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Experience the beauty of coastal living at Excelsior Penthouse six, a lovely gulf front sanctuary on the shores of Siesta Key. From your sixth floor home, enjoy stunning ocean views and easy beach access. This comfortable two bedroom residence offers families a wonderful retreat, featuring a relaxing...
Distance to beach: 0.5 miles to Siesta Key Main Beach
Key Amenities
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Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo,...
Featured review
Thank you again, Barbara and Angelo, for providing your vacation home for our annual trip to Siesta Key. November is our favorite month there, with perfect temperatures and a tranquil setting. The property...
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This lovely penthouse condo is in one of Siesta Key's luxurious complexes. The Crescent offers luxury living at its finest. Bask in the spectacular view of the world famous Crescent beach on Siesta Key from this 3 bedroom/3 bath beachfront condominium with open-air balcony, living room, kitchen and...
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Very nice 4 Bedroom home on a canal just about 5 blocks to Siesta Village. offering: 1 car garage, Duet washer/dryer, Private pool, decorated with a Island flare. Tile throughout with granite and stainless steel kitchen appliances. Beautiful setting pool and patio overlooking canal with boat dock. (Boat...
Key Amenities
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EXPERIENCE LUXURY AT IT'S FINEST IN THIS STUNNING 2ND FLOOR CONDO WITH PARTIAL GULF VIEW FROM SIDE BALCONY. BACK PATIO OPENS UP TO ONE OF THE TWO POOLS AND FEATURES A GORGEOUS OUTDOOR KITCHEN. KITCHEN HAS GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, AND NEW WOOD FLOORING IN ALL BEDROOMS. LARGE...
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Distance to beach: 0.3 miles to Siesta Key Beach
Key Amenities
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Tropical Hideaway – Your Private Oasis in Siesta KeyEscape to the serene beauty of Siesta Key with a stay at the Tropical Hideaway, a secluded 2-bedroom, 1.5-bath bungalow nestled in the heart of the tranquil Palm Island neighborhood. Just a short stroll from the pristine Siesta Key Beach and...
Featured review
Choose this home for its fantastic location, hosts and amenities - easy walk to the beach or downtown Siesta Key, but feels miles away from the crowds in its tropical setting.The home was perfect for...
Key Amenities
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Discover your Siesta Key oasis! This gorgeous 4-bedroom, 3-bath house boasts a private pool, updated interiors, and a prime location near the beach. Enjoy a fully-equipped kitchen, high-speed internet, and a spacious layout that comfortably sleeps 10. Relax on the covered lanai, soak up the Florida sun,...
Key Amenities
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Come relax in this quiet bayside complex surrounded by whispering oaks. 2 bedroom/2 bath unit is locate on the 3rd floor. Complex offers heated pool (Nov. through April), tennis, full laundry facility at complex, community room and small pier for fishing. Wood floors throughout with leather furnishings...
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Indulge in a luxurious stay at this completely renovated home in the center of the island, offering a private pool and a tranquil atmosphere. , you can immerse yourself in the beauty of this home. This home is ideal for families with children and infants, providing a perfect blend of comfort and convenience....
Distance to beach: 300 feet to Siesta Beach
Key Amenities
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This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes...
Featured review
We had a great week despite the heat of summer. This house although dated was clean, cool and comfortable. It was a two minute walk through the back yard to the sand. We had a few minor house keeping...
Key Amenities
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Indulge in a luxurious escape at this contemporary Siesta Key home. Featuring 4 bedrooms, 4 full bathrooms, and an elevator, this stunning property offers the perfect blend of comfort and style. Enjoy a private backyard oasis with a swim/spa, and stay connected with included Wi-Fi. This home is ideal...
Key Amenities
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Beautiful Crescent 2 bedroom penthouse with partial beach views, large balcony overlooking pool area in the center of the complex. Additional beach front pool also offered. Equipped with hardwood floors, large kitchen and laundry. 3 TVs, WIFI. Complex offers fitness center, 2 parking spaces and located...
Key Amenities
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Escape to the island and experience the #1 Beach in the USA! This updated end unit condo offers a spacious floor plan with a pool and is just two blocks from the award-winning white sand beaches. Enjoy convenient access to shopping and the shared laundry facilities. Assigned parking. No smoking. No pets....
