Osprey vacation rentals
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Top-rated vacation rentals in Osprey
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Villa in Nokomis
4.91 out of 5 average rating, 138 reviewsAPR SALE! Sarasota Family BEACH Villa 2KING BR/2BA
EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)
Jun 16 – 23
Apartment in Sarasota
4.88 out of 5 average rating, 132 reviewsPets friendly modern studio 5 mi to Siesta Key
Renovated Studio/1 full bath apartment in a duplex house with separate entrance. Located in a West of "The Trail" in Southern Central Sarasota. Ideally close to Siesta Key, Turtle, Osprey and Nokomis beaches. Bike Routes throughout and short drive to downtown Sarasota, Osprey, Venice and wonderful amenities of Sarasota Lifestyle. Walking distance to restaurants, Selby aquatic center, Vamo Sarasota Bay Park, Westfield Mall, Total Wine, Costco, Target and CVS. Great, quiet and secure neighborhood.
Jan 2 – 9
Home in Sarasota
4.91 out of 5 average rating, 142 reviewsSunshine Suite, Minutes to Beach,Tropical Paradise
The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown
Nov 3 – 10
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osprey vacation rentals
Other great vacation rentals in Osprey
Cottage in Sarasota
4.9 out of 5 average rating, 171 reviews"Honeybee Hideaway" Cozy Cottage Near SIESTA KEY
Nov 5 – 12
Guest suite in Sarasota
4.95 out of 5 average rating, 112 reviewsSweet Siesta Suite
Aug 19 – 26
Guest suite in Sarasota
4.91 out of 5 average rating, 265 reviewsSiesta Keys stylish and affordable Airbnb.
Oct 15 – 22
Home in Sarasota
4.96 out of 5 average rating, 127 reviewsSarasota Florida -Wild Orchid Creek Cottage Home
Jul 19 – 26
Guest suite in Sarasota
4.94 out of 5 average rating, 254 reviewsTwo Miles to Siesta Key
May 19 – 26
Home in Sarasota
4.98 out of 5 average rating, 196 reviewsThe Key Lime Cottage 2 miles from Siesta Key Beach
Oct 15 – 22
Home in Sarasota
4.96 out of 5 average rating, 238 reviewsLovely guest house
Jul 22 – 29
Condo in Venice
4.86 out of 5 average rating, 133 reviewsThe Studio at the Beach 56
Dec 15 – 22
Home in Sarasota
4.87 out of 5 average rating, 201 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
May 9 – 16
Guesthouse in Sarasota
4.91 out of 5 average rating, 136 reviewsCozy Guesthouse in central Sarasota!
Nov 22 – 29
Cottage in Osprey
4.95 out of 5 average rating, 19 reviewsMattie’s Cottage by the Bay
Jun 18 – 25
Condo in Nokomis
5.0 out of 5 average rating, 13 reviewsPrivate Studio (entire space)
Aug 16 – 23
Other great vacation rentals in Osprey
Home in Osprey
4.98 out of 5 average rating, 41 reviewsBayview House - Osprey - 1 block to Bay!
Aug 2 – 9
Cottage in Nokomis
4.91 out of 5 average rating, 82 reviewsThe "Turtle Cottage" - a charming beachy retreat.
Dec 5 – 12
Apartment in Nokomis
5.0 out of 5 average rating, 4 reviewsCondo a minute from the beach.
Jun 23 – 30
Condo in Sarasota
5.0 out of 5 average rating, 36 reviewsPeaceful Glamorous 2 Bed Resort
Jun 15 – 22
Home in Venice
4.79 out of 5 average rating, 82 reviewsPERFECT FLORIDA GETAWAY !
Apr 9 – 16
Home in Nokomis
4.89 out of 5 average rating, 37 reviewsCheerful, sparkling 2 bedroom cottage, 1.8 miles from beach
Jul 26 – Aug 2
Guesthouse in Sarasota
5.0 out of 5 average rating, 26 reviewsThe Cottage (In the Country) Cozy, Quiet Retreat
May 28 – Jun 4
Guesthouse in Sarasota
4.92 out of 5 average rating, 66 reviewsStorybook Cottage With Pool Near the Bay & Beach
Jul 17 – 24
Home in Nokomis
5.0 out of 5 average rating, 42 reviewsCharming vacation home, short walk to the beach
Jul 22 – 29
Home in Sarasota
4.91 out of 5 average rating, 55 reviewsSarasota Summer Beach Bliss!
Oct 2 – 9
Guest suite in Venice
4.98 out of 5 average rating, 43 reviewsVenice Beach Studio
Jul 30 – Aug 6
Home in Osprey
5.0 out of 5 average rating, 20 reviewsPrivate Oasis | Heated Pool | 3 Bed | Near Beaches
Sep 7 – 14
Quick stats about vacation rentals in Osprey
Total rentals | 80 properties |
---|---|
Rentals with a pool | 50 properties have a pool |
Pet-friendly rentals | 20 properties allow pets |
Family-friendly rentals | 50 properties are a good fit for families |
Total number of reviews | 1.5K reviews |
Nightly prices starting at | R1,136 ZAR before taxes and fees |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Osprey?
Yes! Work meets play with ease at over 40 vacation rentals in Osprey featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Osprey?
Four-legged friends are welcome in Osprey. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Osprey vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Osprey, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Osprey have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Osprey. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Osprey?
Osprey has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Osprey?
Experience the best of Osprey with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Osprey have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Osprey. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Osprey have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in Osprey. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Osprey have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Osprey. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Osprey?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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