A coastal cityscape with a prominent beach, a marina, and a large building complex.

Vina Del Mar Island Vacations from $644

Book a Hotel + Flight or Car together to unlock savings

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.
  • Jan 31 - Feb 5

    voco Sarasota by IHG + Flight

    Central Sarasota
    5 nights
    3.5 star property
    9.0/10 - Wonderful (1,002 reviews)
    Roundtrip • Islip (ISP) - Tampa (TPA)
    ISP - TPA • 1 stop TPA - ISP • 1 stop
    $1,038
    $644
    per traveler
    found 1 day ago
    voco Sarasota by IHG
  • Jan 11 - Jan 16

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    5 nights
    4.0 star property
    9.6/10 - Exceptional (1,324 reviews)
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    Save 100% on your flight
    $1,146
    $685
    per traveler
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • Jan 26 - Jan 31

    CW Resort + Flight

    Clearwater Beach
    5 nights
    4.0 star property
    9.4/10 - Exceptional (303 reviews)
    "Super clean, very helpful. Room was amazing and large. Onsite cafe had a very good brunch right on the intercoastal side. Well worth it. Short walk to beach (2-blocks) and restaurants."
    Reviewed November 9, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,482
    $903
    per traveler
    found 1 day ago
    CW Resort
  • Jan 28 - Feb 3

    Crystal Palms Beach Resort + Flight

    Sunshine Beach
    6 nights
    3.5 star property
    8.8/10 - Excellent (2,416 reviews)
    "It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating"
    Reviewed November 7, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,207
    $751
    per traveler
    found 1 day ago
    Crystal Palms Beach Resort
  • Jan 26 - Jan 31

    Pescador Pool and Spa Home + Flight

    Seminole
    5 nights
    3.0 star property
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,563
    $978
    per traveler
    found 1 day ago
    Pescador Pool and Spa Home

Where to stay in Vina Del Mar Island

Find the best Vina Del Mar Island areas and neighborhoods for the activities you enjoy most.

Downtown St. Petersburg

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

Pass-a-Grille

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.

Sand Key

While visiting Sand Key, you might make a stop by sights like Belleair Beach and Sand Key Park.

Sunshine Beach

If you're spending some time in Sunshine Beach, St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island are top sights worth seeing.

Vina Del Mar Island Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.