Key Amenities
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Updated 1 bedroom, 2nd Floor unit in Siesta Village offers great location just two buildings from the beach and 1 block into the village with restaurants and shopping. Peek-a-boo Gulf view from front porch. The unit offers tile floors, leather furniture, updated kitchen and TVs in living room and bedroom....
Featured review
We had a great vacation here! Condo was very nice, clean and well supplied. Close to Siesta Village, Beach and within walking distance of almost everything. A definite hidden treasure!
Key Amenities
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Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. Completely remodeled, 1 bedroom/1 bath, 1st floor condo with private screened lanai with new pergo floors and new kitchen. Washer/dryer in unit located just one block from the shops and restaurants...
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Tucked away amid the tropical tranquility of Siesta Keys Grand Canal, this remodeled home delivers on design, location and lifestyle. Featuring four bedrooms, two-and-one-half baths and washer & dryer. Please note that the garage and boat dock is not available but there is plenty of parking in the...
Distance to beach: 4 miles to Siesta Key Beach
Key Amenities
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Create memories with friends and family at this unique, and spacious property only 10 minutes from Siesta Key Beach. It is perfect for large groups or reunions as this house includes separate living spaces and has a total of 13 beds. Right behind the main house, you will find a fun area to relax, play...
Featured review
The Homes were in incredible locations tranquil and quiet. There were hidden gems everywhere, restaurants, jet skiing and small coffee shops to name a few. Water was easily accessible for fishing and swimming....
Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach
Key Amenities
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*Calendar month rentals only*July-November (monthly lease) - $3500 per month plus utilities and tax. December - $7900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 days prior for monthly rentals. Check the...
Featured review
I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors...
Key Amenities
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Escape to paradise in this stunning Siesta Key house! Featuring a private pool, waterfront views, and a prime location near the beach, this 3-bedroom, 3-bathroom home offers the ultimate luxury getaway. Enjoy modern amenities, a fully equipped kitchen, and spacious living areas, perfect for families....
Key Amenities
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Escape to paradise in this stunning two bedroom apartment located just steps away from the pristine white sands of Siesta Key Beach. This modern coastal retreat is designed for comfort and convenience, featuring a spacious layout with a king bed, a queen bed, and a full bed, making it the perfect choice...
Key Amenities
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Escape to paradise in this stunning newly renovated beachfront condo on Siesta Key! Enjoy breathtaking ocean views from the living room and both bedrooms. Relax on the large lanai, or get cozy in the large living room furnished with comfortable leather seating. This popular unit offers TVs in each bedroom...
Featured review
Room was very nice and clean, kitchen well stocked with washer and dryer. Best thing we could open the door and you were right on the beach. So convenient for the kids and adults to run up to the condo...
Distance to beach: 0.1 miles to Siesta Beach
Key Amenities
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Our new unit are truly a site to see. 2 BR / 2 BATH completely remodeled, newly furnished unit with fully equipped kitchen, cable TV, WiFi, and washer/dryer. Enjoy a Resort Style pool area beautifully landscaped with 2 Tiki Bars and plenty of space to work on your tan! Not to mention a grassed area for...
Featured review
Roomy, very clean, very accommodating staff. Pool was super clean and warm. Walk to everything., don't need a rental car!
Key Amenities
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Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award-winning white sand beaches await. Beautiful first floor, 1 bedroom w/den in Bayside community of Bay Oaks. 3 TV's. Sleeps 4 (King in master bedroom, den has a twin bed and living room has a sleeper sofa. Complex offers swimming...
Key Amenities
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This 2nd floor luxury beachfront condo is updated with designer furniture and furnishings. Fully restocked kitchen with granite countertops and stainless steel appliances. 3 bedroom/3 bath direct beach and pool views from either of the two balconies. Access to small workout room. Washer/Dryer in unit...
Key Amenities
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Welcome to our home on beautiful Siesta Key. Located within Harbor Towers Yacht & Racquet Club. This spacious two-bedroom, two-bathroom condo offers a premium setting suitable for long stays and just moments from the beach, the village, and the best of island life.This property has been a place...
