Siesta Key

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Compare Best 4-Star Hotels in Siesta Key with Prices & Reviews

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Closest to downtown
Highest Rated
99+
Hotel near Siesta Key,Siesta Key
With a stay at Siesta Key Island Rentals in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This vacation home is 9.3 mi (14.9 km) from St. Armands Circle and 10.9 mi (17.5 km) from Lido Beach. This smoke-free vacation home features hiking/biking trails nearby and windsurfing nearby. Free self parking is available onsite. Make yourself at home in one of the 6 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include washers/dryers and irons/ironing boards.
Great
49 reviews
9.3/10
1 night
From US$98
Check availability
48
Hotel near Siesta Key,Siesta Key
When you stay at this vacation home in Siesta Key, you'll be on the beach, a 1-minute drive from Siesta Key Beach and 10 minutes from Crescent Beach. This beach vacation home is 10.3 mi (16.6 km) from St. Armands Circle and 11.8 mi (18.9 km) from Lido Beach. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in your vacation home.
Outstanding
5 reviews
10/10
Check availability
33
Hotel near Siesta Key,Siesta Key
Only 5 min walk to #1 beach in America!- Heated pool*, Floats, Sun loungers- NO BUNKS!! King & queen size beds- Equipped kitchen, drip + Keurig, BBQ grill- Garage parking, Close to trolley stop - Private beach access, avoid crowded public beach, beach wagon, chairs, umbrellas & towels for guest useExperience the ultimate in luxury on Siesta Key at this exceptional custom-built property, just minutes away from the top-ranked beach in America. Bid farewell to cramped accommodations and embrace the spacious luxury of this charming vacation home, ideal for larger families seeking a stylish and comfortable retreat. Step into a world of luxury living at our 3,500+ square feet property. Everyone will have ample space to unwind, plus enjoy all the amenities you'll need to have a relaxing & memorable stay. This breathtaking 5-bedroom, 4.5-bath home offers accommodations for up to 10 guests comfortably including an oversized 2-car garage to park your vehicles with ease, privacy and convenience. This two-level retreat features an elevator for easy access between your 2 floors, making it the perfect choice for travelers of all ages & abilities.>>>>> PLEASE READ LISTING THOROUGHLY TO ENSURE YOU HAVE ALL THE IMPORTATNT DETAILS! <<<<<* DINING:- Indoor dining table seating for 8- Granite kitchen island seating for 3- Extra bar height table seating for 3- Upstairs on balcony outdoor table seating for 6- Downstairs in pool area outdoor table seating for 6* LIVING ROOM:- 65" Smart TV with Roku (for guest's protection)- Access to huge balcony - Board Games* BEDROOM 1 - King bed - Ensuite Bath: walk in shower, dual vanities, soaking tub- Smart Roku TV* BEDROOM 2- King bed- Ensuite Bath: walk in shower, single vanity- Blackout curtains- Smart Roku TV* BEDROOM 3- King bed- Ensuite Bath: walk in shower, single vanity- Blackout curtains- Smart Roku TV* BEDROOM 4- Queen bed- desk* BEDROOM 5 (downstairs suite)- Queen bed & sofa sleeper- Ensuite bath: walk in shower, single vanity- Walk in closet- TV with Roku - Kitchenette: refrigerator, microwave, & sink- Sliding glass doors to access pool area.* DEDICATED POOL (YES!! There are 2 pools on the property)- Direct access from bedroom 5 or through gate on side yard- With 2 loungers & pool umbrella- Dining table with seating for 6 guests- 2 additional chairs & side table - Outside shower to rinse off from beach before entering the pool- Pool floats & toys AVAILABLE UPON REQUEST- Twin rollaway bed - Pack N Play- High chair *>*>*> IMPORTANT HOUSE INFO & RULES <*<*<** NO PARTIES OR LARGE GATHERINGS: Any parties, events, or gatherings that EXCEED the number of guests on the reservation are STRICTLY PROHIBITED! Violations will result in an immediate $1,000 fee & possible removal from the property without refund. * NO THIRD-PARTY RESERVATIONS: Person making the reservation MUST be present during the stay. We do not allow making a reservation on behalf of a friend, family member or co-worker. Please have the person who is staying book themselves. * OCCUPANCY: Only the number of guests listed in your reservation are allowed on the property at any time. Unauthorized guests may result in additional charges & cancellation of your reservation. * NO SMOKING: There is NO SMOKING (this includes cigarettes, cigars, vaping & any controlled substances (including marijuana) INSIDE & OUTSIDE on the property. Any evidence of smoking on the property, a minimum $500 fee will be charged.* PET POLICY: This home is NOT pet friendly. We make no exception to the rule no matter the size, type or behavior of animal.