Osprey Village Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Osprey Village holiday rentals

Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (264 reviews)
"Very nice rooms and close to everything. Owner is very welcoming."
United States
Jennifer
The price is S$183
includes taxes & fees
6 Apr - 7 Apr
Kon Tiki Inn
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,379 reviews)
"Love the location, excellent service and place clean and quite "
United States
Dayami
The price is S$353
includes taxes & fees
23 Apr - 24 Apr
Tropical Beach Resorts
Interior

Relax in Hot Tub, Walk to Springs: North Port Home

Relax in Hot Tub, Walk to Springs: North Port Home
3.0 star property
North Port
Relax in Hot Tub, Walk to Springs: North Port Home
Lobby

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (478 reviews)
"Exceptional location both to the beach and restaurants. The facility has everything you need to augment your stay: bikes, beach chairs and umbrellas, coolers and pool floats. The room is immaculate too."
United States
Kathy
The price is S$199
includes taxes & fees
27 Apr - 28 Apr
Venice Beach Villas
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,272 reviews)
"Clean room, quiet and in a location convenient to Siesta Key. The pool is very nice, although located at the front of the property alongside a busy road. Would definitely recommend this hotel, especially if a kitchenette is desired."
United States
CAROLYN
The price is S$258
includes taxes & fees
12 Apr - 13 Apr
Hibiscus Suites - Gateway to Siesta Key
Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (612 reviews)
"Literally steps to the beach. "
United States
william
The price is S$274
includes taxes & fees
27 Apr - 28 Apr
A Beach Retreat
Living area

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (359 reviews)
"super clean and comfortable. we were 4 people and had a very comfortable and lovely stay. i felt super at home and the location is very centralized to everything "
United States
Adanna
The price is S$316
includes taxes & fees
30 Mar - 31 Mar
Tiny House Siesta
Beach

Just Beachy 2 Bedroom Condo by RedAwning

Just Beachy 2 Bedroom Condo by RedAwning
3.0 star property
Longboat Key
Just Beachy 2 Bedroom Condo by RedAwning
In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (103 reviews)
"VERY ENJOYABLE /STAFF WAS EXCELLENT"
United States
KARL
The price is S$549
includes taxes & fees
19 Apr - 20 Apr
SeaSpray Resort
Exterior

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,217 reviews)
"Room was clean and well stocked. Staff were easy to access and helpful. Location was great!"
United States
Daniel
The price is S$387
includes taxes & fees
12 Apr - 13 Apr
Captiva Beach Resort
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (245 reviews)
"Staff very accommodating."
United States
Genevieve
The price is S$269
includes taxes & fees
22 Apr - 23 Apr
Tropical Villas of Venice Beach
Aerial view

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (356 reviews)
"Nice beach house center to town and the Main Beach. Beach access across street as well. "
United States
Timothy
The price is S$534
includes taxes & fees
31 Mar - 1 Apr
The Ringling Beach House
Interior

< 1 Mi to Beach: Peaceful Escape in Nokomis

< 1 Mi to Beach: Peaceful Escape in Nokomis
3.0 star property
Nokomis
< 1 Mi to Beach: Peaceful Escape in Nokomis
Outdoor wedding area

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very good, (269 reviews)
"Very helpful and nice staff. Lovely room, great location. Adorable cottage"
United States
Hilary
The price is S$328
includes taxes & fees
31 Mar - 1 Apr
Casey Key Resort - Gulf Shores
Living area

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (41 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is S$536
includes taxes & fees
21 Apr - 22 Apr
Siesta Heron Suites & Villas
Exterior

Siesta Bayside Closest to the Beach

Siesta Bayside Closest to the Beach
3.5 star property
Siesta Key
Siesta Bayside Closest to the Beach
Interior

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
Artsy Getaway With Vibrant Design Flair
3 bedrooms

Sleeps 8 Pets Welcome Fenced In Backyard

Sleeps 8 Pets Welcome Fenced In Backyard
2.0 star property
Southgate
The price is S$737
includes taxes & fees
29 Mar - 30 Mar
Sleeps 8 Pets Welcome Fenced In Backyard
Beach nearby, white sand, beach umbrellas, beach towels

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (195 reviews)
"The room was clean and spacious with all the amenities. The location was perfect. I would highly recommend!"
United States
Amanda
The Inn On Siesta Key
Outdoor pool

4BR Spacious Paradise

4BR Spacious Paradise
2.0 star property
Siesta Key Village
The price is S$1,083
includes taxes & fees
22 Apr - 23 Apr
4BR Spacious Paradise
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

Quality Inn Bradenton - Sarasota North

Quality Inn Bradenton - Sarasota North

8/10 Good
"We only stayed one night and we had not noticed that there was no elevator so we had a bit of trouble getting up the stairs. "
Richard 1-night trip
Posted 2 hours ago
Quality Inn Bradenton - Sarasota North

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 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.