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Vacation Rentals In Siesta Key, FL

Showing 20 Of 1258 Vacation Rentals

We Have 1258 Vacation Rental Offers Available In Siesta Key. Average Price Per Night Is $344.38. Find Your Vacation Home Today.

  • Property-1 Image 1
    Condo
    2/2 Condo on the Paradise of Siesta Key!
    Siesta Key, Florida, United States

    Beautiful Siesta Key vacation condo with 2 bedrooms and 2 bathrooms. One king bed, and two double beds, each bedroom has their bathroom attached. Master bath has a shower/tub combo, and the guest bath has a walk-in shower. Large and bright living room with sectional, dining room seats 6, 2 extra chairs available. Fully equipped kitchen.brbrTvs with cable in the living room and master bedroom. Free password protected wifi.brbra short 10 minute walk to the #1 beach ~ Siesta Key! 20 - 30 minute walk to the village where you will find restaurants, shops, and all the fun!brShort 20 minute drive to the nearest golf course. brbrHarbor Towers Yacht & Racquet Club is a resort style community. Amenities Include:br- Heated poolsbr- Har-Tru tennis courtsbr- Fitness centerbr- Gas grillsbr- Marinabr- Island gazebobr- Social room Read More

    2 Bed
    2 Baths
    Sleeps 6
    Select Dates for Price
  • Property-2 Image 1
    Wonderful
    (7)
    Condo
    Beautiful end unit-2b/2b Condo with a wonderful view of Siesta Key Beach
    Siesta Key, Florida, United States

    The incredible gulf views from this lovely beach retreat will take your breath away and welcome you to Siesta Key Beach . You will quickly understand why it has been named the #1 beach in the United States by Dr. Beach. You will relax as soon as you breathe in the ocean air and will leave refreshed and rested from your time spent in paradise. brbrThe unit will be undergoing a "facelift" in Nov & Dec with a fresh paint job and new vinyl plank flooring.brbrA great way to start your day is drinking a cup of coffee while watching the sunrise on the lanai overlooking the beach. The lanai is fully enclosed with both screens and glass doors (if you choose). Be sure to plan for many early morning walks along our famous beach and dig your toes in the white quartz sand. We are located .8 miles away from the popular Siesta Key Village. The Village offers a variety of restaurants, quaint shops and fun places to enjoy a cocktail or two. Sea shells and sand dollars can be found along the way! A free trolley is a great option after a day walking the beach which travels up and down the key. Enjoy the outdoor dining and live music in the Village or have a massage. brbrEnding the day watching the spectacular Siesta Key sunset, either from the lanai or the beach... it never gets old. Shades of pink, purple and orange paint the sky night after night! brbrYou will love the comforts of our 2 bedroom/2 bath condo. You’ll enjoy leather furniture, plush carpet and high end accessories. Each bedroom (1 king/1 queen) has it’s own en suite bathroom and a walk in closet. Our end unit offers extra privacy and additional sunshine through the extra windows. Once you park in the assigned covered parking spot, the front door is directly up one flight of stairs or elevator. brbrCrescent Royale offers a wonderful heated pool with lounge chairs and umbrellas, a newly remodeled exercise room and outdoor grills. The shuffleboard court and a pool table are fun for all ages! brbrWe have tried to provide all the comforts of home plus some fun vacation items including beach chairs and an umbrella, tennis racquets and new this year, pickleball racquets and a net to use across the street at the public beach tennis courts. Our fully equipped kitchen allows you to easily cook at home if you choose.brbrMany of our guests return year after year to our home away from home. We believe every day on Siesta Key is an incredible one and that you will love it as we do!br Read More

    2 Bed
    2 Baths
    Sleeps 4
    $230 / Nightly
  • Property-3 Image 1
    Exceptional
    (1)
    Private Vacation Home
    Relaxing Canal Home, just 2 blocks from Beach!
    Siesta Key, Florida, United States

    THIS IS THE HOUSE YOU'VE BEEN LOOKING FOR!! Relax, bring your suits & sunscreen we supply everything else for your dream vacation! Located steps away from one of the World's Best Beaches & a quick bike ride to Siesta Village. 4 bedrooms, 3 baths, heated pool, outdoor shower, & all the amenities of your own home. Perfect for families & restful getaways!brbrAlso includes free WIFI, smart TV's, & a fully stocked kitchen & laundry room.brbrFish, Kayak, boat or Paddle Board from our own private dock Read More

    4 Bed
    3 Baths
    Sleeps 8
    $795 / Nightly
  • Property-4 Image 1
    Condo
    Siesta Key Paradise retreat
    Siesta Key, Florida, United States

    Fully furnished, tastefully decorated 2 bedroom 2 bathroom condominium unit that sleeps four comfortably. This unit offers a nicely equipped kitchen, Cable TV, Wireless internet laundry facilities in the unit. Both bedrooms are suites with walk-in closets and separate 4 piece baths. The unit also has large office work area with room to spread out or great for artistic designing. This Gulf front condominium complex has a private beach, fishing pier, gulf front lounge area and is walking distance to the Siesta Key Village with it's friendly beach shops and restaurants. Complex has much Florida charm with lush old Florida landscape, hidden lakes and fountains to enjoy. A true vacation getaway, 30 night minimum stay is required. Read More

    2 Bed
    2 Baths
    Sleeps 4
    $149 / Nightly
  • Property-5 Image 1
    (11)
    Condo
    Lovely Rental in Siesta Key Village! Walk to Beach & Shops, WiFi/Cable, Outdoor Patio, Parking
    Siesta Key, Florida, United States