* PARKING (FOUR CAR MAX): Two midsize vehicles or smaller can park in the (empty) garage, with two additional parking spots on side of house to accommodate 2 midsize vehiclesNOTE: Vehicles that are larger than midsize, please contact to discuss parking options.* QUIET HOURS: Please respect our neighbors by observing quiet hours from 10:00 PM to 8:00 AM. All of our communities have noise ordinances requiring guests to keep noise to a minimum, specifically after 10 PM and before 8 AM. Law enforcement officials may be summoned to the property if you are deemed to be in violation of these ordinances. You may also be subject to a fine.* EARLY LUGGAGE DROP OFF: Our team needs this time to prepare the home uninterrupted. Upon booking, we can offer recommendations to where to leave your luggage while you wait, should you have an early flight.* POOL HEATING: The pool is heated from October through February ONLY.>>>> We STRONGLY RECOMMEND purchasing travel insurance AHEAD of your stay. <<<<This property is the entire 3rd floor & half of the ground floor.There are 3 exterior security cameras that record when someone enters the property from the driveaway & side of the home that runs along the street. Used to primarily protect the property, & to monitor weather situations.Just come and enjoy the beautiful Siesta Key!Any questions - just ask and I'll be very happy to help!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Because this building has two properties, there is NO SMOKING INSIDE or OUTISDE!! Any evidence of smoking, a minimum $500 fee will be charged..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.
Outstanding
77 reviews
10/10
Check availability
31
Hotel near Siesta Key,Siesta Key
Perfect for Couples! Max 2 Guests + 1 CarWorth every penny — this is Siesta Key’s best value, just steps from the Gulf.Looking for the perfect romantic getaway?This cozy beach cottage is all about location and value — just across the street from the #1 beach in the USA and within easy walking distance to restaurants, bars, shops and live music in the Village.No car needed — everything is right here, but free parking is available if you bring one!It’s perfect to pop back to the cottage for a quick break from the sun, grab a snack or refill your cooler. The safe, quiet neighborhood makes it extra relaxing — ideal for couples or honeymooners.- Direct beach access — just cross the street!- Romantic, cozy and freshly renovated.- Walk everywhere — no car needed.Bedroom: Queen Bed (Sleeps 2)Living Room: Sofa Got questions? Just ask — I’m happy to help you plan a perfect stay in Siesta Key!About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Pet size limit!less than 10 lbs!!.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:pet size limit!less than 10 lbs!! If you have a service dog! you must register it, and there is a fee! and it cannot be larger than 10 pounds!!.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.
Amazing
30 reviews
9.4/10
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30
Hotel near Siesta Key,Siesta Key
Newly renovated gated beach access apartment with a pool. This is a four bedroom and two bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated section of the Siesta Key beach that only residents on this street have access too.The house was completely updated and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.Amenities Included:- Private pool for guests only at our quadplex- Key fobs to the gated beach only a short walk to the beach- New sheets, towels, pillows, comforters, etc.- Soap and shampoo- Roku TV, able to login to all of your different streaming services- Netflix subscription included at the house- Beach chairs and toys- Super fast internet/wifi- Washer and dryer- Full size kitchen with all the essentials and a Keurig machine- Gas powered grill- Lots of outdoor seating by pool and patioThis property sleeps up to 10 guests. There is a king bed in the master bedroom. A queen bed and two XL singles (as long as a queen, easier for adults to fit in) in the bedroom next to the master. In the two bedrooms by the front door there are two XL singles in the one and a full size bed in the other. The living room has a pullout queen sofa bed.Great entertaining place with lots of space! Great for family's, large groups of friends, company trips, or whatever it may be where you need a lot of space and beds. The open floor plan lets you really enjoy the whole space. The large living room has lots of seating with our brand new furniture. There is lots of natural lighting shining into the open floor plan through the large glass doors that overlook the pool.Property Rules:- No parties are allowed. - No pets allowed.