Deals on vacations and trips to Pine Island

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Pine Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
BeachTrail Lodging

BeachTrail Lodging

3 out of 5
Save 100% on your flight
Price was $998, price is now $657 per person
$657
per person
Sep 30 - Oct 6
found 15 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
This condo 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 food and water bowls. A terrace and laundry facilities are also provided.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,945, price is now $1,178 per person
$1,178
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,364, price is now $854 per person
$854
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip 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.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,082, price is now $698 per person
$698
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,021, price is now $670 per person
$670
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.

Top Pine Island hotels deals

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
$90 nightly
The price is $101 total per night
$101 total
Aug 2 - Aug 3
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
Rodeway Inn Homosassa

Rodeway Inn Homosassa

2 out of 5
4076 S Suncoast Blvd Homosassa FL
Free Cancellation
$65 nightly
The price is $72 total per night
$72 total
Jul 28 - Jul 29
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, limo/town car service, and a garden are also offered.
Pool
Pet friendly
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
Jul 28 - Jul 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
Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

2 out of 5
11810 Us Highway 19 Port Richey FL
Free Cancellation
$66 nightly
The price is $74 total per night
$74 total
Jul 28 - Jul 29
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
$70 nightly
The price is $78 total per night
$78 total
Jul 23 - Jul 24
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
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
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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.

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 $657. 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

An aerial view of a coastal town with residential areas, a baseball field, and a large body of water.
A beach at sunset with people sitting and standing on the sand, a lamp post, and a fence.