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.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was CA $1,884, price is now CA $1,183 per person
CA $1,183
per person
Apr 25 - May 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
2/10 (4 reviews)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was CA $2,828, price is now CA $1,598 per person
CA $1,598
per person
Apr 25 - May 2
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7/10 Good! (1,744 reviews)
The staff were very professional and courteous. However, the room itself was not worth the cost. The paint and furniture need to be updated and refreshed.

Reviewed on Feb 16, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $5,579, price is now CA $3,279 per person
CA $3,279
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Whole property was AMAZING!!

Reviewed on Feb 15, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $2,800, price is now CA $1,743 per person
CA $1,743
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,097 reviews)
Perfect location, very helpful staff and the accommodation was just what we wanted. I would recommend staying here 👍

Reviewed on Feb 16, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $2,833, price is now CA $1,772 per person
CA $1,772
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Restaurant & bar staff, service staff & Cabana beach service is outstanding ! Beach access is unmatched ! White flour soft sand ! However the Parking lot access to hotel was obstructed by several large service delivery trucks ! This is unacceptable & a very bad look ! This needs to be resolved! A simple parking lot wall & delivery row parallel to building is the obvious fix.!

Reviewed on Feb 6, 2026

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Pine Island Hotel Deals

WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

Spring Hill FL
The price is CA $289 per night from Feb 18 to Feb 19
CA $289
CA $678 total
Feb 18 - Feb 19
includes taxes & fees
9.6/10 Exceptional! (122 reviews)
Cute little cottage on the bay. Was great for one night. Beds weren't very comfortable and there was no way to get to a beach because the park was closed. But the porch was great for coffee in the morning, kitchen was well stocked, and had everything we needed for a quick stop over.

Reviewed on Jun 15, 2025

WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
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 $58 per night from Feb 24 to Feb 25
CA $58
CA $65 total
Feb 24 - Feb 25
includes taxes & fees
7.2/10 Good! (1,385 reviews)
Room was clean

Reviewed on Feb 11, 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
9.8/10 Exceptional! (297 reviews)
Absolutely amazing with lots of wildlife - otters manatees turtles dolphins and monkeys. We felt no need to go anywhere else our entire stay. One of the few places I’d book again.

Reviewed on Dec 25, 2025

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Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
See all 1,276 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

Beautiful spring water, perfect for kayaking and paddleboarding!

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 $108
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.