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Gulf Coast - Siesta Key | Siesta Key
CJs on Siesta - 104 photo 1
CJs on Siesta - 104 The CJs on Siesta Complex, Showing Off the 2 Stories and an Outdoor Patio Area.
CJs on Siesta - 104 A Bird's Eye View Showing CJs on Siesta's Location next to the Beach
CJs on Siesta - 104 The Outdoor Patio Area Fitted with Loungers and Tables
CJs on Siesta - 104 A Beach Equipment Docking Area, Each Marked by their Respective Unit
CJs on Siesta - 104 The 2nd Floor Entrance to Unit 274, Sea Angel
CJs on Siesta - 104 Sea Angel's Living Area, Featuring a Pull-Out Sleeper Couch, A Dining Table, A Fully Stocked Kitchen, and a Desk.
CJs on Siesta - 104 Sea Angel's Living Area, Featuring a Pull-Out Sleeper Couch, A Dining Table, and a Large HD TV
CJs on Siesta - 104 The Living Area Connects Directly to the Front Door and the Bedroom
Gulf Coast - Siesta Key | Sarasota
Tidal Wave photo 1
Tidal Wave Just two blocks from the beach, your group getaway is perfectly placed.
Tidal Wave Aerial view reveals your spacious island oasis tucked in the heart of Siesta Key.
Tidal Wave The private backyard is your group's go-to for downtime and BBQs.
Tidal Wave Late-night swims? Morning coffee by the pool? It's all yours.
Tidal Wave Low Tide screened lanai. Step onto the lanai and let the island rhythm slow you down.
Tidal Wave High Tide screened balcony.
Tidal Wave Siesta Beach, palm-lined streets, and island charm stretch out around you.
Tidal Wave The perfect base for family reunions, beach days, and group adventures.
Gulf Coast - Siesta Key | Siesta Key
Wade n Sea - 329 photo 1
Wade n Sea - 329 Just 0.3 miles from Siesta Beach—start your days in soft white sand, end them with dolphins dancing by the dock.
Wade n Sea - 329 Tucked into a quiet Siesta Key cul-de-sac, this is your hidden haven between the Village, the beach, and the bay.
Wade n Sea - 329 Your waterfront escape—this is Siesta Key living at its finest.
Wade n Sea - 329 This dock is your front-row seat to the water.
Wade n Sea - 329 When the sun goes down, the magic turns up—swim under the stars surrounded by glowing palms and twinkling lights.
Wade n Sea - 329 NFL Sunday, sea breezes, and zero bugs—this screened lanai takes lounging to legendary levels.
Wade n Sea - 329 Tie up the paddleboard or drop a line—your dockside perch glows with fish and Florida magic after dark.
Wade n Sea - 329 Palm-lined peace and modern coastal charm—this is island living from the moment you pull in.
Gulf Coast - Siesta Key | Siesta Key
ANC311 photo 1
ANC311 Olympic-size Pool
ANC311 Primary Bedroom/King Bed 50
ANC311 View From Beach
ANC311 Balcony
ANC311 Living Room With 75
ANC311 Living Room
ANC311 Living Room
ANC311 Comfy Living Room
Gulf Coast - Siesta Key | Siesta Key
ANC611 photo 1
ANC611 Living Room (Angle)
ANC611 Olympic-size Pool
ANC611 Breakfast Bar
ANC611 Master Bedroom King Bed 32
ANC611 View From Beach
ANC611 Living Room 50
ANC611 Living Room (Angle 2)
ANC611 Dining Room
Gulf Coast - Siesta Key | Siesta Key
Key Life Living photo 1
Key Life Living Follow the sunlit path from your private retreat down to soft sands and sparkling waves.
Key Life Living See your entire private retreat from above, where pool, patio, and bright coastal spaces come together beautifully.
Key Life Living Soak in the evening atmosphere where family-friendly spaces meet tranquil twilight charm.
Key Life Living Step into the crystal-clear pool for refreshing dips in a tranquil, exclusive setting.
