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Gulf Coast - Sarasota
Starting At $162 daily
The Strand - 526A photo 1
The Strand - 526A Dip into the refreshing pool and feel the Florida sun warm your shoulders—this is your daily ritual....
The Strand - 526A Watch the complex and shimmering canal bathed in warm sunset hues—a magical moment to savor every evening of your stay....
The Strand - 526A Even in the daylight, this cozy fire pit calls for stories, sunshine lounging, and sips of something chilled beneath swaying palms....
The Strand - 526A Cardio with a view—this state-of-the-art gym lets you work out while watching the water sparkle....
The Strand - 526A Modern, secure, and serene—your coastal escape begins the moment you arrive at this private gated complex....
The Strand - 526A Follow the open-air corridor where warm breezes guide you home—every step builds the anticipation of your Sarasota escape....
The Strand - 526A Step through the front door and feel the cool air and calm design immediately invite you in....
The Strand - 526A That first look—clean lines, natural light, and an open layout that sets the tone for your stay....
The Strand - 526A
Beds 2 | Baths 2 | Guests 5 | SQ.FT 950
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $480 daily
Waldemeres Wonderland - 2163 photo 1
Waldemeres Wonderland - 2163 From above, Waldemere's Wonderland shines as a modern Sarasota retreat just minutes from Lido Beach and Siesta Key's sugar-white sand....
Waldemeres Wonderland - 2163 An aerial view of this modern Sarasota home near Siesta Key Beach and Arlington Park....
Waldemeres Wonderland - 2163 Dive into pure bliss with warm water that invites you to lounge, swim, and soak under Sarasota's endless sunshine....
Waldemeres Wonderland - 2163 Challenge friends to a playful putting match beneath the Florida sun—winner picks dinner....
Waldemeres Wonderland - 2163 Contemporary lounge chairs beside your private pool....
Waldemeres Wonderland - 2163 Soft coastal air drifts across the balcony lounge, where plush seating invites you to take it slow and easy....
Waldemeres Wonderland - 2163 This modern home welcomes you with clean lines, lush landscaping, and an unmistakable Sarasota sophistication....
Waldemeres Wonderland - 2163 Sunlight pours through wide glass doors, revealing a seamless flow from the stylish living room to the chef-inspired kitchen....
Waldemeres Wonderland - 2163
Beds 5 | Baths 5 | Guests 10 | SQ.FT 3334
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $193.06 daily
NVS2400 photo 1
NVS2400 Lido Key...
NVS2400 Primary bedroom with king bed, attached bathroom, access to backyard, and 50-inch Smart TV...
NVS2400 Beautiful, fully-equipped kitchen...
NVS2400 Open-concept floor plan...
NVS2400 Beautifully landscaped backyard...
NVS2400 front entry...
NVS2400 Living Room...
NVS2400 Beautiful, fully-equipped kitchen...
NVS2400
Beds 3 | Baths 3 | Guests 6 | SQ.FT 1626
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $432 daily
The Pearl on the Bay - 1370 photo 1
The Pearl on the Bay - 1370 Water everywhere you look—this is life at the edge of paradise, nestled in San Remo's most exclusive corner....
The Pearl on the Bay - 1370 Bird's eye of The Pearl on the Bay—your private retreat framed by tropical palms, with direct access to the shimmering intracoastal....
The Pearl on the Bay - 1370 Feel the warmth of the setting sun reflect off the still waters as you float in the private pool, where the bay stretches endlessly beyond—pure serenity with a golden-hour glow....
The Pearl on the Bay - 1370 Sink into the patio lounge as the fire pit flickers, the pool glistens, and the sun melts into the bay—this is your front-row seat to paradise....
The Pearl on the Bay - 1370 Float above it all—your private dock, shimmering pool, and elegant waterfront home await, nestled perfectly on the edge of the bay....
The Pearl on the Bay - 1370 Second floor balcony where lounge chairs line the sun-drenched deck, your favorite drink in hand and not a care in the world....
The Pearl on the Bay - 1370 Gaze down on your private slice of Siesta Key paradise—where the elegant bayfront home, sparkling pool, and tranquil waters come together in one unforgettable view....
The Pearl on the Bay - 1370 Curb appeal with coastal elegance—the Pearl welcomes you with a wide driveway, tropical landscaping, and architectural grace....
The Pearl on the Bay - 1370
Beds 4 | Baths 4 | Guests 8 | SQ.FT 3506
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $569.03 daily
Tamiami Vice - 2327 photo 1
Tamiami Vice - 2327 Caught from a dreamy angle, the evening light dances across the pool's surface as the sleek architecture of Tamiami Vice stretches out before you....
Tamiami Vice - 2327 Every light, every line, every palm-framed detail whispers luxury and invites you to step into your own private paradise under the stars....
Tamiami Vice - 2327 Slip into the soothing warmth of the heated pool....
Tamiami Vice - 2327 Sink into serenity as the glowing pool stretches out before you, flanked by perfectly placed chaise lounges made for stargazing or a quiet glass of wine....
Tamiami Vice - 2327 From above, soak in the privacy and elegance of your tropical retreat — a stunning oasis nestled perfectly for sun-soaked days and starlit nights....
