Find 2-Star Hotels in Siesta Key

With a stay at Siesta Key Beachside Villas in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Crescent Beach. This beach hotel is 10.5 mi (16.8 km) from Lido Beach and 13.4 mi (21.5 km) from Mall at University Town Center. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a picnic area. The front desk is staffed during limited hours. Self parking (subject to charges) is available onsite. Stay in one of 17 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers. Conveniences include coffee/tea makers and washers/dryers, and housekeeping is provided daily.

With a stay at Siesta Key Beach Resort and Suites in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach. This resort is 10.4 mi (16.8 km) from Lido Beach and 13.3 mi (21.5 km) from Mall at University Town Center. Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. Additional features at this Mediterranean resort include complimentary wireless internet access, shopping on site, and a picnic area. At Siesta Key Beach Resort and Suites, enjoy a satisfying meal at the restaurant. Quench your thirst with your favorite drink at the bar/lounge. Featured amenities include express check-out, multilingual staff, and a vending machine. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 55 individually furnished guestrooms, featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided on request.

Florida charm awaits you just a short stroll to Siesta Key Village for shopping or casual and fine dining and a few minutes to world famous Siesta Key Beach! This unique property has a lot to offer. Second floor Condo with Natural lighting abounds through wall to wall sliders in all rooms and leads to two generously sized lanais with views of both nature and water. Enjoy the pool with grilling area and some of the best views and fishing behind the historic Buster Brown clubhouse with guest house, where the gulf and bay merge. Swim and see all types of nature at the private beach, just a short walk from condo. Great fishing off the pier too! Take in nightly sunsets and views of the downtown Sarasota skyline or a kayak trip right from the private pier with private beach area with Gulf access. Condo is completely updated and impeccably designed fresh Florida feel. With updated kitchen and a hidden stackable washer and dryer.This special condo will have you feeling like you have arrived in paradise!Plus two beach chairs, umbrella and sun shade About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Just what you have been looking for....Our condo has it all!Our unit is centrally located in the middle of 14 acres of some of the lushest property on Siesta Key. Midnight Cove II is not a property of concrete and blacktop driveways. Stay with us and you will enjoy a beautiful paver drive and walkways surrounded by acres of greenery, palms, shrubbery and grass. We boast of a private Association owned marina that leads into the vast inter-coastal waterway. You can bring your own boat or rent one here for on the water fun. A kayak launch is available at the rear of the property and rentals are located a short walk from our complex.. Stroll along our marina dock and walkway and you may find a manatee lazing in the water. Fish abound should you have the urge to cast a line. Siesta Key is home to Crescent Beach, the #1 best rated beach in the U.S.A. for 2017. It is consistently rated among the top 10 U.S. beaches each year and it is exactly 500 steps away. The sand of Crescent Beach is most unique and must be walked on to appreciate its unusual qualities. No matter how hot the temperature, Crescent Beach sand remains cool to your feet. It is so soft that that it has been compared to baby powder. It is truly a beach walker's paradise. Access to beautiful Crescent and Siesta Key Beach is directly across the road from our complex. There is a traffic control device to stop vehicles so even in heavy traffic periods crossing is safe and easy. The beach is mere steps from our front door through a private walkway with gated access. On Sunday evenings do not miss the Drum Circle at the Public Beach where musicians perform a whimsical goodbye to the sun as it sets for the day. Parking is free.Siesta Key also offers a free trolley service that will transport you along Midnight Pass Rd. and Ocean Blvd.. No need to drive your car. You can access Siesta Key Village to the north with its many shops, boutiques and restaurants or travel south to Turtle Beach and Turtles Restaurant.Our heated pool, 85 degrees year 'round, and the adjoining clubhouse are steps away from our condo. Our pool