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  • Azure Guesthouse Walkable to Restaurants! Private patio! Beach 8 min drive!
    From $165 per night (USD)

    VRBO

    Azure Guesthouse Walkable to Restaurants! Private patio! Beach 8 min drive!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Our charming and private guesthouse has the BEST location and all the comfort and tropical coastal charm you’re looking ...

    From $165 per night (USD)

    VRBO

    Details
  • Fun-Packed 3BR Oasis Near DT Sarasota & Siesta Key & SMH
    From $256 per night (USD)

    VRBO

    Fun-Packed 3BR Oasis Near DT Sarasota & Siesta Key & SMH

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bring the whole family to this great place with lots of room for fun. Located in the heart of Sarasota in a quaint neigh ...

    From $256 per night (USD)

    VRBO

    Details
  • The Urban Cottage Downtown Sarasota
    From $199 per night (USD)

    VRBO

    The Urban Cottage Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    It’s shabby chic meets high tech and it’s all in the details! Elegant, light and airy and just darn adorable best descri ...

    From $199 per night (USD)

    VRBO

    Details
  • Landing at Huntington Place - 1 Bedroom in Downtown Sarasota
    From $113 per night (USD)

    VRBO

    Landing at Huntington Place - 1 Bedroom in Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Huntington Place is a vibrant property in the Downtown Sarasota neighborhood of Sarasota where Landing offers fully furn ...

    From $113 per night (USD)

    VRBO

    Details
  • Lido and Siesta key Beach in Sarasota FL
    From $412 per night (USD)

    VRBO

    Lido and Siesta key Beach in Sarasota FL

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to this cool bungalow in picturesque Sarasota. With 4 bedrooms, including 2 queen beds, 1 twin bed, and 1 bunk be ...

    From $412 per night (USD)

    VRBO

    Details
  • Serene Oasis Beach Getaway - 3 bedrooms in Sarasota
    From $244 per night (USD)

    VRBO

    Serene Oasis Beach Getaway - 3 bedrooms in Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the heart of sunny Sarasota! This charming, newly renovated home offers a blend of comfort and convenience su ...

    From $244 per night (USD)

    VRBO

    Details
  • Welcome to Sarasota! Indulge in a stress-free getaway at this turnkey rental property
    From $174 per night (USD)

    VRBO

    Welcome to Sarasota! Indulge in a stress-free getaway at this turnkey rental property

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Sarasota! Indulge in a stress-free getaway at this turnkey rental property. With all the essentials meticulou ...

    From $174 per night (USD)

    VRBO

    Details
  • Villa Siesta III- your private cottage in Secret Downtown area with Pool-
    From $203 per night (USD)

    VRBO

    Villa Siesta III- your private cottage in Secret Downtown area with Pool-

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    VIP NOTE. .Beginning 1/1/25 it is 2 Br 2Bth with desk…….. OK let’s go. This is a lot of detail.. it will help you in mak ...

    From $203 per night (USD)

    VRBO

    Details
  • Totally updated 2\/2 Condo minutes from Siesta Key and Lido Key\/St. Armand's Sq.
    From $226 per night (USD)

    VRBO

    Totally updated 2\/2 Condo minutes from Siesta Key and Lido Key\/St. Armand's Sq.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Beautiful, updated 2/2 Condo. Sleeps 5. Conveniently located to Siesta Key Beach, downtown Sarasota, Lido Key Beach an ...

    From $226 per night (USD)

    VRBO

    Details
  • Villa \The Serenity Retreat\ 3BR\/2BA close to the Beaches
    From $232 per night (USD)

    VRBO

    Villa \"The Serenity Retreat\" 3BR\/2BA close to the Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The "Serenity Retreat" with 3 BR, 2 BA is located close to Downtown Sarasota, beaches, grocery stores, restaurants, muse ...

    From $232 per night (USD)

    VRBO

    Details
  • Unique & Spacious Downtown home w\/Heated Pool! Minutes to St Armands & Marina
    From $353 per night (USD)

    VRBO

    Unique & Spacious Downtown home w\/Heated Pool! Minutes to St Armands & Marina

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Eclectic style of Sarasota in this 1947/2012 split design home. Over 3400 sq ft of single level space. Eat in kitchen co ...