    This lovely updated condo lies in the heart of Siesta Key Village!! Perfect Location!! Adorable condo updated, light & bright is now available and ready for you. Minorga Complex in Siesta Key Village includes a community heated pool with only an 8 minute walk to the beach! Your choice of cafe's, restaurants, shops and nightlight are all only steps away from the end unit condo. Walk to a local's favorite, The Salty Dog, for a grouper sandwich and an ice cold beer, or Solorzano's Pizza, another fave only a 3 minute walk and the Beach Club Nightclub has live entertainment along with pool tables.....all just around the corner. Only an 8 minute walk to sink your toes in the white famous powdery sands of the Gulf of Mexico where you can lie under an umbrella and relax with a good book and cold drink! (walk to your choice of Public beach accesses) #3 and #5 are just 0.4 miles (8 minute walk) and #2 & #4 are just 0.5 miles (9 minute walk). Beach cart provided. brbrMinorga on the Gulf Highlights:brUpdated Lovely End Unit CondobrSteps to Cafes and Beachbr3TV's TotalbrCable/WiFibrBeach Accessories Included (Towels, Umbrella, etc)brKing Master with Cable TVbrGuest Bedroom Queen Bed with Cable TVbrLarge Flatscreen TV in Living Room, Streaming & CablebrCommunity Heated Pool (no grill)brKeyless Entry & Parking AvailablebrStainless Kitchen Includes, Pots, Pans and DishesbrCoffeemaker, Blender, Utensils (No Food Items)brPrivate New GE W/D Inside the Condobr8 Min Walk to Public Beach Access #5 and #3br9 Min Walk to Public Beach Access #4 and #2br6 Min Bike Ride to Siesta Key Beach & PavilionbrNo Smoking/Vaping Allowed Inside the CondobrbrbrEnter using one of two keyless doors as there is both a front and back door to use with parking available at both. The condo is beautifully updated in beach/nautical accents and sleeps 4 easily with 6 max using the living room sofa sleeper (queen). The living room has two sofas, one being green leather with a matching chair. There's a sliding door that leads out to the front, open patio. You have a large new LG flat screen TV with cable services and streaming available. WiFi throughout the unit is included. The kitchen has white cabinets and stainless appliances with tile flooring. It's stocked with dishes, glasses, coffeemaker, pots and pans to cook at home. No food items. Off the kitchen is a tall dining table for 6 where you can enjoy a sit down homemade prepared dish together. brbrBEDROOMS/BATH: Two bedrooms and one bath....the master bedroom has a beautiful king bed, closet, dresser, wall-mounted TV including cable and new wood engineered flooring. The guest bedroom has a queen bed, small LG flatscreen TV atop a dresser and closet. Also with new wood engineered flooring. The guest bath has a a solid stone vanity and single sink with a beautiful tiled shower stall in soft hues of beige & gray. You have both a handheld shower head and regular to use.br. brThis is a NO SMOKING or VAPING condo. brThis unit has street parking which is first come/first served. Complex parking here is restricted. brMany complexes do not allow boats, trailers, jet skis, kayaks, or golf carts. Ask prior to booking to confirm if your special vehicle will be allowed. No oversized vehicles are allowed including RVs, trailers, etc.brbrOne Small Dog considered with non-refundable pet fee. Must be house trained, well behaved and a non-aggressive breed. Contact us for approval and a pet rental agreement.brNo pets are allowed in the pool area.brAll pets must be approved. For approved pets, there is a nonrefundable pet fee. For bookings 6 nights or less, there is a pet fee of $50/day plus processing fee and taxes. For bookings 7 nights or more, there is a pet fee of $300 plus processing fee and taxes. Make sure to pick up after your dog.brWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day. Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable. brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer. Read More

    2 Bed
    1 Baths
    Sleeps 6
    $223 / Nightly
  • Property-6 Image 1
    Exceptional
    (1)
    Private Vacation Home
    Siesta Key beach Million dollar apartment
    Siesta Key, Florida, United States

    Wake up to the sounds of the ocean and the birds flying by. Watch the dolphins. Have coffee/tea on your private balcony. Enjoy the private beach. Take a stroll to the village-shops, restaurants, pubs abound. Come home to a beautiful new condo with a state of the art kitchen,2 bedrooms with private baths. Sit on the balcony and watch the sunset. Bedtime-watch TV on the big screen. Open the doors and listen to the ocean. Read More

    2 Bed
    2 Baths
    Sleeps 6
    $363 / Nightly
  • Property-7 Image 1
    Wonderful
    (5)
    Condo
    Updated Condo- Harbor Tower- 5 min walk to beach!
    Siesta Key, Florida, United States

    Everyone deserves their own slice of paradise! Find that right here, Harbor Towers. Our newly renovated 1 bedroom, 1 bath boasts an amazing view in our screened in porch overlooking the bay of Siesta Key. Enjoy some Prosecco or a cocktail and unwind with your loved ones or friends. The condo has just been freshly painted in soothing neutral colors, new floors and light fixtures, it’s outfitted in a blend of vintage and modern furniture, and has all new stainless steel appliances-quartz countertops.Just bring your bags, as we are fully stocked with all new bedding, towels, and kitchen ware. The condo complex has 2 heated pools on a gated patio. There are 3 outdoor grills for cooking steaks or your fresh catch of the day. We have a work out room and community room with billiards, a library and games. We are a five minute walk to the Siesta Key beach ( rated #1. Beach in USA), five minute drive to the “Village, where you can get everything from coffee, restaurants and night life, a five minute drive over the bridge into Sarasota and a twenty five minute drive from the airport. Come experience your own “Slice of Paradise”!brA 2 bed 2 bath also offered by us for larger groups, or extended families. Read More

    1 Bed
    1 Baths
    Sleeps 4
    $165 / Nightly
  • Property-8 Image 1
    (7)
    Condo
    Siesta Beach The BEST seaview from apartment
    Siesta Key, Florida, United States

    BEAUTIFUL apartment located directly on the No. 1 beach in the USA - Siesta Key! The apartment offers 2 bedrooms, living room with sofa bed and TV, fully equipped kitchen, two bathrooms with bath and shower, toilet, washing machine, tumble dryer. The dominant of the whole apartment is a balcony with a beautiful seaview. Crystal Sands also offers a private pool. Sarasota is 9 km from CRYSTAL SANDS. The nearest airport is Sarasota Bradenton International Airport, 16 km from the property. Read More

