Siesta Key Properties
We have vacation rentals along Siesta Key with sunny beaches on the gorgeous Gulf of Mexico with picturesque sunsets and world renowned crystal-white, powdery sand that stretch for miles. Siesta Key is a barrier island off of the central western coast of Florida . It is situated between Sarasota Bay and the Gulf of Mexico. There are shops from the chic and elegant to the hip and funky, with all sorts of fashion, beach accessories and souvenirs. Siesta Key offers restaurants where you can go to grab a quick breakfast or lunch in your flip-flops or to relax in style over an extraordinary dinner. The Siesta Key vacation rentals here are luxurious. The Siesta Key Beach is voted #1 Beach year after year!
 | 1257 S. Portofino Drive #107 1257 S. Portofino Drive #107, Sarasota, FL Condo Siesta Key area Island communityThis 55+ community is ideal for your winter vacation. Enjoy your morning coffee from the lanai over looking the intercostal. Amenities include direct beach access to Siesta Key beach, the #1 beach in the USA, community pool and spa, sauna, fitness, shuffleboard and walking distance to shops, restaurants and entertainment. Close proximity to the Stickney |
 | 1208 Solitude Lane 1208 Solitude Lane, Sarasota, FL Single Family Home Siesta Key area Island communityFabulous Siesta Key House available for season 2017/2018 or long term near the best beach in the World! Raised home with lots of parking beneath, step into this open plan living/dining room and kitchen with volume ceilings and beautiful wood floors. The spiral stair case leads up to a loft overlooking the living room, use |
 | 1350 N. Portofino Drive #309 1350 N. Portofino Drive #309, Sarasota, FL Condo Siesta Key area Island communityYou will love this updated 3rd floor turnkey furnished unit with gorgeous Intracoastal and Harbor views. Siesta Harbor is surrounded by the Intracoastal Waterway with a boat harbor and deeded boat slips which can be leased for a nominal fee. This 55+ community is ideal for your April through December vacation with easy access on |
 | 5880 Midnight Pass Road #508 5880 Midnight Pass Road #508, Sarasota, FL Beach House Siesta Key area Island communityEnjoy the beautiful sunset from this 5th floor condo. This 2 bedroom 2 bath condo has been freshly painted and all new furniture. The condo is located on the Gulf side of Siesta Key. This community has private pool, tennis court and small fitness room. Walk through the beautiful court yard to your own beach. |
 | 5029 Oxford Drive 5029 Oxford Drive, Sarasota, FL Single Family Home Siesta Key area Island communityNestled in beautiful Florida gardens with lush vegetation, impeccably maintained. Through the large wooden gate to courtyard pool and private entrance to the house. Marble floors and luxurious furnishings abound in every room. This house is on the Grand Canal, and boats docking is available. Short distance from the village and pristine white sandy beaches. |
 | 6310 Midnight Pass Road #505N 6310 Midnight Pass Rd. #505N, Sarasota, FL Beach Condo Siesta Key area Island communityGulf side vacation rental. This well appointed condo has everything you need to enjoy a wonderful getaway on Siesta Key Beach. Whether you want to relax on the beach, lounge by the pool, have cocktails and dine on the spacious lanai, a good time will be had by all. Everything you need is nearby. Restaurants, |
 | 1321 Moonmist Drive 1321 Moonmist Drive, Sarasota, FL Condo Siesta Key area Island communityThis spacious Siesta Key Condo is located in a small hide-away community that is walking distance to world famous sand beaches. Featuring two large bedrooms plus a bonus room / den, two full baths a private patio. The community has a heated pool, and a fishing pier on intercoastal waters. Also your own private garden |
 | 5525 Azure Way 5525 Azure Way, Sarasota, FL Single Family Home Siesta Key area Island communityFabulous large home decorated to perfection just over 400 steps from Siesta Public Beach, one the of the best beaches in the world. House is large and has 5 en suite bedrooms. Enormous pool with lions head fountains and hot tub overlooking the wide canal. You can tie your boat up to the sea wall, |