    From $353 per night (USD)

    VRBO

    Details
  • Sunset View Condo 1mile from Downtown Sarasota Internal name: Condo
    From $197 per night (USD)

    Expedia

    Sunset View Condo 1mile from Downtown Sarasota Internal name: Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy Sarasota's magical sunsets and peak-a-boo views of the bay from this brand new top floor condo. Conveniently locat ...

    From $197 per night (USD)

    Expedia

    Details
  • Casa Tortuga - tropical getaway & central to many amenities!
    From $384 per night (USD)

    VRBO

    Casa Tortuga - tropical getaway & central to many amenities!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This quaint 3 bedroom, 2 bathroom home featuring a pullout sofa has everything you need to enjoy a relaxing and memorabl ...

    From $384 per night (USD)

    VRBO

    Details
  • 2 Bedroom luxury highrise apartment downtown Sarasota with view of Gulf
    Click For Pricing

    Expedia

    2 Bedroom luxury highrise apartment downtown Sarasota with view of Gulf

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The only downtown Sarasota luxury high-rise with short term rentals under 1 year. 24 Hour concierge, free indoor parking ...

    Click For Pricing

    Expedia

    Details
  • 1st floor apt 1 mile from waterfront and downtown. Just 2 miles from beach!
    From $130 per night (USD)

    VRBO

    1st floor apt 1 mile from waterfront and downtown. Just 2 miles from beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nice clean non smoking apartment on the 1st floor close to downtown and water front. Walking distance to groceries, Mar ...

    From $130 per night (USD)

    VRBO

    Details
  • Second floor Apt 1 mile from waterfront and downtown. Just 2 miles from beach!
    From $130 per night (USD)

    Expedia

    Second floor Apt 1 mile from waterfront and downtown. Just 2 miles from beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nice clean non smoking apartment on the 2nd floor close to downtown and water front. Walking distance to groceries, Mar ...

    From $130 per night (USD)

    Expedia

    Details
  • Cute waterfront cottage
    From $344 per night (USD)

    VRBO

    Cute waterfront cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    This special place is close to everything, making it easy to plan your visit. A mile to downtown Sarasota and convenient ...

    From $344 per night (USD)

    VRBO

    Details
  • The Bella by Sarasota Bay!
    From $170 per night (USD)

    Expedia

    The Bella by Sarasota Bay!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    Charming cottage just steps off Sarasota Bay! In the lush neighborhood of Indian Beach, this home is centrally located ...

    From $170 per night (USD)

    Expedia

    Details
  • Bayfront Mansion
    From $1663 per night (USD)

    VRBO

    Bayfront Mansion

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    6

    Bay and sunset views. Large waterfront mansion with chef’s kitchen, pool and spa, outdoor fireplace and top of line spor ...

    From $1663 per night (USD)

    VRBO

    Details
  • FALL SPECIAL! Cheery Fenced Home Pets Welcome
    From $292 per night (USD)

    Expedia

    FALL SPECIAL! Cheery Fenced Home Pets Welcome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    NEW LISTING! Access everything Sarasota. Six miles to Lido Key Beach, 0.25 miles to downtown, 1 block to a 20 mile walk- ...

    From $292 per night (USD)

    Expedia

    Details
  • Central Sarasota Family Home w\/ Heated Pool!
    From $288 per night (USD)

    VRBO

    Central Sarasota Family Home w\/ Heated Pool!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Kick back and relax in this 2/1 family home central to so much of Sarasota! Just a block east of Ed Smith Stadium (Oriol ...

    From $288 per night (USD)

    VRBO

    Details
  • New Condo near downtown Sarasota
    From $197 per night (USD)

    Expedia

    New Condo near downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    You will love this new, large, 1 bedroom condo at "the Strand" loaded with amenities like a resort style swimming pool, ...

    From $197 per night (USD)

    Expedia

    Details
  • Fully Renovated Sarasota Home with Backyard Oasis\n
    From $195 per night (USD)

    VRBO

    Fully Renovated Sarasota Home with Backyard Oasis\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    About this space Beautiful 3 bedroom, 2 bath home with private pool in a fenced in backyard. Just a 12 minute drive to t ...