Key Life Living Key Life Beach, the left side of this duplex.
Key Life Living Step up to a welcoming entrance where coastal charm and bright, open-air vibes invite you inside.
Key Life Living Breathe in the open, sunlit living space where comfort meets coastal style.
Key Life Living Step through bright patio doors to seamlessly connect indoor relaxation with outdoor fun.
Gulf Coast - Siesta Key | Siesta Key
ANC605 photo 1
ANC605 Olympic-size Pool
ANC605 updated, fully-equipped kitchen
ANC605 Master Bedroom King Bed 55
ANC605 View From Beach
ANC605 Living Room (Angle)
ANC605 Open floor plan
ANC605 Living Room (Angle 3)
ANC605 photo 9
Gulf Coast - Siesta Key | Siesta Key
ANC506 photo 1
ANC506 Beach
ANC506 Outdoor dining
ANC506 full-equipped kitchen
ANC506 Olympic-size heated pool
ANC506 Plenty of seating for everyone
ANC506 Living room with sofa bed
ANC506 Open living space
ANC506 Dining Area
Gulf Coast - Siesta Key | Siesta Key
ANC601 photo 1
ANC601 Olympic-size Pool
ANC601 Master Bedroom King Bed 42
ANC601 Living Room (Angle)
ANC601 View From Beach
ANC601 Living Room (Angle 2)
ANC601 Living Room (Angle 3)
ANC601 Kitchen
ANC601 Kitchen (Angle)
Gulf Coast - Siesta Key | Siesta Key
ANC606 photo 1
ANC606 Olympic-size Pool
ANC606 View From Beach
ANC606 Master Bedroom
ANC606 Bedroom 2
ANC606 Kitchen (Angle)
ANC606 Living Room
ANC606 Living Room (Angle)
ANC606 Living Room (Angle 2)
Gulf Coast - Siesta Key | Siesta Key
ANC707 photo 1
ANC707 Olympic-size Pool
ANC707 Master Bedroom One King Bed 43
ANC707 Bedroom 2 Two Queen Beds 32
ANC707 Siesta Key
ANC707 Living Room (Angle)
ANC707 Living Room / 55
ANC707 Living Room (Angle 2)
ANC707 Living Room (Angle 3)
Gulf Coast - Siesta Key | Siesta Key
ANC709 photo 1
ANC709 Olympic-size Pool
ANC709 Bright, open living space overlooking the Intracoastal Waterway with ample seating and 75-inch Smart TV. Dining Table seats 6
ANC709 Balcony off of living room
ANC709 The Anchorage on Siesta Key
ANC709 Bright, open living space overlooking the Intracoastal Waterway with ample seating and 75-inch Smart TV. Dining Table seats 6
ANC709 Bright, open living space overlooking the Intracoastal Waterway with ample seating and 75-inch Smart TV. Dining Table seats 6
ANC709 Fully-equipped kitchen
ANC709 Dining Table seats 6
Gulf Coast - Siesta Key | Siesta Key
ANC805 photo 1
ANC805 Olympic-size Pool
ANC805 Beautifully updated, fully-equipped kitchen overlooking living room/dining room
ANC805 Primary bedroom with king bed, desk, en suite, balcony access, and 43-inch Smart TV
ANC805 Siesta Key
ANC805 Bright, open living space
ANC805 Bright, open living space
ANC805 Bright, open living space. Living room features 65-inch Smart TV.
ANC805 Bright, open living space. Living room features 65-inch Smart TV.
Gulf Coast - Siesta Key | Siesta Key
ANC902 photo 1
ANC902 Balcony View
ANC902 Olympic-size Pool
ANC902 Breakfast Bar
ANC902 Bedroom #1 Angle King Bed 36
ANC902 Living Room
ANC902 Living Room Angle 42
ANC902 Living Room Angle
ANC902 Kitchen
Gulf Coast - Siesta Key | Siesta Key
ANC-PH8 photo 1
ANC-PH8 Living room
ANC-PH8 Primary bedroom with attached bathroom and balcony access
ANC-PH8 The Anchorage on Siesta Key
ANC-PH8 Resort amenities
ANC-PH8 Bright, open living area with balcony access and water view
ANC-PH8 Living room
ANC-PH8 2 bedroom, 2 bathroom condo on Siesta Key
ANC-PH8 Open living area
Gulf Coast - Siesta Key | Siesta Key
ANC608 photo 1
ANC608 photo 2
ANC608 Stainless steel appliances. Gorgeous countertops.