- Quiet hours are after 10:00 pm and until 7:00 am. This is to respect the other guests in the other apartments. Loud noise between these times is not allowed.- As a disclosure there are security cameras located on the outside of the property. They are there for your security. They are only on the outside of the property.- There must be someone aged 25 years or older present at all times that is apart of your group that is staying in our apartment. - You must also report in your reservation the accurate amount of guests that will be staying in the unit. - You are not allowed to have any guests come that are not registered as part of your reservation without the written consent of the owner/manager.- No more then the maximum amount of guests are allowed to book this apartment without the written consent of the owner/manager.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 after 10:00 pm and until 7:00 am. This is to respect the other guests in the other apartments. No loud noise between those times..As a disclosure there are security cameras located on the outside of the property. They are there for your security.,You must report in your reservation the accurate amount of guests that will be staying in the unit..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.Parties are allowed if you make the owner aware..
Amazing
72 reviews
9.6/10
Check availability
27
Hotel near Siesta Key,Siesta Key
ONE OF A KIND PROPERTY four blocks from SIESTA KEY Beach so,pack up your cooler, and all your beach supplies, and take the short walk(400 yards directly on to the #1 Rated Beach in America! (we supply bikes, umbrellas, chair, cooler and paddle board)After you make some memories at the beach, walk 200 yards down to Siesta Key Village and grab a bite to eat, a drink, or catch some live entertainment from one of the many talented musicians playing at numerous locations. This property comfortably sleeps 8 people with a three bedroom, three bathroom, an office that can be use as bedroom and two large couches.Two garage plus a lot parking space, WIFI,, cable and a patio with a Jacuzzi, that fits eight people. Kick off your shoes and relax because with this rental you get the best of everything!!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 events:No events allowed.
Outstanding
7 reviews
9.8/10
Check availability
32
Hotel near Siesta Key,Siesta Key
THE BEST SPOT YOU FOUND IT! Worth every penny this is Siesta Key’s best value, just steps from the Gulf.Location, location, location this is really it!True Florida beach vibe, peace and quiet, and the Gulf just steps away only 100 feet from the water, and you just need to cross the street to reach Siesta Key Beach, the #1 beach in the USA. Restaurants, bars, shops, live music all just a short walk away, no car needed. But if you bring one, free parking is included!It’s perfect to be able to pop back to the house for a break, restock the cooler or freshen up before heading out for sunset drinks.The house is fully renovated, homely, cozy and full of quality touches comfy beds, beach chairs, beach towels, plenty of bath towels everything’s ready for you to feel at home.Perfect for couples, small families or wedding guests right between the Village and the main entrance to Siesta Key Beach.Not the cheapest but with this peace, the Gulf so close, and the warm, quality feel, it’s truly the best value for your stay.Any questions? Just ask I’m happy to help you enjoy the beach with zero stress!About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Pet size limit!less than 10 lbs!!.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Please make sure there are no more people staying in the house day or night than there are on the reservation, these are the house rules... This will violate the rules, and could cause for removal!,pet size limit!less than 10 lbs!! If you have a service dog! you must register it, and there is a fee! and it cannot be larger than 10 pounds!!.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.
Amazing
32 reviews
9.6/10
Check availability
35
Hotel near Siesta Key,Siesta Key
Our beautiful 3 bedroom / 2 bathroom house is located in the heart of Siesta Key Village. We have place for 8 people to sleep . The house features outdoor heated , saltwater pool make you feel relaxed on the hot day. All of our bedrooms have TVs in them. Our kitchen is fully stacked for your convenience so you can enjoy home cooked meal. If you are lucky you can see dolphins 🐬and manatees from the back patio .About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).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.
Amazing
64 reviews
9.6/10
Check availability
23
Hotel near Siesta Key,Siesta Key