    From $195 per night (USD)

    VRBO

    Details
  • Newly available home minutes to Siesta Key, St. Armands, and Downtown Sarasota!
    From $166 per night (USD)

    Expedia

    Newly available home minutes to Siesta Key, St. Armands, and Downtown Sarasota!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Fabulous location just minutes to Siesta beach- the #1 beach in the USA, Lido Beach, St. Armand's Circle, downtown Saras ...

    From $166 per night (USD)

    Expedia

    Details
  • Desirable Downtown Sarasota! On Main Street walk out to restaurants\/shops\/shows!
    From $230 per night (USD)

    VRBO

    Desirable Downtown Sarasota! On Main Street walk out to restaurants\/shops\/shows!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The most desirable location in downtown Sarasota, this 1/1 condo overlooks Main Street and is a short stroll to Marina J ...

    From $230 per night (USD)

    VRBO

    Details
  • Downtown Safe Historic btwn Siesta & Lido Beaches
    From $347 per night (USD)

    Expedia

    Downtown Safe Historic btwn Siesta & Lido Beaches

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    In the Burns Square Historic District, this boutique hotel in a 1950's Sarasota School of Architecture building with lot ...

    From $347 per night (USD)

    Expedia

    Details
  • BRAND NEW CONDO WITH BAY VIEWS IN DOWNTOWN SARASOTA.
    From $322 per night (USD)

    VRBO

    BRAND NEW CONDO WITH BAY VIEWS IN DOWNTOWN SARASOTA.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Ready to rent for season, long or short term, fully furnished 1,350 sq ft unit with underground dedicated parking spot ...

    From $322 per night (USD)

    VRBO

    Details
  • VILLA SIESTA II - SARASOTA'S BEST KEPT DOWNTOWN SECRET with HEATED POOL!
    From $203 per night (USD)

    VRBO

    VILLA SIESTA II - SARASOTA'S BEST KEPT DOWNTOWN SECRET with HEATED POOL!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Villa Siesta II ! MY name is Katya & I Live here too!. .We are NEWISH on VRBO but. not new to ...

    From $203 per night (USD)

    VRBO

    Details
  • Minutes from downtown Sarasota and Gulf Beaches
    From $219 per night (USD)

    VRBO

    Minutes from downtown Sarasota and Gulf Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy this centrally located vacation pad that is light, bright and welcoming. This gem is close to shopping & restaura ...

    From $219 per night (USD)

    VRBO

    Details
  • The Strand of Sarasota FL 214
    From $351 per night (USD)

    Expedia

    The Strand of Sarasota FL 214

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...

    From $351 per night (USD)

    Expedia

    Details
  • City Escape near Sarasota Downtown
    From $429 per night (USD)

    VRBO

    City Escape near Sarasota Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy a stylish experience at this centrally-located place! Beautiful newly constructed home with concrete polished floo ...

    From $429 per night (USD)

    VRBO

    Details
  • Gem of Sarasota Florida near downtown Sarasota
    From $222 per night (USD)

    VRBO

    Gem of Sarasota Florida near downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy a stylish experience at this newest waterfront luxury condominium community in Sarasota. Stunning water views of ...

    From $222 per night (USD)

    VRBO

    Details
  • Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
    From $113 per night (USD)

    VRBO

    Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    SouthGate neighbor is a quiet older neighborhood with lots of trees. Good for walking or biking. Phillippi Creek runs by ...

    From $113 per night (USD)

    VRBO

    Details
  • DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED
    From $121 per night (USD)

    VRBO

    DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...

    From $121 per night (USD)

    VRBO

    Details
  • Walk to Sarasota Bay, Free WIFI, parking and laundry
    From $225 per night (USD)

    VRBO

    Walk to Sarasota Bay, Free WIFI, parking and laundry

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nestled within the Historic Cocoanut District, this vibrant neighborhood boasts diversity and an electric atmosphere. Lo ...