ANC608 balcony access
ANC608 View From Beach
ANC608 Olympic-size Pool
ANC608 Modern decor
ANC608 Comfy sectional, large 65
ANC608 Open, fully-equipped kitchen. Beautiful flooring.
Gulf Coast - Siesta Key | Siesta Key
ANC903 photo 1
ANC903 The Best View In The Building!
ANC903 Dining Table Seats 4
ANC903 photo 4
ANC903 photo 5
ANC903 Fully-equipped Kitchen
ANC903 photo 7
ANC903 Beautiful Siesta Key Condo
ANC903 Cute Breakfast Nook In The Kitchen
Gulf Coast - Siesta Key | Siesta Key
ANC801 photo 1
ANC801 Primary Bedroom with king bed, en suite, balcony access, and a 32
ANC801 Large Balcony Overlooking North-West Siesta Key, the Intracoastal Waterway, and the Gulf
ANC801 Siesta Key Beach
ANC801 The Pool at The Anchorage on Siesta Key
ANC801 Bright, open living space.
ANC801 Beautiful 2 Bedroom, 2 Bathroom Condo on Siesta Key Island!
ANC801 Bright, open living space.
ANC801 Bright, open living space.
Gulf Coast - Siesta Key | Siesta Key
Palm Island Life - 208 photo 1
Palm Island Life - 208 Soft lights shimmer on the water—magical evenings begin here.
Palm Island Life - 208 Water reflections and golden skies—your nightly show.
Palm Island Life - 208 Explore the canal in your kayak.
Palm Island Life - 208 Tucked on a peaceful canal in Palm Island, with lush greenery and water views in every direction.
Palm Island Life - 208 Circular drive, tropical landscaping, and an elegant canal-front vibe set the tone.
Palm Island Life - 208 Arrive to a circular driveway, lush tropical landscaping, and a private courtyard that sets the tone for your stay.
Palm Island Life - 208 Tile floors and natural light welcome you as you enter the home.
Palm Island Life - 208 Your first glimpse of poolside paradise straight through the rear sliders.
Gulf Coast - Siesta Key | Siesta Key
ANC202 photo 1
ANC202 Balcony
ANC202 Living Room with lots of comfy seating, 75-inch Smart TV and balcony access
ANC202 The Anchorage on Siesta Key
ANC202 Bright, fully-equipped kitchen overlooking dining room / living room
ANC202 Bright, open living space
ANC202 Primary bedroom with king bed, 55-inch Smart TV. sitting area, attached bathroom and balcony access
ANC202 Living Room with lots of comfy seating, 75-inch Smart TV and balcony access
ANC202 Living Room with lots of comfy seating, 75-inch Smart TV and balcony access
Gulf Coast - Siesta Key | Siesta Key
ANC210 photo 1
ANC210 View From Beach
ANC210 Primary Bedroom/King Bed 42
ANC210 Olympic-size Pool
ANC210 Balcony
ANC210 Living Room With 55
ANC210 Comfy Living Room
ANC210 Living Room
ANC210 Balcony
Gulf Coast - Siesta Key | Siesta Key
ANC304 photo 1
ANC304 Bright, open living space
ANC304 Living room features comfy sofas and 55-inch Smart TV
ANC304 Primary bedroom with En Suite, Balcon Access & 43-inch TV
ANC304 Siesta Key
ANC304 Living room features comfy sofas and 55-inch Smart TV
ANC304 Bright, open living space
ANC304 Living room features comfy sofas and 55-inch Smart TV
ANC304 Dining table seats 6
Gulf Coast - Siesta Key | Siesta Key
ANC409 photo 1
ANC409 Bedroom 2 with two double beds, attached bathroom, and balcony access
ANC409 Bedroom 1 with king bed, attached bathroom, and balcony access
ANC409 2 bedroom, 2 bath condo at The Anchorage on Siesta Key
ANC409 Resort amenities
ANC409 Foyer
ANC409 Living room/dining room combo with balcony access and view of Intracoastal Waterway
ANC409 Living room/dining room combo with balcony access and view of Intracoastal Waterway
ANC409 Living room/dining room combo with balcony access and view of Intracoastal Waterway
Gulf Coast - Siesta Key | Siesta Key
Key Life Reef - 1129 photo 1
Key Life Reef - 1129 From sunrise beach walks to sunset cocktails, everything Siesta Key offers is right at your doorstep.
