Title: Bay Pines Vacation Packages 2026 from $671 | Expedia.com

[Bay Pines Travel Guide](https://expedia.com/St-Petersburg-Clearwater-Bay-Pines.dx6278551)[Hotels in Bay Pines](https://expedia.com/Bay-Pines-St-Petersburg-Clearwater-Hotels.0-n6278551-0.Travel-Guide-Filter-Hotels)[Flights to St. Petersburg - Clearwater](https://expedia.com/Cheap-Flights-To-St-Petersburg-Clearwater.d178310.Travel-Guide-Flights)[Things to do in St. Petersburg - Clearwater](https://expedia.com/Things-To-Do-In-St-Petersburg-Clearwater.d178310.Travel-Guide-Activities)[Car Rentals in Bay Pines](https://expedia.com/Car-Rentals-In-Bay-Pines.d6278551.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Bay Pines Vacations from $671

## Book a Hotel + Flight or Car together to unlock savings

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## Your Bay Pines Vacation

Unforgettable adventures await when you book a Bay Pines vacation package. Whether you're a foodie, history enthusiast or just a traveler who appreciates new places, there's something for everyone in this awesome city. [Johns Pass Village & Boardwalk](https://www.expedia.com/Johns-Pass-Village-Boardwalk-St-Petersburg-Clearwater.d6162658.Vacation-Attraction), [St. Petersburg - Clearwater Beaches](https://www.expedia.com/St-Petersburg-Clearwater-Beaches-Florida.d553248635976496951.Vacation-Attraction) and [Upham Beach](https://www.expedia.com/Upham-Beach-St-Petersburg-Clearwater.d6289260.Vacation-Attraction) are just some of the many attractions worth exploring during your trip to Bay Pines. Expedia will help you escape your daily routine. Tailor your vacation to Bay Pines to suit your travel style, whatever that may look like.

## The Latest Bay Pines Vacation Packages

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

![voco Sarasota by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/6f2696b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### voco Sarasota by IHG

Central Sarasota

$671

per person

May 22 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,004 reviews)

The property is centrally located for a visit to Sarasota. We had the junior suite which was spacious and comfortable. The pool and fitness center are very nice. The facility is definitely outdated and nothing “special”, although they try to dress it up with colorful decor. The maid service was subpar, they never came on day one and didn’t come until late afternoon day 2\. Neither day did we receive new towels. Remaining staff were all very friendly. It wasn’t a bad stay, but we will likely try a different hotel next time simply because we know there are better in the area.

Reviewed on Mar 13, 2026

![Legoland Florida Hotel](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/58806235_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Legoland Florida Hotel

Save 100% on your flight

$762

per person

May 14 - May 19

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

9/10 Wonderful! (81 reviews)

We stayed here for the convenience of location to Legoland. Our room was the Adventure room. It was at the very end of the hallway and looked like it hadn't been used in awhile. The shelves were dusty and the bathtub even had dust in it. The room was pretty dark. The bed was relatively comfortable. It is an older hotel that could use a refresh. The disco elevator was fun for the kids. Breakfast was good but the floor around the tables was very dirty. We left an item behind and were very pleased when it was found and returned to us (for a hefty price) but we were very happy to get it back. Very difficult to contact this property by phone. Communication online or via text is strongly encouraged/preferred by the property.

Reviewed on Mar 9, 2026

![Arvilla](https://images.trvl-media.com/lodging/115000000/114820000/114812300/114812262/f3abbb67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Arvilla

Sunshine Beach

Save 100% on your flight

$723

per person

May 20 - May 27

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

7.6/10 Good! (44 reviews)

Beautiful old school Florida motel. Recently renovated. Easy check in and out.

Reviewed on Mar 7, 2026

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kompose Boutique Hotel

$698

per person

May 22 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (5,088 reviews)

Love the rooms. Comfy bed! Only disappointment for my husband was no coffee or coffee maker in room.

Reviewed on Mar 13, 2026

![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/3763f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

$692

per person

May 22 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.2/10 Very Good! (532 reviews)

Staff were really friendly from front desk to bartenders to valet. Food was excellent and pool was nice with a fun vibe. Parts of hotel are dated and parts are newly renovated. It’s in a great location. I would return.

Reviewed on Mar 9, 2026

## Where to stay in Bay Pines

Find the best Bay Pines areas and neighborhoods for the activities you enjoy most. [Learn more about Bay Pines](https://expedia.com/St-Petersburg-Clearwater-Bay-Pines.dx6278551)

![Downtown St. Petersburg featuring outdoor art](https://images.trvl-media.com/place/6162954/a14552e2-b31c-40c8-9277-65c075c45565.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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 hotel + flight trips in Downtown St. Petersburg](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20St.%20Petersburg&DestID=6162954&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Pass-a-Grille](https://images.trvl-media.com/place/6005248/23dce61e-1d6e-4228-8df5-1f3333e2a7fc.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Pass-a-Grille

5/5(26 area reviews)

 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. 