is among the finest on Siesta Key with a view that is spectacular. Chairs, tables and loungers are available for you as you relax by glistening waters. For the athletically inclined, we have basketball, tennis and pickle ball courts too as well as a mini gym adjacent to our office where you will find a universal machine, elliptical machine, treadmill and balance ball. You can cook a steak or barbeque some ribs at our picnic area where you will find gas and charcoal grills for your grilling pleasure. Enjoy a glass of wine as you watch the boats pass through the inter-coastal waterway from the observation deck at the rear of our complex.Our first floor unit is nicely appointed with a leather reclining sectional in the living room as well as a computer table with stools. Two full baths make for easy living. Your guests can shower at the same you do. There is a 70” flat screen smart TV in the living room and a flat screen TV in each bedroom. The master bedroom features a King bed with dresser and two night stands. Our guest bedroom features a Queen bed with night stand and dresser. Both bedrooms include mirrored closet doors providing a roomy feel to both rooms. There is a ceiling fan in each bedroom. A queen size inflatable bed is available in the guest bedroom closet for up to two additional guests.We feature a fully stocked kitchen with everything you would need to prepare meals from casual to gourmet. You can take your meals to our comfortable dining area or eat in the kitchen at our beautiful granite countertop.Linens and towels are provided free of charge. We offer secure free hi speed wireless internet service inside our unit for those wanting to stay connected so there is no need to search for a 'hot spot'.In short, you will feel 'at home' in our home. We promise you will not be disappointed. About pets:No pets allowed.Sorry but pets are NOT Allowed..About checkOut:Check out before 9:30 AM.About children:Children allowed: ages 0-17.About customRules:Rowdyism or disturbances will result in eviction and loss of rental monies. . Pay it forward, replace what you use..Absolutely NO smoking in unit at any time.,Pay it forward. Replace what you used before leaving..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.No smoking in unit allowed and other areas..About minBookingAge:Minimum age to rent: 25.About events:No events allowed.Small parties allowed..

Drop your bags and start your vacation! This comfortable 2 bedroom/1 bathroom condo is an idyllic spot to relax. With a breathtaking view of the Bay, a community pool to enjoy, and a short distance to the beach, you'll truly have your own slice of paradise. This condo is just steps away from the grilling area, picnic tables and fishing pier. More amenities include tennis courts, billiard room, clubhouse, and sauna.Top rated Siesta Key Beach is just minutes away--bike, walk, or take the free shuttle!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Enjoy this updated townhome within walking distance to Siesta Key's main beach. The property is located within a resort style gated community offering two heated swimming pools, tennis courts, fitness room, gas BBQ grills, and fishing dock. All this nestled among lush tropical landscape and lakes. Arrive by car and utilize the garage or driveway for parking. Taking the stairs up to the second floor of the townhome, you enter through the front door into the home. Right away you will notice the updated eat-in style kitchen equipped with stove, fridge, microwave, and dishwasher. The kitchen also offers a breakfast bar opening out to the main living area. The living area is spacious and furnished with comfortable lounge seating for family and guests enjoying the 55" flat screen smart TV with HD programming and streaming services available. Just off the living area is the screened balcony overlooking a serine water feature and lake. The patio is furnished with outdoor dining set with seating for 6. Back inside you will also find the master suite on the main living floor. The master bedroom is furnished with king-size bed and TV. The ensuite bathroom features a shower and dual sink vanity. Follow the stairs from the living room up to the loft area along with two additional guest bedrooms which share a bathroom. The one guest bedroom is furnished with queen-size bedroom set and TV while the other is furnished with a double and a twin with twin trundle and TV. Minimum Stay Requirements: 1 week minimum Saturday to Saturday. Minimum age to book this property is : 23

