South Brooksville Vacation Packages for 2026

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South Brooksville Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

Wesley Chapel South
$590
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Great resort! All staff were amazing and it was a great time!

Reviewed on Aug 26, 2026

CW Resort

CW Resort

Save 100% on your flight
$627
per person
Nov 12 - Nov 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

Save 100% on your flight
$828
per person
Nov 12 - Nov 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Captiva Beach Resort

Captiva Beach Resort

South Village
Save 100% on your flight
$614
per person
Nov 12 - Nov 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Our stay was perfect! The room was beautiful with good AC and very clean. Housekeeping went above and beyond. Very close to the beach and the free trolley to the village. It was very quiet and we enjoyed great sleeps. This was our second time here and I can only hope we get to come back again.

Reviewed on Aug 27, 2026

Residence Inn By Marriott Tampa Downtown

Residence Inn By Marriott Tampa Downtown

Downtown Tampa
Save 100% on your flight
$674
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
This is my second time staying at this location. I like the convenience of being close to everything downtown. There was construction this time around so a little more hectic and loud. I do not love the parking situation and that I have to go across the street, use a parking garage and if it is a busy time you may not find a spot since you can only park in designated areas. Would like to see the breakfast be a little more upgraded. Overall I give it a good rating because it is a good hotel choice.

Reviewed on Aug 26, 2026

Crystal Palms Beach Resort

Crystal Palms Beach Resort

Sunshine Beach
Save 100% on your flight
$611
per person
Nov 12 - Nov 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Overall Bad.

Reviewed on Aug 27, 2026

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Top Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL
18.89 km from South Brooksville
Stay at this motel in Spring Hill. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

6320 Windmere Rd Brooksville FL
14.47 km from South Brooksville
Book a stay at this golf motel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Hampton Inn Spring Hill

Hampton Inn Spring Hill

1344 Commercial Way Spring Hill FL
26.12 km from South Brooksville
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

4881 Commercial Way Spring Hill FL
20.95 km from South Brooksville
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn Dade City - Zephyrhills

Hampton Inn Dade City - Zephyrhills

13215 Us Highway 301 Dade City FL
28.21 km from South Brooksville
Stay at this hotel in Dade City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The ...
Holiday Inn Express & Suites Spring Hill by IHG

Holiday Inn Express & Suites Spring Hill by IHG

3528 Commercial Way Spring Hill FL
22.8 km from South Brooksville
Stay at this hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Express Hotel & Suites Brooksville West by IHG

Holiday Inn Express Hotel & Suites Brooksville West by IHG

14112 Cortez Blvd Spring Hill FL
11.21 km from South Brooksville
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Microtel Inn & Suites by Wyndham Bushnell

Microtel Inn & Suites by Wyndham Bushnell

2612 West County Road 48 Bushnell FL
26.94 km from South Brooksville
Book a stay at this business-friendly hotel in Bushnell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Fairfield Inn & Suites by Marriott Brooksville Suncoast Parkway

Fairfield Inn & Suites by Marriott Brooksville Suncoast Parkway

14082 Cortez Blvd Spring Hill FL
11.22 km from South Brooksville
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Microtel Inn & Suites by Wyndham Brooksville

Microtel Inn & Suites by Wyndham Brooksville

6298 Nature Coast Blvd Brooksville FL
14.03 km from South Brooksville
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Hotel & Suites Brooksville by IHG

Holiday Inn Express Hotel & Suites Brooksville by IHG

30455 Cortez Blvd Brooksville FL
14.28 km from South Brooksville
Stay at this hotel in Brooksville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Quality Inn Weeki Wachee - Spring Hill

Quality Inn Weeki Wachee - Spring Hill

9373 Cortez Blvd Brooksville FL
18.26 km from South Brooksville
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff in ...
Quality Inn & Suites Brooksville I-75/Dade City

Quality Inn & Suites Brooksville I-75/Dade City

30307 Cortez Blvd Brooksville FL
13.92 km from South Brooksville
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn Brooksville Dade

Hampton Inn Brooksville Dade

30301 Cortez Blvd Brooksville FL
13.8 km from South Brooksville
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Neptune's Grotto Waterfront Retreat

Neptune's Grotto Waterfront Retreat

6004 Cortez Blvd Spring Hill FL
23.74 km from South Brooksville
Stay at this lodge in Weeki Wachee Gardens. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Weeki Wachee Springs and Bayport Park ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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