 | 1622 Stickney Point Road #202 1622 Stickney Point Road #202, Sarasota, FL Condo Siesta Key area Other communityView the intracoastal from your master bedroom porch having a rest on the reclining chairs. This second floor townhouse is in the perfect location for your stay in SARASOTA and a short distance from a world famous beach. Located by the Stickney Point Bridge this renovated and beautifully decorated townhouse is ready for short term |
 | 5519 Azure Way 5519 Azure Way, Sarasota, FL Single Family Home Siesta Key area Island communitySprawling 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 large and/or multiple families and guests who want to enjoy either the pool or the beach without getting in the car!!! |
 | 5790 Midnight Pass Rd. #110A 5790 Midnight Pass Rd. #110A, Sarasota, FL Beach House Siesta Key area Island communityThis 2/2 Gulf & Bay ground floor unit allows you beach and pool access just outside your lanai door. This is the ultimate in casual Florida living, steps to the sugary sands of Siesta Key beach. This gated resort offers all the amenities for a fabulous vacation rental including state of the art fitness center, |
 | 4651 Higel Ave 4651 Higel Ave, Sarasota, FL Beach House Siesta Key area Island communitySIESTA KEY DREAM HOME on the Grand Canal with only one bridge to the SARASOTA BAY. This stunning home is surrounded by scenic water views, tropical plants and blue skies. Custom built FOUR BEDROOM home is both Luxurious and Relaxing. Plenty of Living space to enjoy and inside and outside. Open main floor Great Room |
 | 1257 S. Portofino Drive #104 1257 S. Portofino Drive #104, Sarasota, FL Condo Siesta Key area Island communitySiesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovated 1 bedroom has 2 full baths, and is conveniently located on the ground floor close to your assigned parking space. An open kitchen and remodeled bathrooms are some of the perks in this waterfront |
 | 710 Treasure Boat Way 710 Treasure Boat Way, Sarasota, FL Single Family Home Siesta Key area Island communityEasy bike ride or walk to Siesta Village. This well-kept home is perfect for outdoor entertaining by the pool. Open floor plan and large kitchen/family room. Enjoy Siesta Beach just minutes away. |
 | 1350 N. Portofino Drive #303 1350 N. Portofino Drive #303, Sarasota, FL Condo Siesta Key area Island communitySiesta Harbor is surrounded by the Intracoastal Waterway with boat harbor and deeded boat slips. Boat slips can be leased for a nominal fee. This 55+ community is ideal for your winter vacation with easy access on and off Siesta Key. Just a 1/4 mile from the Stickney Point bridge, shopping and restaurants are within |
 | 19 Whispering Sands Dr. #805 19 Whispering Sands Dr. #805, Sarasota, FL Condo Siesta Key area Island communityEnjoy this great view of the gulf from this 2 bedroom, 2 bath condo on the 8th floor. Condo has been remodel with granite kitchen counter tops, built in cabinets in master bathroom and tile floor. You can walk out of the building directly to your own private beach. This unit is walking distance to |
 | 6157 Midnight Pass Road G-22 6157 Midnight Pass Rd. G-22, Sarasota, FL Condo Siesta Key area Island communityThis beautiful 2 bedroom 2 bath condominium is located in popular Bay Oaks complex on #1 rated Siesta Key! Enjoy your two level condo complete with lower level kitchen, dining and living room and two master suites upstairs each with its own full bathroom. Bay Oaks features tennis courts, swimming pool, fishing pier, picnic tables |
 | 1250 N. Portofino Drive #107 1250 N. Portofino Dr. #107, Siesta Key, FL Condo Siesta Key area Island communityThis freshly painted 2 bedroom, 2 bath condo is conveniently located on the ground floor next to the club house and features new appliances, granite counter tops and ceramic flooring. The bedrooms are carpeted with a Queen size bed in the Master, a walk in closet plus a full wall length closet. The guest bedroom |
 | 106 Beach Road 106 Beach Road, Sarasota, FL Beach House Siesta Key area Island communitySouth Beach Miami Style House right on Siesta Beach! Ultra luxurious rental available for annual or longer term seasonal rental. Available immediately! Just steps away from Siesta Key Village and all the amenities it has to offer. On every level of this open floor plan home are unlimited views of the incomparable sand on Siesta |