Key Life Reef - 1129 See the full layout from above, highlighting the inviting pool and scenic patio.
Key Life Reef - 1129 Dive into the pool, ideal for relaxing afternoons or evenings.
Key Life Reef - 1129 Enjoy open, airy spaces designed for comfort, connection, and easy living.
Key Life Reef - 1129 Gather on the patio for meals, games, or simply soaking in the beachy ambiance.
Key Life Reef - 1129 Step onto a welcoming porch framed by coastal landscaping, setting the tone for your stay.
Key Life Reef - 1129 Step up to a bright, welcoming entrance where coastal charm and relaxed vibes greet you instantly.
Key Life Reef - 1129 Walk through a charming wrought iron gate that opens to your bright, inviting beachside retreat.
Gulf Coast - Siesta Key | Siesta Key
Key Life Beach - 1127 photo 1
Key Life Beach - 1127 Just minutes from Sarasota's stunning coastline.
Key Life Beach - 1127 The duplex sits nestled among swaying palms with the sunlit patio and shimmering pool drawing the eye.
Key Life Beach - 1127 Evening light softens the pool as the day winds down.
Key Life Beach - 1127 Sunset colors bring a peaceful close to the day.
Key Life Beach - 1127 Coastal charm welcomes arrivals with a relaxed Siesta Key feel.
Key Life Beach - 1127 Quiet walkways offer a calm return after sun filled days.
Key Life Beach - 1127 A private entrance adds comfort and ease throughout the stay.
Key Life Beach - 1127 The outdoor shower is a refreshing rinse that washes away sand and salt.
Gulf Coast - Siesta Key | Siesta Key
High Tide - 305 photo 1
High Tide - 305 Elevated view reveals proximity to Siesta Beach just two blocks away.
High Tide - 305 Lounge by the pool with your favorite book and a drink.
High Tide - 305 Cocktails or coffee, your screened balcony awaits.
High Tide - 305 The perfect place to unwind with a swim under the sun.
High Tide - 305 The path to your paradise!
High Tide - 305 Your sunny second-floor escape offers island living just steps from the sand and Village.
High Tide - 305 Tucked among swaying palms, High Tide welcomes you with bright coastal charm and classic Siesta Key style.
High Tide - 305 The cheerful exterior of High Tide hints at the laid-back comfort and beachy vibes you'll find inside.
Gulf Coast - Siesta Key | Siesta Key
Low Tide - 303 photo 1
Low Tide - 303 Just a short walk to the world-famous sands of Siesta Beach.
Low Tide - 303 Your Siesta Key stay is all about slowing down and soaking it in.
Low Tide - 303 Let sunset strolls and starry evenings define your island routine.
Low Tide - 303 Palm-lined neighborhood sets the tone for easygoing island living.
Low Tide - 303 Low Tide is quietly nestled beneath lush tropical trees.
Low Tide - 303 Your first-floor getaway perfectly positioned for beach days and village strolls.
Low Tide - 303 Lush greenery surrounds your private island basecamp.
Low Tide - 303 The screened porch entrance.