    2 Bed
    2 Baths
    Sleeps 6
    $541 / Nightly
  • Property-9 Image 1
    Exceptional
    (5)
    Private Vacation Home
    Beautifully Renovated on Siesta Key, WiFi/Smart TV, Screened Pool & Patio, Small Dog OK
    Siesta Key, Florida, United States

    NEW LISTING! Spectacular, fully renovated, private home on Siesta Key that includes a private swimming pool. You found what you're looking for! This 3 bedroom 2.5 bath private home is completely UPDATED and ready for you and your family. Accommodates up to 6 comfortably. Rent bikes during your stay because you're a short bike ride to Siesta Key Beach & Pavilion, voted #1 beach in the USA many times. Also the location is a short bike ride or very short drive to Siesta Key village where you can choose one of numerous restaurants from fine seafood to cheeseburgers and a beer all within the village! If you enjoy some night life, there's always live music for dancing and for entertainment. Grab a cup of coffee in the village before you take your morning beach walk, or drop in for some freshly made ice cream at one of the local ice cream shops for a special homemade treat anytime of day. We're sure you'll love spending your vacation at Sunkissed Pool home on Siesta Key! brbrSUNKISSED POOL HOME HIGHLIGHTS::brRenovated Beautifully- High-end HomebrPrivate Enclosed Pool (New Pool Heater installed. Pool heat extra)br3 Bedrooms, 2.5 BathsbrUpscale Large Stainless Kitchen w/Island, Overlooks PoolbrUse of Garage for One Small Vehicle brWiFi, Two Smart TV’s Streaming Only (no cable channels)brPrivate Full Size Washer and dryerbrElectric George Foreman GrillbrBeach Accessories (Towels, 2 Chairs, Umbrella and Cooler)brOnly 1.4 Mile Bike Ride to Famous Siesta Key Beach & Pavilion brOnly 1.8 Miles to Village Shops on Siesta KeybrbrStep into the spacious family room where you will find a large corner, reclining (optional) sofa that surrounds a large Smart TV (no cable). With the TV remote in hand, you are sure to feel right at home, relaxed and comfortable! Off the living room is the gorgeous half bath with pedestal lav & water closet with access to the backyard area. brbrEnjoy your own private social hour in the enclosed, screened swimming pool & patio area, where you can dine poolside if you prefer as there are 4 bar stools under shade plus an outdoor sofa and two loungers to nap on anytime you like! After swimming grab a soft, super-sized pool towel then hang on the wall-mounted rack to dry out overnight under the stars. The outdoor lanai is incredibly relaxing and private.brbrThis lovely home is decorated beautifully in serene hues of soft gray with splashes of color for accent. Wood engineered flooring throughout the home....the wall-mounted, self charging Dyson makes it easy to clean up any type of mess anywhere within the home without needing a plug. The kitchen has white & gray solid, natural stone counters with stainless LG appliances, pots, pans, dishes and glasses to prepare family meals. Just off the kitchen you have a dining room with a new wood table and cushioned chairs for six people to be seated together comfortably. The Bamboo window shades throughout the home are a big plus and simple to use. High speed internet throughout the house to support two Smart TV's to stream your favorite apps is included. No TV's in the bedrooms (dining & living room only).brbrBEDROOMS/GUEST BATH: The master bedroom has a KING bed, en-suite bath including a soaking tub with tiled shower and natural solid stone vanity for 2. It's spacious in size and includes a walk-in closet and sliding door that leads into the enclosed pool & patio areas. The 2nd GUEST BEDROOM has a QUEEN bed, is very spacious with custom closet and two sets of sliding doors; one of which leads you to the enclosed private pool & patio area. The beautiful guest bathroom is just outside the door. The guest bath has a solid stone vanity, and tiled shower stall with private access to the pool for your convenience. The 3rd GUEST BEDROOM also has a QUEEN bed, natural light with a custom built closet. brbrMonthly minimum property. GARAGE HEIGHT RESTRICTION TO 5’11” WITH use of the right side only for a small, regular height vehicle. A hatchback door may not be fully extended inside the garage due to the height restriction.brbrElectric pool heat will be $150 weekly to cover the cost of the heat. We can turn it on and off for you by the week.brbrBooking season? Book full months only e.g. Feb 1 - Feb 29 not Feb 15 - Mar 15. Ask if unsure. Please do not leave gaps in between bookings during the winter season. Those that do is subject to cancellation.brbrSecurity camera outside looking out to the driveway. Booking season? Please book entire months only - not mid-month to mid-month. brThis home is located in a zoning restricted area allowing one rental every 30 day period. brAbsolutely no smoking/vaping anywhere on the property except outside the pool area away from open doors/windows going into the home***brbrPre-approved Fur baby rules: Max weight 30 pounds. No aggressive breeds, no barkers or chewers.brAll pets must be approved so reach out to us first. This property allows 1 dog. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee for 1 pet. Make sure to pick up after your dog. Read More

    3 Bed
    3 Baths
    Sleeps 6
    $323 / Nightly
  • Property-10 Image 1
    Condo
    Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
    Siesta Key, Florida, United States

    This beach front condo is the perfect spot to enjoy America's #1 Beach, Siesta Key! Beautifully updated and remodeled with high end finishes though out, you are certain to enjoy all the Siesta Key lifestyle has to offer. This condo can comfortably sleep six, with a queen in the master, two twins in the guest bedroom and a queen sleeper sofa in the family room. Beautiful views of the white sand beaches of Siesta Key from nearly every room will greet you each morning! WIFI with a protected password is included for our guests.brbrLocated in the Casa Mar Community you will find lots of wonderful amenities! There are two heated swimming pools, shuffleboard, tennis courts and several bbq's and covered parking. Casa Mar offers it's guests a private beach (right out your front door) , two covered beach pavilions and beach chairs and a beach shower!brbrWe traditionally book on a weekly basis (Saturday to Saturday) or monthly basis. Rental periods outside of either of these are possible with 3 day rentals considered within 14 days of booking. Please contact us with information regarding custom rental periods.brbrWe require a 50% reservation deposit upon rental booking. There is also a cleaning fee of $100.00 for all stays and a $59.00 damage policy requirement. Read More