BEYER BEACH HOUSE– A One-of-a-Kind Siesta Key Retreat You won’t find another home like this on Siesta Key! This mid-century bungalow designed by Twitchell/Rudolph, features attached Grand Suite, beautiful Terrazzo floors, a NINE-foot privacy fence, and sits on the best street on Siesta Key — quiet, safe, and just steps from the beach.LOCATION, LOCATION, LOCATION- 1 block from world-renowned Siesta Key Beach- 5-minute walk to the sand, or 15 minutes to Siesta Key Village shops & restaurants- Free jitney & open-air transport to Village, Crescent Beach, and other Island spots THE HOME- Spacious mid-century bungalow on a nearly double-wide lot- Large pool with resort-sized deck & Tropitone furniture- Multiple outdoor spaces for sun or shade, privacy or gathering *Oversized screened veranda with sliders opening to the living area *Grassy sun area to enjoy morning coffee from the kitchen coffee bar *Plus covered sitting areas outside each of the 3 bedroomsAMENITIES- Cable in LR and Smart TVs with Amazon Prime in two bedrooms- Bikes: 6 adult- Beach gear: chairs, towels, umbrella, cooler, cart & more- Outdoor Living: propane grill, firepit- Comfort: 2 HVAC units, pet-friendly (1 medium dog, NO CATS)- Kitchens: full kitchen + kitchenette with extras (air fryer, Keurig & drip, dishware for 10, wine, beer & cocktail glasses/plastics and lots of extrasPARKING- Wide Horseshoe driveway with covered area/electrical outlet easily fits 6 vehicles- On-Street Parking in the direction of traffic is also available EASY ACCESS to FLORIDA'S BEST- Sarasota/Bradenton Int’l Airport – 30 mins- Punta Gorda – 50 mins- Tampa/Busch Gardens or Fort Myers – 1 hr 15 mins- Orlando/Disney or Naples – 2 hrsPOOL HEATING- Free at 72–75°- $25/day for higher temps (up to 85°) or during summer months (June–Sept)About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Dogs only, number/breed restrictions may apply.About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.Great for kids!.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Outside only.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
12 reviews
9.6/10
Check availability
74
Hotel near Siesta Key,Siesta Key
Discover Your Tropical Oasis in Siesta Key!Welcome to your dream getaway! This fabulously appointed 3-bedroom, 2-bath home is perfect for those seeking relaxation and adventure. Nestled on a quiet street just a stone's throw from Siesta Key Village, you'll enjoy the privacy of a beautifully landscaped front courtyard, complete with outdoor dining, comfy loungers, and the soothing sounds of a waterfall.Step inside and you'll find an open-concept living space that exudes a coastal vibe, leading you effortlessly through to the stunning backyard overlooking the canal. Take a dip in the heated pool or unwind in the private spa, all while soaking in the serene atmosphere. With 75 ft. of canal access, feel free to bring your boat and explore the beautiful waterways.As our guest, you'll have access to 2 adult bikes, beach chairs, umbrellas, and an array of beach towels, books, and board games to enhance your stay. The kitchen is fully stocked for all your culinary adventures, and you'll sleep soundly on luxurious beds with high-quality linens. After a fun day at the beach, rinse off in the outdoor shower before heading out to explore.Please note, we maintain a serene atmosphere, so we can only accommodate up to 6 guests .Location and excellence combine in this remarkable rental. Just a leisurely 7-minute walk takes you to the world-famous white sandy beaches, rated #1 in the USA! Explore the arts district in downtown Sarasota or indulge in fine dining at St. Armands Circle.Don’t miss the chance to experience this tropical paradise. Book your stay today!About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.
Outstanding
6 reviews
10/10
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See More 4-Star Hotels in Siesta Key

Frequently Asked Questions

How much does a 4 star hotel cost in Siesta Key?

For 4 star hotels in Siesta Key, the average price on weekdays is US$560, the average price on weekends (Friday–Saturday) is US$745.

What are the best 4 star hotels with pools in Siesta Key?

There are many 4 star hotels in Siesta Key with swimming pool. Siesta Key Island Rentals (price from US$321) is very popular.

What are the best 4 star hotels in Siesta Key with bars?

For 4 star hotels in Siesta Key with bars, Siesta Key Island Rentals (price from US$321) is very popular.

What are the best 4 star hotels in Siesta Key with free Wi-Fi?

Beach Road (price from US$863) is a popular hotel with free Wi-Fi.

What are the best deals for 4 star hotels in Siesta Key?

Trip.com offers promotions and deals for 4 star hotels. You can visit the promotions page to find out what offers are available on Trip.com.

Hotel Info for Tourists

Number of Reviews 510
Total Properties41
Weekday Avg. PriceUS$560
Weekend Avg. PriceUS$745