    From $225 per night (USD)

    VRBO

    Details
  • Luxury Dali House in downtown!
    From $251 per night (USD)

    Expedia

    Luxury Dali House in downtown!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    We invite you on a journey to the exclusive Dali House, where reality mixes with the magical touch of Salvador Dalí's ar ...

    From $251 per night (USD)

    Expedia

    Details
  • Charming 1\/1.5 The Strand w. Water View!
    From $215 per night (USD)

    VRBO

    Charming 1\/1.5 The Strand w. Water View!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy exceptional water views from this third floor condo of 896 sqft, conveniently located close to Downtown Sarasota, ...

    From $215 per night (USD)

    VRBO

    Details
  • Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!
    From $271 per night (USD)

    Expedia

    Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nice spacious ground floor one bedroom apartment. Just remodeled with new kitchen and bathroom. Front and rear patios. ...

    From $271 per night (USD)

    Expedia

    Details
  • Unique Tinyhouse * King bed * Bathtub
    Click For Pricing

    VRBO

    Unique Tinyhouse * King bed * Bathtub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fully furnished unique rental There is storage for suitcases and other belongings when you first walk in, hooks to hang ...

    Click For Pricing

    VRBO

    Details
  • Tropical Retreat w\/ charming garden near downtown
    From $203 per night (USD)

    VRBO

    Tropical Retreat w\/ charming garden near downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Heliconias" is a spacious and comforta ...

    From $203 per night (USD)

    VRBO

    Details
  • The BRYSON-CRANE HISTORIC RESIDENCE c. 1925, for the 2024 Sarasota Winter Season
    From $1111 per night (USD)

    VRBO

    The BRYSON-CRANE HISTORIC RESIDENCE c. 1925, for the 2024 Sarasota Winter Season

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    [Go to https://youtu.be/lHyBaNzdT_w for a video tour of the property] The Bryson-Crane House is located in the quiet cu ...

    From $1111 per night (USD)

    VRBO

    Details
  • Beautiful 2 bedroom home just minutes away from Sarasota Bay.
    From $330 per night (USD)

    Expedia

    Beautiful 2 bedroom home just minutes away from Sarasota Bay.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Spectacular Sarasota. Totally private. Great small neighborhood. House is on a quiet cul-de-sac. Newly renovated. Nestle ...

    From $330 per night (USD)

    Expedia

    Details
  • Unwind in Style | Heated Pool | Hot Tub | Outdoor TV & Grill | Bikes
    From $551 per night (USD)

    VRBO

    Unwind in Style | Heated Pool | Hot Tub | Outdoor TV & Grill | Bikes

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    **Post Hurricane Helene Update** I am pleased to say that all is well at Magnolia House. I only had a few small tree li ...

    From $551 per night (USD)

    VRBO

    Details
  • Cozy home at Arlington Park Sarasota
    From $198 per night (USD)

    Expedia

    Cozy home at Arlington Park Sarasota

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...

    From $198 per night (USD)

    Expedia

    Details
  • Cute Lil Oasis on Osprey near Downtown Sarasota
    From $186 per night (USD)

    VRBO

    Cute Lil Oasis on Osprey near Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Summary: This newly renovated, adorable private bungalow is located in the highly sought after West of Trail area situat ...

    From $186 per night (USD)

    VRBO

    Details
  • Cozy Costal Cottage - Minutes to Attractions!
    From $272 per night (USD)

    Expedia

    Cozy Costal Cottage - Minutes to Attractions!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy an unforgettable getaway while we take care of all the details!! This unit comes complimentary with a private conc ...

    From $272 per night (USD)

    Expedia

    Details
  • Downtown Haven, Siesta 8 mi, Lido 4 mi, walk to DT
    From $265 per night (USD)

    VRBO

    Downtown Haven, Siesta 8 mi, Lido 4 mi, walk to DT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This 1+1 apartment is perfect for a single individual, couple's getaway or business trip. We provide, -Free Wifi -Off ...

    From $265 per night (USD)

    VRBO

    Details
  • Stylish 2\/2 Condo Pool View w\/ 2 terraces 4th Floor
    From $361 per night (USD)

    Expedia

    Stylish 2\/2 Condo Pool View w\/ 2 terraces 4th Floor

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy your Sarasota stay in this newly furnished corner unit on the 4th floor of The Strand. It offers 1359 sq. ft. + 1 ...