    2 Bed
    2 Baths
    Sleeps 6
    $325 / Nightly
  • Property-11 Image 1
    Excellent
    (5)
    Condo
    Updated Siesta Key Vacation Rental at Bay Oaks
    Siesta Key, Florida, United States

    Recently fully renovated and tastefully decorated 2-bedroom 2 bathroom 2nd Floor condo in the very desirable island community of Bay Oaks. Bay Oaks offers a heated pool, barbecue grill area, tennis courts, fishing area on the intra-coastal and pool table in the club house. Vacation on beautiful Siesta Key less than a ten-minute walk to the public beach access with provided beach chairs, towels, and cooler... everything you need to enjoy the pristine beach across the street. Located 1/2 mile from Siesta Key "South-end Village" with shopping, restaurants, and bars. If you are looking for even more selection, Siesta Key Village is also just 2 miles north. brbrStep inside and you will enter the main living area furnished with dining table with seating for 4 and the living room area furnished with comfortable lounge seating couches with a flat screen TV. The kitchen is fully equipped with fridge, stove, oven, dishwasher, and microwave. You will find that the home has all the cookware and dish-ware you need to make your stay comfortable. You can do your own laundry in this home, as there is a washer and dryer inside for your convenience! Around the corner you will find the guest bedroom and bathroom. The guest bedroom is furnished with queen-size bedroom set along with a twin to sleep your guests and family. The guest bathroom is equipped with tub/shower combo. Moving down the hall you find the master suite. The master bedroom is furnished with a king-size bedroom set and access to walk-in closet as well as the en-suite bathroom which is equipped with stall shower and double sink vanity. brbrThere is a handy free island trolley that runs the length of the island when you don't want to drive. You can also give a call to one of the "free rides".brbrWhether it be a family vacation or just a romantic couple getting away on holiday or a much-needed vacation, you can't go wrong.brbrNo pets allowed at this community. No smoking permitted in the condo. One carport is provided with additional guest parking if needed.brbrBay Oaks has a minimum stay restriction of 7 days Read More

    2 Bed
    2 Baths
    Sleeps 5
    $275 / Nightly
  • Property-12 Image 1
    Wonderful
    (12)
    Condo
    Bay View Condo, Walking Distance to Beach
    Siesta Key, Florida, United States

    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 walk 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. brMore amenities include tennis courts, billiard room, clubhouse, and sauna.brbrTop rated Siesta Key Beach is just minutes away--bike, walk, or take the free shuttle! Read More

    2 Bed
    1 Baths
    Sleeps 4
    $143 / Nightly
  • Property-13 Image 1
    Apartment
    Village Breeze III - Heated Pool, Private Patio, Village and Beach!
    Siesta Key, Florida, United States

    "Village Breeze III - Heated Pool, Private Patio, Village and Beach! -brbrThis is The Village Breeze, a Gertrude Rentals property. No car required! Enviable location on quiet street, with heated Pool, ground floor, near Beach, just 250ft to the world famous Siesta Key Village. A true favorite of initiated guests, and sure to provide a combination of fun and rejuvenation you won't find in other getaways. *If you prefer refundable bookings just email us to request the 6% Trip-Protection coverage.brbrThe Location – The possibilities are endless! Enjoy the best Beaches, Seafood, Drinks, Ice-Cream, Shopping, Oysters, Live-Entertainment, fresh-Donuts, Daiquiris, big-Breakfast, and the Coldest-Beer on the Island. Rare secluded street in the heart of Siesta Keys world famous Village. Just a short walk to two of the best beaches on the planet and only 250 feet to all the best of the Village. One of only four units in this building. The beaches at this location are the widest and have panoramic views of the gulf to the North-West-and-South and are the top spot in North America for viewing sunsets. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin's sand-dollars and “occasionally” giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. This is the only Siesta neighborhood where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes.brbrPossible Itinerary - Wakeup, decide if you will wear shoes today, then head to Sun Garden Café for a Crab Cake Benedict. Theirs is the best and they serve breakfast til 12 so there's no rush. Eat there Al Fresco, return to the pool, or walk over to the beach and look for dolphins, swim, bike, or just or just go back to sleep. This is a special spot so exploring a little will be worth your while. I like wading out to the sand bar at low tide. Bike rides on the beach are also amazing. Bike south to check out Point of Rocks or north and east to Big Pass. I usually skip lunch and have a 3PM happy hour meal at SKOB or the Hub, after drinking my fill I grab a real dinner, then walk back down to the beach to watch the sunset and digest. The sunsets are amazing, it's what leaf season in the north would be like if it happened every day, and if they had dolphins and great weather there. Now it's dark and you can go out or go to bed, but you have to make a decision. While deciding consider my grandmothers advice “Life is a string of pearls and you never know how many you have left.”- GVLJbrbrBear Gear - Correction for Air-b-n-b listings. We provide beach towels and beach chairs at every location, umbrellas and carts at most locations, and do not provide "snorkeling gear" at any locations. Sorry for the confusion. Snorkelling gear can be rented or purchased nearby.brbrSupport Post Booking - I understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking.brbrEvents - Many of our properties are wonderful locations for gatherings, unfortunately this unit cannot allow gatherings involving third party vendors or visitors outside your occupancy limit."brbr"Terms - *There is a 50% refund for bookings canceled 60 days before arrival. Bookings canceled less than 60 days before arrival are nonrefundable, but travel insurance is available for purchase on vacation rental bookings. *Events or gatherings involving outside vendors or guests are allowed with prior owner approval and event fees. *At properties containing shared areas, Guest agrees to keep them beautiful, peaceful and clean. *Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation."brbrCancellation Protection - Trip-Protection can be added to cover unexpected cancellations and accidental damages. Reservations with Trip-Protection receive a 60% refund when cancellation is made 30 days or more prior to scheduled check-in. Trip-Protection is an optional added cost of 6% of the booking total, and must be elected within 48 hours of booking and no less than 30 days prior to checkin. To add Trip-Protection to your booking just email us a request. To cancel a booking just email adding “cancel my booking"" in the subject, and the reservation number and guest name in the body. Bookings without Trip-Protection are welcome, but nonrefundable. Read More

