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Island Players Vacation Packages

Island Players Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Siesta Key Palms Resort

Siesta Key Palms Resort

4 out of 5
per person
May 19 - May 23
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 4-star hotel in Sarasota. Enjoy 2 outdoor pools, free bicycles on site, and a garden. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Save 100% on your flight
per person
May 17 - May 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
per person
May 17 - May 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
per person
May 19 - May 23
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
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.
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
per person
May 19 - May 23
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Save 100% on your flight
per person
May 17 - May 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Renaissance Tampa International Plaza Hotel

Renaissance Tampa International Plaza Hotel

4 out of 5
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)
Stay at this 4-star business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
per person
May 19 - May 23
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

3.5 out of 5
Save 100% on your flight
per person
May 17 - May 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this 3.5-star business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Malibu Resort Motel

Malibu Resort Motel

2 out of 5
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this motel in North Redington Beach. Enjoy free parking, daily housekeeping, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

3-4 Night Vacations in Island Players

Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
North Trail
per person
May 19 - May 23
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Motel 6 Tampa, FL - Fairgrounds

Motel 6 Tampa, FL - Fairgrounds

2 out of 5
per person
Jun 2 - Jun 5
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)
Rodeway Inn Clearwater - Dunedin

Rodeway Inn Clearwater - Dunedin

2 out of 5
per person
Jun 2 - Jun 5
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
Clarion Pointe Tampa-Brandon Near Fairgrounds and Casino

Clarion Pointe Tampa-Brandon Near Fairgrounds and Casino

2.5 out of 5
per person
Jun 2 - Jun 5
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)

5-7 Night Vacations in Island Players

Price found within the past 48 hours. Click for updated prices.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
per person
May 17 - May 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
May 24 - May 31
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
May 17 - May 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)

Island Players Last Minute Hotel Deals

Anna Maria Beach Resort
Anna Maria Beach Resort
3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL
Stay at this 3.5-star beach aparthotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Anna Maria Beach Resort
Bali Hai Beachfront Resort and Spa
Bali Hai Beachfront Resort and Spa
3.5 out of 5
6900 Gulf Dr, Holmes Beach, FL
Stay at this 3.5-star beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean ...
Bali Hai Beachfront Resort and Spa
Island Gem A 2 Bedroom Villa by RedAwning
Island Gem A 2 Bedroom Villa by RedAwning
3.5 out of 5
414 Magnolia Avenue #A, Anna Maria, FL
Stay at this 3.5-star villa in Anna Maria. Enjoy free WiFi and in-room washers/dryers. Popular attractions Anna Maria Beach and Bean Point Beach are located ...
Island Gem A 2 Bedroom Villa by RedAwning
See all 5,971 properties in Island Players
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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