Gulf Coast - Siesta Key | Siesta Key
Sea Angel - 274 photo 1
Sea Angel - 274 A clean, modern coastal cottage with a pop of tropical color, welcoming you into your Siesta escape.
Sea Angel - 274 From above, see how impossibly close you are—less than 400 feet to the glimmering blue of Siesta Key Beach.
Sea Angel - 274 Step onto the bright patio just beyond your doors.
Sea Angel - 274 Your beach day starts here—chairs, towels, and a cooler packed into your wagon, just 400 feet from the shoreline.
Sea Angel - 274 Slip off your flip-flops as you step onto the porch—your private island hideaway starts right here.
Sea Angel - 274 Mornings start here with fresh coffee and sunshine pouring through the windows—easy, effortless island living.
Sea Angel - 274 A lovely dining area seamlessly in touch with the kitchen.
Sea Angel - 274 Palm-framed daylight pouring in through the patio sliders—effortless comfort in every direction.
Gulf Coast - Siesta Key | Siesta Key
Sea Breeze - 275 photo 1
Sea Breeze - 275 Bright and welcoming, the building's cheerful facade reflects the sunny days ahead and invites you into your coastal hideaway.
Sea Breeze - 275 From above, your cozy retreat sits mere strides from the shimmering shoreline.
Sea Breeze - 275 Enjoy meals under the open sky.
Sea Breeze - 275 Imagine wheeling your beach essentials effortlessly across powdery sand, the salty breeze already enticing you toward the shore.
Sea Breeze - 275 A bright hallway leads you to your beach haven.
Sea Breeze - 275 From your seat at the table, the plush sofa and soft coastal palette frame a relaxed space.
Sea Breeze - 275 Bright counters and gleaming appliances promise effortless meal prep, the heart of your home-away-from-home.
Sea Breeze - 275 Prepare meals with a view, the vibrant greenery just beyond the glass inviting you to breathe deeply and unwind.
Gulf Coast - Siesta Key | Siesta Key
Sea Coast - 276 photo 1
Sea Coast - 276 A welcoming first impression—CJ's Retreat stands proudly with its coastal charm, vibrant exterior, and tropical landscaping that instantly sets the tone for your Siesta Key escape.
Sea Coast - 276 From above, the sparkling Gulf beckons just beyond the shoreline.
Sea Coast - 276 Feel the fresh coastal air as you lounge on the spacious patio, surrounded by lush greenery.
Sea Coast - 276 Ready for adventure, the full row of beach wagons invites you to grab a chair and cooler for the perfect beach day.
Sea Coast - 276 Step inside from the bright balcony hall into Sea Coast, where soft coastal tones and natural light welcome you warmly.
Sea Coast - 276 From the sofa's comfort, watch the soft glow of the entryway welcoming you home—your peaceful refuge from the outside world.
Sea Coast - 276 Gather around the dining table.
Sea Coast - 276 Enjoy a meal together with the open floor concept.
Gulf Coast - Siesta Key | Siesta Key
Sea Dream - 171 photo 1
Sea Dream - 171 Feel the warm welcome as you approach this bright coastal retreat.
Sea Dream - 171 From above, the sparkling Gulf beckons just beyond the tree-lined shoreline.
Sea Dream - 171 A charming patio, the perfect spot for morning coffee or evening cocktails.
Sea Dream - 171 Picture yourself grabbing a beach wagon loaded with chairs and coolers, ready to roll just steps away to the soft, sun-warmed sand.
Sea Dream - 171 A welcoming coastal haven where relaxation begins at the doorstep.
Sea Dream - 171 Step inside from the bright patio and feel the gentle coastal breeze blend with the warm, inviting comfort of this open living area.
Sea Dream - 171 Gather around the sun-drenched dining table.
Sea Dream - 171 An HDTV ready for movie night.
Gulf Coast - Siesta Key | Siesta Key
Sea Escape - 172 photo 1
Sea Escape - 172 From a gentle angle, CJ's warm exterior basks in soft light, showcasing its welcoming vibe and perfect beachside location.
