Find Historic Hotels in Casey Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Casey Key Historic Hotels

Our top choices for Casey Key historic hotels

Beach nearby, beach towels

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is AED 606
AED 1,214 total
includes taxes & fees
1 Apr - 2 Apr
Old Floridian cottage in Historic Gulf Village
Sun loungers

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (136 reviews)
"The condo was cleaned and well maintained. "
United States
Scott Z.
The price is AED 735
AED 1,592 total
includes taxes & fees
4 Apr - 5 Apr
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
On the beach, beach umbrellas

Affordable Beach Studio – Silver Sands #257A by RVA

Affordable Beach Studio – Silver Sands #257A by RVA
Longboat Key
9.6 out of 10, Exceptional, (75 reviews)
"Right on beach-perfect for a short stay"
United States
Sean P.
Affordable Beach Studio – Silver Sands #257A by RVA
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (75 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 AED 823
AED 1,570 total
includes taxes & fees
20 Mar - 21 Mar
Relax at Gulf – Silver Sands Resort #232, Longboat
Beach

Cozy Shorewalk Condo~5 Min to IMG Academy~Heated Pools~Near Anna Maria Island

Cozy Shorewalk Condo~5 Min to IMG Academy~Heated Pools~Near Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (151 reviews)
"Clean. Kitchen had basics but everything we needed. Comfortable. "
United States
Jessica T.
Cozy Shorewalk Condo~5 Min to IMG Academy~Heated Pools~Near Anna Maria Island
On the beach, beach umbrellas

Bright Beach Studio – Silver Sands #255A by RVA

Bright Beach Studio – Silver Sands #255A by RVA
Longboat Key
8.8 out of 10, Excellent, (65 reviews)
"Perfect location and well-maintained unit - highly recommend!"
United States
Philip K.
The price is AED 672
AED 1,360 total
includes taxes & fees
20 Mar - 21 Mar
Bright Beach Studio – Silver Sands #255A by RVA
On the beach, beach umbrellas

Gulfside 2BR Condo–Silver Sands #257S

Gulfside 2BR Condo–Silver Sands #257S
Longboat Key
8.6 out of 10, Excellent, (35 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: Very pleasant quiet community"
United States
Patty B.
Gulfside 2BR Condo–Silver Sands #257S
Marina

Very tropical, private and peaceful, short walk to everything happening downtown

Very tropical, private and peaceful, short walk to everything happening downtown
Central Sarasota
9.4 out of 10, Exceptional, (67 reviews)
"Great place"
United States
Wanda D.
The price is AED 837
AED 1,827 total
includes taxes & fees
13 Apr - 14 Apr
Very tropical, private and peaceful, short walk to everything happening downtown
Property grounds

Waterfront Shorewalk Retreat~5 Min to IMG Academy~Pools~Near Anna Maria Island

Waterfront Shorewalk Retreat~5 Min to IMG Academy~Pools~Near Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (117 reviews)
"Enjoyed our stay, we will return for future fun in AMI"
United States
Karen J.
The price is AED 514
AED 1,277 total
includes taxes & fees
9 Apr - 10 Apr
Waterfront Shorewalk Retreat~5 Min to IMG Academy~Pools~Near Anna Maria Island
Beach nearby, beach umbrellas

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (84 reviews)
"106A was great - loved the sitting area right outside our door. Also loved that the beach chairs and umbrella were in a bedroom closet. Showers were great too. Will likely stay here again."
United States
Margaret
The price is AED 705
AED 1,418 total
includes taxes & fees
22 Mar - 23 Mar
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps 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.
View all properties

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

Top Casey Key Hotel Reviews

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

6/10 Okay
"Place was not that nice for a Hilton property, was just basically a motel with a pool and EXPENSIVE bar"
Pamela 5-night trip
Posted 13 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

Explore a world of travel with Expedia