Siesta Key turnkey furnished rental available June 2024 through the 2025 Winter Season! Owners will consider an annual lease at $4750/mo. Available at 7200 for high season months and 4000/mo off-seaso
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
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 - December 12 BR - 2 BA - 4 Person Max - High Rise - Beach ViewThis property is a 30 night minimum. This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175
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
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! 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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Available June 1 - October 12 BR - 2 BA - 6 Person Max - High-rise - Landscape View This property is a 30 night minimum. Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 fu
1/1
$3,800/mo
2 beds2 baths1,105 sq ft
1080 W Peppertree Ln Unit 403A, 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
Welcome to our stunning vacation rental condo in Siesta Key, Florida! This magnificent 3 bedroom, 2 and a half bath condo offers the perfect tropical escape. With its prime location on the 8th floor o
** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor
Available June 1 - December 1.2 BR - 2 BA - 6 Person Max - Mid-rise - Gulf View and City View This property is a 30 night minimum. This stunning, updated 2 bedroom, 2 bath is located in a bay-side mid
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
Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allo
1/24
$7,200/mo
2 beds2 baths959 sq ft
1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms and 2 full baths. There is a washer and dryer in the unit and a garage to park yo
1/27
$9,900/mo
2 beds2 baths1,280 sq ft
1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
2 BR - 2 BA - 6 Person Max - High-rise - Pool View This property is a 30 night minimum. This updated, bright and airy 2 bedroom, 2 bath is located on the bay-side and is approximately 75 yards from th
This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The
1/30
$7,000/mo
2 beds1 bath959 sq ft
1360 Siesta Bayside Dr Unit 1360D, Sarasota, FL 34242
Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer /dryer and private garage. Guests are walking distance away from private beach
1/22
$7,200/mo
1 bed1 bath959 sq ft
1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
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 distanc
1/30
$12,500/mo
3 beds2 baths1,645 sq ft
1341 Siesta Bayside Dr Unit 1341B, Sarasota, FL 34242
Available June 1 - November 12 BR - 2 BA - 6 Person Max - Mid-rise - Gulf View and City View This property is a 30 night minimum. This stunning, updated 2 bedroom, 2 bath is located in a bay-side mid-
This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can
1/24
$9,300/mo
2 beds2 baths959 sq ft
1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
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
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 distanc
1/27
$12,000/mo
3 beds2 baths1,495 sq ft
1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
Available June 1 - October 1.2 BR - 2 BA - 4 Person Max - West Water View - High-rise This property is a 30 night minimumCentral property, High-rise style unit with 2 bedrooms and 2 bathrooms. All re
Deeded Walking Access Directly to the Beach!New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!The moment y
1/31
$9,300/mo
2 beds2 baths1,280 sq ft
1269 Siesta Bayside Dr Unit 1269C, Sarasota, 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
Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking b
1/31
$9,300/mo
2 beds2 baths1,130 sq ft
1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnk
1/26
$6,900/mo
2 beds1 bath959 sq ft
1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
Unwind in style and comfort in this expansive two-bedroom, two-bathroom vacation retreat, perfectly nestled in the prestigious Gulf and Bay - Bayside community on Siesta Key. This condominium is thoug
1/44
$9,300/mo
2 beds2 baths1,280 sq ft
1239 Siesta Bayside Dr Unit 1239C, Sarasota, FL 34242
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
Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court
1/26
$9,300/mo
2 beds2 baths1,280 sq ft
1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
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
Discover your own piece of paradise at Jamaica Royale, your unit is 5 steps from the refreshing waters of heated pool #1, while a mere two-minute stroll takes you to the pristine Siesta Key beach. Jam
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
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
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
**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
1/11
$3,200/mo
3 beds2 baths1,250 sq ft
617 Mangrove Point Rd Unit A, Siesta Key, FL 34242
Cats welcome • Laundry in unit • A/C
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Based on information submitted to the MLS GRID as of Thu Jun 13 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.