Welcome to Your Siesta Key Paradise: Anchorage Unit 506Discover the epitome of coastal charm in this beautifully furnished 2-bedroom, 2-bathroom condo nestled on the shimmering shores of Siesta Key at The Anchorage. With approximately 1,287 sq ft of bright, open-concept living space, this unit offers a perfect vacation retreat with luxurious comforts and resort-style amenities.Highlights of Unit 506Airy & Open Layout: Enjoy a spacious living/dining area full of natural light, seamless laminate–vinyl flooring, and stylish window treatments, blending comfort with coastal elegance .Gourmet Kitchen: Thoughtfully upgraded with modern countertops, stainless appliances, cabinetry, and dishwasher—ideal for cooking beachside dinners Private Balcony: A 30-foot expanse overlooking the Gulf, Intercoastal, and Sarasota Bay—perfect for morning coffee or sunset cocktails. Comfortable Bedrooms: Two large bedrooms featuring walk-in closets in the primary suite and updated bath, offering a restful haven after a beachfront day Bedroom Layout:Master Bedroom: King Bed / 42" TVGuest Bedroom: 2 Queen Beds / 32" TVUpdated Baths: Two full bathrooms refreshed with modern touches to elevate your stay.Vacation-Ready Furnishings: Fully furnished condo ensures guests feel instantly at home with all comfort essentials included.Anchorage Complex AmenitiesStep beyond your door into a resort landscape that caters to relaxation, recreation, and waterfront adventure:Private Beach Access: Walk across the street to pristine Siesta Key beach—fine white sand and all-day sunshine await. We provide beach toys, chairs, an umbrella and a handy cart to get all your gear to and from the unit.Saltwater Pool: A heated, Olympic-size pool surrounded by lush tropical landscaping creates a perfect sunbathing or swimming environment.Pickleball & Tennis Courts: Spark friendly matches on three lighted courts courtside, available day or night. Racquets and balls can be checked out at the front desk. Unbeatable LocationAnchored at the intersection of Midnight Pass Road and Stickney Point Bridge, Unit 506 provides a gateway to everything Siesta Key and Sarasota have to offer:Beach Bliss: A leisurely stroll to powdery, award-winning Siesta Key Beach.Water Wonders: Kayak, paddleboard, or boat from the community seawall or rent right next door.Boat Dock/Boat Slips: Dockage along the intracoastal seawall—ideal for boating enthusiasts; launch rentals are nearby. (small daily fee applies)Fitness Facilities: Stay active and unwind with a full gym.Community Clubhouse: A gathering spot with grilling and picnic areas—perfect for family and friend get-togethers.Security & Convenience: Secure gated access, elevators, covered parking/carport, on-site laundry, additional storage, and Wi‑Fi throughout.Dining & Entertainment: Stroll to beachside cafés, ice cream shops, seafood restaurants, and lively bars along Ocean Boulevard and Siesta Village. Directly on the free trolley stop.Inland Adventures: Quick mainland access via Stickney Point Bridge to downtown Sarasota’s theaters, art galleries, and upscale restaurants.Nature & Parks: Close to Red Bug Slough, Phillippi Estate Park, Twin Lakes, and Marie Selby Botanical Gardens—ideal for biking, kayaking, or picnicking.Airport Access: Just a 20–25 minute drive to Sarasota–Bradenton International Airport.In SummaryUnit 506 at 6415 Midnight Pass is more than a condo—it’s your coastal escape on Siesta Key. Spacious, stylishly modern, and brimming with amenities, this turnkey vacation home puts you steps from the sand and minutes from Sarasota’s vibrant culture.Whether you're planning a peaceful beach retreat, a sporty family vacation, or a romantic getaway, Anchorage Unit 506 offers unforgettable memories under the Florida sun.Book today and let Gulf breezes, sunsets, and Siesta Key charm become part of your vacation story.January through March, we will only accept a Saturday to Saturday stay, 7 nights required. For any other travel dates, please inquire about availability. For your convenience, there is an onsite coin-operated washer and dryer on each floor.Guest must be 25 and up to rent this condo. ID is checked upon check in to the resortAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Jan-Mar: Sat-Sat stay, 7 nights req. Apr-Dec: min 5 day stay is required although the guest understands that there is a 7 day lease term in place..