Key Amenities
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Quaint 1 bedroom bungalow with Murphy bed that folds into the wall during the day providing additional living space. Living room w/leather furniture, French doors open to a private brick patio. 2 Smart TVs (43-inch in living room and 32-nch in bedroom). Kitchen offers a mini convection oven w/ burners...
Featured review
Walkable to Sneaki Teki , 7 eleven and a 5 minute walk to the beach. They offered beach chairs and umbrellas. Great responsive hosts.
Distance to beach: 200 yards to Siesta Key Crescent Beach
Key Amenities
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SIESTA SUMMER SAVINGS! RECEIVE 10% OFF YOUR SUMMER STAY BETWEEN 5/30/26 AND 8/29/26 WHEN BOOKING DIRECTLY ONLINE AT THE ANCHORAGE YACHT & TENNIS CLUB IN-HOUSE RENTAL PROGRAM WEBSITEWe invite you to stay in our spacious 2 bed 2 bath condo, 'Siesta Chillin', across from the beautiful crystal...
Featured review
We stayed at the Anchorage in unit 305. It faces the city and the inner coastal lagoon. We were treated to a dolphin show one evening when they entered the lagoon searching for food!! This location...
Key Amenities
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Welcome to our newly renovated two bedroom, one bath, ground floor condo on Siesta Key. Located on the IntraCoastal side there is a waterway on the property. Private access to the beach right across the street. Best of both worlds! Heated pool, tiki bar/grill, and fishing pier on the property. Halfway...
Key Amenities
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Experience refined coastal living in this newly refurnished 2BR/2.5BA condo, where luxury meets relaxed island charm. Enjoy elegant décor, 800-thread-count linens, and a gourmet kitchen with granite and stainless steel. Sip coffee on the balcony with a Gulf breeze, unwind by two pools, or stroll...
Distance to beach: 0.7 miles to Siesta Key
Key Amenities
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House of Siesta: our home by the coast. We’re opening our doors not to a regular rental but to our own home, created with love so guests can feel truly at home too. Just 0.7 miles from the #1 beach in the USA and minutes from Siesta Village, it’s spacious, welcoming, and perfect for two families...
Key Amenities
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Welcome to paradise! Your oasis awaits you. 4 bedrooms, 2.5 bath luxury townhome with a private pool is just 1 block from Siesta Village and only 2 blocks from the beach! Five star amenities include; Fully stocked gourmet kitchen with granite counter tops, top of the line stainless steel appliances, laundry...
Distance to beach: 0.5 miles to Siesta Key Beach
Key Amenities
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Fern Haven studio bungalow is a Key West-style studio efficiency. It is comfy, cozy, bright, and airy, with French doors onto a deck overlooking gardens and a brick patio dining area. It has a large mirrored doored closet and under-bed drawers for ample storage. The kitchen is fully equipped with all...
Featured review
This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where...
Key Amenities
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Available November 1, 2026 through March 15, 2027. The ideal rental is the full seasonal period, although other stays of two months or longer may be considered.Spend the winter where everything is within walking distance.Welcome to your home away from home in Villa Navarra, an intimate 16-unit...
Key Amenities
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Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. 4th floor unit is 1 bedroom, 1 bath on the corner with a washer/dryer. Complex offers community pool, tennis and community room. 1 assigned covered parking spot. Unit has 2 TVs, high-speed internet....
Distance to beach: 0.5 miles to Siesta Beach access 7
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The Canal Place Bungalow Old Florida Charm on the Water in Siesta KeyEscape to the timeless beauty of Siesta Key with a stay at Canal Place, a spacious 2-bedroom, 2-bath bungalow full of vintage Florida character. Nestled along a peaceful canal with its own dock, this retreat blends classic charm...
Featured review
I am thoroughly enjoying my stay at Siesta Bungalows!!! My place is clean, quiet, and in a fabulous location!! I am about a 5 minute walk to the village and only a 7 min walk from the breathtaking Siesta...
Key Amenities
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Escape to this charming 3-bedroom house on Siesta Key, offering a private pool and a 2-car garage just a short distance from the beach. Enjoy amenities like a fully-equipped kitchen and a charcoal grill, which is perfect for family gatherings. With multiple TVs and high-speed internet, relaxation is guaranteed....
