Houses for Rent in Siesta Key, FL

Houses for Rent in Siesta Key, FL

Private beach house directly on Big Pass with Mile Wide incredible views of the Gulf of Mexico, the Bay and Lido Key! This outstanding location is just minutes to the world-famous Siesta Key Beach and

Houses for Rent in Siesta Key, FL

Beautiful house on Siesta Key with private pool (not heated) and generous space. 15 min walk to the beach!This charming 3-bedroom, 2-bathroom private home is located in discreet residential neighborho

Houses for Rent in Siesta Key, FL

An Ascendia Group Property! Available for rent beginning December 1st, 2023! Welcome to Surf's Up, a modern and beach-inspired 3-bedroom, 2-bathroom getaway less than 5 minutes from Siesta Key beach!

Houses for Rent in Siesta Key, FL

Siesta Key canal front updated ,modern vacation home.Completely renovated with gorgeous terrazo floors ,stainless appliances ,granite counters,wood-burning fireplace ,custom fans and lighting and more

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

AVAILABLE FOR 2024 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

Houses for Rent in Siesta Key, FL

Welcome to Gift From The Sea! This wonderful 3-bedroom, 2-bath single-level private pool home is located in the heart of Siesta Key! This home is located just 5 minutes from the world-famous Siesta Ke

Houses for Rent in Siesta Key, FL

An Ascendia Group Property! Paradise awaits in this UPDATED canal front home on Siesta Key. This 3-bedroom 2-bathroom POOL home features an open concept with tile floors, wood kitchen cabinets, granit

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

Siesta Key 3 Bedroom Spacious House - Welcome to your new Siesta Key home! This inviting 3-bedroom, 2-bathroom house is available for long-term rent, offering a chance to embrace the Siesta Key lifest

Houses for Rent in Siesta Key, FL

UPDATE - Owner is installing a new boat lift and double jetski lift. Available for immediate occupancy. Embrace a luxurious waterfront lifestyle in this annual rental gem on Siesta Key. This spacious

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

March cancellation! Available March 2024 and available off-season May through October. Located on Palm Island on Siesta Key, this whimsical 3 bedroom, 3 bath bungalow will amaze and delight your sens

Houses for Rent in Siesta Key, FL

Available Dates: 9/4/23-10/16/2310/22/23-12/23/23This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a short walk to the beach. Our 2 bedroom 2 bath beautifully update

Houses for Rent in Siesta Key, FL

AVAILABLE 2024 SEASON... 90 DAY MIN.AVAILABLE MAY-DEC. 2023...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

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

Current Availability:1/6/23-1/14/234/16/23-6/9/237/1/23-9/16/23After 9/23/23**Pets welcome with a $250 refundable pet fee and $300 Non-refundable Pet Deposit. Must notify us prior to booking***This FU

Houses for Rent in Siesta Key, FL

Currently Available: After 4/15/2023Whether you are looking for an ADVENTURE-PACKED GETAWAY or a TRANQUIL DESTINATION...look no further! This home offers and amazing and unique location! Just down the

Houses for Rent in Siesta Key, FL

DECEMBER SPECIAL *** $3,900! Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remod

Houses for Rent in Siesta Key, FL

Available from 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 beauti

Houses for Rent in Siesta Key, FL

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

Houses for Rent in Siesta Key, FL

Cancellation - now available for season 2024. Rented March. Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovated 1 b