Siesta Key, FL Homes

/81
$525,000
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
1125 W Peppertree Dr Unit 302, Sarasota, FL 34242

Discover the potential of this 2-bedroom, 2-bath condominium in the highly sought-after Peppertree Bay community on Siesta Key. Located on the Gulf side with deeded beach access, this residence offers easy, direct access to Siesta Key’s world-famous quartz sand beach, making it highly attractive to both owners and renters. The condo provides a great opportunity to personalize and add value to

Christine Green COLDWELL BANKER REALTY

1125 W Peppertree Dr Unit 302, Sarasota, FL 34242
/21
$7,470 per month
- 1 Bed
- 1 Bath
- 696 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242

Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242
/2
$2,900,000 Sold Jul 31, 2025

875 Siesta Key Cir, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 5,423 Sq Ft
- Built 1990
Last Sold Summary
- 23% Below List Price
- $535/SF
- 117 Days On Market
Current Estimated Value $2,932,009

Last Listing Agent Thomas Cail RE/MAX ALLIANCE GROUP

875 Siesta Key Cir, Sarasota, FL 34242

/82
Est $540,484 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
6157 Midnight Pass Rd Unit C32, Sarasota, FL 34242

6157 Midnight Pass Rd Unit C32, Sarasota, FL 34242

/43
$1,147,500
- 4 Beds
- 2 Baths
- 1,915 Sq Ft
567 Venice Ln, Sarasota, FL 34242

Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver driveway, and xeriscape landscaping create a

Conner Ashley PREFERRED SHORE LLC

567 Venice Ln, Sarasota, FL 34242
/22
$8,370 per month
- 2 Beds
- 1.5 Baths
- 834 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242

Early risers and night owls can live in harmony at Villa 50 at Aloha Kai, where the thoughtful layout features bedrooms upstairs and a convenient bathroom downstairs. This beautifully renovated villa boasts new flooring, an updated kitchen with stainless steel appliances, granite countertops, and modern bathrooms. Whether you're enjoying a meal in the spacious dining room or dining al fresco on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
/2
$930,000 Sold May 16, 2025

5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,473 Sq Ft
- Built 1979
Last Sold Summary
- 7% Below List Price
- $631/SF
- 114 Days On Market
Current Estimated Value $909,321

Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242

/54
Est $457,049 Not Listed For Sale
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

/52
$600,000
- 1 Bed
- 1 Bath
- 672 Sq Ft
6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242

Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver

Natalie Gutwein MICHAEL SAUNDERS & COMPANY

6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242
/13
$7,470 per month
- 1 Bed
- 1 Bath
- 672 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242

New photos coming soon! Villa 51 at Aloha Kai is a beautifully updated retreat that offers the perfect setting for your beach getaway. Begin your day with coffee in the light and airy kitchen, then step out to enjoy it on your private front porch or back patio. The spacious living room features designer plantation shutters on the sliding doors, providing both elegance and privacy. The bedroom

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
/2
$650,000 Sold Aug 22, 2025

670 Venice Ln, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,114 Sq Ft
- Built 1971
Last Sold Summary
- 34% Below List Price
- $307/SF
- 118 Days On Market
Current Estimated Value $875,108

Last Listing Agent Debbie Lane RE/MAX ALLIANCE GROUP

670 Venice Ln, Sarasota, FL 34242

/26
Est $584,346 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

/17
$3,999,995 New Construction
- 5 Beds
- 4 Baths
- 3,723 Sq Ft
5174 Sandy Cove Ave, Sarasota, FL 34242

Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand

Troy Jenkins REALTY EXECUTIVES GALLERY

5174 Sandy Cove Ave, Sarasota, FL 34242
/16
$7,500 per month
- 1 Bed
- 1 Bath
- 696 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 29, Sarasota, FL 34242

If the beach is calling your name, Villa 29 at Aloha Kai is the perfect retreat. Whether you’re grabbing a towel and heading to the shore or curling up with a good book by the pool, you’ll find plenty of sunshine and tranquility to enjoy. Unwind on your screened porch or sink into the comfort of a king-size bed as you rest and recharge. For your convenience, this villa also includes a washer and

