Vina Del Mar Island Vacations from $369

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Your Vina Del Mar Island Vacation

Take all the hassle out of organizing your next escape with a Vina Del Mar Island vacation package. Take in the sights and sounds of this appealing neighborhood and experience everything it has to offer. When it's time to take in the sights, you'll find plenty of top attractions nearby including Upham Beach, Pass-a-Grille Beach and Upham Beach Park. Visit one or all during your trip to Vina Del Mar Island. Whatever your travel goals or budget, booking the ultimate Vina Del Mar Island vacation is easy with Expedia.

The Latest Vina Del Mar Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $817, price is now $369 per person
$369
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Save 100% on your flight
Price was $1,411, price is now $804 per person
$804
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (417 reviews)
I didn’t know about the $50 resort fee! Place is great!

Reviewed on Dec 10, 2025

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $3,158, price is now $1,804 per person
$1,804
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This place was a great surprise ! So friendly so helpful ! Great location and rooms super clean . Tons of amenities too! Will definitely stay again

Reviewed on Dec 8, 2025

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $653, price is now $378 per person
$378
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
room was very good clean and comfortable

Reviewed on Dec 7, 2025

Arvilla

Arvilla

2 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,477, price is now $895 per person
$895
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
7.2/10 Good! (24 reviews)
Disappointed I couldn’t check in early but the room is super cute! Easy parking and check in

Reviewed on Dec 12, 2025

Where to stay in Vina Del Mar Island

Find the best Vina Del Mar Island areas and neighborhoods for the activities you enjoy most. Learn more about Vina Del Mar Island
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Vina Del Mar Island Hotel Deals

Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S St. Petersburg FL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from Dec 21 to Dec 22
$134 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Room was clean, bed was comfortable and the staff was knowledgeable and friendly.

Reviewed on Dec 7, 2025

Hilton St. Petersburg Bayfront
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $201 total per night from Dec 17 to Dec 18
$201 total
Dec 17 - Dec 18
Total with taxes and fees
8.2/10 Very Good! (1,536 reviews)
One of the best beaches on earth. The building is exactly as it promotes. Everyone is nice. I’d book there again without hesitation.

Reviewed on Dec 9, 2025

RumFish Beach at TradeWinds
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $211 total per night from Dec 17 to Dec 18
$211 total
Dec 17 - Dec 18
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
Perfect spot for a family with small children. Lots of activities and the grounds were fantastic.

Reviewed on Dec 3, 2025

Island Grand at TradeWinds
See all 16,902 properties in Vina Del Mar Island
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.
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All Inclusive Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in Vina Del Mar Island

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the marina in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

5/5(5 reviews)

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches
Clearwater Beach

Clearwater Beach

4.5/5(44 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
View of the StarLite Sapphire Yacht on St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

$32
per adult
86% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

$28
per adult
92% of travellers recommend
Dolphin Racer Speedboat Adventure
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.