    From $361 per night (USD)

    Expedia

    Details
  • Bring you boat, kayak, or SUP to beautiful Sarasota Bay!
    From $318 per night (USD)

    VRBO

    Bring you boat, kayak, or SUP to beautiful Sarasota Bay!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Condo with resort vibes and top notch amenities offers a unique opportunity to boat, kayak or paddle board from our priv ...

    From $318 per night (USD)

    VRBO

    Details
  • Modern Organic King Beds Salt POOL\/SPA Dwtn Sarasota Retreat near Siesta Beach
    From $691 per night (USD)

    Expedia

    Modern Organic King Beds Salt POOL\/SPA Dwtn Sarasota Retreat near Siesta Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    What You'll Love: ✓ Modern and Organic design throughout with 2 workspace areas and high-speed WIFI. ✓ Peaceful l ...

    From $691 per night (USD)

    Expedia

    Details
  • Cozy Sunshine Cottage in Sarasota
    From $210 per night (USD)

    VRBO

    Cozy Sunshine Cottage in Sarasota

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy two bedroom cottage, situated on quiet street. Private fenced backyard is perfect for relaxing in the hammock or gr ...

    From $210 per night (USD)

    VRBO

    Details
  • The Sea Shack is walking distance to Downtown
    From $77 per night (USD)

    VRBO

    The Sea Shack is walking distance to Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    This adorable tiny house (130sqft) is located near downtown and the Bay. The space accommodates one person only with a s ...

    From $77 per night (USD)

    VRBO

    Details
  • An elevated beach getaway 6 miles from Siesta \/ 5mi Lido & right by downtown SRQ
    From $404 per night (USD)

    VRBO

    An elevated beach getaway 6 miles from Siesta \/ 5mi Lido & right by downtown SRQ

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Beautifully modern house nestled in a tranquil Florida neighborhood just 5 minutes from Sarasota's quaint downtown. Clos ...

    From $404 per night (USD)

    VRBO

    Details
  • 1st floor apt 1 mile from waterfront and downtown. Just 2 miles from beach!
    From $130 per night (USD)

    Expedia

    1st floor apt 1 mile from waterfront and downtown. Just 2 miles from beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nice clean non smoking apartment on the 1st floor close to downtown and water front. Walking distance to groceries, Mar ...

    From $130 per night (USD)

    Expedia

    Details
  • 2nd floor 2bdrm\/1.5 bath 1 mi from Marina and downtown. Just 2 miles from beach!
    From $178 per night (USD)

    VRBO

    2nd floor 2bdrm\/1.5 bath 1 mi from Marina and downtown. Just 2 miles from beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Nice clean non smoking HUGE 2 bdrm apartment on the 2nd floor close to downtown and water front. Gorgeous Italian tiles ...

    From $178 per night (USD)

    VRBO

    Details
  • Sun Filled Sarasota Home With Office
    From $154 per night (USD)

    VRBO

    Sun Filled Sarasota Home With Office

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Restoration Hardware decorated two bedroom bungalow. 3rd room furnished for an office and/or additional guest bedroom w ...

    From $154 per night (USD)

    VRBO

    Details
  • Tiny house downtown Sarasota
    From $110 per night (USD)

    VRBO

    Tiny house downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Experience our Off-grid ready Tiny house in beautiful downtown Sarasota one mile from Main Street. Close to many diverse ...

    From $110 per night (USD)

    VRBO

    Details
  • Pattison Palms: Luxury 3\/3 in City with Hot Tub - 10-15 Mins to Downtown & Lido
    From $543 per night (USD)

    Expedia

    Pattison Palms: Luxury 3\/3 in City with Hot Tub - 10-15 Mins to Downtown & Lido

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a truly luxurious experience at this newly remodeled, centrally-located home just minutes from downtown Sarasota, ...

    From $543 per night (USD)

    Expedia

    Details
  • 3\/2 with Private Heated Pool and Spa minutes from Downtown and Beaches
    Click For Pricing

    VRBO

    3\/2 with Private Heated Pool and Spa minutes from Downtown and Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Welcome to our newly renovated, stunning mid-century modern 3-bedroom home. Explore the #1 top-rated Siesta Key Beach, j ...

