MONTHLY VACATION RENTAL. Introducing our BEAUTIFUL NEW LISTING! Nestled within this premier condominium complex, our home offers direct access to the highly acclaimed Siesta Key Beach without the need to cross any streets. Our home away from home is perfect for those seeking a winter retreat or anyone seeking an idyllic beach vacation. Spend your day lounging on Siesta Key's powdery white quartz beach, feeling the sand slipping through your toes! Take a dip in the calm blue-green waters and gently sloping beach of the Gulf of Mexico! End your day by witnessing the most spectacular and breathtaking Siesta Key Sunsets! Our 2-bedroom condo is a spacious retreat with an oversized master bedroom featuring a King-sized bed and a recently renovated bathroom. The second bedroom offers 2 twin beds, and there is a sofa sleeper with a double-sized mattress for added convenience. The amenities of Casarina are plentiful including a large heated pool and spa, lounging areas at both the poolside and beach, convenient poolside shower and restrooms, complimentary WIFI. Enjoy an elevated beach deck for sunset viewing, access to the Clubhouse, fitness room, Basketball, Tennis, and Pickleball courts. Additionally, one covered parking spot is included. Explore the vibrant atmosphere of Siesta Key with numerous restaurants, bars, and shops to discover. Engage in various watersports, boating adventures, fishing excursions and golfing opportunities nearby. Utilize the free Siesta Key trolley service, offering easy transportation from Siesta Village to Turtle Beach, eliminating the need for driving around the key to reach your favorite spots! RATES (USD): RATE PERIOD NIGHTLY MONTHLY. MINIMUM STAY Sept 01-Dec 31 2026. $317 $9,500 30 nights Jan 01-Apr 30 2027. $400 $12,000 30 nights May 01-Dec 31 2027. $317 $8,000 30 nights ADDITIONAL FEES: Security deposit: $500. Application fee: $100. Cleaning fee: $300. Tax rate: 13% Meet your hosts, Chris and Jeannie, our family has been vacationing at Siesta Key for 15+ years. When we are not using our vacation home, we look forward to sharing our slice of paradise with you!
This property is priced $8,563 above the rental estimate.
Asking rent
$11,000
Rental estimate
$2,437
Nearby comparable rentals
The Rental Estimate uses 0 recent nearby rental.
Sale and tax history for 5880 Midnight Pass Rd #204
Sale History
Tax History
Date
Event
Price
AVAIL
Oct 2, 2025
Listed for Rent
$11,000
$7/sq ft
Sep 23, 2025
Rental Removed
$11,000
$7/sq ft
May 3, 2025
Price Changed
$11,000
$7/sq ft
Apr 9, 2024
Listed for Rent
$10,000
$6/sq ft
Public Records
Jun 10, 2022
Sold
$1,026,000
$625/sq ft
Stellar MLS as Distributed by MLS Grid #A4523342
Apr 20, 2022
Sold
$901,000
$549/sq ft
Jan 31, 2022
Pending
—
Jan 26, 2022
Listed
$875,000
$533/sq ft
WHAT A VALUE! And still epitomizing the essence of island living. This large, 2 bedroom condominium is poised to enjoy all the tropical amenities of Siesta Key , with easy access to the pool and the 200 feet of pristine beach, which has been named No. 1 in the nation. Within Casarina, this relaxing retreat offers a comfortable environment for living in vacation splendor. Enter through a secure remote keyless entry system and immerse yourself into a world of comfort and ease. This well maintained and immaculately clean unit features hurricane sliders, appliances recently installed, but minimally used, a breakfast nook that can be converted into a den or small bedroom and has the convenience of an inside utility room with washer and dryer. Casarina affords privacy like no other condominium community – complete with lush tropical foliage throughout the nearly 7 acres of manicured grounds. This community also offers a poolside cabana, outdoor kitchen, tennis courts, fitness center, on-site manager and community center. Pet-friendly owners may have one pet up to 25 pounds. Close to shopping and dining in quaint Siesta Village and downtown Sarasota is just over the bridge for one-of-a kind arts and culture.
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5880 Midnight Pass Rd is a 1600 square foot property with 2 bedrooms and 2 bathrooms. We estimate that 5880 Midnight Pass Rd would rent between $2,437 / mo.5880 Midnight Pass Rd is located in Sarasota, the 34242 zipcode, and the Sarasota County Schools.