Monthly Vacation Rentals
Siesta Key, Sarasota FL

First Time Renting and Everything is NEW! This custom home is being offered for rent for the first time and everything inside is new including all furniture, beds, linens, dishes, TV’s etc. Private courtyard with heated pool. Sleeps 13!

Gorgeous 3 bedroom, 2 story Siesta Key home with private pool, close to the north bridge for easy access on and off the island. Sleeps 8. Full size washer & dryer. 2 patio areas. Bicycles, beach toys, and many more extras provided.

Gorgeous waterfront condo on Blind Pass Lagoon in Siesta Key just a short 3-5 minute walk from Turtle Beach. Relax and enjoy peaceful surroundings, fish from the docks, take a dip in the pool and watch kayaks paddling past on the waterway.

2 Bedroom Siesta Key vacation rental at Cozy Cove on the quieter Southern end of the island. Located waterfront on Blind Pass Lagoon with Docks provided. 5 minute walk to Turtle Beach, restaurants & entertainment.

Stunning views of everything from the Gulf of Mexico & Siesta Key Beach to fantastic sunsets & downtown Sarasota, all from 12 floor to ceiling sliding doors that open onto a huge wrap around balcony. This beauty is located just across from world-famo

Watch the sunset from the wrap around balconies in this beautifully decorated two bedroom condo directly across from Siesta Key Beach. Spacious and inviting with ceiling to floor sliders on two entire walls for incredible views. Walk to shopping, di

Enjoy gorgeous Bay views from the balcony of this beautifully appointed third floor condo located in the heart of Siesta Key! Enjoy private beach access as well as bay access. 2 heated pools, custom hot tub overlooking the Bay, fishing pier, boat doc

2 bedroom, ground floor, waterfront condo on Turtle Beach Inlet in Siesta Key where you can fish, swim, or boat just steps from your door. Heated pool. Large screened, glassed lanai. Located on the quieter Southern end of Siesta Key. Short walk to Tu

2 bedroom condo located on world famous Crescent Beach in Siesta Key! Private beach area with loungers provided. Enjoy the tiki hut BBQ/picnic area on the beach. Nicely furnished and close to dining, shopping, and night time entertainment.

Relax and enjoy your own piece of paradise at this luxurious Casarina condominium on beautiful Siesta Key! Casarina complex is located in a very private setting just south of the public beach. Enjoy the lush tropical garden view from your lanai, a w

Enjoy spectacular million dollar views from this gorgeous gulf front condo! All new furnishings & appliances. Located at the desirable Tortuga complex on the quieter southern end of Siesta Key. Private beach area exclusively for Tortuga guests. Indoo

Siesta Key Gulf Front Living at it's Finest! Juust steps from Crescent Beach, you are sure to fall in love with this beautiful, spacious 2 bedroom, 2 bath ground floor unit with all the amenities Gulf & Bay Club has to offer. Private beach, 3 pools,

Fabulous 2nd floor gulf front condo overlooking the beautiful Gulf of Mexico! Located in the desirable Island Reef complex on Siesta Key, this spacious condo features extraordinary views of the beach and sunsets from the front room, the lanai.

Recently renovated 2 bedroom condo in the heart of Siesta Key at Harbor Towers. Beautiful views & just a short walk to Siesta Key beach. Watch dolphin in the bay, fish off the dock, enjoy the heated pools, tennis courts & sauna.

Completely renovated and beautifully decorated 3rd floor condo on the quieter southern end of Siesta Key. Everything in this condo is new! Waterfront unit on Turtle Beach Inlet. Walk to the beach, restaurants, entertainment.

2 bedroom waterfront condo located directly on Turtle Beach Inlet where you can fish, swim, and boat just steps from your door. Large covered, screened glassed in Lanai. Perfect location to relax and enjoy your Siesta Key vacation or get away from th

Affordable 2 bedroom Siesta Key condo located on the quieter, southern end of the island directly onTurtle Beach Inlet where you can fish, swim, and boat just steps from your door.

Recently renovated Siesta Key townhouse decorated in charming Florida décor. Picnic on the water as you watch dolphin in the bay. Kitchen completely updated with new appliances, new counters, new fixtures & lighting. 2 floors of living space featuri

Beautifully remodeled townhouse offering 2 floors of living space complete with 2 lanais and a porch. spacious living room with views of tropical landscaping and mature trees. Enjoy the large BBQ/Picnic area and fishing piers on the bay as you watch

Charming 2 bedroom condo overlooking the heated pool, beautifully appointed and immaculately clean. Watch dolphin from the beautiful waterfront area on the Bay where you can BBQ, picnic, or fish from the piers!

Ground Floor, nicely furnished condo located in the popular Bay Oaks resort on Siesta Key. Covered parking just steps from the unit. Comfortable leather seating in living room. Waterfront bayside picnic area where dolphins can be seen passing by. Fis

Conveniently located private waterview condo located far from the busy areas of Siesta Key, yet just a short walk from Crescent Beach, shopping & restaurants. Relax on your private enclosed lanai overlooking a private lagoon. The condo features 2

3rd Floor at popular Vista Hermosa in Siesta Key. Great location close to Crescent Beach access 13. Walk to the beach, dining, shopping and night time entertainment. Heated pool, BBQ grills, clubhouse & more. 2 bedroom, 2 bath

Large 2nd floor condo at Ashton Lakes, just 2 miles from the white sand beaches of Siesta Key! Screened & glassed lanai overlooking the lake. Enjoy all the amenities that Ashton Lakes has to offer: Two pools (1 heated), 2 tennis courts, RV/Boat stora

Beautiful 2 bedroom Polynesian Gardens villa in the heart of Siesta Key. The owners have just redone this property and it is gorgeous! New furnishings, new linens, new BBQ grill, and beautifully decorated in Florida style. Heated pool, private pier o

Enjoy luxurious resort style living in this beautifully furnished 2 bedroom, 2 bath penthouse condo on the white powder sands of Crescent Beach. Located on the 9th, floor this home offers incredible views of the Gulf of Mexico and the lush landscapin

Everything is NEW and the views are fantastic! Attention to detail shows in this gorgeous gulf front condo located at the desirable Tortuga complex on the quieter southern end of Siesta Key. Siesta Key's only indoor/outdoor heated pool.

Large private waterview condo located far from the busy areas of the island, yet just a short walk from Crescent Beach, shopping & restaurants. Relax on your private enclosed lanai overlooking a private lagoon. 2 bdrm, 2 bath, and a lower bonus room

Very nice and comfortable 3 bedroom home in the established neighborhood of Cedar Creek. This home is surrounded by beautiful trees and landscaping. Exceptionally private backyard with large, beautiful pool and patio area that is caged. Backs up to l


6623 Midnight Pass Road Siesta Key, FL 34242


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