SHORT TERM RENTALCurrent Availability:9/21-10/5/2410/12/24-1/25/25Then, after 4/5/25**Pets welcome with a $250 refundable pet fee and $300 Non-refundable Pet Deposit. Must notify us prior to booking**
SHORT TERM RENTALCurrently Available: 5/8-6/6/24Then, after 4/13/25Whether you are looking for an ADVENTURE-PACKED GETAWAY or a TRANQUIL DESTINATION...look no further! This home offers and amazing and
Adorable home for rent on Siesta Key. Less than one mile walk to the beach! Open floorplan with tasteful modern furnishings and huge back porch with no rear neighbors all on a quiet little circle neig
Step into the charm of Siesta Key's history with this remarkable 2-bedroom, 2-bathroom rental property nestled on Beach Road. Being one of the few remaining original homes in the area, this residence
**For Rent: Charming 3 Bedroom, 2 Bath Home in Siesta Key**Welcome to your slice of paradise! This spacious 3 bedroom, 2 bath home is located on the second floor, just blocks away from the stunning be
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$3,500/mo
3 beds2 baths1,250 sq ft
617 Mangrove Point Rd Unit A, Siesta Key, FL 34242
Gulf Front Unit in Gulf and Bay.... Available March 28,2024. Enjoy basking in theglow of gorgeous sunsets on Siesta Key in this 2-bedroom/2-bath condominium located in the well-known Gulf & Bay Club.
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$3,650/mo
2 beds2 baths1,340 sq ft
5740 Midnight Pass Rd Unit 207F, Siesta Key, FL 34242
Rented for 2025 season. Available April 2024 - December 31, 2024. Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovat
Siesta Key Spectacular Furnished Two bedroom rental located in Bay Tree Club. Available short term from May- December 2024. ( Not available during winter). This stunning brand-new luxury remodel will
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$4,500/mo
2 beds2 baths1,200 sq ft
8625 Midnight Pass Rd Unit B304, Sarasota, FL 34242
SEASONAL: Siesta Key Village Cottage...Tropical Oasis awaits you! Just 2 minute stroll to Siesta beach or to Siesta Village! Beautiful 2 bedroom, 2 bath cottage that sleeps 6/8 with serene fenced yard
An Ascendia Property! Welcome to Just Breathe. This ultimate Siesta Key beach house getaway has all you need and more. Situated on a peaceful canal with a private pool and dock that offers plenty of s
WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to the #1 rated beaches and the quai
Beautiful single family home One block to Shell Beach!! This quaint ranch with lucious vegitation on a quiet street is fenced in for extra privacy. 3 bedrooms and 2.5 baths, outdoor shower, bright liv
"Just Dune Our Thing" Avaiable May 1,2024 If you are looking for the perfect beach getaway on Siesta Key, look no further! This stunning 2 bedroom,2 bathroom oceanfront condo is ready for you to make
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$5,000/mo
2 beds2 baths1,115 sq ft
8630 Midnight Pass Rd Unit A303, Sarasota, FL 34242
This is the Siesta Key gem on quiet street in the heart of charming Siesta Village, with its many restaurants, bars and shops. Just the quiet pleasure of winding your way around the village, to the f
Welcome to your secluded haven on Siesta Key's Turtle Beach! This tastefully decorated 3-bedroom, 1-bathroom beach cottage offers a quintessential coastal escape, nestled on a private gated road with
SIESTA KEY, Adorable 2/2 SFH with a private saltwater pool for the wonderful beach getaway. This house is located near by the award winning Siesta Key Beach(5 minutes away) and Siesta Village((two min
Look no further than Siesta Key's "Island Reef" for your seasonal getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to t
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$6,000/mo
2 beds2 baths1,286 sq ft
8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
Available June 1 - November 1. 2 BR - 2 BR - 4 Person Max6018 is a Gulf-side High-rise unit, located approximately 50 yards away from Crescent Beach. Fans located in both bedrooms, kitchen and the lan
1/2
$6,000/mo
2 beds2 baths1,180 sq ft
