The Best Hotels with a Pool in Osprey, FL from AED 270 in 2026

Q: What are some hotels with pools in Osprey?

Casey Key Resorts - Mainland : Hotel located near Turtle Beach. Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Kompose Boutique Hotel : Offers a snack bar/deli, a pool, and complimentary wireless internet access. Tropical Beach Resorts : Aparthotel, 10-minute walk from Crescent Beach. Provides free self parking, 2 outdoor pools, and complimentary wireless internet access. Golden Host Resort - Sarasota : Features free self parking, an outdoor pool, and complimentary wireless internet access. Spark by Hilton Sarasota Siesta Key Gateway : Hotel located near Siesta Key Beach. Offers daily, an outdoor pool, and free self parking.

Check availability on Osprey Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Osprey hotels with a pool

Premium Pool View King Suite | View from room

Casey Key Resorts - Mainland

Osprey

Splash into sunshine at this Nokomis retreat featuring a heated pool and tiki bar with live music.

AED 424 total

includes taxes & fees

23 Jun - 24 Jun

Kompose Boutique Hotel

Sarasota

Dive into aquatic bliss at this boutique hotel where a sparkling outdoor pool and soothing hot tub await your relaxation.

AED 270 total

includes taxes & fees

24 Jun - 25 Jun

Staybridge Suites Sarasota - Bradenton Airport by IHG

Sarasota

AED 444 total

includes taxes & fees

5 Jul - 6 Jul

Outdoor pool, pool umbrellas, sun loungers

Siesta Key Beachside Villas

Siesta Key Village

Secluded pool oasis offers tropical tranquility steps from the white sand beaches.

AED 894 total

includes taxes & fees

23 Jun - 24 Jun

Sun Coast Inn

Englewood South

Shimmering blue waters beckon steps from pristine white sand beaches for ultimate vacation bliss.

AED 297 total

includes taxes & fees

24 Jun - 25 Jun

Azul Resort Siesta Key

South Village

AED 652 total

includes taxes & fees

25 Jun - 26 Jun

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Nokomis

Escape to a refreshing pool retreat near Venice Beach where outdoor relaxation meets coastal adventure.

AED 436 total

includes taxes & fees

19 Jul - 20 Jul

Outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas, sun loungers

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Venice Island

Soak up the sunshine in this inviting pool oasis just minutes from Venice Beach's shores.

AED 301 total

includes taxes & fees

24 Jun - 25 Jun

View all properties

Choose what matters most at hotels with a pool in Osprey

Breakfast included

Hot tub

Top Osprey Hotel Reviews

Lantern Inn & Suites

10/10 Excellent

"Muy lindo y limpio excelente 👌"

Zota Beach Resort

8/10 Good

"Hotel is very nice, we were missing toiletries, towels, blankets. Called and had to wait some time for them to be delivered. Pool was out of commission for some reason. Was told it would be 1-1.5 hours and the entire day went by and was closed. So that was a bummer. First time here and not sure if I would come back or recommend anyone just on personal experience. Hopefully it was just our luck."

Lido Beach Resort

10/10 Excellent

"We had an amazing experience. From the free beach chairs everyday to the free ice cream by the pool and what a great location! This definitely is a great resort to stay at and within walking distance to great restaurants and shopping. Which they have a free shuttle if you don't feel like walking. The area is great, the water is clear and we didn't want to leave!"

Siesta Key Beach Resort and Suites

10/10 Excellent

"This resort was excellent for us. We are retired seniors and the staff was very courteous and helpful. the room was clean and very nice. The minute walk to the beach was just about right (took us longer but we are somewhat handicapped). I would recommend this resort to anyone (families, seniors, etc.) without hesitation."

Tropical Breeze Resort

8/10 Good

"This resort is very close to the beach, bars, restaurants and shopping. You can literally walk to everything. The room was very nice the only thing is you don’t get daily cleaning and need to request more towels. The people cleaning the rooms were very nice and hardworking though. Check in was not great as I had to wait nearly 45 minutes before my room was ready. The lady at the front desk was very nice and made she communicated well. Overall I enjoyed my stay and will stay again."

The Ritz-Carlton, Sarasota

8/10 Good

"We had a lovely time staying at the Ritz Sarasota. Everything was good. I wouldn’t say excellent, but very good. We have stayed at many Ritz Carlton hotels and felt the Sarasota Ritz was not up to the same level of service as the other hotels we have stayed at before. Overall, the hotel was clean and the beach club was great!"

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Top neighborhoods for Hotels with a Pool

Hotels with a Pool in Vamo

Find More Hotels near Osprey

More Hotel Options in Osprey

Hotels near popular Osprey Attractions

Hotels near IMG Academy

Expedia's Latest Trends

Flights

Frequently asked questions

What are some hotels with pools in Osprey?

Casey Key Resorts - Mainland: Hotel located near Turtle Beach. Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Kompose Boutique Hotel: Offers a snack bar/deli, a pool, and complimentary wireless internet access. Tropical Beach Resorts: Aparthotel, 10-minute walk from Crescent Beach. Provides free self parking, 2 outdoor pools, and complimentary wireless internet access. Golden Host Resort - Sarasota: Features free self parking, an outdoor pool, and complimentary wireless internet access. Spark by Hilton Sarasota Siesta Key Gateway: Hotel located near Siesta Key Beach. Offers daily, an outdoor pool, and free self parking.

What is there to see and do in Osprey?

Explore places like Turtle Beach while you're in Osprey. Make a point to visit attractions like Nokomis Beach and Jim Neville Marine Preserve. Osprey appeals to visitors with its beautiful beaches, bar scene, and array of dining options.

When is the best time to book a hotel with a pool in Osprey?

Taking into account the local weather in Osprey can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Osprey Hotels with a Pool