Find Hotels with a Pool in Osprey, FL

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Our top choices for Osprey hotels with a pool

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,132 reviews)
"Clean room, great staff, quiet!"
United States
Jerel
$171 nightly
The price is $193
May 3 - May 4
Total with taxes and fees
Casey Key Resorts - Mainland

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.6 out of 10, Exceptional, (435 reviews)
"Clean room , nice pool great breakfast and staff were amazing!"
United States
CatherineA
$105 nightly
The price is $119
May 3 - May 4
Total with taxes and fees
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,003 reviews)
"Good place to stay"
United States
Casey
$206 nightly
The price is $233
Apr 14 - Apr 15
Total with taxes and fees
Inn at the Beach

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very Good, (929 reviews)
"It's a good deal for the area. I appreciated the covered parking and the location. "
United States
kristine
$93 nightly
The price is $104
May 1 - May 2
Total with taxes and fees
Sun Coast Inn

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1,003 reviews)
"Convenient location, helpful staff, nearby dining options."
United States
Ann
$99 nightly
The price is $112
May 3 - May 4
Total with taxes and fees
Best Western Plus Ambassador Suites Venice

Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (5,188 reviews)
"Great place to stay highly recommended "
United States
Chris
$152 nightly
The price is $172
May 3 - May 4
Total with taxes and fees
Kompose Boutique Hotel

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
North Port
9.4 out of 10, Exceptional, (654 reviews)
"Good hotel"
Canada
Vasyl
$126 nightly
The price is $143
Apr 6 - Apr 7
Total with taxes and fees
Hampton Inn & Suites North Port

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway
2.0 star property
Venice Island
7.6 out of 10, Good, (1,002 reviews)
"Clean rooms - good price - good location "
United States
Thomas
$93 nightly
The price is $106
Apr 5 - Apr 6
Total with taxes and fees
Island Sun Inn & Suites - Historic Venice & Beach Getaway

All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!

All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Whitfield Estates
8.8 out of 10, Excellent, (36 reviews)
"Enjoyed our stay, lovely rooms, lobby and pool area. Thanks for having us! "
United States
Linda P.
$179 nightly
The price is $209
Apr 5 - Apr 6
Total with taxes and fees
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!

Lakefront Condo · IMG Academy 5 Min · Anna Maria Beach 15 Min · Pools & Hot Tubs

Lakefront Condo · IMG Academy 5 Min · Anna Maria Beach 15 Min · Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (118 reviews)
"We had a fantastic stay! The condo is beautiful, spacious, and extremely comfortable. Perfect for relaxing and feeling right at home. Ervin (host) was professional, kind, and very accommodating, making communication easy and the entire experience seamless. We’re truly thankful for such a wonderful stay and would highly recommend this property."
United States
Parker S.
$267 nightly
The price is $299
Apr 27 - Apr 28
Total with taxes and fees
Lakefront Condo · IMG Academy 5 Min · Anna Maria Beach 15 Min · Pools & Hot Tubs
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.

Choose what matters most at hotels with a pool in Osprey

Top Osprey Hotel Reviews

Frequently asked questions

What are the best hotels in Osprey with outdoor pools?
Casey Key Resorts - Mainland is a fantastic option for travellers seeking a hotel in Osprey with an inviting outdoor pool. Rated 8.8 by guests, this resort creates an inviting space with its friendly and amazing staff, ensuring that travellers feel right at home.

The outdoor pool is complemented by delightful amenities such as poolside cabanas that are available for free, making it a superb spot to relax and soak up the sun. Guests particularly appreciate the spacious and clean rooms, along with the excellent food offerings available on-site. The location is another highlight, providing easy access to nearby attractions that enhance your Osprey experience.

For families, the pool area offers sun loungers, allowing you to unwind while the kids enjoy splashing around.
How much does a hotel with outdoor pool in Osprey cost?
Enjoy staying in a hotel in Osprey with an outdoor pool. You can find a great deal from $104 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Osprey with outdoor pool cabanas or loungers?
Casey Key Resorts - Mainland is an excellent choice for travellers seeking outdoor relaxation in Osprey. With an excellent review rating of 8.8, this hotel offers a delightful atmosphere complemented by its inviting outdoor pool, complete with free poolside cabanas and sun loungers—superb for lounging in the Florida sun.

Guests rave about the friendly and amazing staff, who go above and beyond to ensure a pleasant stay. The clean and spacious rooms are designed for comfort, making it a great option for families or those traveling with children. Additionally, the hotel features a poolside bar, allowing you to sip refreshing drinks without leaving your comfortable spot by the water.

For those looking to enjoy some quality time outdoors, Casey Key Resorts - Mainland provides the ideal setting, blending convenience with a laid-back, family-friendly environment.
Which Osprey hotels offer poolside service for food and drinks?
Casey Key Resorts - Mainland is a fantastic choice for travellers seeking a delightful poolside experience in Osprey. With an impressive traveller rating of 8.8, guests rave about the friendly and amazing staff, as well as the clean and spacious rooms that ensure a comfortable stay.

This hotel features an inviting outdoor pool, complete with a Poolside Bar where you can sip on refreshing drinks while enjoying the sun. Pool cabanas are available for free, offering a great spot to relax with family or friends. Sun loungers around the pool create a laid-back atmosphere, making it easy to unwind after a day of adventure.

Families will appreciate the excellent food options available, enhancing the overall experience.
Is it cheaper to book flights and a Osprey hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Osprey hotel with a pool with Expedia?
Before booking your Osprey hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Osprey for you.

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