool on the water!
South Sarasota
The price is ¥39,438
¥79,191 total
includes taxes & fees
Dec 24 - Dec 25
5 star Guest House heated pool on the water!

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.6 out of 10, Excellent, (30)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
The price is ¥44,959
¥135,233 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Beautiful Guest House Near the Beach with Private Pool!

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Anna Maria
10.0 out of 10, Exceptional, (1)
"Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at...
United States
Devon F.
The price is ¥78,012
¥173,930 total
includes taxes & fees
Dec 24 - Dec 25
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Steps 2 Beach-Island Cottage w/king bd+2bike+parking
Pass-a-Grille
9.8 out of 10, Exceptional, (41)
"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"
United States
James C.
The price is ¥44,864
¥73,885 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Lookout Cottage Across street from Beach and Heated Pool

Lookout Cottage Across street from Beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (1)
"The place was beautiful, tastefully furnished and decorated, and so clean! Plenty of towels and nice sheets. Loved the amenities like the pool and the beach chairs. The best part is the location - right across the street from a fantastic beach, close enough to walk to the main business district but not so close that you have to deal with all the people of you don’t want to. Perfect place for a couple looking for some R&R!"
United States
Keeley L.
The price is ¥80,523
¥130,981 total
includes taxes & fees
Dec 29 - Dec 30
Lookout Cottage Across street from Beach and Heated 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Holmes Beach Hotel Reviews

Find out more about Holmes Beach

Holmes Beach Cottages information

Number of reviews
444
Accommodation
83 Cottages
Lowest Price
¥33,280
Highest Price
¥179,273

Frequently asked questions

How much do cottages in Holmes Beach cost?
Cottages in Holmes Beach range between ¥33,280 and ¥179,273 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 83 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 ¥33,280 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.

Explore a world of travel with Expedia