    2 Bed
    1 Baths
    Sleeps 7
    $464 / Nightly
  • Property-14 Image 1
    Wonderful
    (10)
    Apartment
    The Village Breeze 6BR with heated Pool, near Beach, 250ft to Siesta Key Village
    Siesta Key, Florida, United States

    "This is The Village Breeze 6BR, a Gertrude Rentals property. No car required! Three 2BR units, two units are side by side, and the 3rd is directly across the pool. Enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village. A true favorite of initiated guests, and sure to provide a combination of fun and rejuvenation you won't find in other getaways. *If you prefer refundable bookings just email us to request the 6% Trip-Protection coverage.brbrThe Location – The possibilities are endless! Enjoy the best Beaches, Seafood, Drinks, Ice-Cream, Shopping, Oysters, Live-Entertainment, fresh-Donuts, Daiquiris, big-Breakfast, and the Coldest-Beer on the Island. Rare secluded street in the heart of Siesta Keys world famous Village. Just a short walk to two of the best beaches on the planet and only 250 feet to all the best of the Village. One of only four units in this building. The beaches at this location are the widest and have panoramic views of the gulf to the North-West-and-South and are the top spot in North America for viewing sunsets. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin's sand-dollars and “occasionally” giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. This is the only Siesta neighborhood where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes. brbrPossible Itinerary - Wakeup, decide if you will wear shoes today, then head to Sun Garden Café for a Crab Cake Benedict. Theirs is the best and they serve breakfast til 12 so there's no rush. Eat there Al Fresco, return to the pool, or walk over to the beach and look for dolphins, swim, bike, or just or just go back to sleep. This is a special spot so exploring a little will be worth your while. I like wading out to the sand bar at low tide. Bike rides on the beach are also amazing. Bike south to check out Point of Rocks or north and east to Big Pass. I usually skip lunch and have a 3PM happy hour meal at SKOB or the Hub, after drinking my fill I grab a real dinner, then walk back down to the beach to watch the sunset and digest. The sunsets are amazing, it's what leaf season in the north would be like if it happened every day, and if they had dolphins and great weather there. Now it's dark and you can go out or go to bed, but you have to make a decision. While deciding consider my grandmothers advice “Life is a string of pearls and you never know how many you have left.”- GVLJbrbrBear Gear - Correction for Air-b-n-b listings. We provide beach towels and beach chairs at every location, umbrellas and carts at most locations, and do not provide "snorkeling gear" at any locations. Sorry for the confusion. Snorkelling gear can be rented or purchased nearby.brbrCancellation Protection - Trip-Protection can be added to cover unexpected cancellations and accidental damages. Reservations with Trip-Protection receive a 60% refund when cancellation is made 30 days or more prior to scheduled check-in. Trip-Protection is an optional added cost of 6% of the booking total, and must be elected within 48 hours of booking and no less than 30 days prior to checkin. To add Trip-Protection to your booking just email us a request. To cancel a booking just email adding “cancel my booking"" in the subject, and the reservation number and guest name in the body. Bookings without Trip-Protection are welcome, but nonrefundable.brbrSupport Post Booking - I understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking. brbrEvents - Many of our properties are wonderful locations for gatherings, unfortunately this unit cannot allow gatherings involving third party vendors or visitors outside your occupancy limit."brbr"Terms - *There is a 50% refund for bookings canceled 60 days before arrival. Bookings canceled less than 60 days before arrival are nonrefundable, but travel insurance is available for purchase on vacation rental bookings. *Events or gatherings involving outside vendors or guests are allowed with prior owner approval and event fees. *At properties containing shared areas, Guest agrees to keep them beautiful, peaceful and clean. *Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation." Read More

    6 Bed
    5 Baths
    Sleeps 21
    $1,026 / Nightly
  • Property-15 Image 1
    Excellent
    (4)
    Condo
    Anchorage Resort 9th Floor 2-Bedroom Condo with Balcony- Gulf Views! Pool, Beach
    Siesta Key, Florida, United States