[Find hotel + flight trips in Pass-a-Grille](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Pass-a-Grille&DestID=6005248&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beautiful morning rainbow over the gulf on Sand Key Beach located in Clearwater, FL. In the evening, the spectacular sunsets are a perfect way to end the day.](https://images.trvl-media.com/place/6033/b41a9954-2466-4f15-ad11-ddab1a91aa1b.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sand Key

1 out of top 10 points of interest in this area

4.5/5(108 area reviews)

 While visiting Sand Key, you might make a stop by sights like St. Petersburg - Clearwater Beaches and Belleair Beach. 

[Find hotel + flight trips in Sand Key](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sand%20Key&DestID=553248635976482162&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Treasure Island which includes a beach and general coastal views](https://images.trvl-media.com/place/6159959/b4090095-e3ab-44c9-9d0d-a396aa62f0fb.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sunset Beach

4.5/5(37 area reviews)

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

[Find hotel + flight trips in Sunset Beach](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sunset%20Beach&DestID=6159959&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beautiful Sunset Moment #EK #MadeiraBeach](https://images.trvl-media.com/place/7329/748e44eb-7b5a-43f9-ad35-cef8c41bf71f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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. 

[Find hotel + flight trips in Sunshine Beach](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sunshine%20Beach&DestID=975330253044355072&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Bay Pines Hotel Deals

![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9591df75_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$385 nightly

$435 total

Apr 12 - Apr 13

Total with taxes and fees

9.4/10 Exceptional! (3,065 reviews)

Very clean, however we did not get to check in until after 4pm.

Reviewed on Mar 13, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=15914352&PinnedHotelID=15914352&HadPinnedHotel=true&regionId=6278551)

![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/923a3c65_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

RumFish Beach at TradeWinds

6000 Gulf Blvd St. Pete Beach FL

Fully refundableReserve now, pay when you stay

$309 nightly

$349 total

Mar 22 - Mar 23

Total with taxes and fees

8.4/10 Very Good! (1,675 reviews)

This resort had several options for dining and entertainment through out the week. Beach was nice and clean and the workers were very hospitable.

Reviewed on Mar 14, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=8544&PinnedHotelID=8544&HadPinnedHotel=true&regionId=6278551)

![Hilton Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$319 nightly

$361 total

Mar 22 - Mar 23

Total with taxes and fees

8.2/10 Very Good! (2,490 reviews)

You pay a resort fee and still have to pay valet every day your there and rent beach chairs and umbrellas for $96 a day not sure what the resort fee was for. Very friendly and clean but very expensive.

Reviewed on Mar 13, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=28023&PinnedHotelID=28023&HadPinnedHotel=true&regionId=6278551)

[See all 14,973 properties in Bay Pines](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&regionId=6278551)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Bay Pines

![Bay Pines VA Medical Center which includes signage](https://images.trvl-media.com/place/6277292/033c31cb-f912-471e-8668-17ee1589bfc6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bay Pines VA Medical Center

Though Bay Pines VA Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Madeira Beach while you are here. 

[](https://expedia.com/Bay-Pines-VA-Medical-Center-Bay-Pines.d6277292.Vacation-Attraction)

![Flag at half mast at the Veterans Memorial Island Sanctuary in Vero Beach, Florida.](https://images.trvl-media.com/place/6068755/72982f90-505a-4fbc-8f2c-fa0936d739ae.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### War Veteran Memorial Park

After visiting War Veteran Memorial Park, make a plan to see the other sights and activities in Madeira Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music. 

[](https://expedia.com/War-Veteran-Memorial-Park-Bay-Pines.d6068755.Vacation-Attraction)

![Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.](https://images.trvl-media.com/place/6162658/626ce7e8-3da2-4f56-9ed1-b12b8c444765.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants. 

[](https://expedia.com/Johns-Pass-Village-Boardwalk-St-Petersburg-Clearwater.d6162658.Vacation-Attraction)

### Things to do

![Shell Key Island bird's eye view](https://mediaim.expedia.com/localexpert/179743/4e24a047-9028-4bbd-9bbf-c0b2a65e42d9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Shell Key Island Excursion

$64

per adult

**84%** of travellers recommend

[](https://expedia.com/things-to-do/shell-key-island-excursion.a179743.activity-details)

![Stunning view of dolphins in St. Petersburg, Florida  ](https://mediaim.expedia.com/localexpert/338288/367304c2-f6f9-4cca-9e9e-46b8251f0aad.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Dolphin Racer Speedboat Adventure

$36

per adult

**94%** of travellers recommend

[](https://expedia.com/things-to-do/dolphin-racer-speedboat-adventure.a338288.activity-details)

![View of the StarLite Sapphire Yacht on St. Pete Beach](https://mediaim.expedia.com/localexpert/614704/45a8896e-a19d-4260-bbc4-f0a060729fd7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### StarLite Sapphire Evening Yacht St. Pete Beach

$41

per adult

**90%** of travellers recommend

[](https://expedia.com/things-to-do/starlite-sapphire-evening-yacht-st-pete-beach.a614704.activity-details)

[See all activities in St. Petersburg - Clearwater](https://expedia.com/things-to-do/search?rid=6278551)

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