Title: Bay Pines Vacation Packages 2026 from $518 | 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 $518

## 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

$518

per person

May 18 - May 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,012 reviews)

We enjoyed our stay at vocoSarasota.. The best part was the amazing and very accommodating staff especially the Shuttle drivers Rich, Barry and Cody. they were terrific. Rooms were very nice. I just wished they had better outdoor accomodations especially the pool area.The daily breakfast was good even when the chef had to be the Manager on duty. Just a few hiccups with that. overall it was a delightful stay and the location was perfect!!!!

Reviewed on Mar 17, 2026

![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/3f239251_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mar Bay Motel &Suites

Save 100% on your flight

$673

per person

Apr 26 - May 2

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (68 reviews)

The property was perfect for pets. Big space to walk and off the main road.

Reviewed on Mar 23, 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

Save 100% on your flight

$524

per person

Apr 30 - May 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (5,126 reviews)

Nice hotel near airport. Clean, friendly. Enjoyed the heated pool & hot tub very much. Breakfast also very good.

Reviewed on Mar 24, 2026

![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$774

per person

May 27 - May 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (846 reviews)

Beautiful hotel. Very clean, comfortable. Had a great time. The condos have everything you would need.

Reviewed on Mar 24, 2026

![The Fold Hotels Indian Shores](https://images.trvl-media.com/lodging/2000000/1160000/1150900/1150826/ff97f2c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fold Hotels Indian Shores

$563

per person

Jun 5 - Jun 7

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (955 reviews)

Stayed for three nights with my kids while visiting family in the area so we didn’t make full use of the property but it was fantastic for our needs! The areas were all well kept, our room was spacious and clean. Kids loved the pool/hot tub

Reviewed on Mar 23, 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 Belleair Beach and Sand Key Park. 

[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 Sunset Beach and St. Petersburg Municipal Beach at Treasure Island. 

[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 Municipal Beach at Treasure Island and St. Petersburg - Clearwater Beaches 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

![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

$282 nightly

$319 total

Apr 12 - Apr 13

Total with taxes and fees

8.2/10 Very Good! (1,714 reviews)

The place had some nice touches such as champagne toast upon arrival and the tastings on some of the nights at the neighboring property. The pools were nice and the food and drink were very good. I was disappointed in the room itself. I felt it was not up to the standards for the price charged. It ...

Reviewed on Mar 23, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=8544&PinnedHotelID=8544&HadPinnedHotel=true&regionId=6278551)

![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

$391 nightly

$442 total

Apr 16 - Apr 17

Total with taxes and fees

9.4/10 Exceptional! (3,083 reviews)

Great location and beautiful hotel the only thing is that the bartenders as well as the restaurant servers are “in no hurry” it takes some time to get served. If you don’t get your chair around the pool by 9am you can’t get one, ppl put their towels on them and walk away for breakfast. Also the hotel ...

Reviewed on Mar 23, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F16%2F2026&endDate=4%2F17%2F2026&selected=15914352&PinnedHotelID=15914352&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

$324 nightly

$366 total

Mar 25 - Mar 26

Total with taxes and fees

8.2/10 Very Good! (2,510 reviews)

Very disappointed to find out the pool was "under construction " but apparently been going on for over 2 years, this is one amenity that was really wanting for the weekend

Reviewed on Mar 24, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=28023&PinnedHotelID=28023&HadPinnedHotel=true&regionId=6278551)

[See all 15,007 properties in Bay Pines](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F25%2F2026&endDate=3%2F26%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

4.5/5(17 reviews)

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)

![Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.](https://images.trvl-media.com/place/6162658/1b8b9dfa-2bbf-4cfb-b2af-98dd9dd32260.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### John's Pass Village & Boardwalk

4.5/5(1,631 reviews)

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.