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.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,087, price is now $671 per person
$671
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,186, price is now $1,241 per person
$1,241
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $1,657, price is now $949 per person
$949
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,903, price is now $1,121 per person
$1,121
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Villa Valentino Luxury 8BR Villa & Pool

Villa Valentino Luxury 8BR Villa & Pool

3 out of 5
Allen's Ridge
Save 100% on your flight
Price was $3,782, price is now $2,349 per person
$2,349
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. A terrace, a garden, and barbecue grills are also on offer.

Top Pine Island hotels deals

Pine island - Weeki Wachee Ocean View Home- Walk to Beach on secluded island

Pine island - Weeki Wachee Ocean View Home- Walk to Beach on secluded island

Weeki Wachee FL
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This vacation home featured laundry facilities and barbecue grills.
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
$60 nightly
The price is $67 total per night
$67 total
Jun 23 - Jun 24
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.
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
Jul 1 - Jul 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.
Rodeway Inn Homosassa

Rodeway Inn Homosassa

2 out of 5
4076 S Suncoast Blvd Homosassa FL
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $73 total per night
$73 total
Jun 24 - Jun 25
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
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
$94 nightly
The price is $104 total per night
$104 total
Jul 5 - Jul 6
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
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See all available properties in Pine Island
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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

4.5/5(149 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
Kayaking the River

Weeki Wachee River

4/5(1 review)

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

4/5(63 reviews)

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 $671. 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