Osprey Village Vacation Rentals

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Our top choices for Osprey Village vacation rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,573 reviews)
"perfect stay and location for a family!"
United States
Jessica
$230 nightly
The price is $260
Jun 28 - Jun 29
Total with taxes and fees
Tropical Beach Resorts

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, (25 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
$195 nightly
The price is $218
Jun 21 - Jun 22
Total with taxes and fees
Nestled in North Port. Updated 2 Bed / 1 Bath.

Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean and well accommodating. There was room for our boat in the driveway. Will definitely stay again if in the area."
United States
Jeremy
$233 nightly
The price is $260
Jun 29 - Jun 30
Total with taxes and fees
Path to Paradise.

Mimosa Memories

Mimosa Memories
South Venice
9.6 out of 10, Exceptional, (38 reviews)
"We had a very comfortable stay and had all the amenities that we needed."
United States
Susan H.
$297 nightly
The price is $331
Jun 18 - Jun 19
Total with taxes and fees
Mimosa Memories

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (24 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
$125 nightly
The price is $139
Jun 22 - Jun 23
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (285 reviews)
"Great place to stay!!!"
United States
Tara
$107 nightly
The price is $121
Jun 18 - Jun 19
Total with taxes and fees
Kon Tiki Inn

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Southgate
10.0 out of 10, Exceptional, (76 reviews)
"Wonderful Stay"
United States
Christopher R.
$219 nightly
The price is $245
Jun 22 - Jun 23
Total with taxes and fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Charming 2-bedroom house in lovely Sarasota with yard.

Charming 2-bedroom house in lovely Sarasota with yard.
Kensington Park
9.0 out of 10, Wonderful, (28 reviews)
"Easy check in . Clear communication.Beautiful home .Quiet neighborhood ! No surprises. Highly recommend."
United States
Paula
$186 nightly
The price is $207
Jun 21 - Jun 22
Total with taxes and fees
Charming 2-bedroom house in lovely Sarasota with yard.

Beautiful University Pines Studio in Sarasota

Beautiful University Pines Studio in Sarasota
Sarasota
9.8 out of 10, Exceptional, (41 reviews)
"Perfect area, close to all the stores and restaurants"
United States
Maria B.
$175 nightly
The price is $195
Jun 21 - Jun 22
Total with taxes and fees
Beautiful University Pines Studio in Sarasota

Two Miles to Siesta Key

Two Miles to Siesta Key
Gulf Gate Estates
10.0 out of 10, Exceptional, (55 reviews)
"Great place to stay! Very close to Siesta Key and anything you need, easy check in and out. Would stay here again! "
United States
Brian K.
$128 nightly
The price is $142
Jul 5 - Jul 6
Total with taxes and fees
Two Miles to Siesta Key

Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (47 reviews)
"The apartment is clean and comfortable! Location is amazing! The beach, restaurants, and bars are all very close. The beach is great and easily accessible. 100% would stay here again! "
United States
Alex
$372 nightly
The price is $403
Jun 21 - Jun 22
Total with taxes and fees
Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #3: A Block to the Beach!

Siesta Key Village-Suite #3: A Block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (76 reviews)
"Perfect location, super clean.comfortable"
United States
matthew w.
$372 nightly
The price is $403
Jun 21 - Jun 22
Total with taxes and fees
Siesta Key Village-Suite #3: A Block to the Beach!

IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov SPECIALS!

IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov SPECIALS!
South Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Beautiful pool, nice kitchen, and close to Anna Marie Island."
United States
Gary B.
$487 nightly
The price is $543
Jun 30 - Jul 1
Total with taxes and fees
IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov SPECIALS!

Step from the Beach.Renovated ground Floor unit 63

Step from the Beach.Renovated ground Floor unit 63
Longboat Key
9.4 out of 10, Exceptional, (71 reviews)
"Our stay was excellent. Nice and clean and plenty of room however it doesn’t have a beach view, but the beach is a very short, easy walk. Staff was extra nice, especially Margaret."
United States
Faye
$324 nightly
The price is $357
Jun 24 - Jun 25
Total with taxes and fees
Step from the Beach.Renovated ground Floor unit 63

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (68 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
$366 nightly
The price is $414
Jun 19 - Jun 20
Total with taxes and fees
Siesta Key Island Rentals

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (102 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
$275 nightly
The price is $307
Jun 21 - Jun 22
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!
Ridge Wood Heights
10.0 out of 10, Exceptional, (17 reviews)
"Great place. Clean with everything you need"
United States
Thomas Lee
$302 nightly
The price is $337
Jun 24 - Jun 25
Total with taxes and fees
BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
Siesta Key Village
9.8 out of 10, Exceptional, (11 reviews)
"Repeat guests! Great location and exactly what we needed for amenities! Property was clean and host made everything from check in to check out very easy! "
United States
Christine H.
$288 nightly
The price is $321
Jul 7 - Jul 8
Total with taxes and fees
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio

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, (41 reviews)
"The host was excellent and the place was clean and just as expected."
United States
Jim M.
$155 nightly
The price is $173
Jun 23 - Jun 24
Total with taxes and fees
Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more

Affordable Beach Studio – Silver Sands #257A by RVA

Affordable Beach Studio – Silver Sands #257A by RVA
Longboat Key
9.6 out of 10, Exceptional, (79 reviews)
"Right on beach-perfect for a short stay"
United States
Sean P.
$292 nightly
The price is $325
Jun 23 - Jun 24
Total with taxes and fees
Affordable Beach Studio – Silver Sands #257A by RVA
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

Everything you need to know about Osprey Village vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osprey Village vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osprey Village vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osprey Village vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osprey Village. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osprey Village in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osprey Village rentals

At Expedia, we put the best Osprey Village vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osprey Village rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osprey Village vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osprey Village. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 Key Island Rentals: This vacation home rental near Osprey Village comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

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 Venice Beach are other popular places to visit in the 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.