6018 W Peppertree Way Unit 203, Siesta Key, FL 34242
An Ascendia Property! This spacious, fully-updated 3 bedroom/bathroom pool house is big enough for you, your friends, and your family...and it is ON A CANAL- you might be able to see dolphins and mana
An Ascendia Property! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing! Picture this: you roll out of bed and grab your coffee, take two s
Bayside highrise Building with underground parking, 2 - elevators, turnkey furnished, secured building, washer and dryer nicely appointed AVAILABLE OCTOBER THRU MAY, Two heated pools, lighted tennis
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$6,500/mo
2 beds2 baths1,250 sq ft
1255 W Peppertree Dr Unit 201, Siesta Key, FL 34242
AVAILABLE MAY and August 2024And MAY AND AUGUST 2025Beautiful house on Siesta Key with private pool (not heated) and generous space. 15 min walk to the beach!This charming 3-bedroom, 2-bathroom priva
An Ascendia Property! This cheerful 3 bedroom, 2 bathroom island home begs you to relax, unwind, and take in the warm sunshine. From the moment you walk in the front door its tasteful decor and a cozy
ALVAIABLE FOR IMMEDIATE MOVE IN with NO HOA APPROVAL. Florida charm at it's best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century home in the style of the Sarasota Scho
Welcome to your very own slice of Siesta Key paradise! This charming single-story Florida beach home offers the quintessential island experience, and it's now available for monthly rentals in beautifu
An Ascendia Group Property! Nestled under a stunning Banyan tree this "original" Siesta Key cottage combines Old Florida charm with modern updates with TONS of character. Set amongst a lush private y
NOW AVAILABLE FOR SEASON 2025 AND ALL OFF-SEASON MONTHS! Absolutely adorable key west style cottage located on Siesta Key and lies directly on Little Sarasota Bay. This 2 story "Beach Cottage" has 3 b
Want to be able to walk three blocks to Siesta Key beach? Vacation here and you can! This private 3 bedroom 2 1/2 bathroom pool home is warm and inviting and lushly landscaped. There is large screen
An Ascendia Property! Welcome to "The Dove" on Siesta Key! With 4 bedrooms and 3 bathrooms, this spacious property can comfortably accommodate up to 10 guests, making it an ideal choice for your next
Yes!!! Available March 1st through March 31 2024 - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta KeyEnjoy panoramic views of the #1 beach in the USA, Siesta Key! This beau
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$10,000/mo
2 beds2 baths1,337 sq ft
5740 Midnight Pass Rd Unit 303F, Siesta Key, FL 34242
An Ascendia Property! Spectacular is an understatement when describing this updated Siesta Key CANAL FRONT POOL HOME. Once you step inside you'll notice an open-airy floor plan, beautifully decorated
Open April 2025 and 2024 off-season months July through October. Located on Palm Island on Siesta Key, this whimsical 3 bedroom, 3 bath bungalow will amaze and delight your senses! The attention to de
An Ascendia Property! **AVAILABLE FOR WEEKLY RENTALS! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** It's all about the beach and the
Discover the epitome of luxury living in this stunning, custom-designed Italian villa, nestled in the serene Tortoise Estates. This exquisite four-bedroom, three-bathroom residence offers direct deede
SIESTA KEY ANNUAL OR SEASONAL (2024) SINGLE FAMILY POOL HOME AVAILABLE FOR LEASE! Enjoy incredible bay views across the water to Bird Key and downtown Sarasota from this 3 bedroom, 2 bath renovated h
Open from December 15th to January 15th 2022. Rented from January 15th to March 31, 2023. Available all of April~ Extraordinary Key West style single family pool home is a 3 Bedroom 3.5 Bath positione
Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for
An Ascendia Property! "**Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** This charming home offers a delightful coastal retreat on Sie
Based on information submitted to the MLS GRID as of Tue May 14 2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.