Holiday Rentals in Osprey Village

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Our top choices for Osprey Village holiday rentals

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, (21 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is €191
includes taxes & fees
19 Apr - 20 Apr
Nestled in North Port. Updated 2 Bed / 1 Bath.

Mimosa Memories

Mimosa Memories
South Venice
9.6 out of 10, Exceptional, (37 reviews)
"Me and my significant other took a little mini vacation wonderful house. It was very clean very beautiful inside, I like the beach vibes beautiful bedrooms. I recommend anybody to book this place. If I had to go back, I’ll book again. "
United States
Alexus
The price is €281
includes taxes & fees
19 Apr - 20 Apr
Mimosa Memories

Path to Paradise.

Path to Paradise.
Olde Englewood Village
The price is €323
includes taxes & fees
11 May - 12 May
Path to Paradise.

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
Old Floridian cottage in Historic Gulf Village

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, (73 reviews)
"Wonderful Stay"
United States
Christopher R.
The price is €225
includes taxes & fees
19 Apr - 20 Apr
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (269 reviews)
"Wonderful place! Super friendly host! Very clean, affordable! Great place!!"
United States
Carolyn
The price is €130
includes taxes & fees
6 May - 7 May
Kon Tiki Inn

2 Miles to Siesta Key

2 Miles to Siesta Key
Gulf Gate Estates
10.0 out of 10, Exceptional, (23 reviews)
"Had a great stay! "
United States
Keith K.
The price is €120
includes taxes & fees
26 Apr - 27 Apr
2 Miles to Siesta Key

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Lido Key
9.8 out of 10, Exceptional, (122 reviews)
"Super clean, perfect location, and cool decor - and, most important, veeerry comfortable beds! We loved our stay! "
United States
Kevin L.
The price is €251
includes taxes & fees
23 Apr - 24 Apr
Entire Standalone Lido Beach Villa, 1.2k sf, 1 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, (72 reviews)
"Great location in Siesta Key Village, can walk to all the shops and restaurants as well as the beach "
United States
Erica S.
The price is €335
includes taxes & fees
22 Apr - 23 Apr
Siesta Key Village-Suite #3: A Block to the Beach!

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (5 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 €375
includes taxes & fees
12 May - 13 May
Beachy Sarasota Duplex

[lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (33 reviews)
"The perfect beach vacation! Cute, quaint and quiet."
United States
amy l.
The price is €342
includes taxes & fees
20 Apr - 21 Apr
[lounge like locals] walk to siesta beach +bikes

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, (23 reviews)
"Fun place "
United States
Maureen
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Beautiful University Pines Studio in Sarasota

Beautiful University Pines Studio in Sarasota
Sarasota
9.8 out of 10, Exceptional, (40 reviews)
"Perfect area, close to all the stores and restaurants"
United States
Maria B.
The price is €188
includes taxes & fees
13 May - 14 May
Beautiful University Pines Studio in Sarasota

Luxury House Walking Distance to Ocean - Sleeps 12

Luxury House Walking Distance to Ocean - Sleeps 12
Central Sarasota
9.8 out of 10, Exceptional, (16 reviews)
"Great place perfect location to the marina, and downtown area. Highly recommended thanks "
United States
Domingo B.
Luxury House Walking Distance to Ocean - Sleeps 12

Centrally Located, Sarasota Home Close To Amish Community

Centrally Located, Sarasota Home Close To Amish Community
Sarasota Springs
10.0 out of 10, Exceptional, (173 reviews)
"Love this place ! Was a great stay!"
United States
Jacob E.
Centrally Located, Sarasota Home Close To Amish Community

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.2 out of 10, Wonderful, (71 reviews)
"This is a great spot, this was our 2nd time staying and we will definitely be back. "
United States
Jason W.
The price is €464
includes taxes & fees
20 Apr - 21 Apr
Direct Beachfront 2BR Cottage on Casey Key!

Cozy Beach House Just Minutes From Siesta Key

Cozy Beach House Just Minutes From Siesta Key
Sarasota
9.0 out of 10, Wonderful, (13 reviews)
"Great location, family friendly! "
United States
Lyna T.
The price is €294
includes taxes & fees
22 Apr - 23 Apr
Cozy Beach House Just Minutes From Siesta Key

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
The price is €299
includes taxes & fees
13 May - 14 May
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Spacious Studio 8 minutes drive to Siesta Key and so much more!

Spacious Studio 8 minutes drive to Siesta Key and so much more!
sarasota
9.6 out of 10, Exceptional, (33 reviews)
"It was exactly as described. Great place to stay for affordable price."
United States
Tanja S.
The price is €228
includes taxes & fees
17 Apr - 18 Apr
Spacious Studio 8 minutes drive to Siesta Key and so much more!

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
The price is €304
includes taxes & fees
12 May - 13 May
Silver Sands Serenity – Unit 234 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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osprey Village holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osprey Village holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osprey Village holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osprey Village holiday rentals we have selected for you start as low as €130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osprey Village rentals

At Expedia, we put the best Osprey Village holiday 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 holiday.

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 holiday rental in Osprey Village?

Yes, there are holiday rentals in Osprey Village close to Nancy's Consignments, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osprey Village has to offer?

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

How many holiday rentals will I find in Osprey Village?

Expedia has 3 holiday 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 Jim Neville Marine Preserve are a couple of places you'll find in the wider area.

What are holiday rentals like in Osprey Village?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osprey Village. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.