Title: Island Estate Vacation Packages 2026 from $566 | 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 $566

## 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.

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kompose Boutique Hotel

Save 100% on your flight

$566

per person

May 4 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (4,624 reviews)

Everything was good! As pictured! I was a little sad that sauna was extra and only open until 9 pm but with such a low price for the hotel I guess I should have expected it!

Reviewed on Feb 18, 2026

![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/f22dde90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

Save 100% on your flight

$656

per person

May 4 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.2/10 Very Good! (515 reviews)

We stayed one night for a NY Eve dinner and thankfully it was only one night. The staff is super friendly; the facility was decorated for the holidays and is in a good location, that makes walking an option. The one issue we had was that there was no hot water in the shower and apparently had been going on for a couple of days. We should have been made aware of the problem and maybe given us free parking.

Reviewed on Jan 1, 2026

![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Sarasota

Central Sarasota

Save 100% on your flight

$836

per person

May 4 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,131 reviews)

Clean rooms great staff smells great

Reviewed on Feb 8, 2026

![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

$592

per person

May 4 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (2,193 reviews)

Wonderful stay extended for two more days … clean, had everything you need … staff was great felt like home … coffee daily was nice, would stay again One tip everything has been up dated very nice all that need to be done now is the sign looks dated

Reviewed on Feb 17, 2026

![voco Sarasota by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$623

per person

May 4 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,001 reviews)

Clean room and very helpful staff!

Reviewed on Feb 14, 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 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 - Clearwater Beaches. 

[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)

![Clearwater beach and skyline](https://images.trvl-media.com/place/939284294524882944/0eac4ee8-24ec-4dc9-81d7-3619433202e0.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Clearwater

 While visiting Downtown Clearwater, you might make a stop by sights like Coachman Park and Nancy and David Bilheimer Capitol Theatre. 

[Find hotel + flight trips in Downtown Clearwater](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Clearwater&DestID=939284294524882944&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

Fully refundableReserve now, pay when you stay

$376 nightly

$425 total

Feb 22 - Feb 23

Total with taxes and fees

9.4/10 Exceptional! (3,026 reviews)

Great staff! Very friendly and helpful.

Reviewed on Feb 18, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%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 1 - Mar 2

Total with taxes and fees

8.2/10 Very Good! (1,640 reviews)

The staff was friendly and helpful. The room was worn and dated - cracked bathroom floor, leaky bathroom sink faucet, low sh. ower pressure, dusty couch with very worn arms. Food/drinks are very expensive. Many amenities worn and broken.

Reviewed on Feb 17, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=8544&PinnedHotelID=8544&HadPinnedHotel=true&regionId=553248635976471029)

![Ramada by Wyndham Tampa Westshore Airport South](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ramada by Wyndham Tampa Westshore Airport South

1200 N Westshore Blvd Tampa FL

$72 nightly

$82 total

Mar 8 - Mar 9

Total with taxes and fees

6.2/10 (3,976 reviews)

Staff was great breakfast was great room was clean but the room had some old or damaged fixtures well still functional made room not look as good as it should have been.

Reviewed on Feb 18, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=27302&PinnedHotelID=27302&HadPinnedHotel=true&regionId=553248635976471029)

[See all 14,037 properties in Island Estate](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F19%2F2026&endDate=2%2F20%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

4.5/5(1,625 reviews)

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

5/5(5 reviews)

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

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. 

[](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/1933548/3011b2fc-8304-4433-8cd5-4f51de89816a.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.