Key Amenities
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Escape to paradise in this stunning 2-bedroom apartment directly across from the pristine white sands of Siesta Key Beach! This modern coastal retreat features a king bed and two full beds, perfect for families or groups. Enjoy the convenience of included Wi-Fi and the tranquility of a non-smoking environment....
Key Amenities
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Escape to paradise at this beautifully remodeled 2-bedroom, 2-bath condo in a tranquil bayside complex on Siesta Key! This third-floor unit boasts a stylish open kitchen with granite countertops and stainless steel appliances, perfect for preparing meals. Enjoy comfortable living with tile flooring in...
Key Amenities
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Your home away from home on Siesta Key with 2 bedrooms 100 steps to the beach. This fabulous condo features a comfortable king bed, a full bed, and a twin bed, perfect for families or friends traveling together. Guests enjoy two bathrooms, each equipped with a refreshing shower and a hair dryer for convenience....
Featured review
A truly perfect condo on the beach with fantastic views of Crescent Beach and Siesta Key Beach. This ocean view unit, also overlooks the largest pool of three available on this well landscaped, large gated...
Key Amenities
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Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. Gorgeous Gulf front 2 bedroom/2 bath unit at Crystal Sands complex. Tile floors through kitchen, baths and living room. 3 TVs with washer/dryer in unit. Screened-in lanai off all rooms with direct access....
Key Amenities
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You have access to a deeded walkway from your condo to the beach while living directly on the intercoastal waterway with a great view. The intercoastal waterway, with its parade of all types of boats and dolphins swimming by, is visible from practically every room. This 2nd floor, 1 Bedroom/1 Bath...
Featured review
Wonderful location for boat watching and easy access to the beach. Owners are lovely and super easy to work with.
Key Amenities
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Welcome to our exquisite three-bedroom, two and a half-bath Siesta Key home, where the magic of the tropics meets unparalleled comfort and convenience! Imagine waking up to the vibrant spectacle of parrots gracefully flitting overhead, a delightful start to your vacation amidst our lush, tropical backyard...
Key Amenities
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Wake up to breathtaking views of the award-winning Siesta Key Beach from every room in this stunning, updated two-bedroom, two-bath condo. Designed for relaxation, this bright and airy retreat features an open floor plan, neutral tile, and an abundance of natural light. Step onto the screened-in lanai...
Key Amenities
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Welcome to paradise! Your tropical oasis awaits you in this spacious two-story home. This stunning 4 bedroom, 4.5 bath luxury home with a private heated pool is just blocks from Siesta key beach! Five star amenities include; expansive gourmet kitchen with granite counter tops, handsome wood cabinetry,...
Key Amenities
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Experience luxurious living in one of the largest units on Siesta at this stunning 2 bedroom, 2 bathroom condo. This immaculate condo features porcelain tile flooring in the living areas, brand new plush carpeting in both bedroom, and beautiful crown molding. The kitchen is a chef's dream, with custom...
Key Amenities
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Breathtaking gulf front 2 bedroom/2 bath unit in beautiful Crystal Sands complex. Granite countertops, tile floors in living room, kitchen and bath. Wood flooring in the bedrooms. Leather furniture, 3 TVs, washer/dryer in unit, WIFI. No pets. No smoking. Sleeps 6 (1 king, 2 queens). 2-week minimum. Check...
Key Amenities
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Be prepared to relax as soon as you walk into our completely remodeled, bright open concept, 2BR, 2BA ground floor condo. Just a five minute walk to the beach. In addition to a king and two twin beds, there is a very comfortable pull out queen bed that doubles as a luxurious leather couch. The living...
Key Amenities
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Modern 1 bedroom, 2nd Floor unit in Siesta Key Village offers great location just two buildings from the beach and one block into the village with restaurants and shopping. The unit offers leather furniture, updated kitchen, 1 smart TV. Complex offers community pool and coin-operated laundry facilities...
Featured review
Kitchen was well stocked, condo had everything we need. Would stay again. Bed was comfortable. Close to everything
Key Amenities
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Contemporary 3 Bedroom 3 Bath Luxury townhome. Beach views from the 3rd bedroom on top floor with full bath and bonus room and murphy bed. Master suite with tub and walk-in shower, Gourmet kichen, leather furniture, balcony with partial views of the Gulf from the 3rd floor balcony. Laundry in unit, 2...
