Search Lido Key Cottage Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Cottages in Lido Key

The Inn On Siesta Key
Enjoy the serene view from this balcony with a wicker chair and table.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The price is ￥39,651
￥51,518 total
includes taxes & fees
Aug 3 - Aug 4
The Inn On Siesta Key
Tropical Paradise On The Beach Permit VRC17-000168
Enjoy the ocean view from the deck, with access to the beach via a paved pathway.

Tropical Paradise On The Beach Permit VRC17-000168

9.4 out of 10, Exceptional, (134)
"Quaint beach cottage tucked away from the hustle an bustle of the island. The upper unit had a spectacular view of the beach and sunsets.Communication with the property managers was great!We have already booked again for next year!Thank you for a wonderful stay!"
Tropical Paradise On The Beach Permit VRC17-000168
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Guests can park their golf cart at the charging station near the building with a green roof.

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (272)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Charming cottage in quiet area, close to beach & bay.
Guests can enjoy a porch with a sliding glass door leading to a cozy room.

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (280)
"This house was perfect! Close to the beach and restaurants. It had everything we needed. The fenced in backyard was great for our dog. We would definitely stay here again. "
Charming cottage in quiet area, close to beach & bay.
The "Grouper"
Stylish single-story home with a vibrant exterior, featuring a turquoise front door and a small garden area.

The "Grouper"

9.6 out of 10, Exceptional, (30)
"My stay was absolutely wonderful! The location is great, very convenient. The place itself is extremely comfortable, cozy, and it had everything we needed. The hosts were kind and attentive. It was truly worth every minute."
The price is ￥14,700
￥31,919 total
includes taxes & fees
Aug 12 - Aug 13
The "Grouper"
Charming, fully remodeled cottage steps from beach with WiFi & central AC
Charming single-story home with a flat roof and small porch area, featuring a simple design and a gravel driveway.

Charming, fully remodeled cottage steps from beach with WiFi & central AC

8.2 out of 10, Very Good, (22)
"Very clean, comfortable, easy to reach the beach, and located in good neighbor "
Charming, fully remodeled cottage steps from beach with WiFi & central AC
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is ￥28,063
￥82,863 total
includes taxes & fees
Aug 12 - Aug 13
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Country Cottage Home
Relax in a serene outdoor space surrounded by a tropical mural and lush greenery.

Country Cottage Home

9.4 out of 10, Exceptional, (140)
"Loved our stay at the property. Would book it again!"
Country Cottage Home
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Enjoy a serene beachfront retreat surrounded by lush greenery and a tranquil ocean view.

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (91)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Across The Street From #1 Beach
Residential property with a two-story building, driveway, patio, and pool area surrounded by palm trees and greenery.

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Very cute beach cottage! Great location,very clean ,no complaints,if ever in Siesta Key again would definitely stay here "
Across The Street From #1 Beach
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Enjoy a serene coastal setting with ocean views and lush greenery surrounding single-family homes.

Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

9.6 out of 10, Exceptional, (21)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
Residential area with modern homes and apartment buildings surrounded by lush greenery and palm trees.

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

8.8 out of 10, Excellent, (8)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lots of beach time"
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
Enjoy dining or relaxing on the covered porch with a glass table and wicker chairs.

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

9.6 out of 10, Exceptional, (79)
"We were in town for a lacrosse tournament and this house was so perfect, clean and relaxing."
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
Quiet Nights of Quiet Stars on Anna Maria Island
Stunning single-story building with a front entrance and beautifully maintained garden.

Quiet Nights of Quiet Stars on Anna Maria Island

10.0 out of 10, Exceptional, (67)
"We found it just as described, nice quiet location, short walk to beach, lots of extras provided, Joel checked in with us a few times which we appreciated, we have rented at different places but never had the service Joel gives, he is really concerned you enjoy your stay and needs are met which they certainly were. Would definitely recommend this cute place to stay."
Quiet Nights of Quiet Stars on Anna Maria Island
Charming Ground Level Resort Style 3 unit Condo - unit C
Set amidst lush vegetation, this charming building offers a serene entrance with a decorative gate.

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (14)
"we will be back!"
Charming Ground Level Resort Style 3 unit Condo - unit C
1 Bedroom Duplex On Intracoastal W/ Beach Access
Enjoy a serene view of the water from this gazebo, which offers seating for relaxation.

1 Bedroom Duplex On Intracoastal W/ Beach Access

10.0 out of 10, Exceptional, (150)
"I would highly recommend staying here."
1 Bedroom Duplex On Intracoastal W/ Beach Access
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks
Set amidst a serene natural environment, this single-story home offers an entrance and a garage.

Chic cottage, Vamo area, close to beaches, pet friendly, kayaks

9.8 out of 10, Exceptional, (20)
"Nice place "
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Guests can enjoy a lively beach scene with ocean views and access to various activities.

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (71)
"This property is perfect all around. The location is perfect, close enough to walk to everything. Easy quick walk to the beach or the circle to eat or shop. Quiet area with few other people and little traffic. Quick response to any questions we had. Our family thoroughly enjoyed our stay. Would definitely stay here again!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Situated in a residential neighborhood, this house features a front door, small porch, and window with decorative lattice, surrounded by potted plants and a garden bed.

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

9.8 out of 10, Exceptional, (196)
"We had stayed here for a month last year and once again this year and are looking forward to the same nextcyear. I cannot say enough wonderful things about the extraordinary efforts by Ed and Audrey to make our stay possible this year after the devastating hurricanes! We are eternally grateful "
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Shell Cottage - sleeps 2
Welcome to the Starfish Inn, a charming home away from home with an entrance and beautiful garden surroundings.

Shell Cottage - sleeps 2

9.6 out of 10, Exceptional, (36)
"We could not ask for any better of a vacation"
Shell Cottage - sleeps 2
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
Sign in
Sign up, it's free

Top Lido Key Hotel Reviews

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"Breakfast was amazing and all staff is so friendly !! This will be our summer vacation spot from now on !! "
Limary 2-night trip
Posted 12 hours ago
Compass Hotel by Margaritaville Anna Maria Sound

Frequently asked questions

Why book your cottage in Lido Key with Expedia?
Reserving a cottage in Lido Key is as easy as clicking on your travel dates and selecting your ideal place for outdoor relaxation and recreation. From luxurious retreats to inexpensive properties and cottages that come with perks like free WiFi, Expedia has something for all styles and tastes. As for irresistible deals? We've got you covered!
How can I find cheap cottages in Lido Key?
Expedia can help you easily source cheap cottages in Lido Key. To lock in your perfect stay in a couple of quick clicks, simply use our convenient filter tool to tailor your search results by star rating, budget and amenities.