Tamiami Vice - 2327 Breathe in the salty air and soft twilight hues....
Tamiami Vice - 2327 Step inside and feel the calm wash over you — light pours in from every angle, bouncing off sleek finishes and plush furnishings....
Tamiami Vice - 2327 The kitchen island invites casual conversation as it opens seamlessly into the warm, welcoming living area....
Tamiami Vice - 2327
Beds 6 | Baths 7 | Guests 10 | SQ.FT 3364
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $210 daily
Bay Breeze Bungalow - 1713 photo 1
Bay Breeze Bungalow - 1713 See the proximity to Sarasota Bay & Hudson Bayou in one stunning view....
Bay Breeze Bungalow - 1713 Nestled under palms and steps from downtown Sarasota....
Bay Breeze Bungalow - 1713 Lush landscaping frames the space to wind down and relax....
Bay Breeze Bungalow - 1713 The golden hour reflections here hit differently....
Bay Breeze Bungalow - 1713 Corn hole or putt-putt? You have options...
Bay Breeze Bungalow - 1713 Soft lighting glows as the sun dips low and the tropical landscape transforms into a magical oasis - your private evening retreat awaits....
Bay Breeze Bungalow - 1713 Lush tropical landscaping and breezy bungalow charm....
Bay Breeze Bungalow - 1713 Warm, coastal tones, and comfy vibes greet you right at the door....
Bay Breeze Bungalow - 1713
Beds 3 | Baths 2 | Guests 7 | SQ.FT 1170
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $284.4 daily
Casa Del Mar - 5079 photo 1
Casa Del Mar - 5079 Screened-In Pool & Outdoor Patio looking back to home....
Casa Del Mar - 5079 Screened-In Pool...
Casa Del Mar - 5079 Screened in Outdoor Sitting Area. Raise Lanai and the bank of chaise lounges....
Casa Del Mar - 5079 Poolside Lanai Dining Area with lounge....
Casa Del Mar - 5079 Front View with ample off street driveway parking....
Casa Del Mar - 5079 Living Room...
Casa Del Mar - 5079 Living Room with french doors to patio....
Casa Del Mar - 5079 Living Room...
Casa Del Mar - 5079
Beds 3 | Baths 2 | Guests 8 | SQ.FT 1770
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $122.23 daily
Johnnys Island Palm - 508 photo 1
Johnnys Island Palm - 508 The community pool surrounded by chaise lounges and umbrella tables. The community center and the unit building....
Johnnys Island Palm - 508 Should we play tennis or pickleball?...
Johnnys Island Palm - 508 Energize your island days with a workout in the bright, well-equipped fitness center—feel the rhythm of your favorite tunes as you sweat, knowing paradise awaits just outside....
Johnnys Island Palm - 508 Or, maybe cornhole?...
Johnnys Island Palm - 508 Step onto the dock where gentle waves lap beneath your feet, the morning sun sparkling on the water as your next boating adventure waits just beyond the horizon....
Johnnys Island Palm - 508 From above, the pristine white sands and turquoise waves of Siesta Key stretch invitingly just steps away — your ultimate island escape is right here....
Johnnys Island Palm - 508 Bright and welcoming, the warm island breeze invites you inside your home-away-from-home....
Johnnys Island Palm - 508 Step through the door into a light-filled space where island charm meets modern comfort, welcoming you to settle in and relax....
Johnnys Island Palm - 508
Beds 2 | Baths 2 | Guests 6 | SQ.FT 1287
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $172.8 daily
City Cottage - 1745 photo 1
City Cottage - 1745 From above, you'll spot City Cottage tucked into the vibrant heart of Sarasota—just minutes from the bay, beaches, and downtown buzz....
City Cottage - 1745 Glimpse your private retreat from above—lush landscaping, a sparkling cocktail pool, and charming 1920s bungalow all your own....
City Cottage - 1745 Sip evening cocktails at your own tiki bar under strung lights, the mood set for conversation and coastal ease....
City Cottage - 1745 As golden hour fades, your private tiki bar comes alive with string lights and warm ambiance....
City Cottage - 1745 As dusk settles in, the heated cocktail pool glows inviting you to slip in for a serene evening soak....
City Cottage - 1745 City Cottage welcomes you with classic 1920s charm in a walkable Sarasota neighborhood....
City Cottage - 1745 Relax on the porch with coffee or cocktails and the gentle Florida breezes....
City Cottage - 1745 Unwind beneath the original eaves on this breezy front porch....
City Cottage - 1745
Beds 3 | Baths 2 | Guests 8 | SQ.FT 1360
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $120 daily
The Strand - 504A photo 1
The Strand - 504A Luxury living in the heart of Sarasota's most sought-after neighborhood....
The Strand - 504A Saltwater Pool....
The Strand - 504A Dock View Looking at Gulf...
The Strand - 504A State-of-the-Art Fitness Center....
The Strand - 504A Aerial view of the Saltwater Pool and Spa...
The Strand - 504A Aerial View of complex with canal in foreground....
The Strand - 504A Living Room with sliding doors to balcony....
