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Condo Rentals in Osprey Village

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1171)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
$167 nightly
The price is $187
Dec 8 - Dec 9
Total with taxes and fees
Captiva Beach Resort

Riverside Oasis 1Bed/1Bath

Bayou Oaks
9.2 out of 10, Wonderful, (39)
"Excellent place to stay"
United States
garry s.
$124 nightly
The price is $138
Dec 12 - Dec 13
Total with taxes and fees
Riverside Oasis 1Bed/1Bath

5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..

Sarasota
9.6 out of 10, Exceptional, (27)
"Excellent location and really nice atmosphere"
United States
Eduardo V.
$382 nightly
The price is $426
Dec 14 - Dec 15
Total with taxes and fees
5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..

Charming Longboat Key Bungalow with beach access minutes away…

2.0 star property
Longboat Key
9.4 out of 10, Exceptional, (12)
"Enjoyed our stay in this quiet little place with close access to restaurants and just a few minutes from Bradenton. Would come back!"
United States
Todd B.
$374 nightly
The price is $417
Dec 8 - Dec 9
Total with taxes and fees
Charming Longboat Key Bungalow with beach access minutes away…

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
$184 nightly
The price is $208
Dec 8 - Dec 9
Total with taxes and fees
A Beach Retreat

Upscale 2/2 Key West style condo 6 mins from IMG

South Bradenton
10.0 out of 10, Exceptional, (22)
"Great location, attentive host, great stay"
United States
JUDY T.
$336 nightly
The price is $370
Dec 8 - Dec 9
Total with taxes and fees
Upscale 2/2 Key West style condo 6 mins from IMG

New! Renovated Coastal 2/2, 6 mins to IMG

South Bradenton
9.8 out of 10, Exceptional, (17)
"Accommodating for family group, quick drive to the beach."
United States
Ginger B.
$336 nightly
The price is $370
Dec 8 - Dec 9
Total with taxes and fees
New! Renovated Coastal 2/2, 6 mins to IMG

Modern Coastal 2/2 condo w/pool 6 mins to IMG

South Bradenton
10.0 out of 10, Exceptional, (25)
"Great place to stay !"
Canada
Teddy N.
$336 nightly
The price is $370
Dec 8 - Dec 9
Total with taxes and fees
Modern Coastal 2/2 condo w/pool 6 mins to IMG

5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated

Sarasota
10.0 out of 10, Exceptional, (13)
"Perfect little spot to enjoy Sarasota. We will return."
United States
Helen J.
$284 nightly
The price is $317
Dec 14 - Dec 15
Total with taxes and fees
5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated

*Charming 2bed 2 bath 6 mins from IMG*

South Bradenton
9.6 out of 10, Exceptional, (21)
"Cool place. Everything just as mentioned. Kids had a blast at pool and place was super clean"
United States
Jason G.
$330 nightly
The price is $363
Dec 8 - Dec 9
Total with taxes and fees
*Charming 2bed 2 bath 6 mins from IMG*

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

South Village
9.6 out of 10, Exceptional, (41)
"Loved the pool and view!"
United States
Victoria P.
$257 nightly
The price is $287
Dec 14 - Dec 15
Total with taxes and fees
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3

Sarasota
9.6 out of 10, Exceptional, (44)
"The location of the property could not have been better. A very short walk to the quietest beach on Siesta Key. The manager was very attentive when we called with a minor issue and had it resolved quickly. The property could use a pretty thorough cleaning of the baseboards and other nooks and crannies but overall it was pretty clean. We would stay again."
United States
Mel S.
$235 nightly
The price is $262
Dec 11 - Dec 12
Total with taxes and fees
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3

Beachfront Studio – Cabana #5B by RVA

Longboat Key
8.2 out of 10, Very Good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
$183 nightly
The price is $204
Dec 20 - Dec 21
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA

Cozy beach house! Just steps away from the world-class Manasota beach

3.5 star property
Manasota
9.8 out of 10, Exceptional, (6)
"Nice place to stay, close to the beach, hunting for fossilized shark teeth was fun."
United States
Vance E.
$414 nightly
The price is $461
Dec 19 - Dec 20
Total with taxes and fees
Cozy beach house! Just steps away from the world-class Manasota beach

Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

Siesta Key
9.0 out of 10, Wonderful, (40)
"Perfect location for a winter getaway. Can walk or bike to Turtle Beach or Crescent Beach. The place was clean and modern with excellent wifi and all the beach items we needed (chairs, towels, umbrella). "
United States
Pamela T.
$294 nightly
The price is $327
Dec 8 - Dec 9
Total with taxes and fees
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

Drift & Dune – Longboat Beachfront #101 RVA

Longboat Key
8.6 out of 10, Excellent, (74)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Condo is well appointed and spacious. Amenities galore! This unit can sleep five but we were only two so we had plenty of space. Comfortable bed and plenty of beach towels. Had some trouble working the tv’s but eventually got it sorted."
United States
Jim &.
$293 nightly
The price is $327
Dec 8 - Dec 9
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Whitfield Estates
9.2 out of 10, Wonderful, (49)
"Great place and great location! We really enjoyed our stay!"
United States
Meghan I.
$195 nightly
The price is $216
Dec 8 - Dec 9
Total with taxes and fees
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Siesta Key
9.8 out of 10, Exceptional, (101)
"Great location and the private beach was so nice! "
United States
Ashley N.
$355 nightly
The price is $397
Jan 4 - Jan 5, 2026
Total with taxes and fees
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Minorga on the Gulf

3.0 star property
Siesta Key Village
$451 nightly
The price is $508
Dec 21 - Dec 22
Total with taxes and fees
Minorga on the Gulf

The Getaway at the Marina

Whitfield Estates
9.0 out of 10, Wonderful, (6)
"The property was as advertised. Clean with everything we needed for our stay. Owner was very responsive when I had a question. Front desk people were great and very helpful."
United States
Mary
$206 nightly
The price is $230
Dec 8 - Dec 9
Total with taxes and fees
The Getaway at the Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osprey Village Hotel Reviews

Find out more about Osprey Village

Osprey Village Condo Rentals information

Number of reviews
2,137
Accommodation
3449 Condo Rentals
Lowest Price
$138
Highest Price
$508

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