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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Top Holiday Rentals in Osprey Village

Tropical Beach Resorts
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5031)
"Great place and loved the closeness to the beach!"
The price is 3.335.961 ₫
4.364.920 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Tropical Beach Resorts
Captiva Beach Resort
Front of property – evening/night
Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1143)
"Great place close to the beach"
Captiva Beach Resort
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2180)
"Friendly staff, room was really clean!"
Hibiscus Suites - Gateway to Siesta Key
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area
SeaSpray Resort
4.0 star property
9.4 out of 10, Exceptional, (49)
"Pleasant stay, walk to beach and the Village. Good size mini apartment "
The price is 6.031.860 ₫
6.816.002 ₫ total
includes taxes & fees
20 Oct - 21 Oct
SeaSpray Resort
The Ringling Beach House
Front of property
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (331)
"We liked the stay very much "
The Ringling Beach House
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (292)
"Loved our stay! "
The price is 11.583.278 ₫
14.428.495 ₫ total
includes taxes & fees
22 Oct - 23 Oct
The Residences at Siesta Key Beach by Hyatt Vacation Club
Sea Club I Beach Resort
On the beach, white sand
Sea Club I Beach Resort
3.0 star property
9.2 out of 10, Wonderful, (328)
"Our room was on the beach! Beds and furniture were very comfortable!! Lots of outdoor seating and extremely close to the water!"
Sea Club I Beach Resort
Tiny House Siesta
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta
2.0 star property
8.4 out of 10, Very good, (332)
"We had a great time at Tiny House, location can not be better and everything was as described."
The price is 2.528.640 ₫
4.569.463 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Tiny House Siesta
Kon Tiki Inn
Exterior
Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (237)
"Charming, clean, and comfortable. Will definitely stay again when I'm the area. "
Kon Tiki Inn
Siesta Palms By the Beach
Garden
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, (132)
"We loved the condo. The distance to the beach was amazing. The wagon and beach chairs that were provided were so nice! The condo was clean and in great shape. The pool/ outdoor area was beautiful! We couldn’t have asked for a better place! "
Siesta Palms By the Beach
Siesta Key Island Rentals
322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen
Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (48)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
Siesta Key Island Rentals
Venice Beach Villas
Terrace/patio
Venice Beach Villas
3.0 star property
9.4 out of 10, Exceptional, (448)
"Staff was great. Room was very clean. Laundry onsite and the pool was wonderful! Will stay again!!!"
Venice Beach Villas
Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, (239)
"Great Location !!"
Tropical Villas of Venice Beach
The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (184)
"clean and close proximity to beach and restaurants"
The price is 4.283.674 ₫
6.298.997 ₫ total
includes taxes & fees
14 Oct - 15 Oct
The Inn On Siesta Key
Bradenton Apartments by Landing
Exterior
Bradenton Apartments by Landing
4.5 star property
7.6 out of 10, Good, (47)
"Perfect place "
Bradenton Apartments by Landing
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
The price is 3.811.135 ₫
9.604.610 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Siesta Heron Suites & Villas
Paradise Cove at Lemon Bay
Exterior
Paradise Cove at Lemon Bay
3.5 star property
8.2 out of 10, Very good, (78)
"I loved the property and the host was also very professional. "
Paradise Cove at Lemon Bay
Longboat Bay Club
Outdoor pool
Longboat Bay Club
3.5 star property
10.0 out of 10, Exceptional, (1)
"Great property with beach access across the street! 2 br unit was huge as were the balconies. Our unit 105 was quite dated but still nice."
Longboat Bay Club
Casey Key Resort - Gulf Shores
Deluxe Studio, Bay View | View from room
Casey Key Resort - Gulf Shores
3.0 star property
8.4 out of 10, Very good, (261)
"Cute place and property! Cozy, quiet and clean. The property manager was very nice. We enjoyed the private beach on the property. It is walking distance to 2 restaurants. Would def go back, we had a nice relaxing weekend. "
Casey Key Resort - Gulf Shores
Charming Florida Beach Home w King Bed Patio
House | 2 bedrooms, Internet
Charming Florida Beach Home w King Bed Patio
2.0 star property
10.0 out of 10, Exceptional, (2)
"The best place to stay! Super clean home and friendly service. I would stay here again. "
Charming Florida Beach Home w King Bed Patio
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

Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key

10/10 Excellent
"Our experience at Comfort Suites Sarasota- Siesta Key was very enjoyable! The breakfast was amazing that was fixed by Yevone. She was very friendly and helpful. The front desk personel Eric was very helpful as well. Keep up the great work you two..... you made our stay spectacular!"
Michelle 1-night trip
Posted 14 hours ago
Comfort Suites Sarasota - Siesta Key

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.

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.