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.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was $1,556, price is now $973 per person
$973
per person
Dec 22 - Dec 29
found 23 hours ago
Roundtrip flight included
Milwaukee (MKE) to Tampa (TPA)
This Tudor resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 6 outdoor pools and perks like free WiFi.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $2,299, price is now $1,196 per person
$1,196
per person
Jan 6 - Jan 13
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.
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $2,037, price is now $1,219 per person
$1,219
per person
Jan 1 - Jan 8
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 gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,671, price is now $1,081 per person
$1,081
per person
Dec 1 - Dec 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, along with express check-out. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
La Tortuga Historic Downtown Pass A Grille

La Tortuga Historic Downtown Pass A Grille

4 out of 5
Pass-a-Grille
Save 100% on your flight
Price was $1,781, price is now $1,158 per person
$1,158
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A picnic area and barbecue grills are also provided.

Top Pine Island hotels deals

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
$57 nightly
The price is $64 total per night
$64 total
Nov 19 - Nov 20
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
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
$53 nightly
The price is $59 total per night
$59 total
Oct 26 - Oct 27
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
Mermaid Life Main River Sleeps 8 kayaks for everyone. Gulf access for scalloping

Mermaid Life Main River 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
Hampton Inn Spring Hill

Hampton Inn Spring Hill

2.5 out of 5
1344 Commercial Way Spring Hill FL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Oct 31 - Nov 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
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
$91 nightly
The price is $102 total per night
$102 total
Oct 25 - Oct 26
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 Port Richey North

Rodeway Inn Port Richey North

2 out of 5
11810 Us Highway 19 Port Richey FL
Free Cancellation
$65 nightly
The price is $73 total per night
$73 total
Oct 27 - Oct 28
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
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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 $973. 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.