Hotels with Swimming Pool in Osteen, Florida

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Check availability on Osteen Hotels with Swimming Pool

Our top choices for Osteen hotels with a pool

Outdoor pool, open 9:00 AM to 10:00 PM, cabanas (surcharge)
The Shores Resort & Spa

The Shores Resort & Spa

The Shores Resort & Spa
4.0 star property
Daytona Beach Shores
9.0 out of 10, Wonderful, (1696)
"Overall stay its a great resort hotel"
United States
Elijah
The price is P6,679
P9,839 total
includes taxes & fees
Dec 17 - Dec 18
The Shores Resort & Spa
Outdoor pool, open 7:00 AM to 10:00 PM, cabanas (surcharge)
Delta Hotels by Marriott Daytona Beach

Delta Hotels by Marriott Daytona Beach

Delta Hotels by Marriott Daytona Beach
3.5 star property
Daytona Beach Shores
9.2 out of 10, Wonderful, (1002)
"Great place!"
United States
Angela
The price is P6,096
P6,858 total
includes taxes & fees
Dec 22 - Dec 23
Delta Hotels by Marriott Daytona Beach
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Bahama House

Bahama House

Bahama House
3.0 star property
Daytona Beach Shores
9.2 out of 10, Wonderful, (1822)
"Will stay again."
United States
Andrew
Bahama House
Exterior
Holiday Inn Express & Suites Oceanfront by IHG

Holiday Inn Express & Suites Oceanfront by IHG

Holiday Inn Express & Suites Oceanfront by IHG
2.5 star property
Daytona Beach Shores
8.0 out of 10, Very Good, (1146)
" Room was great, clean. The "free" breakfast was better than most places that charge you $ 30. I would definitely stay there again."
United States
Jeff
The price is P6,025
P6,778 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Express & Suites Oceanfront by IHG
Balcony view
Nautilus Inn

Nautilus Inn

Nautilus Inn
2.5 star property
Daytona Beach
9.2 out of 10, Wonderful, (3036)
"Friendly staff, clean room"
United States
Kent
The price is P5,582
P6,280 total
includes taxes & fees
Dec 17 - Dec 18
Nautilus Inn
Terrace/patio
The Riverview Hotel

The Riverview Hotel

The Riverview Hotel
3.0 star property
Central Beach
9.4 out of 10, Exceptional, (950)
"Amazing staff, location, decor, food. "
United States
elizabeth
The price is P7,620
P9,238 total
includes taxes & fees
Dec 21 - Dec 22
The Riverview Hotel
Property grounds
DoubleTree by Hilton Hotel Orlando East - UCF Area

DoubleTree by Hilton Hotel Orlando East - UCF Area

DoubleTree by Hilton Hotel Orlando East - UCF Area
4.0 star property
Orlando
8.6 out of 10, Excellent, (1008)
"Great staff, nice room. "
United States
Jerod
The price is P4,941
P5,558 total
includes taxes & fees
Dec 23 - Dec 24
DoubleTree by Hilton Hotel Orlando East - UCF Area
Outdoor pool
Days Inn by Wyndham Daytona Oceanfront

Days Inn by Wyndham Daytona Oceanfront

Days Inn by Wyndham Daytona Oceanfront
2.5 star property
Van Valzah
8.6 out of 10, Excellent, (1954)
"Great location and price and service would highly recommend"
United States
Jacques
The price is P4,017
P5,050 total
includes taxes & fees
Dec 18 - Dec 19
Days Inn by Wyndham Daytona Oceanfront
Outdoor pool
The Celeste Hotel, Orlando, a Tribute Portfolio Hotel

The Celeste Hotel, Orlando, a Tribute Portfolio Hotel

The Celeste Hotel, Orlando, a Tribute Portfolio Hotel
3.5 star property
Orlando
9.6 out of 10, Exceptional, (568)
"All staff very helpful and professional. The hotel is beautiful and our room is spotless. "
United States
Robert
The price is P8,034
P9,038 total
includes taxes & fees
Dec 21 - Dec 22
The Celeste Hotel, Orlando, a Tribute Portfolio Hotel
Outdoor pool, sun loungers
Holiday Inn Resort Daytona Beach Oceanfront by IHG

Holiday Inn Resort Daytona Beach Oceanfront by IHG

Holiday Inn Resort Daytona Beach Oceanfront by IHG
3.0 star property
Daytona Beach
7.8 out of 10, Good, (1006)
"Room was spacious and clean! Food in restaurant was excellent."
United States
Crystal
The price is P4,962
P7,354 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Holiday Inn Resort Daytona Beach Oceanfront by IHG
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 Osteen Hotel Reviews

The Shores Resort & Spa

The Shores Resort & Spa

10/10 Excellent
"Clean room. Exceptional service from all the staff each day. Amazing amenities. And gorgeous views. "
Austin N 2-night trip
Posted 2 days ago
The Shores Resort & Spa

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Frequently asked questions

What are some accommodations with pools in Osteen?
Hilton Orlando/Altamonte Springs: Features a sauna, an outdoor pool, and a snack bar/deli. Best Western International Speedway Hotel: Hotel located near Daytona International Speedway. Offers a snack bar/deli, an outdoor pool, and full. Comfort Suites Downtown: Hotel located near Kia Center. Provides buffet, a seasonal outdoor pool, and free self parking. DoubleTree by Hilton Hotel Orlando East - UCF Area: Hotel, 6-minute walk from University of Central Florida. Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Perry's Ocean Edge Resort: Resort, 2-minute walk from Beach at Daytona Beach. Offers 2 outdoor pools, a children's pool, and free self parking.
What is there to see and do in Osteen?
Surround yourself with nature at Lake Jesup and Lake Monroe Conservation Area. Discover sights such as Lake Jesup Conservation Area, Lake Ashby Park, and Pell's Citrus & Nursery during your stay.
When is the best time to book a hotel with a pool in Osteen?
Taking into account the local weather in Osteen is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Osteen are August, September, July, and June, with each month seeing an average of 8 inches of rainfall.