Osprey Village Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Osprey Village

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,224 reviews)
"The property is a very modern chic vibe which I loved. It look and feels luxurious. Staff were friendly, rooms are quiet and clean. Pool area is nice and relaxing. Breakfast was a buffet style, was very good and they are very eco friendly which is t something typical you see in most hotels which ..."

Reviewed on 5 Aug, 2025

Get rates
Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is S$231 per night from 1 Sept to 2 Sept
S$231
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (4,831 reviews)
"The BEST place on the island. We’ve been coming here for 20 years and it just keeps getting better!!! The staff is so accommodating and will do anything for you. The new pool is absolutely amazing!!! We are sooo glad that they’ve been able to recover from the devastating hurricanes last year."

Reviewed on 5 Aug, 2025

Tropical Beach Resorts
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is S$291 per night from 10 Aug to 11 Aug
S$291
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,050 reviews)
"Easy to navigate and hotel takes you to Lido beach where you can rent chairs/umbrellas and have access to food. You can Uber to Siesta beach and order drinks and food from your chair at the beach. I love that!"

Reviewed on 4 Aug, 2025

The Westin Sarasota
See all 9,610 properties in Osprey Village
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.

What to do in Osprey Village

HydroCats

HydroCats - 2 Hour CraigCat Sightseeing Tour

S$187
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

S$84
per adult
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

S$71
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
See all activities in Osprey Village

Frequently asked questions

How much does an Osprey Village holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Osprey Village costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Osprey Village?
January, February and August are the best times to look for cheap Osprey Village holiday packages. Choosing to travel in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Osprey Village?
Usually, a handful of days is enough to see the main sights during your Osprey Village holiday. But if you prefer to have some time to chill out or take day tours, consider extending your itinerary.
How to find the best Osprey Village package deals?
Use Expedia's handy filters to find some of the best Osprey Village package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Osprey Village package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book an Osprey Village holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the flexibility to create a customised Osprey Village holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Osprey Village?
If you have your Osprey Village travel dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Osprey Village?

  1. Choose when to travel: Check your diary and get packing. Your preferred season and the available activities will also help you decide when to escape to Osprey Village.
  2. Budget wisely: In addition to the price of your accommodation, you should consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Osprey Village.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you'd like to get to in Osprey Village. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find an Osprey Village holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.