The Strand - 504A Living Room and balcony from inside....
The Strand - 504A
Beds 2 | Baths 2 | Guests 5
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $194.4 daily
Oasis at Beach Villas - 309 photo 1
Oasis at Beach Villas - 309 Community Pool,Whirl pool and patio Twilight...
Oasis at Beach Villas - 309 Exterior street view with unit circled...
Oasis at Beach Villas - 309 Aerial View of Pool, hot tub with chaises and patio area...
Oasis at Beach Villas - 309 Aerial view with unit circled and proximity to beach...
Oasis at Beach Villas - 309 Exterior side showing paver driveway, garage and main entrance...
Oasis at Beach Villas - 309 Kitchen with exceptional counter space and Major appliances and ajoining living space...
Oasis at Beach Villas - 309 Kitchen showing counter space and breakfast bar...
Oasis at Beach Villas - 309 Kitchen, exceptional counter space and Major appliances...
Oasis at Beach Villas - 309
Beds 2 | Baths 2 | Guests 6
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $554.86 daily
The Palace on Clematis - 2585 photo 1
The Palace on Clematis - 2585 Overhead glimpse of the pool's inviting glow beside the elegant home, promising endless sunshine and calm....
The Palace on Clematis - 2585 As dusk falls, gather around the fire pit with a glass of wine and let the glow spark stories and laughter under the stars....
The Palace on Clematis - 2585 As dusk settles, the home begins to glow—landscape lighting leads you to the striking entrance...
The Palace on Clematis - 2585 The pool's shimmering surface reflects the soft glow of twilight, inviting you to a serene evening swim under the stars....
The Palace on Clematis - 2585 Enjoy sunset dinners by the pool as open patio doors invite in the breeze and golden light....
The Palace on Clematis - 2585 Front façade gleaming in the sun, a stunning welcome to your private Florida haven....
The Palace on Clematis - 2585 Inviting foyer flowing seamlessly into the open living space, ready to host your best memories....
The Palace on Clematis - 2585 Living room bathed in natural light, where plush seating invites you to sink in and relax....
The Palace on Clematis - 2585
Beds 6 | Baths 7 | Guests 10 | SQ.FT 3697
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $308.26 daily
Boaters Paradise - 7767 photo 1
Boaters Paradise - 7767 Location! The canal leads right into Little Sarasota Bay....
Boaters Paradise - 7767 The aerial view. Glistening pool and patio overlooks the canal....
Boaters Paradise - 7767 Ahh... Everything you could want right in your backyard!...
Boaters Paradise - 7767 The outdoor lounge - pure CHILAXIFICATION!...
Boaters Paradise - 7767 Your Pitmaster's Paradise. Complete with an outdoor television and wine fridge to keep your beverages frosty!...
Boaters Paradise - 7767 Kayaks at your disposal for exploring the canal and beyond....
Boaters Paradise - 7767 Hello to your vacation escape....
Boaters Paradise - 7767 Welcome home to your holiday haven!...
Boaters Paradise - 7767
Beds 4 | Baths 3 | Guests 8 | SQ.FT 2776
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $270 daily
Palm Paradise - 156 photo 1
Palm Paradise - 156 Overhead drone view reveals your serene island hideaway—nestled among lush greenery, just minutes from Siesta Key's iconic white sand....
Palm Paradise - 156 Soar above your private slice of paradise—this stunning aerial captures Palm Paradise nestled in lush tropical greenery, just moments from Siesta Key's world-famous white sands....
Palm Paradise - 156 Private backyard sanctuary with sparkling water, tall palms, and total seclusion....
Palm Paradise - 156 Stretch out on the chaise lounges and soak up the Florida sun as the gentle island breeze drifts across the deck....
Palm Paradise - 156 Gather for al fresco meals around the outdoor dining table, with the grill sizzling nearby and the scent of fresh barbecue mingling with the sea air....
Palm Paradise - 156 Charming island-style façade with lush tropical landscaping sets the tone for your luxurious coastal escape....
Palm Paradise - 156 Welcoming front entrance hints at the relaxing, light-filled spaces waiting just beyond the door....
Palm Paradise - 156 Step into the welcoming main foyer, where natural light and coastal charm greet you the moment you arrive....
Palm Paradise - 156
Beds 5 | Baths 3 | Guests 10 | SQ.FT 2901
Minimum Stay: 7 Nights VIEW PROPERTY
Gulf Coast - Sarasota
Starting At $150 daily
The Strand - 301A photo 1
The Strand - 301A Just minutes from Siesta Key's world-famous white sands—your luxury retreat is right where it should be: close to it all, yet perfectly private....
The Strand - 301A Saltwater Pool and Spa...
The Strand - 301A Saltwater Pool and Spa...
The Strand - 301A Twilight View of Canal and Gulf at Twilight....
The Strand - 301A Kitchen and Living Room...
The Strand - 301A Aerial Perspective showing the complex, Canal and the Gulf of Mexico....
The Strand - 301A Living Room...
The Strand - 301A Living Room...
The Strand - 301A
Beds 2 | Baths 2 | Guests 6
Minimum Stay: 7 Nights VIEW PROPERTY
 

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