    The Anchorage Resort on Siesta Key - includes resort amenity access!brOur 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.brbr* Anchorage Resort Condo br* 2 bedrooms / 2 bathroomsbr* Ninth Floor Condo with balcony overlooks North-Western Siesta Key- Gulf Views!br* Fully equipped Kitchen with seating for 4 at the dining tablebr* Beach Supplies include- 2 Chairs, Beach Towelsbr* Community Saltwater Pool- Largest pool on the Key!br* Gated Communitybr* Siesta Key Trolley- free pickup in front of the resort entrancebr* Private Beach access to Crescent Beach across the streetbrbrBEDROOMS (Ninth Floor Condo)brBedroom 1: One King Bedroom (Ensuite Bathroom) / Balcony Access / 36" TVbrBedroom 2: One Queen Bedroom / Balcony Access brbrThe Anchorage Resort Amenity Access Included with Rental:br* Olympic-Size Saltwater poolbr* 3 Lighted Tennis Courts- Can turn into Pickleball courtsbr* Shuffleboardbr* Community BBQ areabr* Individual Picnic areas along the Canal/Intracoastal Waterwaybr* Exercise Roombr* His and Hers Saunasbr* Bike Racks (subject to availability)br* Boat Dock/Seawallbr* Coin-Operated Washer/Dryer on Each FloorbrbrPool Information:br- Community Poolbr- Saltwaterbr- Heated in winter monthsbrbrResort Parking Rules:brThe resort allows a maximum of 2 cars.brVehicles must be registered with the front office during office hoursbrbrHOA Rules:brLead guest must be age 25 or older. ID is checked upon registration at the resort.brNo petsbrJanuary 1- April 16 Rentals are 7-nights beginning and ending on Saturday onlybr br brDistances from Resort to Shopping & Attractions:br* Daiquiri Deck South Siesta Key- 5-minute walk across the streetbr* Crescent Beach Private Beach Access- 7-minute walk across the streetbr* Toasted Mango Cafe - 9-minute walkbr* Siesta Key Watersports - .6 milebr* Siesta Key Village- 2.7 (trolley stop)br* Publix at Sarasota Pavilion- 1.4 milesbr* Marie Selby Botanical Gardens - 6 milesbr* Sarasota Bradenton Airport (SRQ) - 11 milesbr brWhy Choose this Rental?br- Professionally managed to serve all your needsbr- Management company has over 26 years of experience hosting well over 200,000 familiesbr- Go straight to your rental with online email check-inbr- 24/7 on-call maintenancebr- Free On-Site Parkingbr- Smoke-free and pet-free for your comfortbr- Towels and linens are providedbr- Complimentary WiFibr brOur Starter Welcome packet supplies:br- 2 rolls toilet paper per bathroombr- 1 hotel-size bar soap per bathroombr- 1 hotel-size shampoo/conditioner per full bathroombr- 1 roll paper towelbr- 2 packet dishwasher detergentbr- Size 13-gallon Trash bagsbrAny supplies beyond this are up to the guest to replenish, we do not restock these items. brNo salt/pepper or cleaning supplies are stocked due to safety issues. brThis is an industry-standard practice.br brFOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights)brWe will collect a $1,500 deposit.brBalance is due 60 days prior to arrivalbrIf canceled 91 days or more prior to arrival - $250 is refundable.brIf canceled 89 - 61 days prior to arrival - the entire $1,500 is non-refundablebrNo cancellation or modification 60 days or less prior to arrival. Read More

    2 Bed
    2 Baths
    Sleeps 4
    $186 / Nightly
  • Property-16 Image 1
    (30)
    Private Vacation Home
    Siesta Key Beach House Just Steps To Beach And Village -
    Siesta Key, Florida, United States

    Location - 1 block to Siesta Key's Public Beach and in about 0.5 miles to Siesta Key downtown / Village.brThis bright and amazing 3 bedroom / 3 baths pool home offers an open floor plan. The saltwater pool is surrounded by a screened-in lanai. This home also has beautiful Plantation shutters, bamboo flooring and updated amenities. It comes with a queen bedroom & a full bath ( walk-in shower & grab bars.) Twin bedroom with a full bath (walk-in shower) and the master bedroom, king bed, full bath (tub & grab bars) and a double vanity. The spacious eat-in kitchen is fully equipped and great for family entertaining's. A gas grill is available and guests are responsible to replace gas tank if its empty. Property is completely fenced in for privacy. brOther things to notebr**No partiesbr**No smoking indoorsbr**No petsbr**No glass by the poolbr**Please respect the home & neighborsbrbrWhen booking PLEASE provide your email info and cell phone number otherwise we are unable to send you the arrival and departure instructions! Read More

    3 Bed
    3 Baths
    Sleeps 6
    $375 / Nightly
  • Property-17 Image 1
    (11)
    Condo
    Snowbird-friendly condo with a pool, saunas, hot tub, tennis, & washer/dryer
    Siesta Key, Florida, United States

    Bay Oaks 75brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis meticulously maintained condo boasts fantastic amenities, space for all, and plenty to do. At home, snuggle up on the sofa and stream your favorite shows. Spend time with an ice cold beverage on the screened lanai and enjoy the view. Prepare meals together in the well-equipped kitchen and gather around the table that seats six to enjoy a meal together. brbrOther highlights include a private washer/dryer, high speed WiFi, and a Murphy bed in the living room. brbrGet the full vacation experience without ever leaving the condo complex. Make use of the onsite amenities including a pool, hot tub, sauna, and tennis court. Along the bayside, there is a grilling and picnic area amongst the mature oak trees where you can enjoy your view of the boats passing by on the Intracoastal Waterway.brbrWith beach access less than one mile west of the property and plenty of on-site amenities to enjoy, this condo will be the perfect spot for your Florida vacation.brbrRESORT AMENITIESbr-Grill and picnic tablesbr-Saunasbr-Poolbr-Hot tubbr-Tennis courtbr-Pool tablebr-DockbrbrTHINGS TO KNOWbrGuests must use their own accounts to access streaming platforms. brbrParking notes: There is free parking available for 1 vehicles.brThis rental is located on floor 5.brbrDock details: Shared - within complex.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the "Rental Agreement" on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.brbrState/province permit number: CND6804942brCounty permit number: 990010137130 Read More

    1 Bed
    1 Baths
    Sleeps 4
    $202 / Nightly
  • Property-18 Image 1
    Exceptional
    (1)
    Condo
    Upgraded 1 Bed/1 Bath Ground Flr, #1 Siesta Beach
    Siesta Key, Florida, United States

    White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.brPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS.brOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos!brOur unit has an assigned carport. brWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village.brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-floridabrbrSORRY, NO PETS.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKING.brbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers.brOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading.brPublic tennis/pickleball courts are just across the street.brFour lighted gas grills, on the White Sands property, are available for your use.brOne covered parking space is provided for each unit, with additional parking available.brLaundry facilities are available at four locations.brLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units.brSit by the peaceful lagoon connected to the Intracoastal Waterway.brIn addition to the stunning Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You’ve got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you!brCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life.brTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It’s also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant.brSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment. Read More

    1 Bed
    1 Baths
    Sleeps 4
    $147 / Nightly
  • Property-19 Image 1
    Wonderful
    (20)
    Villa
    Siesta Key 3 Bedrm, 3½ bath Villa sleeps 8 with 2900sq ft
    Siesta Key, Florida, United States

