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
Discover your slice of heaven in this charming cottage home in Siesta Key. A short distance from your doorstep, Shell Beach offers breathtaking sunsets that are not to be missed. Perfect for gathering
6 Month Minimum... Private Beach! Private Beach! Private Beach! SANDY HOOK's "BEACH-COMER COTTAGE" Available NOW!!!!!!! IN SANDY HOOK, DIRECTLY ON THE GULF AT BIG PASS. ENJOY YOUR OWN private Beach!!!
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
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
There is nothing like this on Siesta Key available for rental on short term basis. This is truly a beach house, immaculate and beautiful! While there are many gulf front condos, and single family home
Welcome to Caribbean Dream! Discover the epitome of island-style luxury as you step into this stunning retreat, nestled just moments away from the pristine shores of Siesta Key Beach. Renowned for its
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
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
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
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
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
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
AVAILABLE FOR 2025 SEASON!! Enjoy this beautiful 3-bedroom and 3-bathroom remodeled home on Siesta key, named the #1 Beach in the country! Brand new pool set to be completed fall 2023. We are LESS TH
Amazing opportunity, to find a rental like this hidden gem! Live your best life with the island lifestyle and enjoy the best of both worlds with the beach and boating. DEEP SAILBOAT WATER BOATING or t
An Ascendia Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $18,000/month), (MAY - DEC - off season: $15,000/month). Available beginning
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
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
$4,800/mo
2 beds2 baths1,180 sq ft
6018 W Peppertree Way Unit 203, Siesta Key, FL 34242
AVAILABLE 2025 SEASON... 90 DAY MIN.AVAILABLE APR.-DEC. 2024...30 DAY MIN.Fabulous pool home located in one of Siesta Keys most sought after areas. Interior is nicely furnished. Take a late night swim
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
An Ascendia Group Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $8,600/month), (MAY - DEC - off season: $4,500/month). Available beginn
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
An Ascendia Property! **Listing reflects peak season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $8,500/month), (MAY - DEC - off season: $5,500/month). The rental rate in th
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
Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a shortwalk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a
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! 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
An Ascendia Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $11,500/month), (MAY - DEC - off season: $8,000/month). Available beginning N
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
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
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
1/51
$10,000/mo
2 beds2 baths1,337 sq ft
5740 Midnight Pass Rd Unit 303F, Siesta Key, FL 34242
OPEN JANUARY, FEBRUARY 2025 DUE TO A CANCELLATION. Available June 2024 - February 28, 2025. Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This nor
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.
1/36
$3,650/mo
2 beds2 baths1,340 sq ft
5740 Midnight Pass Rd Unit 207F, Siesta Key, FL 34242
2025 DEC/JANUARY WINTER RENTAL - S0RRY, FEB AND MARCH ARE RENTED. at the Premiere Club at Gulf and Bay. This 2 bed/2 bath unit has a vast, unincumbered view of the famous Siesta Beach! Gulf and Bay Cl
**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
1/21
$3,200/mo
3 beds2 baths1,250 sq ft
617 Mangrove Point Rd Unit A, Siesta Key, FL 34242
Based on information submitted to the MLS GRID as of Sat Jun 08 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.