    Click For Pricing

    VRBO

    Details
  • Centric Apt 2BR\/1 BA ֎-Ideal for Long Stays
    From $282 per night (USD)

    Expedia

    Centric Apt 2BR\/1 BA ֎-Ideal for Long Stays

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Brand new remodeled apartment near downtown sarasota, enjoy the luxury feel of our new apartment. the living, dining, an ...

    From $282 per night (USD)

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    Details
  • Sarasota Gateway Beach House
    From $264 per night (USD)

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    Sarasota Gateway Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Perfectly located in the heart of the safe/quiet downtown Alta Vista neighborhood of Sarasota! You are centrally locate ...

    From $264 per night (USD)

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  • Joyful pool home near downtown Sarasota and beaches
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    Joyful pool home near downtown Sarasota and beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Great house with all the commodities that you need to relax and spend a nice vacation. The open-plan living/dining/famil ...

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  • Historic Cottage in Downtown Sarasota
    From $261 per night (USD)

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    Historic Cottage in Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 1937 home, called the Doll House, was used by the Ringling Circus for performers. Rumor has it that the Doll Family ...

    From $261 per night (USD)

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    Details
  • Sarasota Bay Views Luxury Waterfront
    From $342 per night (USD)

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    Sarasota Bay Views Luxury Waterfront

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our luxury waterfront modern beach condo is beautifully situated with sweeping sunset views over Sarasota Bay. Close to ...

    From $342 per night (USD)

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    Details
  • Sunny Sarasota Duplex ~ 1 Mi to Indian Beach!
    From $140 per night (USD)

    VRBO

    Sunny Sarasota Duplex ~ 1 Mi to Indian Beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Plan your escape to Sarasota at this cozy vacation rental! This 2-bedroom, 1-bathroom duplex is perfect for a couple's g ...

    From $140 per night (USD)

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  • Chic Downtown Gem - The Cocoanut Hut, newly constructed
    From $243 per night (USD)

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    Chic Downtown Gem - The Cocoanut Hut, newly constructed

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to The Cocoanut Hut, our chic/modern take to the classic beach hut. 10mins to world class Lido Key/Siesta Key be ...

    From $243 per night (USD)

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  • GORGEOUS BRAND NEW BLDG and apt. Be the FIRST!!!
    From $231 per night (USD)

    VRBO

    GORGEOUS BRAND NEW BLDG and apt. Be the FIRST!!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experienc ...

    From $231 per night (USD)

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    Details
  • Tropical Oasis in Gillespie Park
    From $212 per night (USD)

    Expedia

    Tropical Oasis in Gillespie Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Peaceful and centrally-located duplex in the historic Gillespie Park neighborhood. Listing is for Unit B. A 2 bedroom/1 ...

    From $212 per night (USD)

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    Details
  • Stylish Couples Family Vacation Home, Long-stay
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    Stylish Couples Family Vacation Home, Long-stay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    1 week minimum required by City of Sarasota. Please do message me if you have questions. Be cautious of other's operatin ...

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  • Mid-Century Home w\/ Guesthouse Near Downtown\/Siesta Key\/SMH
    From $694 per night (USD)

    VRBO

    Mid-Century Home w\/ Guesthouse Near Downtown\/Siesta Key\/SMH

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This 3/2 + office + attached 1/1 guesthouse is newly renovated with large fenced yard, screened front patio and 2 washer ...

    From $694 per night (USD)

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    Details
  • Mango @ El Tropicale Vacation Rentals Downtown Sarasota
    From $267 per night (USD)

    VRBO

    Mango @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Ideally located in a beautiful residential neighborhood in downtown Sarasota. Walk to the area's wonderful restaurants, ...

    From $267 per night (USD)

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    Details
  • Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota
    From $295 per night (USD)

    Expedia

    Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    New & modern 1B1B 1st floor condo has access to the courtyard where you can enjoy a cookout or just relax . Located in t ...

