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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,164, price is now CA $709 per person
CA $709
per person
May 26 - May 31
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (74 reviews)
Overall very good. Needs some updating but very good shower and bed, so I got everything I needed! Would use again

Reviewed on Apr 3, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,702, price is now CA $1,741 per person
CA $1,741
per person
May 9 - May 14
found 17 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (876 reviews)
Lover staying here we’d definitely come back

Reviewed on Apr 7, 2026

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was CA $1,337, price is now CA $873 per person
CA $873
per person
May 9 - May 14
found 17 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
7/10 Good! (43 reviews)
This resort is absolutely amazing I didn't eat breakfast there but I'm sure it was awesome because everything else there was awesome

Reviewed on Mar 16, 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was CA $1,301, price is now CA $860 per person
CA $860
per person
Jun 18 - Jun 22
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (5,207 reviews)
Have stayed here twice. Enjoy staying here. Will be back again.

Reviewed on Apr 9, 2026

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was CA $1,913, price is now CA $1,294 per person
CA $1,294
per person
May 26 - May 31
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very Good! (1,005 reviews)
The main pool had not been cleaned at all in the 3 days that we were there. There was tons and tons of things from trees floating everywhere in the pool. It was so bad that myself and other guest asked for a net so that we could clean up. But there wa sjust so much that it awful.

Reviewed on Mar 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 21 to Apr 22
CA $72
CA $81 total
Apr 21 - Apr 22
includes taxes & fees
7.4/10 Good! (1,453 reviews)
When you e arrive to our room I noticed the counters were not clean you could see cup ring and ketchup on the counter. Dirt on the shower. Not the cleanest place

Reviewed on Apr 8, 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! (313 reviews)
Living our best river life! 🛶 Between the kayaking, fishing, and tree-jumping, we didn't want the days to end. We even got lucky with the local wildlife—dolphins, otters, manatees, and turtles all made an appearance! Wish we had a few more days, but we’ll be back soon!

Reviewed on Mar 25, 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 $93 per night from Apr 23 to Apr 24
CA $93
CA $106 total
Apr 23 - Apr 24
includes taxes & fees
6.8/10 (1,007 reviews)
The room was very clean. The staff friendly and helpful. You could walk to the Manatee park. A 7/11 is right next door. And a Publix in in the next block. Overall a nice place to stay.

Reviewed on Apr 7, 2026

Rodeway Inn Homosassa
See all 1,278 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.