Osprey
 
 
 
 
 
 
Browse the listings near Osprey or filter by a nearby city from the list below.

Refine Your Search:
Destination
Check-In Check-Out
Amenities
Enter Keywords:
 
 
 
 
Featured Listings
 
House Of The Sun #413Gf
2 bedroom Sarasota Condo Vacation Rental - Ocean Front Condo
2 BR/ 2.00 BA Sleeps 6
More Info
House Of The Sun #508Gv
2 bedroom Sarasota Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Poco Place, 2 Bedrooms, Wi ...
2 bedroom Nokomis Home Vacation Rental Home
2 BR/ 1.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

House Of The Sun #508Gv

Sarasota
Ocean View
Come stay in this beautiful, remodeled and redecorated ocean view apartment. It truly has that light...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

New + modern Villa with gorgeous pool area near Gulf beaches

Venice
Golf nearby, Ocean nearby
!!! PLEASE CHECK AVAILABILITY BEFORE SENDING AN INQUIRY! THANK YOU !!! We would like to invite you ...

View Details    Send Inquiry
Villa 3 / 2 / 6

$115 - $165
Per Night

$800 - $1350
Per Week

 
 

Modern Villa - Pool, Hot Tub, Water View + Golf

Sarasota
Golf on site, Lake Front, Lake View, Ocean nearby
Sarasota Private 2-Bedroom, 2-Bathrooom Contemporary Villa at Heritage Oaks Golf & Country Club • P...

View Details    Send Inquiry
Villa 2 / 2 / 4

Contact
Owner
Directly
For Rates

 
 

House Of The Sun #413Gf

Sarasota
Ocean Front
This Gulf Front unit has beige tile in the common areas and beige carpet in the bedrooms. The color ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$343 - $343
Per Night

$1693 - $2400
Per Week

 
 

House Of The Sun #203Gs

Sarasota
Virtual Tour This "NEWLY RENOVATED" Gulf Side unit has new tile in the common areas and b...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Poco Place, 2 Bedrooms, Wifi, 2 Blocks to Beach, Sleeps 8

Nokomis
Get up in the morning and throw on your swimsuit, some shorts, and flip-flops - it’s just 2 blocks t...

View Details and Book Online    Send Inquiry
Home 2 / 1 / 6

Online Booking

$71 - $161
Per Night

$500 - $1125
Per Week

 
 

House Of The Sun #210Gv

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

View Details and Book Online    Send Inquiry
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...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

3Br/2Ba private home walking distance to beach & restaurants

Nokomis
Beach Access
This hidden jewel is just a short walk to Nokomis public beach, Casey Key, public boat ramp, inter-c...

View Details    Send Inquiry
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

 
 

House Of The Sun #202Gs

Sarasota
This Gulf Side unit is bright and airy accented with blues and browns with tile throughout. There ar...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Sante Joseph Home, 4 Bedrooms, Private Heated Pool, Lanai...

Venice
A lovely, private home set back on a quiet side road, our Sante Joseph Palm House is a real retreat....

View Details and Book Online    Send Inquiry
Home 4 / 2 / 10

Online Booking

$167 - $479
Per Night

$1172 - $3353
Per Week

 
 

House Of The Sun #312Gv

Sarasota
Ocean View
This Gulf View unit has newly installed beige carpet throughout the common areas and a renovated mas...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$289 - $289
Per Night

$1380 - $2021
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...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Midnight Pass Condo #215GF

Sarasota
Relax in your own beachfront paradise condo. Enjoy a special treat, watching dolphins, or sun bathin...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$300 - $425
Per Night

$2100 - $2975
Per Week

 
 

Euclid Home, 3 Bedrooms, Private Heated Pool, Wifi, Sleeps 8

Venice
A charming three-bedroom house with room to spare, potted palms and neat landscaping suggest a worry...

View Details and Book Online    Send Inquiry
Home 3 / 2 / 8

Online Booking

$60 - $177
Per Night

$419 - $1238
Per Week

 
 

House Of The Sun #304Gs

Sarasota
Virtual Tour Freshly Painted and Ready for Relaxation!!! This Gulf Side unit is very soothing with ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Midnight Pass Condo #411GV

Sarasota
This Gulf View unit has tile throughout all common areas and blue carpet in the bedrooms. The color ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$245 - $360
Per Night

$1715 - $2520
Per Week

 
 

House Of The Sun #303Gs

Sarasota
Virtual Tour This Gulf Side unit has beige carpet throughout and is decorated with light shades of ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

House Of The Sun #405Gs

Sarasota
Virtual Tour This Gulf Side unit will make you feel right at home at the beach with it's sand &...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Casa Siesta, Ground Floor, 2 bedrooms, walk to Siesta Key...

Siesta Key
Casa Siesta makes fun in the sun so easy! The 2-bedroom, ground-floor condo is just a short walk fro...

View Details and Book Online    Send Inquiry
Condo 2 / 1 / 4

Online Booking

$107 - $366
Per Night

$750 - $2561
Per Week

 
 

Midnight Pass Condo #205GS

Sarasota
This Gulf Side unit has teal-blue carpet in the living room and bedrooms and tile in the foyer and h...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$215 - $310
Per Night

$1505 - $2170
Per Week

 
 

House Of The Sun #402Gs

Sarasota
Virtual Tour This Gulf Side unit has new installed tile inthe common areas, with carpet in both bed...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
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...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$107 - $257
Per Night

$750 - $1800
Per Week

 
 

Midnight Pass Condo #209GS

Sarasota
This Gulf Side unit has a neutral color scheme of browns and tans in the living room, while the bedr...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$215 - $310
Per Night

$1505 - $2170
Per Week

 
 

House Of The Sun #407Gv

Sarasota
Ocean View
This newly renovated two bedroom/two bath condo accommodates four comfortably and offers a luxurious...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 5

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
           
More Beach and Coastal Locations and Properties