This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax
1/23
$6,900/mo
2 beds2 baths959 sq ft
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
An Ascendia Group Property! Welcome to our enchanting 2-bedroom, 2-bathroom private villa located in the tropical paradise of Polynesian Gardens on Siesta Key! This recently updated, tastefully decora
An Ascendia Property! **Listing reflects peak season rate. Available for the month of January 2025, for a 30-night minimum stay and March 2025 for a 30-night minimum stay or longer. The rental rate in
This two bedroom, two bath ground floor unit is steps from the pool and short distance to the beach. Enjoy all of the amenities that Gulf and Bay Club Bayside has to offer, two swimming pools, 2 pickl
1/29
$6,700/mo
2 beds2 baths1,280 sq ft
1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
NEW LISTING! The Sugar Shak (SK) - Charming shiplap Florida Cyprus cottage, 100% Private, perfectly located in Siesta Village! Leave the car behind and walk to all Siesta Key's Top Attractions. Entert
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 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
1/45
$6,500/mo
3 beds3 baths1,735 sq ft
338 Avenida de Paradisio, Sarasota, FL 34242
Dogs welcome • Laundry in unit • Parking
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An Ascendia Property! The Keylime Retreat is our newest addition to our vacation property portfolio! (**PLEASE NOTE THE POOL WILL BE UNDER CONSTRUCTION AND NOT AVAILABLE FOR USE DURING SEPTEMBER 2024!
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
DIRECT GULF VIEW/SIESTA KEY/SARASOTAClose to local conveniences! This lovely 2-bedroom, 2.5-bathroom condominium is perfectly situated only steps away from the famous Siesta Key Beach and convenient d
Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated a
1/25
$6,500/mo
1 bed1 bath959 sq ft
1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
Available January to May 1, 2025! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community.
Siesta Key voted Number 1 Beach is the USA... Come and enjoy this gorgeous direct beach front condo with full views up and down the Siesta Key coast line. This unit has been all updated through out wi
Gorgeous Canal View Condo now available on Siesta Key for the month of April 2024 for $5,400. Rent for the remainder of 2024 ($4,300 a month) and work from home on your walk-out lanai watching the de
Apply for this rental with RentSpree: https://apply.link/3QOQakJ Listing Agent: Julia Montei Welcome to this charming 3 bedroom 3 full bath family home situated on the South End of Siesta Key, Florida
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
1/30
$6,500/mo
2 beds2 baths1,250 sq ft
1255 W Peppertree Dr Unit 201, Siesta Key, FL 34242
New to the rental program! You would think this gorgeous, fully-remodeled, one bedroom condo with a den couldn't get any better but it does. There are TWO FULL BATHROOMS. Yes, TWO FULL BATHROOMS! The
Welcome to your dream coastal retreat at Gulf & Bay Bayside in Siesta Key, Florida! Nestled within this exclusive waterfront community, this exquisite two-bedroom condo offers a perfect blend of luxur
1/27
$6,300/mo
2 beds2 baths959 sq ft
1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242
This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and
Spacious, light and well-maintained one-bedroom unit. Many upgrades within the condo. Updated kitchen and bathroom. You won't be disappointed with the charm and ease of the unit and community. Walk ac
1/36
$6,150/mo
1 bed1 bath959 sq ft
1223 Siesta Bayside Dr Unit 1223D, Sarasota, FL 34242
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
Property Id: 1174405 Completely updated 3 bedroom / 2 bathroom home offers an open floor plan and walk-in closets. 1 car garage and beautiful new pool coming soon! Convenient public access to shell be
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
1/76
$6,000/mo
2 beds2 baths1,286 sq ft
8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
This is a 4 bedroom 2 bath coastal style pool home located on Siesta Key. The exterior of the house is surrounded by greenery and palm trees. The interior of the house is modern and has an open-concep
Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishi
1/29
$5,700/mo
2 beds2 baths1,280 sq ft
1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
**BOOKED JANUARY THROUGH MARCH 2025** INCREDIBLE SOUTHWESTERN GULF VIEWS OVERLOOKING WORLD FAMOUS SIESTA KEY BEACH! ** This rarely available 3-bedroom unit located in the E building which is one of th
One or more photo(s) has been virtually staged. Welcome to Hola Siesta! This gorgeous fourth floor 2-bedroom, 2-bath condo located in the heart of Siesta Key, Florida. Located in the well-established
LOCATION LOCATION LOCATION, this spacious two bedroom two bathroom fully furnished condo for rent in the manicured Turtle Bay Community, offering amazing views of Little Sarasota Bay. The upgraded kit
1/48
$5,500/mo
2 beds2 baths1,357 sq ft
8701 Midnight Pass Rd Unit 106A, Sarasota, FL 34242
Seasonal Property available on the top floor in Siesta Key, Look no further than "Island Reef" This Gulf to Bay location features the top floor PH unit directly overlooking the intercostal water way,
1/37
$5,500/mo
2 beds2 baths1,303 sq ft
8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242
Siesta Key #1 Beach, Ground floor unit overlooking Pool on So. Sarasota Bay. Docks Available, Kayaks/Paddleboards welcome, PickleBall, Rec Room, Exercise Room, Walk across Street to Turtle Beach, Fi
**BOOKED JANUARY THROUGH MARCH 2025 ** AVAILABLE 5/1/24. BEACHFRONT! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from
An Ascendia Property! **Listing reflects off season monthly rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $10,00/month), (MAY - DECEMBER - off season: $5,400/month). Available
1/91
$5,400/mo
2 beds2 baths1,222 sq ft
8630 Midnight Pass Rd Unit 405A, Sarasota, FL 34242
An Ascendia Property! **Listing reflects off season rate. Available beginning June 1, 2024, for a 30-night minimum stay or longer and available for the months of March 2025 and April 2025. The rental
1/57
$5,400/mo
2 beds2 baths1,361 sq ft
5760 Midnight Pass Rd Unit 208D, Siesta Key, FL 34242
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
LEASED 2025 SEASON. Available APR. 2024-DEC. 2024 . 55+ COMMUNITY!! Very cute 2 bedroom 2 bath villa with washer/dryer and 1 car garage. Great amenities with shuffleboard, grills, pool and sugary san
1/18
$5,200/mo
2 beds2 baths1,264 sq ft
115 Whispering Sands Cir Unit V37, 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
$5,100/mo
2 beds2 baths1,180 sq ft
6018 W Peppertree Way Unit 203, Siesta Key, FL 34242
An Ascendia Property! ***Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $15,000/month), (MAY - DEC - off season: $5,000/month). Available beginning
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
Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance a
1/38
$5,000/mo
3 beds2 baths1,495 sq ft
1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242
Based on information submitted to the MLS GRID as of Mon May 27 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.