Pine Island Vacation Packages

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Your Pine Island Vacation

With every last detail organized before you go away, our Pine Island vacation packages mean you can concentrate on enjoying your getaway. No matter if you're based in the neighborhood of Heritage Pines, which is great for golfing, or somewhere else, this exciting city promises a world of discoveries. There's loads to explore during a trip to Pine Island, including Pine Island Beach Park and Weeki Wachee Springs State Park. Check out Expedia's wide range of travel options and start organizing your ideal vacation to Pine Island today.

Top Pine Island Vacation Deals

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
Price was CA $1,675, price is now CA $1,065 per person
CA $1,065
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,549 reviews)
Had no complaints on anything

Reviewed on Apr 16, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,939, price is now CA $1,759 per person
CA $1,759
per person
Jun 22 - Jun 29
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (889 reviews)
Beach was a walk but phenomenal spot

Reviewed on Apr 15, 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was CA $1,985, price is now CA $1,292 per person
CA $1,292
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7/10 Good! (1,839 reviews)
The property is being renovated so there are very limited amenities. The staff are super helpful, friendly and professional. We stayed in a building adjacent to the building where the reception is. The building was old and obviously in need of an upgrade but room and bathroom were clean. Location on the River Walk is super.

Reviewed on Apr 16, 2026

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was CA $2,229, price is now CA $1,470 per person
CA $1,470
per person
Jun 22 - Jun 29
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,005 reviews)
Beautiful beach friendly staff, rooms were perfect for a family

Reviewed on Apr 9, 2026

Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Price was CA $2,076, price is now CA $1,374 per person
CA $1,374
per person
May 22 - May 29
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (539 reviews)
This is a privately owned GEM! From check in staff to Greg that sets up umbrellas, some of the best customer service ever. The facility is older but is clean and updated. We stayed on the bayside and loved it. Tons of almost private dock space and outside activity areas. Just a short walk over to the beach resort. We would choose this one every time!

Reviewed on Apr 16, 2026

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Pine Island Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
The price is CA $72 per night from Apr 30 to May 1
CA $72
CA $80 total
Apr 30 - May 1
includes taxes & fees
7.4/10 Good! (1,456 reviews)
The people staying there are the issue

Reviewed on Apr 9, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
10/10 Exceptional! (314 reviews)
This house is in the perfect location on the main river. The house and kitchen are well appointed for any length of stay. We saw so many manatees, a river otter and a pair of dolphins. The weather was rainy one day and the screened porch was the ideal location to sit and relax while still enjoying ...

Reviewed on Apr 12, 2026

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Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Rodeway Inn Homosassa

Rodeway Inn Homosassa

2 out of 5
4076 S Suncoast Blvd Homosassa FL
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from May 1 to May 2
CA $87
CA $100 total
May 1 - May 2
includes taxes & fees
6.8/10 (1,001 reviews)
The AC was sufficient

Reviewed on Apr 14, 2026

Rodeway Inn Homosassa
See all 1,280 properties in Pine Island
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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Discover the most popular places to visit in Pine Island

Coastal waterway near Spring Hill and Weeki Wachee, Florida

Weeki Wachee Springs

4.5/5(5 reviews)

Explore the great outdoors at Weeki Wachee Springs, a lovely green space in Spring Hill. Wander the riverfront in this family-friendly area.

Weeki Wachee Springs

Bayport Park Boat Ramp

Explore the great outdoors at Bayport Park Boat Ramp, a lovely green space in Bayport. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Bayport Park Boat Ramp

Silverthorn Country Club

Enjoy a round of golf in Spring Hill at Silverthorn Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Silverthorn Country Club

What to do in Pine Island

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

CA $124
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
See all activities in Pine Island

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.