Osprey
 
 
 
 
 
 
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Featured Listings
 
Poco Place, 2 Bedrooms, Wi ...
2 bedroom Nokomis Home Vacation Rental Home
2 BR/ 1.00 BA Sleeps 6
More Info
House Of The Sun #412Gv
2 bedroom Sarasota Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 4
More Info
House Of The Sun #309Gv
2 bedroom Sarasota Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

House Of The Sun #210Gv

Sarasota
Ocean View
Contemporary and stylish Unit 210 provides the utmost in an island retreat. Relax and enjoy fabulous...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

House Of The Sun #315Gf

Sarasota
Ocean Front
This newly rennovated Gulf Front unit will make you feel right at home with it's warm and cozy decor...

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Condo 2 / 2 / 6

Online Booking

$343 - $343
Per Night

$1693 - $2400
Per Week

 
 

House Of The Sun #510Gv

Sarasota
Ocean View
Virtual Tour This newly renovated Gulf View unit has tile throughout the common areas and carpet in...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

Poco Place, 2 Bedrooms, Wifi, 2 Blocks to Beach, Sleeps 6

Nokomis
You’ll be just two blocks from the Gulf when you vacation at Poco Place, a small home tucked away on...

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Home 2 / 1 / 6

Online Booking

$84 - $213
Per Night

$586 - $1490
Per Week

 
 

House Of The Sun #412Gv

Sarasota
Ocean View
This Gulf View unit is nice and cozy with it's warm decor. This unit has tile throughout the kitche...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

House Of The Sun #309Gv

Sarasota
Ocean View
You will feel right at home in this cozy Gulf View unit. It has new leather furniture and a 42” LCD...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

House Of The Sun #503Gs

Sarasota
Virtual Tour This Gulf side unit has beautiful tile throughout the common area and bathrooms. Off w...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

L' Pavia, 2 Bedrooms, Heated Pool, Private 1 Car Garage, ...

Venice
The white sandy beaches of Venice are calling your name! L’Pavia is a two bedroom, two-bathroom cond...

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Condo 2 / 2 / 8

Online Booking

$51 - $145
Per Night

$354 - $1012
Per Week

 
 

House Of The Sun #511Gf

Sarasota
Ocean Front
This nicely renovated Gulf Front unit is well equipped, and tastefully decorated with a tropical the...

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Condo 2 / 2 / 2

Online Booking

$343 - $343
Per Night

$1693 - $2400
Per Week

 
 

Tangerine Condo at Plantation, 2 Bedrooms, Pool, Wifi, Sl...

Venice
Watch the action on the 8th fairway of the championship Bobcat course from the patio of our sunny, b...

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Condo 2 / 2 / 6

Online Booking

$68 - $161
Per Night

$473 - $1125
Per Week

 
 

Jamaica Royale 91, 2 Bedrooms, 3 Heated Pools, Wifi, Slee...

Siesta Key
In this handy ground-floor condo, you're just a short walk away from gorgeous Crescent Beach, the je...

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Condo 2 / 2 / 6

Online Booking

$114 - $274
Per Night

$795 - $1917
Per Week

 
 

Inlet 21, 2 Bedrooms, Lagoon and Gulf Views, Pool, Wifi, ...

Sarasota
Ocean View
Are you ready for a great escape? If so, Inlet 21 is the perfect spot for you. This unit has beautif...

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Condo 2 / 2 / 6

Online Booking

$120 - $193
Per Night

$840 - $1350
Per Week

 
 

Siesta Chillin Anchorage 305, 2 Bedrooms, Pool, Boat Dock...

Sarasota
Beach Access
You’ll enjoy beautiful views when you vacation at Siesta Chillin Anchorage 305 in beautiful Siesta K...

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Condo 2 / 2 / 6

Online Booking

$114 - $274
Per Night

$795 - $1917
Per Week

 
 

Village des Pins 3645, 2 Bedrooms, Pool Access, Wifi, Hot...

Sarasota
Beach Access
Experience Siesta Key from Village des Pins 3645 and enjoy the beautiful garden view! This beautiful...

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Home 2 / 2 / 4

Online Booking

$61 - $177
Per Night

$425 - $1238
Per Week

 
 

Bay Tree Club 106, 2 Bedrooms, 2 Heated Pools, Spa, Wifi,...

Siesta Key
Beach Access, Beach Front, Ocean View
With the Gulf of Mexico just steps from your back door and beautiful Sarasota Bay a couple minutes’ ...

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Condo 2 / 2 / 6

Online Booking

$120 - $219
Per Night

$837 - $1532
Per Week

 
 

Lakeside House, 4 Bedrooms, Private Heated Pool, Hdtv, Wi...

Venice
The boundaries between indoor and outdoor are delightfully blurred in our spacious Venice Lakeside H...

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Home 4 / 2 / 8

Online Booking

$93 - $225
Per Night

$650 - $1575
Per Week

 
 

House Of The Sun #314Gv

Sarasota
Ocean View
This Gulf View unit has tile throughout common areas, 2 full size sofas and a leather recliner. The ...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

Anchorage 909, 2 Bedrooms, Private Beach Access, Boat Doc...

Sarasota
Beach Access, Ocean View
Breathtaking, panoramic views await you at this luxurious penthouse condo on the 9th floor of an ele...

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Condo 2 / 2 / 6

Online Booking

$114 - $274
Per Night

$795 - $1917
Per Week

 
 

House Of The Sun #506Gs

Sarasota
Virtual Tour A 2 bedroom 2 bath accommodation on the 5th floor, (accessible via two outside elevato...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

House Of The Sun #208Gs

Sarasota
Virtual Tour All NEW! Totally renovated from ceiling to tile floor and everything in between! Sunny...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Bay Oaks D-22, 2 Bedrooms, Heated Pool Access, Wifi, Sies...

Sarasota
Beach Access
Experience Siesta Key from Bay Oaks D-22 and enjoy the beautiful pool view! This beautifully updated...

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Condo 2 / 2.5 / 6

Online Booking

$136 - $384
Per Night

$950 - $2688
Per Week

 
 

Venice Harbor 604, 1 Bedroom, Pet Friendly, Wifi, Sleeps 4

Venice
You’re within easy reach of all sorts of vacation pleasures when you book your vacation at Venice Ha...

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Home 1 / 1 / 4

Online Booking

$79 - $247
Per Night

$552 - $1728
Per Week

 
 

House Of The Sun #512Gf

Sarasota
Beach Front, Ocean Front
This newly remodeled Gulf Front condo has tile throughout. The unit has a modern decor, with earth ...

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Condo 2 / 2 / 4

Online Booking

$343 - $343
Per Night

$1693 - $2400
Per Week

 
 

Gulf and Bay Club 204C, 2 Bedroom, Beach Front, 3 Pools, ...

Siesta Key
Beach Access, Ocean View
Come vacation on the white sands of Siesta Beach! When you stay at our condo at Gulf and Bay Club 20...

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Condo 2 / 2 / 6

Online Booking

$118 - $289
Per Night

$827 - $2025
Per Week

 
 

Siesta Key Excelsior 306, 3 Bedrooms, Pools, Tennis, Slee...

Siesta Key
Beach Access
With spectacular views of the beautiful trees, pond, pool and peek a boo view of the Intracoastal, y...

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Condo 3 / 2 / 6

Online Booking

$150 - $439
Per Night

$1050 - $3073
Per Week

 
           
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