Osprey Village Vacation Rentals

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Our top choices for Osprey Village vacation rentals

Myakka River

Myakka River
Venice
9.8 out of 10, Exceptional, (18 reviews)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
United States
Ty
The price is CA $252
CA $632 total
includes taxes & fees
Feb 17 - Feb 18
Myakka River

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (60 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is CA $202
CA $431 total
includes taxes & fees
Feb 20 - Feb 21
Old Floridian cottage in Historic Gulf Village

#3 Small house walking distance to Warm Mineral Spring

#3 Small house walking distance to Warm Mineral Spring
Warm Mineral Springs
9.0 out of 10, Wonderful, (12 reviews)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
The price is CA $95
CA $227 total
includes taxes & fees
Mar 1 - Mar 2
#3 Small house walking distance to Warm Mineral Spring

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (14 reviews)
"Property was perfect for the price."
United States
William M.
The price is CA $89
CA $220 total
includes taxes & fees
Mar 1 - Mar 2
Charming cottage for 2 across warm mineral springs park

Mimosa Memories

Mimosa Memories
South Venice
9.4 out of 10, Exceptional, (32 reviews)
"Nice quiet home , very clean. "
United States
David M.
The price is CA $181
CA $492 total
includes taxes & fees
Feb 17 - Feb 18
Mimosa Memories

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (16 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is CA $200
CA $410 total
includes taxes & fees
Mar 1 - Mar 2
Nestled in North Port. Updated 2 Bed / 1 Bath.

Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more

Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more
Bayshore Gardens
9.2 out of 10, Wonderful, (37 reviews)
"Very nice place, easy check in, and communicative host"
United States
Cristopher M.
The price is CA $102
CA $235 total
includes taxes & fees
Feb 16 - Feb 17
Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Simple old-school beach shack - so hard to find these days, absolutely loved it. Right on the water, best location along Nokomis Beach/Casey Key...short walk to restaurants also....absolutely fantastic."
United States
HAYLEY S.
The price is CA $256
CA $604 total
includes taxes & fees
Feb 17 - Feb 18
Casey Key Beachfront Escape: Charming 1BR Cottage

Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (60 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
The price is CA $170
CA $390 total
includes taxes & fees
Feb 28 - Mar 1
Newly renovated only minutes away from the beach!!

Beautiful University Pines Studio in Sarasota

Beautiful University Pines Studio in Sarasota
Sarasota
9.8 out of 10, Exceptional, (37 reviews)
"This is our 3rd year staying at this property. We love the location and convince of a quiet neighborhood off university road. We also appreciate the updated amenities and the bed topper is a huge plus for us! "
United States
Cecillia C.
The price is CA $106
CA $247 total
includes taxes & fees
Mar 16 - Mar 17
Beautiful University Pines Studio in Sarasota

Home in quiet Bird Sanctuary Neighborhood, close to Beach

Home in quiet Bird Sanctuary Neighborhood, close to Beach
South Venice
9.6 out of 10, Exceptional, (16 reviews)
"The property was great and we love the area we hope we can rent this place again next year"
United States
Philip L.
The price is CA $306
CA $667 total
includes taxes & fees
Feb 28 - Mar 1
Home in quiet Bird Sanctuary Neighborhood, close to Beach

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is CA $337
CA $818 total
includes taxes & fees
Mar 9 - Mar 10
Beachy Sarasota Duplex

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (19 reviews)
"Fun place "
United States
Maureen
The price is CA $243
CA $483 total
includes taxes & fees
Feb 23 - Feb 24
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (73 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
The price is CA $206
CA $425 total
includes taxes & fees
Feb 25 - Feb 26
Beachfront Studio – Cabana #5B by RVA

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (254 reviews)
"Great place! "
United States
Michelle
The price is CA $381
CA $430 total
includes taxes & fees
Mar 16 - Mar 17
Kon Tiki Inn

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is CA $330
CA $936 total
includes taxes & fees
Mar 1 - Mar 2
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (90 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
The price is CA $192
CA $433 total
includes taxes & fees
Feb 17 - Feb 18
Oceanfront Bliss–Longboat Key Beach 106 by RVA

2 Miles to Siesta Key

2 Miles to Siesta Key
Gulf Gate Estates
10.0 out of 10, Exceptional, (21 reviews)
"Had a great stay! "
United States
Keith K.
The price is CA $176
CA $274 total
includes taxes & fees
Feb 17 - Feb 18
2 Miles to Siesta Key

4-bedroom house in marvelous Sarasota with heated pool.

4-bedroom house in marvelous Sarasota with heated pool.
Sarasota
The price is CA $477
CA $1,213 total
includes taxes & fees
Feb 16 - Feb 17
4-bedroom house in marvelous Sarasota with heated pool.

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Sabal Harbour
10.0 out of 10, Exceptional, (23 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is CA $255
CA $584 total
includes taxes & fees
Mar 4 - Mar 5
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Osprey Village. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Osprey Village?

Yes, we give you a choice of vacation rentals in Osprey Village close to Nancy's Consignments, or you can go with a more remote option if you're looking for extra privacy while you relax.

What's the top vacation rental that Osprey Village has to offer?

Siesta Heron Suites & Villas: This vacation home rental near Osprey Village is located on the waterfront and has an outdoor pool, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Osprey Village?

Expedia has 3 vacation rentals for your stay in Osprey Village.

What can I see and do in Osprey Village?

While exploring the area, visit family-friendly sights like Nancy's Consignments, or get outside and enjoy nature at Siesta Key Beach. Lido Beach and Oscar Scherer State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Osprey Village?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Osprey Village. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.