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.
Arvilla

Arvilla

2 out of 5
Sunshine Beach
Price was CA $1,754, price is now CA $1,147 per person
CA $1,147
per person
Apr 6 - Apr 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7.2/10 Good! (24 reviews)
It was clean but small. Quiet atmosphere

Reviewed on Feb 23, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,327, price is now CA $1,401 per person
CA $1,401
per person
Apr 27 - May 4
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Whole property was AMAZING!!

Reviewed on Feb 15, 2026

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 $1,855, price is now CA $1,189 per person
CA $1,189
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
2/10 (4 reviews)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Price was CA $2,313, price is now CA $1,496 per person
CA $1,496
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
8.2/10 Very Good! (515 reviews)
All of those and the wonderful, helpful staff

Reviewed on Feb 19, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,774, price is now CA $1,160 per person
CA $1,160
per person
Apr 27 - May 1
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Everything was great except having to carry beach chairs to the beach. Awkward and heavy.. They need a cabana person to set up for a fee.

Reviewed on Feb 23, 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 $290 per night from Mar 26 to Mar 27
CA $290
CA $679 total
Mar 26 - Mar 27
includes taxes & fees
9.8/10 Exceptional! (137 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 $70 per night from Feb 25 to Feb 26
CA $70
CA $78 total
Feb 25 - Feb 26
includes taxes & fees
7.4/10 Good! (1,409 reviews)
Manager is mean and needs to be fired

Reviewed on Feb 23, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Rodeway Inn

Rodeway Inn

2 out of 5
4076 S Suncoast Blvd Homosassa FL
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Mar 9 to Mar 10
CA $101
CA $115 total
Mar 9 - Mar 10
includes taxes & fees
6.8/10 (1,011 reviews)
Hotel is in a good location but room was not very clean.

Reviewed on Feb 23, 2026

Rodeway Inn
See all 1,270 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.