Lido Key Vacation Rentals

  • 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 Lido Key vacation rentals

Lido Key- quaint studio remodeled holiday cottage-A

Lido Key- quaint studio remodeled holiday cottage-A
Lido Key
10.0 out of 10, Exceptional, (32 reviews)
"Perfect location, steps from the beach. Quiet, tranquil, clean. Walkable to St Armands Circle. Will definitely be back! "
United States
Alisa D.
The price is CA $319
CA $542 total
includes taxes & fees
Mar 14 - Mar 15
Lido Key- quaint studio remodeled holiday cottage-A

Lido-Key, New Tiny Cute Studio-E

Lido-Key, New Tiny Cute Studio-E
Lido Key
9.4 out of 10, Exceptional, (6 reviews)
"Nice place in the middle of the park and the circle. Simple and affordable. Well priced. Got my moneys worth. Many place overcharge for less accommodations. I got a cheaper place with basics which allowed me to have more spending money. Would come back. "
United States
Derrick B.
The price is CA $301
CA $521 total
includes taxes & fees
Mar 13 - Mar 14
Lido-Key, New Tiny Cute Studio-E

Walk to Lido Beach Tiki Bar and Beach, 2 Queen Suites

Walk to Lido Beach Tiki Bar and Beach, 2 Queen Suites
Lido Key
10.0 out of 10, Exceptional, (8 reviews)
"Great location and great host. Room was well laid out. Will stay here again. "
United States
Colleen D.
The price is CA $738
CA $1,068 total
includes taxes & fees
Mar 12 - Mar 13
Walk to Lido Beach Tiki Bar and Beach, 2 Queen Suites

Lido Beach Retreat Across from Beach + Walk to St. Armands

Lido Beach Retreat Across from Beach + Walk to St. Armands
Lido Key
10.0 out of 10, Exceptional, (14 reviews)
"Easy walk to the beach, cute quaint stay"
United States
Meaghan C.
The price is CA $943
CA $1,304 total
includes taxes & fees
Mar 28 - Mar 29
Lido Beach Retreat Across from Beach + Walk to St. Armands

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (352 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is CA $152
CA $338 total
includes taxes & fees
Mar 15 - Mar 16
Tiny House Siesta

Christian Retreat Conference Center

Christian Retreat Conference Center
3.0 star property
Bradenton
8.8 out of 10, Excellent, (5 reviews)
"A bargain given the cost of other hotels. Nice being hosted by Christians!"
United States
Patrick
The price is CA $159
CA $180 total
includes taxes & fees
Mar 29 - Mar 30
Christian Retreat Conference Center

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Sunny Shores
9.4 out of 10, Exceptional, (35 reviews)
"Excellent for a family trip."
United States
RHEA
The price is CA $212
CA $752 total
includes taxes & fees
Mar 9 - Mar 10
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (70 reviews)
"Great place to stay!"
United States
Wendi B.
The price is CA $150
CA $251 total
includes taxes & fees
Mar 20 - Mar 21
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Great location for a quick beach getaway!"
United States
Thomas D.
The price is CA $404
CA $792 total
includes taxes & fees
Mar 22 - Mar 23
Casey Key Beachfront Escape: Charming 1BR Cottage

Siesta Key Village-Suite #3: A Block to the Beach!

Siesta Key Village-Suite #3: A Block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (70 reviews)
"Second time staying here. Great location. "
United States
Nathan H.
The price is CA $284
CA $639 total
includes taxes & fees
Mar 9 - Mar 10
Siesta Key Village-Suite #3: A Block to the Beach!

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (50 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is CA $135
CA $291 total
includes taxes & fees
Mar 11 - Mar 12
The "Grouper"

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (170 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is CA $168
CA $359 total
includes taxes & fees
Mar 15 - Mar 16
The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (175 reviews)
"The property is nice and comfortably equipped. The location is very good."
United States
carlos b.
The price is CA $164
CA $354 total
includes taxes & fees
Mar 11 - Mar 12
The Hideaways at Point Pleasant (Pine Side)

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (74 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The condo was clean and had all that we needed for our two night stay. Loved it will be back again... just a little walk to the beach and some he pool was very nice as well."
United States
Nancy C.
The price is CA $245
CA $505 total
includes taxes & fees
Mar 10 - Mar 11
Newly Renovated 1BR – Cabana Beach #5 RVA

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Longboat Key
8.6 out of 10, Excellent, (18 reviews)
"This was amazing ! It was just as pictured! Everything was new and clean on the property and the beach was 10 feet outside your door. "
United States
Jeremy P.
The price is CA $272
CA $518 total
includes taxes & fees
Mar 8 - Mar 9
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (74 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is CA $445
CA $773 total
includes taxes & fees
Mar 20 - Mar 21
Relax at Gulf – Silver Sands Resort #232, Longboat

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (258 reviews)
"Great place! "
United States
Michelle
The price is CA $382
CA $432 total
includes taxes & fees
Mar 16 - Mar 17
Kon Tiki Inn

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . "
United States
Pamela
The price is CA $215
CA $464 total
includes taxes & fees
Mar 11 - Mar 12
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (92 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
The price is CA $217
CA $468 total
includes taxes & fees
Mar 11 - Mar 12
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (45 reviews)
"The apartment is clean and comfortable! Location is amazing! The beach, restaurants, and bars are all very close. The beach is great and easily accessible. 100% would stay here again! "
United States
Alex
The price is CA $282
CA $634 total
includes taxes & fees
Mar 22 - Mar 23
Siesta Key Village-Suite #1: A block to the Beach!
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Lido Key Hotel Reviews

Find out more about Lido Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lido Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.