    From $295 per night (USD)

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    Details
  • Lemon @ El Tropicale Vacation Rentals Downtown Sarasota
    From $236 per night (USD)

    VRBO

    Lemon @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Ideally located in a beautiful residential neighborhood in downtown Sarasota. Walk to the areas wonderful restaurants, c ...

    From $236 per night (USD)

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    Details
  • Palm @ El Tropicale Vacation Rentals Downtown Sarasota
    From $384 per night (USD)

    Expedia

    Palm @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Modern 2B1B unit with all the comforts of home The beautiful courtyard has a gas grill, tables/chairs, chaises & hammock ...

    From $384 per night (USD)

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    Details
  • Orange @ El Tropicale Vacation Rentals Downtown Sarasota
    From $324 per night (USD)

    VRBO

    Orange @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Modern condo w/ high-end decor featuring two bedrooms that sleeps up to 6 guests.One king bed, one guest bedroom with qu ...

    From $324 per night (USD)

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    Details
  • Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota
    From $314 per night (USD)

    Expedia

    Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Modern 2B1B unit with all the comforts of home The beautiful courtyard has a gas grill, tables/chairs, chaises & hammock ...

    From $314 per night (USD)

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    Details
  • Lime @ El Tropicale Vacation Rentals Downtown Sarasota
    From $247 per night (USD)

    VRBO

    Lime @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    New & modern 1B1B unit with access to the courtyard where you can enjoy a cookout, lounge in a chaise, dine alfresco, or ...

    From $247 per night (USD)

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  • Sarasota Home in Historic District w\/ Patio!
    From $401 per night (USD)

    Expedia

    Sarasota Home in Historic District w\/ Patio!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Historic Burns Court Cottages! This 2-bed, 2.5-bath vacation rental in Sarasota provides everything you n ...

    From $401 per night (USD)

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    Details
  • Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota
    From $247 per night (USD)

    VRBO

    Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Ideally located in a beautiful residential neighborhood in downtown SRQ. Walk to the area's wonderful restaurants, cafes ...

    From $247 per night (USD)

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  • Perfect Downtown Space-Walk to Library, Theater, REstaurants & Shops!
    From $144 per night (USD)

    Expedia

    Perfect Downtown Space-Walk to Library, Theater, REstaurants & Shops!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    $99 Special, No-Frills, Basic, Efficient room about 200 sf. It's small, it's simple. Lower your expectations coming in ...

    From $144 per night (USD)

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    Details
  • Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!
    From $225 per night (USD)

    VRBO

    Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This Charming Florida Cottage sits just on the East edge of Downtown Sarasota. It is located .3 miles from Payne Park, ...

    From $225 per night (USD)

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  • 4\/2 Spacious Downtown SRQ Home!
    From $634 per night (USD)

    Expedia

    4\/2 Spacious Downtown SRQ Home!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Please enjoy your stay in sunny Sarasota at our 4 bedroom, 2 bath spacious vacation home located adjacent to downtown Sa ...

    From $634 per night (USD)

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    Details
  • Tropical Retreat Close to Beaches |Pool |Game room
    From $581 per night (USD)

    VRBO

    Tropical Retreat Close to Beaches |Pool |Game room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Villa Palma offers everything you could want in a tropical retreat. Only 5 miles to Siesta Key, rated the #1 beach in th ...

    From $581 per night (USD)

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    Details
  • New Coastal Pool + Game Room home
    From $231 per night (USD)

    Expedia

    New Coastal Pool + Game Room home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Professionally Designed Coastal residence boasting pool, corn hole, and game room (foosball and ping pong), wide open li ...

    From $231 per night (USD)

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    Details
  • Sunny Sarasota Home w\/ Yard < 2 Mi to Downtown!
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    Sunny Sarasota Home w\/ Yard < 2 Mi to Downtown!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Leave behind the hustle and bustle of everyday life when you venture to this charming vacation rental. Featuring 2 bedro ...

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  • Beautiful Studio for 4, with Complete Kitchen, Large Bath w\/Tub & Shower
    From $176 per night (USD)

    Expedia

    Beautiful Studio for 4, with Complete Kitchen, Large Bath w\/Tub & Shower

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    When I first saw this unique property, I was instantly whisked back to my childhood in Sarasota. Although I grew up on ...

