Title: Island Estate Vacation Packages 2026 from $527 | Expedia.com

[Island Estate Travel Guide](https://expedia.com/St-Petersburg-Clearwater-Island-Estate.dx553248635976471029)[Hotels in Island Estate](https://expedia.com/Island-Estate-St-Petersburg-Clearwater-Hotels.0-n553248635976471029-0.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 Island Estate](https://expedia.com/Car-Rentals-In-Island-Estate.d553248635976471029.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635976471029/5eb28c27-8240-43b7-8bb2-ecb08398c1db.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Island Estate Vacations from $527

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Your Island Estate Vacation

Discover the unique character of Island Estate with a tailor-made Island Estate vacation package. From its watersports to its nature, this neighborhood offers endless possibilities for relaxation and adventure. Can't wait to get out and see the sights during your trip to Island Estate? Don't miss nearby attractions such as [Clearwater Marine Aquarium](https://www.expedia.com/Clearwater-Marine-Aquarium-Island-Estate.d6159672.Vacation-Attraction), [Sand Key Park](https://www.expedia.com/Sand-Key-Park-Sand-Key.d6179621.Vacation-Attraction) and [Pier 60 Park](https://www.expedia.com/Pier-60-Park-St-Petersburg-Clearwater.d6179637.Vacation-Attraction). No matter your travel goals or the size of your budget, booking the ultimate Island Estate vacation is easy with Expedia.

## The Latest Island Estate Vacation Packages

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

![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mar Bay Motel &Suites

Save 100% on your flight

$527

per person

May 9 - May 16

found 1 day ago

Roundtrip flight included

New York (NYC) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

Staff was very responsive although we did not meet in person. Very old but clean Florida Motel which is all we needed for the night and the price was good!

Reviewed on Feb 26, 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

$814

per person

May 6 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (837 reviews)

Room and view was outstanding. The guest services were very friendly.

Reviewed on Feb 27, 2026

![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### RumFish Beach at TradeWinds

$963

per person

Apr 25 - May 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.2/10 Very Good! (1,516 reviews)

Appreciated the variety of activities and restaurants on the properties

Reviewed on Mar 1, 2026

![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/bea713d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### FUSION Resort Waterfront Suites

Save 100% on your flight

$759

per person

May 12 - May 17

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,097 reviews)

Overall it was a good

Reviewed on Feb 17, 2026

![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/2384a13f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Sarasota

Central Sarasota

Save 100% on your flight

$963

per person

Apr 22 - Apr 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,185 reviews)

Clean rooms great staff smells great

Reviewed on Feb 8, 2026

## Where to stay in Island Estate

Find the best Island Estate areas and neighborhoods for the activities you enjoy most. [Learn more about Island Estate](https://expedia.com/St-Petersburg-Clearwater-Island-Estate.dx553248635976471029)

![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 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)

## Island Estate Hotel Deals

![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

$322 nightly

$363 total

Mar 26 - Mar 27

Total with taxes and fees

9.4/10 Exceptional! (3,047 reviews)

no

Reviewed on Mar 2, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F26%2F2026&endDate=3%2F27%2F2026&selected=15914352&PinnedHotelID=15914352&HadPinnedHotel=true&regionId=553248635976471029)

![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_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

$352 nightly

$397 total

Mar 4 - Mar 5

Total with taxes and fees

8.2/10 Very Good! (1,652 reviews)

Appreciated the variety of activities and restaurants on the properties

Reviewed on Mar 1, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=8544&PinnedHotelID=8544&HadPinnedHotel=true&regionId=553248635976471029)

![The Westin Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL

Fully refundableReserve now, pay when you stay

$195 nightly

$221 total

Mar 29 - Mar 30

Total with taxes and fees

8.4/10 Very Good! (1,142 reviews)

10/10

Reviewed on Mar 1, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=1557&PinnedHotelID=1557&HadPinnedHotel=true&regionId=553248635976471029)

[See all 14,053 properties in Island Estate](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F3%2F2026&endDate=3%2F4%2F2026&regionId=553248635976471029)

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 Island Estate

![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 marina 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)

![Florida. St Pete Beach FL. Summer vacations. Ocean beach, Hotels and Resorts in US. Blue-turquoise color of salt water. American Coast or shore line in Gulf of Mexico. St Petersburg Clearwater Florida](https://images.trvl-media.com/place/553248635976496951/52a9c5a0-815d-4f9b-845c-c7ea1392e011.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### St. Petersburg - Clearwater Beaches

Nothing says vacation like spending a carefree day at St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater. 

[](https://expedia.com/St-Petersburg-Clearwater-Beaches-St-Petersburg-Clearwater.d553248635976496951.Vacation-Attraction)

![White sand and palm trees in Clearwater beach](https://images.trvl-media.com/place/553248635983990696/739d39b1-1fc4-48ab-8e26-0e0d0632c14b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Clearwater Beach

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. 

[](https://expedia.com/Clearwater-Beach-St-Petersburg-Clearwater.d553248635983990696.Vacation-Attraction)

### Things to do

![The Tropics Boat at Sunset](https://mediaim.expedia.com/localexpert/1343868/8586728a-5afb-4de8-9fb4-c255024557a9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sunset Celebration Cruise on Tropics Boat Tours

$37

per adult

**92%** of travellers recommend

[](https://expedia.com/things-to-do/sunset-celebration-cruise-on-tropics-boat-tours.a1343868.activity-details)

![The StarLite Majesty Cruise Ship in Clearwater, Florida](https://mediaim.expedia.com/localexpert/614700/aa2c41b1-9599-4a2b-b690-98569abc7309.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### StarLite Majesty Evening Yacht Cruise Clearwater

$37

per adult

**90%** of travellers recommend

[](https://expedia.com/things-to-do/starlite-majesty-evening-yacht-cruise-clearwater.a614700.activity-details)

![Little Toot Dolphin Adventure at Clearwater Beach ](https://mediaim.expedia.com/localexpert/1933548/a6b0b7a0-f04a-47eb-af16-f02b0820aa0e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Little Toot Dolphin Adventure at Clearwater Beach

$37

per adult

**96%** of travellers recommend

[](https://expedia.com/things-to-do/little-toot-dolphin-adventure-at-clearwater-beach.a1933548.activity-details)

[See all activities in St. Petersburg - Clearwater](https://expedia.com/things-to-do/search?rid=553248635976471029)

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