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Enjoy America’s #1 beach, take a short bike ride to the Siesta Key village rich in dining/shopping choices or soak up the sun on the private terrace at this newly renovated exclusive Siesta Key condominium. Fabulous location with direct access to the sparkling Gulf of Mexico, the world famous white sand Siesta Key beach and is convenient to all the cultural activities Sarasota has to offer. In addition to the easy access to both the beaches and village, the Community amenities include complimentary beachfront chairs, 3 pools, 2 BBQ areas, 2 covered gazebos for relaxing in the shade, shuffleboard and shaded parking at the door. Completely renovated 2/2 with wood plantation blinds that allow for both privacy & natural light and luxury vinyl plank flooring. Flawlessly appointed with all new chic coastal reclaimed driftwood furniture, new wood cabinets, new Samsung appliances, quartz countertop, hard to find in unit laundry with new full size Samsung washer and dryer and new distressed reclaimed driftwood dining room furniture and 8’ sunbrella sofa and comfy chair. This unit can easily accommodate 4 - 6 guests - Master bedroom has new pillow top king mattress & guest bedroom has 2 full beds with new pillow top mattresses both triple sheeted with new high thread counts sheets and bedding. There is a large screen high definition TV in both bedrooms and living room with complimentary WIFI being available throughout the community as well in the unit.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours are between 10 pm and 8 am..This a no-smoking, no vaping, tobacco/cannabis/CBD-free property -- inside and outside (i.e. patio, driveway, pool, etc.).About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.No events are allowed.

Come enjoy this adorable 2-Bedroom, 2-Bathroom centrally located Siesta Key Condo with large heated pool! The condo is a quick 10-15 minute walk to beach access 12 (Crescent Beach); or if you prefer, there is a free trolly that can pick you up any time and take you to any of the multiple beach access points on the key, including the infamous Siesta Key Public Beach! This quiet 5th floor condo is completely equipped to handle your Siesta Key vacation. The unit includes a King size bed in the primary suite with private bathroom and shower tub/combo. The 2nd bedroom features a full size bed and one twin bed with direct access to the 2nd bathroom. The kitchen includes a stove, microwave, full size fridge, butcher block counters and all the cooking utensils you need to make yourself at home. This unit also includes a full size washer and Dryer. In the storage closet on the porch you’ll find beach chairs, pool noodles, beach toys, large cooler and wagon. The Bay Oaks Condo community has a recreation facility and tennis court. Additionally, the grilling/picnic area and fishing pier on Sarasota Bay inter-coastal waterway allows you to watch the boats go by and catch/cook your dinner. No driving necessary! The Siesta Key Trolley departs right in front of the complex, which will allow you quick access to the Island Life of Siesta Key Village with many restaurants and shopping, or if you prefer you can take the trolley south to Turtle Beach Park. Get excited to visit the #1 Beach in the U.S.A you won’t regret your days spent in the sand and the sun on Siesta Key!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small village type atmosphere. This property is located within a community situated on these very beaches. The community offers beach access to a less crowded semi-private beach, swimming pool, shuffle board, and camp style grills. With such a central location, Siesta Key Village and South Village are just a few minutes ride away utilizing the free island shuttle or free ride services (tips only) available on the island. Entering through the front door you will arrive in the living room furnished with comfortable lounge seating, TV, and dinette set. Moving towards the rear of the unit you have a 1/2 bath, great for coming in from the beach or pool and showering off. In the rear of the unit you will find the eat-in style kitchen. The kitchen is equipped with a 4 piece appliance package among other small appliances and basic to moderate cooking essentials. Access to the rear assigned parking spot is also through the back kitchen door. Back to the front of the unit, taking the stairs up to the second floor you will find two bedrooms and full bathroom. One bedroom is furnished with a queen-size bedroom set and equipped with TV. The second bedroom is furnished with two double-size beds and equipped with a TV. The two bedrooms share a full bathroom with combo tub/shower. Minimum Stay Requirements: 1 week minimum reservation required mid December through mid August with 5 night minimum accepted a maximum of 30-days in advance during remaining months. Minimum age to book this property is : 23