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 29, Sarasota, FL 34242
/2
$1,650,000 Sold Apr 01, 2025

5598 Siesta Estates Ct, Sarasota, FL 34242
- 6 Beds
- 5.5 Baths
- 3,924 Sq Ft
- Built 2000
Last Sold Summary
- 15% Below List Price
- $420/SF
- 353 Days On Market
Current Estimated Value $1,591,064

Last Listing Agent Darren Duffy RE/MAX PALM REALTY

5598 Siesta Estates Ct, Sarasota, FL 34242

/2
Est $3,206,880 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,488 Sq Ft
722 Siesta Key Cir, Sarasota, FL 34242

722 Siesta Key Cir, Sarasota, FL 34242

/93
$650,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 103, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant

Harriet Stopher COLDWELL BANKER REALTY

225 Hourglass Way Unit 103, Sarasota, FL 34242
/26
$10,230 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Condo for Rent
6154 Midnight Pass Rd Unit 202, Sarasota, FL 34242

Completely remodeled in 2019. Endless Gulf views from every room. TWO queen sized beds in Master, two twins in second bedroom means plenty of space for your family, and everything is new and sparkling clean! Additional Person fees may apply. Enjoy a dip in one of the largest pools on Siesta Key! This second floor apartment has direct gulf views for stunning sunsets of the only beach to be voted

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 202, Sarasota, FL 34242
/2
$1,175,000 Sold Feb 05, 2025

1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,915 Sq Ft
- Built 1997
Last Sold Summary
- 10% Below List Price
- $614/SF
- 14 Days On Market
Current Estimated Value $1,114,452

Last Listing Agent Pam Charron COMPASS FLORIDA LLC

1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242

/2
Est $588,199 Not Listed For Sale
- 2 Beds
- 1 Bath
- 753 Sq Ft
915 Beach Rd Unit 419, Sarasota, FL 34242

915 Beach Rd Unit 419, Sarasota, FL 34242

/34
$1,649,000
- 2 Beds
- 2 Baths
- 1,187 Sq Ft
5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey

Carol Thomas MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242
/19
$8,300 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 39, Sarasota, FL 34242

Paradise is found at Villa 39 at Aloha Kai! Meticulously renovated, this villa stands out with its beamed ceilings and open floor plan, creating a cozy and inviting atmosphere from the moment you step inside this exceptional beach retreat. The primary bedroom features relaxing coastal decor and a spa-like private bath, while guests will feel equally comfortable in the thoughtfully designed living

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 39, Sarasota, FL 34242
/2
$2,500,000 Sold Dec 04, 2025

91 Avenida Veneccia, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 2,498 Sq Ft
- Built 1946
Last Sold Summary
- 28% Below List Price
- $1,001/SF
- 202 Days On Market
Last Listing Agent Jay Travis RE/MAX ALLIANCE GROUP

91 Avenida Veneccia, Sarasota, FL 34242

/65
Est $769,842 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
1100 Cove II Place Unit 933, Sarasota, FL 34242

1100 Cove II Place Unit 933, Sarasota, FL 34242

/44
$640,000
- 2 Beds
- 2 Baths
- 1,575 Sq Ft
1345 Moonmist Dr Unit T6, Sarasota, FL 34242

Welcome to your dream villa! This spacious coastal villa retreat on Siesta Key boasts 2-bedrooms and 2-bathrooms and offers 1,575 square feet of comfortable, open-concept living space, perfect for both relaxing and entertaining. Step inside to a freshly painted interior featuring a modern, neutral palette that complements any decor. This wonderful detached-villa is in a serene location just

Dean Hall WATERSIDE REALTY LLC

1345 Moonmist Dr Unit T6, Sarasota, FL 34242
/23
$8,550 per month
- 2 Beds
- 1 Bath
- 1,014 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 27, Sarasota, FL 34242

Welcome to Villa #27, your home away from home on beautiful Crescent Beach, Siesta Key. As one of Aloha Kai’s closest villas to the Gulf of Mexico, you are just steps away from the top-rated beach in the United States. The villa’s décor is comfy and casual, featuring two sofas, a dining table that seats six, and an open kitchen—perfect for relaxing evenings in. Kick back and enjoy a late-night