    Siesta Key 3 Bedroom, 3 ½ bath, 2900 Sq Ft.brWe are now offering our 3 bedroom 3 1/2 bath Villa with Wi-Fi throughout for you to enjoy your stay in Siesta Key. Just 1 block from the beach and 2 blocks to The Village makes this the perfect location for your beach vacation. Walk to the beach in under 5 minutes. Our luxurious Villa has a spacious 2 car garage. Your private elevator makes it easy to get around the house and is great for taking in groceries, luggage from the garage to all floors and up to the rooftop. The villa has high ceilings.brThe main floor has the laundry room, bathroom, kitchen, large family room, big screen TV, dining area with seating for 6 and a kitchen island that seats 6. A screened in patio is just off the kitchen with a patio table that seats 4. The kitchen has modern appliances including a wine cooler and stocked with everything you need to prepare meals or entertain.brThe 3rd floor has 3 bedrooms and 2 full bathrooms. Both guest bedrooms are tastefully decorated, share a full bathroom have queen beds, large closets and TVs with a lounge chair in the main quest room The spacious plush carpeted master bedroom features French doors to a walk-out balcony overlooking the pool, king size bed, office desk, Wi-Fi Printer, 2 large his and hers walk in closets, spacious bathroom with an oversize bathtub, granite top double sink vanity, large mirror and walk in shower.brIf you want to kick back, watch the game or hang out take the stairs or elevator to the top floor [rooftop]. Here you have a wet bar with mini fridge, microwave, ice maker, large TV, full bathroom and a couch that can fold out to a queen bed should you decide to use the room as a fourth bedroom. From here, grab a cocktail and go out on the large roof top and sit around the firepit with friends and family or relax in the lounge chairs and enjoy the partial view of the gulf and the sounds of Siesta Key.brThe pool is right off the garage door. It is heated during the winter [cool] months. Its a shared pool.br Ready to go to the beach - grab the beach buggy and load it up with beach chairs and all the toys we have available and stroll down to the beach.. When you get back there is an outside hot water shower next to the door to wash off your flip flops and the beach sand between your toes. ENJOY.br br2 pack and playsbrhigh chairbrsmall baby rocker chairbr2 baby fences brkids folding table with 2 chairsbrBeach wagon, towels, chairs and umbrella brPing pong tablebr4 bikesbrair pump on wallbrWine fridge coolerbr2 microwavesbrGas grill Read More

    3 Bed
    4 Baths
    Sleeps 8
    $650 / Nightly
  • Property-20 Image 1
    Exceptional
    (6)
    Private Vacation Home
    Siesta Key 2 Bed/2 Bath Condo - 5 min walk to the Beach
    Siesta Key, Florida, United States

    Perfect location, 2 blocks (five minutes) to beach, 2 bedroom/2 full bathrooms, updated kitchen, swimming pool on property, private parking, several restaurants in walking distance. Enjoy the Siesta Key beaches and explore the local food scene! Read More

    2 Bed
    2 Baths
    Sleeps 4
    $250 / Nightly
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Siesta Key Tourist guide :

What are the most popular tourist destination in a SIESTA KEY ?

Siesta Key, located on the southwestern coast of Florida, is a popular tourist destination known for its gorgeous white sand beaches, crystal clear waters and vibrant nightlife. Visitors to this stunning coastal paradise will find an array of activities to enjoy, from water sports and beachside sunbathing to exploring the local shops, restaurants and historical landmarks.

One of the most popular attractions in Siesta Key is its famous Crescent Beach. This stunning stretch of sand is lined with beach bars, restaurants and cafes, and is perfect for swimming, sunbathing, and picnicking. For those looking for a more secluded beach experience, nearby Turtle Beach offers a quieter atmosphere, miles of hiking trails, and fishing opportunities.

Another must-visit spot in Siesta Key is the Siesta Key Village, a charming strip of shops, art galleries, and restaurants that offers something for everyone. Visitors can browse local beachwear and souvenir shops, enjoy fresh seafood and other local delicacies, and take in the beautiful coastal scenery.

For those seeking a bit of history and culture, the Siesta Key Historical Society offers guided tours of the island's many historic landmarks, including the Siesta Key Chapel and the historic Siesta Key Beach Pavilion. The area is also home to several art galleries and small museums, showcasing the works of local artists and the area's rich cultural heritage.

Those looking for adventure will also find plenty to do in Siesta Key, from kayaking and paddleboarding to fishing and boat tours. Visitors can also explore the area's many nature preserves, including the beautiful Myakka River State Park, which offers miles of hiking trails, birdwatching opportunities, and stunning views of the area's unique wildlife and ecosystems.

Overall, Siesta Key is a must-visit destination for anyone looking for sun, sand, and fun in the beautiful state of Florida. With its stunning beaches, rich cultural heritage, and endless opportunities for adventure and exploration, it's no wonder why so many visitors return to this coastal paradise year after year.

What is the average price per night in SIESTA KEY ?

Siesta Key, Florida is a dream destination for many travelers. With its white sandy beaches, crystal clear waters, and plethora of outdoor activities, there's no wonder why. If you're planning a trip to Siesta Key and are wondering about the average price per night for a vacation rental, here's what you need to know.

The average price per night for a vacation rental in Siesta Key varies depending on a number of factors. The time of year you visit, the location of the rental, and the size and type of rental you choose all play a role in determining the cost. However, on average, you can expect to pay around $250-$300 per night for a vacation rental in Siesta Key. Keep in mind that this is just an estimate, and prices can go up or down depending on the factors mentioned earlier.

Ultimately, Siesta Key is a wonderful place to vacation, and there are plenty of affordable vacation rental options available. When planning your trip, do your research and book in advance to ensure that you find the perfect rental that fits within your budget.

When is the best time to holiday in SIESTA KEY ?

Siesta Key is a picturesque barrier island located on the Gulf of Mexico in Florida. It's renowned for its crystal-clear waters, powdery white sand, and breathtaking sunsets. The climate in Siesta Key is classified as humid subtropical, meaning hot summers and mild winters. The best time to visit Siesta Key is from late October to mid-May when the temperatures are moderate and the crowds are thin.