    From $176 per night (USD)

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    Details
  • TWO UNITS Each w\/1BED\/1BATH AND Kitchen, CLOSE TO SIESTA KEY BEACH AND...
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    TWO UNITS Each w\/1BED\/1BATH AND Kitchen, CLOSE TO SIESTA KEY BEACH AND...

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    **ASK ABOUT LAST MINUTE DEALS! When I first saw this unique property, I was instantly whisked back to my ch ...

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  • Great 1 Bed\/1 Bath Studio Apartment in Sarasota, Minutes to Downtown & Beaches
    From $175 per night (USD)

    Expedia

    Great 1 Bed\/1 Bath Studio Apartment in Sarasota, Minutes to Downtown & Beaches

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    When I first saw this unique property, I was instantly whisked back to my childhood in Sarasota. Although I grew up on ...

    From $175 per night (USD)

    Expedia

    Details
  • The Palm: Our Florida Paradise in the City - 10 Minutes to Downtown!
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    VRBO

    The Palm: Our Florida Paradise in the City - 10 Minutes to Downtown!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to The Palm: Our Florida Paradise in the City! Located in central SRQ, this beautiful property is within a 10 mi ...

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  • Pinecraft Paradise - Secluded Apt in central SRQ
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    Expedia

    Pinecraft Paradise - Secluded Apt in central SRQ

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this trendy, chic apartment with a bit of coast ...

    Click For Pricing

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    Details
  • Farmhouse Flat ~ New Apt in central SRQ
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    VRBO

    Farmhouse Flat ~ New Apt in central SRQ

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...

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  • Siesta Key
    From $230 per night (USD)

    Expedia

    Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    1950's home updated with Mexican tile through the home.3 bedroom 2 bath. 5 minutes to beach access 1. Sarasota memorial ...

    From $230 per night (USD)

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    Details
  • Spacious Home with Pool Close to Beaches and Downtown
    From $319 per night (USD)

    VRBO

    Spacious Home with Pool Close to Beaches and Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    The incredible location near Siesta Key Beach and Downtown Sarasota, mixed in with all of the wonderful amenities makes ...

    From $319 per night (USD)

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    Details
  • Bayview Getaway!  Sarasota FL
    From $304 per night (USD)

    Expedia

    Bayview Getaway! Sarasota FL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    New luxury condominium with breathtaking views of Sarasota Bay and direct Gulf access. Kayak, boat or paddle board out ...

    From $304 per night (USD)

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    Details
  • MAGNOLIA..
    From $438 per night (USD)

    VRBO

    MAGNOLIA..

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax away from the city and the crowds! The 2 bedroom/1 bathroom bungalow style townhome is the perfect place to enjoy ...

    From $438 per night (USD)

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  • 4\/2.5 Palm SRQ- 1.5 Miles to Downtown Sarasota!
    From $520 per night (USD)

    Expedia

    4\/2.5 Palm SRQ- 1.5 Miles to Downtown Sarasota!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Enjoy the warm weather and the world's most beautiful beaches while feeling like you never left home in our spacious 4 b ...

    From $520 per night (USD)

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    Details
  • Gorgeous, Update POOL Home 5 Minutes to Siesta-Home to the Best Beach in the US
    From $274 per night (USD)

    VRBO

    Gorgeous, Update POOL Home 5 Minutes to Siesta-Home to the Best Beach in the US

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Gorgeous home with Heated pool and updated amenities - fun for the whole family. Location, Location, Location! Bike ride ...

    From $274 per night (USD)

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  • RINGLING..
    From $460 per night (USD)

    Expedia

    RINGLING..

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy the warm weather and the world's most beautiful beaches. Located in a perfect central location for all that Saras ...

    From $460 per night (USD)

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    Details
  • COCOANUT HOME
    From $519 per night (USD)

    VRBO

    COCOANUT HOME

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy the world's most beautiful beaches and all that sunny Sarasota has to offer in our private 3 bedroom/1 bathroom ho ...

    From $519 per night (USD)

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  • ✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
    From $254 per night (USD)

    VRBO

    ✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...

    From $254 per night (USD)

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