Osprey Village Holiday Rentals

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Holiday Rentals in Osprey Village

Kon Tiki Inn

2.5 star property
Venice Island
10.0 out of 10, Exceptional, (243)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is AU$261
includes taxes & fees
18 Nov - 19 Nov
Kon Tiki Inn

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
Sarasota
8.6 out of 10, Excellent, (2193)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key

Tropical Beach Resorts

3.5 star property
South Village
9.4 out of 10, Exceptional, (5097)
"The room was clean and the staff was very nice."
United States
Jill
The price is AU$275
includes taxes & fees
16 Nov - 17 Nov
Tropical Beach Resorts

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
South Village
9.6 out of 10, Exceptional, (294)
"Fun place to stay for family vacation "
United States
Todd
The price is AU$664
includes taxes & fees
8 Dec - 9 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1156)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort

Tiny House Siesta

2.0 star property
Sarasota
8.4 out of 10, Very good, (342)
"Enjoyable stay. "
United States
Lori
The price is AU$322
includes taxes & fees
30 Nov - 1 Dec
Tiny House Siesta

The Inn On Siesta Key

3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (189)
"This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again."
United States
Brooke
The price is AU$389
includes taxes & fees
19 Nov - 20 Nov
The Inn On Siesta Key

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.4 out of 10, Very good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is AU$534
includes taxes & fees
24 Nov - 25 Nov
Siesta Heron Suites & Villas

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Had a nice stay. Clean and well equipped."
United States
Debi D.
The price is AU$393
includes taxes & fees
24 Nov - 25 Nov
Old Floridian cottage in Historic Gulf Village

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (572)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat

Majestic Summer Sunsets just 50 steps to uncrowded beach & 2 King beds

Manasota Key
10.0 out of 10, Exceptional, (42)
"You will not regret booking this spot! It was our first time to the area and it couldn’t have been a better experience. From the private beach being STEPS away, to the spacious and clean condo we’ve ever stayed in. This condo provided us with the necessities that you typically have to bring yourself (beach towels/beach chairs/bathroom, kitchen & laundry needs), and for that it was rated at an even higher scale for us. The property owners were so kind and prompt, which is always such a sign of...
United States
Amanda
The price is AU$633
includes taxes & fees
17 Nov - 18 Nov
Majestic Summer Sunsets just 50 steps to uncrowded beach & 2 King beds

8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

South Venice
10.0 out of 10, Exceptional, (42)
"Loved this house. It is beautifully decorated and has everything you need. The location is great just a short drive to the beaches. The owners also supplied nice beach chairs, towels, and everything you need to sift for shark teeth. Will definitely try to book again on our next stay in Venice."
United States
Betsy N.
The price is AU$536
includes taxes & fees
16 Dec - 17 Dec
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Casey Key
9.2 out of 10, Wonderful, (69)
"We so enjoy this little property loved the beach and it’s coziness would definitely refer ones to it and would stay again found lots of shells and sharks teeth"
United States
Bobbie H.
The price is AU$892
includes taxes & fees
16 Nov - 17 Nov
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Mimosa Memories

South Venice
9.4 out of 10, Exceptional, (29)
"The house was cute, its an older house, but nicely decorated. Could definitely use an overhaul with cleaning. All the vents in the house were clogged with dust and the showerheads could definitely be replaced. They were pretty gross. The bathroom ceiling had orange stains all over it. But with some updating it could be really nice. We couldnt enjoy the back covered in patio at all. Everytime we attempted to sit out there, the neighbors dogs barked insessantly. Sometimes someone would come out...
United States
Derick L.
The price is AU$470
includes taxes & fees
24 Nov - 25 Nov
Mimosa Memories

Casa Azul 2Bed/1Bath

Bayou Oaks
9.6 out of 10, Exceptional, (68)
"It was a nice quiet, secluded area with extra amenities. Liked how it had coffee, seasoning and more. Perfect weekend!"
United States
Michele P.
The price is AU$303
includes taxes & fees
18 Nov - 19 Nov
Casa Azul 2Bed/1Bath

NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

South Village
9.4 out of 10, Exceptional, (44)
"My family had an awesome time here! The pool was beautiful, location was exactly near the beach. We will definitely be returning."
United States
Gloria H.
The price is AU$395
includes taxes & fees
16 Dec - 17 Dec
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

South Venice
9.0 out of 10, Wonderful, (62)
"Great host and close to the beach. We would definitely stay again at this location again."
United States
Natasha T.
The price is AU$581
includes taxes & fees
16 Nov - 17 Nov
Gorgeous Pool house 5 min from the beach, shopping and restaurants I

Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

Siesta Key Village
9.4 out of 10, Exceptional, (28)
"Great vacation great accomodations!"
United States
sarah s.
The price is AU$1,032
includes taxes & fees
16 Dec - 17 Dec
Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

Studio Retreat Across the Street from Beautiful Siesta Key Beach

Siesta Key
8.8 out of 10, Excellent, (155)
"My wife and I stayed here for a three day trip. The house had everything we needed. Beach chairs, cooler, and umbrella were included. A short walk to the beach was amazing. We will definitely be staying here again. "
United States
Matthew G.
Studio Retreat Across the Street from Beautiful Siesta Key Beach

Walk to Siesta key beach | Private Dock | Patio | Pool

Siesta Key Village
9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
The price is AU$570
includes taxes & fees
19 Nov - 20 Nov
Walk to Siesta key beach | Private Dock | Patio | Pool
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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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, 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 favourite 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 depend 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 AU$261 per night. Entering your travel dates in the search wizard might find you 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?

Tropical Villas of Venice Beach: This holiday home rental outside of Osprey Village is located near the beach, and has an outdoor pool, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Make the most of garden in this rental home to help you unwind.

How many holiday rentals will I find in Osprey Village?

Expedia has 6 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 Oscar Scherer State Park 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.