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 27, Sarasota, FL 34242
/2
$625,000 Sold Sep 30, 2025

1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Built 1988
Last Sold Summary
- 16% Below List Price
- $553/SF
- 115 Days On Market
Current Estimated Value $620,337

Last Listing Agent Marni Hayden CHROME REALTY LLC

1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

/34
Est $562,777 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1500 Cove II Place Unit 533, Sarasota, FL 34242

1500 Cove II Place Unit 533, Sarasota, FL 34242

/28
$659,000
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
145 Avenida Messina Unit 3, Sarasota, FL 34242

Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic

Joe Cleary RE/MAX ALLIANCE GROUP

145 Avenida Messina Unit 3, Sarasota, FL 34242
/29
$3,299 per month
- 2 Beds
- 2 Baths
- 1,145 Sq Ft
- House for Rent
5235 Calle de Costa Rica, Sarasota, FL 34242

RARELY available!! Vintage Siesta Key cottage completely remodeled!!!! New roof, flooring, kitchen, appliances, bathrooms, laundry room, lighting, fans, custom closets! NEW HVAC and ductwork! Located just under 1/2 mile to access 7 of the world famous Siesta Key Beach or the same distance from the bustling village with restaurants, pubs and shopping! This cottage has 2 bedrooms, 2 bathrooms,

Patrick Ritchey RE/MAX ALLIANCE GROUP

5235 Calle de Costa Rica, Sarasota, FL 34242
/2
$635,000 Sold Jan 30, 2026

1255 E Peppertree Dr Unit 506, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,462 Sq Ft
- Built 1972
Last Sold Summary
- 15% Below List Price
- $434/SF
- 256 Days On Market
Last Listing Agent Patti O Grady WATERSIDE REALTY LLC

1255 E Peppertree Dr Unit 506, Sarasota, FL 34242

/61
Est $730,915 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

/100
$3,990,000 Open Sun 1PM - 4PM
- 4 Beds
- 4.5 Baths
- 3,996 Sq Ft
603 Tremont St, Siesta Key, FL 34242

Perfectly positioned in the heart of Siesta Key, this masterfully crafted new construction estate by Pham Development epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step

Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

603 Tremont St, Siesta Key, FL 34242
/18
$7,367 per month
- 2 Beds
- 1 Bath
- 728 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 7, Sarasota, FL 34242

ife is good at the beach! This light, bright, and beautifully maintained 2-bedroom, 1-bath villa at Aloha Kai is ready for your arrival—just drop your bags and head straight to the pool or beach. Featuring stainless steel appliances, an open-concept floor plan, and a screened porch, the villa offers the perfect blend of comfort and style. Located on Siesta Key, a renowned barrier island on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 7, Sarasota, FL 34242
/2
$632,500 Sold Nov 12, 2025

1200 E Peppertree Ln Unit 607, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1973
Last Sold Summary
- 27% Below List Price
- $527/SF
- 306 Days On Market
Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

1200 E Peppertree Ln Unit 607, Sarasota, FL 34242

/2
Est $970,733 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,212 Sq Ft
6145 Midnight Pass Rd Unit F6, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F6, Sarasota, FL 34242

/48
$1,150,000
- 3 Beds
- 2 Baths
- 1,808 Sq Ft
1002 Glebe Ln, Sarasota, FL 34242

Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows and abundant natural light, with French doors opening seamlessly to the private

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1002 Glebe Ln, Sarasota, FL 34242
/14
$5,970 per month
- 1 Bed
- 1.5 Baths
- 696 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242

Renew your spirit and indulge in a beach getaway that celebrates the simple pleasures of life at Villa 30 at Aloha Kai. Unplug, put your feet up, and embrace the tranquility—whether it’s a leisurely walk on the beach, a refreshing swim in the pool, reading on the front porch, or grilling on the back patio. Your only task is to enjoy the day exactly as you please. Located on Siesta Key, a popular

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242
/2
$1,150,000 Sold Aug 28, 2025

5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $861/SF
- 12 Days On Market
Current Estimated Value $1,147,963

Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242

/63
Est $681,498 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

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