Winter in Siesta Key is a perfect time to escape the cold weather up North as temperatures range between 60-70°F. The sea is still warm enough for swimming, making it an ideal winter escape. During spring and autumn, Siesta Key has mild temperatures with minimal rainfall, making it the perfect time for outdoor activities like kayaking, fishing, and hiking.

Summer in Siesta Key is hot and humid, with average temperatures ranging from 80-90°F, but the island ambiance, beach activities, and refreshing sea breeze make it a favorite time for tourists. Ensure to bring light clothing, sunscreen, and drinking water when coming between June and September.

In conclusion, Siesta Key is a year-round destination, but the best times to visit are from October to May. The mild temperatures, fewer crowds, and affordable prices make it the perfect place to relax and unwind.

What are the most popular things to do in SIESTA KEY ?

Siesta Key in Florida is known for its crystal-clear turquoise waters, white sand beaches, and easy-going vibes. It is an ideal destination for those looking to relax and unwind. Apart from soaking up the sun and sea, there are various other things to do in Siesta Key. Here are the top activities that will make your vacation both fun and enjoyable.

Beaches- The top thing to do in Siesta Key is to visit its pristine beaches, and they are even a winner of many awards. Siesta Public Beach is one of the most popular beaches. With its wide coastline, clear water, and beautiful sunsets, it's an ideal place for swimming, sunbathing, or a game of frisbee.

Water Sports- Siesta Key is famous for its water sports. There are several water sports activities available such as kayaking, paddle-boarding, parasailing, and jet skiing. These activities are suitable for both beginners and experienced adventurers.

Fishing- Fishing is also a fantastic experience in Siesta Key. It's a great place to do some fishing with friends and family. Whether fishing from the beach or going on a charter trip, Siesta Key offers amazing opportunities for deep-sea fishing.

Walking Tours- Walking tours are a great way to see Siesta Key and gain knowledge about its history and culture. Walking tours take you through the village and offer you a glimpse into the lifestyle of the locals. Island Walks, run by local residents, is one of the best walking tours in the area.

Restaurants- Siesta Key's dining scene is famous for its seafood dishes and local delicacies. You will find a wide variety of restaurants, bars, and cafes offering everything from casual to fine dining experiences.

In conclusion, Siesta Key offers something for everyone, from exciting water activities to relaxing beach lounging and amazing culinary experiences. Come to Siesta Key and have a memorable vacation.

Most popular vacation rentals in Siesta Key

  • thumb
    $ 289.00 avg/night
    8
    • 2 Beds
    • 2 Baths
    • 4 Guest(s)
    Siesta Key Beach - Luxury 2 BR 2BA 5th Flr. Condo - Crescent Royale Condominiums Siesta Key, Florida, United States

    Stunning views of the Gulf of Mexico's Siesta Key Beach. Dr. Beach's #1 rated beach in the U.S."... Read More

  • thumb
    $ 209.00 avg/night
    4
    • 2 Beds
    • 2 Baths
    • 6 Guest(s)
    SHORT WALK TO VILLAGE, BEACH - HEATED POOL - LUSH LANDSCAPING. TWO UNITS. Siesta Key, Florida, United States

    Located on the Voted number "#1 beach in America" famous Siesta Key in Sarasota, Florida, the... Read More

  • thumb
    $ 191.00 avg/night
    10
    • 1 Beds
    • 1 Baths
    • 4 Guest(s)
    Newly renovated. Gulf-side condo. Your own private beach directly on Siesta Key. Siesta Key, Florida, United States

    Here's your family's perfect opportunity to enjoy Siesta Key, the country's best beach, within... Read More

  • thumb
    $ 122.00 avg/night
    3
    • 2 Beds
    • 2 Baths
    • 4 Guest(s)
    Serenity on Siesta Key with access to beautiful gulf waters and close to Village Siesta Key, Florida, United States

    Welcome to our little piece of paradise in the botanical setting of Sandy Cove. There are two... Read More

  • thumb
    $ 232.00 avg/night
    20
    • 3 Beds
    • 2 Baths
    • 6 Guest(s)
    Spectacular Waterfront - Panoramic Views of Intercostal 3Bed- 2 Bath Siesta Key, Florida, United States

    This spacious first floor waterfront condo has over 1879 sq. of indoor/outdoor living space.... Read More

  • thumb
    $ 162.00 avg/night
    1
    • 1 Beds
    • 1 Baths
    • 4 Guest(s)
    New Rental w/Private Beach, Modern Stand Alone Unit, WiFi/Cable, Fishing Pier, W/D, Stairs to Unit Siesta Key, Florida, United States

    New available for season 2024!!!New Listing on Siesta Key!! Sandy Cove is located on the Gulf's... Read More

  • thumb
    $ 257.00 avg/night
    6
    • 2 Beds
    • 2 Baths
    • 6 Guest(s)
    ?? Updated 2/2 Condo ~ Wifi Pool Private beach access! Siesta Key, Florida, United States

    Welcome to ???? ???? at Siesta Dunes! Kick off your shoes, grab a drink and enjoy the palm view... Read More

  • thumb
    $ 413.10 avg/night
    3
    • 1 Beds
    • 1 Baths
    • 4 Guest(s)
    Sea Dream | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! Siesta Key, Florida, United States

    Welcome to Sea Dream, the perfect destination for small families or couples looking for an... Read More

  • thumb
    $ 350.00 avg/night
    2
    • 3 Beds
    • 5 Baths
    • 7 Guest(s)
    Beachfront Home with Gulf Views Siesta Key, Florida, United States

    Our beach house located on the gulf side of Beach Road is directly on Crescent Beach with gulf... Read More

  • thumb
    $ 166.00 avg/night
    1
    • 1 Beds
    • 1 Baths
    • 4 Guest(s)
    Cute One Bedroom Suite at Bianco Sands Siesta Key!! Siesta Key, Florida, United States

    Retreat to this amazing “Sea”-cluded gem tucked into the lovely Bianco Sands complex. This 1... Read More

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