Key Amenities
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Discover your perfect getaway in this newly renovated 1150sq ft Villa! 2 bedroom 2 bathroom with updated furnishings, fully equipped kitchen, and private lanai perfect for enjoying the sunshine.Stand alone with Covered Carport. Great Location with Crescent Beach a short walk away (less than 6 min)....
Owners list their cleaning fees, taxes, and any extra charges up front, and because you book with the owner directly, you skip the booking fee the large travel sites add. Sarasota County adds a 13% tax on stays under six months.
SHORT STAY
3 nights
all in
$428/night
| $310 × 3 nights | $930 |
| Cleaning + damage waiver | $205 |
| Tax (13%) | $148 |
| Booking fee | $0 |
| Total | $1,283 |
WEEKLY STAY
7 nights
all in
$371/night
| $299 × 7 nights | $2,093 |
| Cleaning + damage waiver | $205 |
| Tax (13%) | $299 |
| Booking fee | $0 |
| Total | $2,597 |
MONTHLY STAY
30 nights
all in
$304/night
| $262 × 30 nights | $7,860 |
| Cleaning + damage waiver | $205 |
| Tax (13%) | $1,048 |
| Booking fee | $0 |
| Total | $9,113 |
The Gulf here has two busy stretches: Snowbirds fill the cool, dry winter, and families crowd the warm summer months. For swimming weather without the peak-summer heat or the June-through-November hurricane season, aim for April and May or October, when the Gulf sits in the mid-70s to low 80s and the days stay warm and dry. September, at the height of hurricane season, is the quietest and cheapest month.
| Month | Median nightly | Difference from annual | High / low air temp | Avg. gulf temp | What’s going on |
|---|---|---|---|---|---|
| January | $310 | +9% | 71° / 51° | 64° | Peak snowbird season; Sunday farmers market in the Village (year-round) |
| February | $393 | +38% | 74° / 54° | 65° | Cortez Fishing Festival, 35 minutes north |
| March | $407 | +43% | 77° / 58° | 67° | Sarasota Jazz Festival, mainland |
| April | $330 | +16% | 81° / 62° | 73° | Run/Walk for the Turtles; Sarasota Film Festival |
| May | $259 | -9% | 86° / 68° | 78° | Sea-turtle nesting begins, lights-out rule |
| June | $285 | 0% | 89° / 73° | 82° | Summer family crowds arrive |
| July | $285 | 0% | 91° / 74° | 85° | Fourth of July fireworks on Siesta Beach |
| August | $250 | -12% | 91° / 75° | 87° | Red tide possible along the coast |
| September | $233 | -18% | 89° / 73° | 85° | Peak hurricane season, lowest rates |
| October | $233 | -18% | 85° / 67° | 82° | Sea-turtle nesting season ends |
| November | $235 | -18% | 79° / 60° | 75° | Crystal Classic sand-sculpting on Siesta Beach |
| December | $275 | -4% | 74° / 54° | 69° | Christmas Boat Parade of Lights |
Based on the median Siesta Key nightly rate on FloridaRentals.com.
Siesta Key runs about eight miles, and its three beaches each anchor a different part of the island. Public beach accesses are numbered 1 through 13, but for a beach with a lifeguard, head to the main Siesta Public Beach.
Sarasota-Bradenton International (SRQ) is the close commercial gateway, about 20 minutes from the island. Tampa International (TPA) is about an hour and 15 minutes north with far more flights, worth it only if it fits your route better.
It runs on-island between Siesta Key Village and Turtle Beach, daily from about 8 a.m. to 10 p.m., and everyone rides free. For off-strip stays and quick trips to Turtle Beach, a car helps. Siesta Beach's main lot is free but fills fast.
Sarasota County's ordinance bars dogs from the sand, with an exception for service dogs. The nearest off-leash dog beach is Brohard Paw Park in Venice, about 35 minutes south.
Sarasota County bars rentals under 30 days except on Residential Multi-Family barrier-island parcels, which is why island condos can host short stays while many single-family homes carry a 30-day minimum.
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