Vacations Close To Safe Harbor Siesta Key

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Safe Harbor Siesta Key Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Tampa N I-75 - University Area by IHG

Holiday Inn Express Tampa N I-75 - University Area by IHG

2.5 out of 5
Temple Terrace
Price was $927, price is now $781 per person
$781
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was $1,619, price is now $1,275 per person
$1,275
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $1,137, price is now $907 per person
$907
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)
Great trip, super relaxing. Will be back.

Reviewed on Sep 13, 2026

Sleep Inn & Suites Tampa South

Sleep Inn & Suites Tampa South

2.5 out of 5
Sun Bay South
Price was $1,122, price is now $930 per person
$930
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

4 out of 5
Beach Park
Price was $1,453, price is now $1,213 per person
$1,213
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Price was $1,021, price is now $859 per person
$859
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)
Amazing and friendly staff. Super clean

Reviewed on Sep 12, 2026

Holiday Inn Tampa Westshore - Airport Area by IHG

Holiday Inn Tampa Westshore - Airport Area by IHG

3 out of 5
Westshore
Price was $1,153, price is now $978 per person
$978
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)

Hyatt House Tampa Downtown

Hyatt House Tampa Downtown

3.5 out of 5
Downtown Tampa
Price was $1,842, price is now $1,571 per person
$1,571
per person
Oct 16 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Tampa (TPA)
Everything was great Staff was nice Bartenders were amazing Will and Travis

Reviewed on Sep 13, 2026

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Best Lodging Options Near Safe Harbor Siesta Key

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
0.51 km from Safe Harbor Siesta Key
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
0.62 km from Safe Harbor Siesta Key
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Siesta Key Beach and Lido Beach are located ...
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
1800 Stickney Point Rd Sarasota FL
0.88 km from Safe Harbor Siesta Key
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
1.32 km from Safe Harbor Siesta Key
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
6772 Sara Sea Circle Siesta Key FL
0.58 km from Safe Harbor Siesta Key
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 ...
Anchorage Resort

Anchorage Resort

4 out of 5
6415 Midnight Pass Rd Siesta Key FL
0.14 km from Safe Harbor Siesta Key
Book a stay at this business-friendly condo in Siesta Key. Enjoy free WiFi, free parking, and balconies. Popular attractions Siesta Key Beach and Lido Beach ...
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
1735 Stickney Point Rd Sarasota FL
0.86 km from Safe Harbor Siesta Key
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
The Capri at Siesta

The Capri at Siesta

3 out of 5
6782 SaraSea Circle Siesta Key FL
0.55 km from Safe Harbor Siesta Key
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
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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.