Deals on vacations and trips to Pine Island

Save when you book Pine Island package deals

Choose two or more items and save on your trip:

Pine Island flight + hotel vacation packages

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 $511, price is now $315 per person
$315
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $642, price is now $422 per person
$422
per person
May 21 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. A rooftop terrace is on site, and self parking and a 24-hour front desk are also offered.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,030, price is now $683 per person
$683
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was $1,620, price is now $1,113 per person
$1,113
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This aparthotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free self parking and free WiFi. A 24-hour business center, luggage storage, and concierge services are also on offer.
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,088, price is now $753 per person
$753
per person
Jun 25 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and laundry facilities.

Top Pine Island hotels 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
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $61 total per night
$61 total
Apr 28 - Apr 29
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A terrace and a safe deposit box are also provided.
Pool
Pet friendly
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
Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

2 out of 5
11810 Us Highway 19 Port Richey FL
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $74 total per night
$74 total
May 1 - May 2
Total with taxes and fees
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Parking included
La Vista Inn

La Vista Inn

2 out of 5
11736 US HIGHWAY 19 Port Richey FL
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $90 total per night
$90 total
Apr 27 - Apr 28
Total with taxes and fees
An outdoor pool is featured at this motel, along with free WiFi in public areas and a communal living room. Express check-out is provided and the front desk is staffed around-the-clock.
Pool
Pet friendly
DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

Weeki Wachee FL
Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

2 out of 5
4881 Commercial Way Spring Hill FL
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $108 total per night
$108 total
May 10 - May 11
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Pine Island
View all properties
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.

Popular places to visit

Coastal waterway near Spring Hill and Weeki Wachee, Florida

Weeki Wachee Springs

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
Kayaking the River

Weeki Wachee River

Commune with nature and explore the great outdoors at Weeki Wachee River during your travels in Spring Hill. While in this family-friendly area, you can savor the top-notch restaurants.

Weeki Wachee River
Pine Island Beach Park

Pine Island Beach Park

Why not spend a carefree afternoon at Pine Island Beach Park during your travels in Spring Hill? While in this family-friendly area, you can savor the top-notch restaurants.

Pine Island Beach Park

Frequently asked questions

How much are vacation packages to Pine Island?
With Travelocity vacation packages, you can experience the sights and sounds of Pine Island for as low as $315. Flights, tours and hotels — we've got it all. You'll save a bunch just for combining your bookings. With everything taken care of before you even set off, you won't have a care in the world.
Where can I get the best vacation package deals for Pine Island?
Picking up the perfect package deal to Pine Island is a cinch with Travelocity. With access to 400 air carriers and 1,000,000 properties worldwide, the choice is yours when it comes to selecting your flights and hotels.
Why should I purchase my Pine Island vacation package with Travelocity?
Travel should be about making cherished memories and leaving all your stresses behind — which is why we provide you with a professional team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our superb range of vacation destinations. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.
Can I save money on my Pine Island car rental if I book it with a hotel or flight?
You can with our Pine Island vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and watch the savings start to add up. With a rental car, all the key sights around Pine Island are a memorable road trip away.
Where should I stay when visiting Pine Island?
Many people opt to stay at the Coral Cottage | House in Pine Island. It's a great base for your Pine Island escape.

Photos of local treasures

Browse Pine Island vacation photos for more inspiration

Aerial panorama Pine Island Florida after Hurricane Ian recovery monts later
Pine Island