Are there any family-friendly cottages in Osprey?

Many travelers searching for a family-friendly cottage in Osprey choose The Inn On Siesta Key . With a 3.5-star rating and amenities including a nearby beach and a barbecue grill, you're sure to feel right at home here. Another superb option for traveling families is Flip Flop Cottages . A barbecue grill and a picnic area help make this 3-star cottage a comfortable base for your Osprey getaway. Osprey has tons of family-friendly attractions to check out that'll keep the kids entertained. Siesta Key Beach and Venice Beach promise a fun day out for both young and old.

Why book your cottage in Osprey with Expedia?

We think that traveling should be simple, so if you're after cottages in Osprey at a competitive rate, Expedia has you covered. Keep the budget in check and stay in an economical option far away from the city rush, or book a 5-star cottage to spoil the ones you love most.

How can I find cheap cottages in Osprey?

The quickest way to track down cheap cottages in Osprey is with Expedia's useful filter tool. Refine your search by budget, amenities and star rating to grab unbeatable deals in just a few keystrokes.

What is there to do in Osprey near my cottage?

The most useful travel accessory is a well-planned itinerary. Oscar Scherer State Park is a good spot to begin your sightseeing in Osprey.

Osprey showing a bay or harbor and a park

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Cottages in Osprey

Our top choices for Osprey cottages

The Lookout, 1 King Bedroom 1 Bath | Balcony view

"Great place to stay! "

"Clean & close to the convention center"

"It was a wonderful little place. Plenty of room. A beautiful set up. Close to a lot of familiar places. It was clean an has everything we needed. The helpful people who rent the place next door. Offered everything we needed if we didn't have it. Which was super kind. Will totally be willing to stay with there again "

"Great, spacious, and clean. Highly recommend!"

"Nice & quiet neighborhood. House was very clean. Nice space and beautiful pool."

"This property was very clean and had everything that you would need for your stay. I would highly recommend this for anyone looking for a stay. It sits right in a canal as well. An added plus. "

"This home was great for our family. Everything was clean and well-kept. We enjoyed the pool and backyard. The home is also conveniently located with many stores and restaurants nearby."

"I really enjoyed how easy it was to get to the location, and how clean and spacious it was. Although it was a short visit to help my daughter move out of college, it provided a great place to relax after the busy move. The environment was very peaceful and safe."

Cottage (2 Bedrooms) | Front of property

"Had a nice vacation. The house is really nice. It definitely has it flaws. Feel it needs to be maintain better. "

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Top Osprey Hotel Reviews

voco Sarasota by IHG

10/10 Excellent

"Great bar and staff. Close to everything. Have stayed here a couple times. Clean. All around great stay"

The Westin Sarasota

10/10 Excellent

"Having ng good rest , clean and service "

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Osprey Cottages information

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Accommodation	168 Cottages
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Frequently asked questions

How much do cottages in Osprey cost?

Cottages in Osprey range between and per night. These stays offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Osprey?

Osprey has multiple cottages with a total average guest review rating of 0.0. The Inn On Siesta Key is a terrific option if you're into nature and an easy-breezy pace. Guests of this 3.5-star stay will have access to a swimming pool and a garden. Flip Flop Cottages is another popular choice. This 3-star cottage features a swimming pool and a barbecue grill.

How many cottages are there in Osprey?

Take your pick of 168 cottages in Osprey. Whether you're vacationing with the kids or organizing a weekend break with close friends, Expedia can help you find the right space to get in touch with nature.

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Cottages in Osprey

Our top choices for Osprey cottages

The Inn On Siesta Key

12 Mi to Beach: Home w/ Patio & Yard in Bradenton

2 Mi to Beach: Home w/ Pool in Venice

4 Mi to Bradenton Riverwalk: Cozy Home w/ Patio!

'the Melrose Sarasota' w/ Large Private Lanai

Remodeled Siesta Key Escape Walk to the Beach!

5 Mi to Beach: Family Retreat in Sarasota!

12 Mi to Beach: Cottage w/ Pool in Bradenton

Canal-front Home w/ Private Dock in North Port!

Idyllic Sarasota Home w/ Yard: 2 Mi to Beach!

Renovated 3BR Dog Friendly Pond View W/D

4 Mi to Venice Beach: Home w/ Patio & Yard

Sarasota Vacation Rental w/ Private Pool & Lanai!

Englewood Bungalow 1 Mi to Beach: Pets Welcome!

Venice Home w/ Fenced Yard: 4 Mi to Beach!

Lanai & Pond at Tranquil Bradenton Retreat!

'ocean Breeze Oasis' w/ Boat Dock & Slip on Canal!

Inviting Sarasota Cottage: 5 Mi to Beach Access!

Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Cozy Venice Hideaway ~ 3 Mi to Beach & Downtown!