Sea Escape - 172 Aerial view capturing the unit and shimmering Gulf beyond.
Sea Escape - 172 Feel the sea breeze as you step onto the cozy patio.
Sea Escape - 172 Brightly colored beach wagons stand ready, packed with chairs and coolers.
Sea Escape - 172 The inviting front entrance—your gateway to relaxation.
Sea Escape - 172 Walk in and be welcomed by the airy living space.
Sea Escape - 172 Enjoy your meals in this fresh dining area.
Sea Escape - 172 The heart of the home glows with fresh vibes — gather around the dining table or step outside through glass sliders to soak in the sea breeze.
Gulf Coast - Siesta Key | Siesta Key
Sea Foam - 173 photo 1
Sea Foam - 173 Tucked between swaying palms, the charming façade of Sea Foam invites you in with quiet coastal style.
Sea Foam - 173 Your home away from home, close enough to hear the waves.
Sea Foam - 173 The patio, with space for all.
Sea Foam - 173 Everything you need is packed and waiting for your perfect beach day.
Sea Foam - 173 Your front entrance.
Sea Foam - 173 Open floor plan provides easy connection.
Sea Foam - 173 Dine with a view, inside or out — open the doors and let the breeze.
Sea Foam - 173 Cook, dine, relax — all in one beautiful, open space.
Gulf Coast - Siesta Key | Siesta Key
Delphina Vista - B42 photo 1
Delphina Vista - B42 A line of chaise lounges soaks in the sunshine, perfectly positioned for lounging beside the crystal-clear pool on a warm, breezy day.
Delphina Vista - B42 A boat glides through the calm Intracoastal waters, just beyond—welcome to life on the water.
Delphina Vista - B42 Dappled sun dances on the water's surface, framed by lush palms and blooming hibiscus—cool off, stretch out, and let the island vibe take over.
Delphina Vista - B42 The sun melts into the horizon—pure magic under Florida skies.
Delphina Vista - B42 Welcome to Bay Oaks, where the promise of peaceful island living begins just beyond this charming entrance.
Delphina Vista - B42 Warm sunlight filters through the lush greenery surrounding the staircase, inviting you to ascend to your serene condo retreat above.
Delphina Vista - B42 Step in and feel the coastal calm wash over you and the promise of downtime ahead.
Delphina Vista - B42 Dining area with natural light flooding in, featuring a cozy table set for gatherings and meals filled with laughter.
Gulf Coast - Siesta Key | Siesta Key
Casa Sea Esta photo 1
Casa Sea Esta Big group? No problem. Our extendable dining table fits up to 10, perfect for family feasts, card nights, or celebratory toasts.
Casa Sea Esta Get the best of both worlds: soft and firm pillows, a private ensuite, blackout blinds for restful sleep, and a king bed made for unwinding. Plus, a smart TV for ultimate relaxation.
Casa Sea Esta When the beach is a few blocks away but the pool is right here. Welcome to the best of both worlds.
Casa Sea Esta Skip the restaurants (if you want to). This kitchen has everything: an oven, a microwave, a fridge, a dishwasher, and even a TV so you don't miss a moment.
Casa Sea Esta Skip the restaurants (if you want to). This kitchen's got everything: oven, microwave, fridge, dishwasher even a TV so you don't miss a moment.
Casa Sea Esta One of three cozy lounge spots, featuring a 3-seater, loveseat, and a Lazyboy that might just become your favorite seat in the house.
Casa Sea Esta Old-school arcade vibes meet modern vacation fun. Air hockey, foosball, and classic games = hours of entertainment.
Casa Sea Esta Downstairs = kid paradise. Air hockey, foosball, arcade machines... and peace and quiet upstairs.
Gulf Coast - Siesta Key | Siesta Key
The Nest at Tortuga photo 1
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The Nest at Tortuga photo 4
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The Nest at Tortuga photo 9
Gulf Coast - Siesta Key | Siesta Key
Catch of the Day at Harbor Towers photo 1
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Catch of the Day at Harbor Towers photo 9
 

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