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.
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $621, price is now $385 per person
$385
per person
May 26 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas, express check-in, and express check-out are also on offer.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,037, price is now $589 per person
$589
per person
Jun 23 - Jun 30
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,057, price is now $635 per person
$635
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,227, price is now $749 per person
$749
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $969, price is now $606 per person
$606
per person
May 26 - May 31
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.

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
$50 nightly
The price is $56 total per night
$56 total
Apr 27 - Apr 28
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 Homosassa

Rodeway Inn Homosassa

2 out of 5
4076 S Suncoast Blvd Homosassa FL
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $71 total per night
$71 total
Apr 23 - Apr 24
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
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.
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
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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.

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 $385. 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

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