Regency Oaks Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Regency Oaks

Find the best Regency Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Regency Oaks
Default Image

Palmetto Historic District

2 out of top 10 points of interest in this area

While visiting Palmetto Historic District, you might make a stop by sights like Manatee County Agricultural Museum and Palmetto Historical Park.

Find hotels in Palmetto Historic District

Top hotels in Regency Oaks

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,887 reviews)
room was clean, staff was exceptional. when we got off the elevator to our floor there was a bad smell that was there our entire stay. cleaner mixed with a funk. the pool area and hay tub leaves a lot to be desired but for a night or two it's a great choice.

Reviewed on 12 Jan 2026

Get rates
Kompose Boutique Hotel
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is 4.222.203 ₫ per night from 15 Jan to 16 Jan
4.222.203 ₫
6.404.514 ₫ total
15 Jan - 16 Jan
includes taxes & fees
8.2/10 Very Good! (1,584 reviews)
The hot tub on one side of the property was much warmer than the other side. The property as a whole was in a good location, easy access to the beach and restaurants.

Reviewed on 10 Jan 2026

RumFish Beach at TradeWinds
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is 5.339.188 ₫ per night from 15 Jan to 16 Jan
5.339.188 ₫
7.666.708 ₫ total
15 Jan - 16 Jan
includes taxes & fees
7.4/10 Good! (1,001 reviews)
The hotel was clean and has a lot of entertainment!! The staff was amazing! Cortez, Dylan, Rachel, Joshua and Patrick were attentive and fun!

Reviewed on 6 Jan 2026

Island Grand at TradeWinds
See all 11,498 properties in Regency Oaks
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.

Frequently asked questions

How much does a Regency Oaks holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Regency Oaks from just . And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Regency Oaks?
Just imagine all the awesome things you could do in Regency Oaks with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your airfare and hotel bookings into a Regency Oaks holiday package. You have loads of choice with Expedia too. In fact, you can take your pick of more than 550 airlines and 1null000null000 hotels around the globe. Whether you're holidaying with the family or flying solo, organising a getaway to Regency Oaks is better with a package.
Where should I stay in Regency Oaks?
Regency Oaks features a number of fascinating places to discover, like Moccasin Wallow Golf Club. Spend your evenings in a hotel nearby and make sightseeing simple.
How far in advance should I book my Regency Oaks holiday?
Reserving your seat early with Expedia means one less thing to have to worry about. A number of air carriers advertise prices up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, discount flights to Regency Oaks occasionally appear just a few weeks before departure.
What does an Expedia Regency Oaks travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your ideal Regency Oaks escape. You can also add on fun stuff like activities and experiences once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Regency Oaks travel package?
Design deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we have them all. You'll save precious cash just for combining your bookings. Whether you're going on a winter adventure or venturing someplace warm, your dream holiday is just clicks away.
Can I choose my airline with a Regency Oaks Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Regency Oaks holiday package?
If your holiday plans in Regency Oaks have been upended, it's comforting to know that it is possible to cancel or amend your booking. If you booked in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a cancellation fee. To learn more, check our Customer Service Portal.

Popular places to visit

Sarasota_BradentonAreaConventionCenter_6225702-3

Bradenton Area Convention Center

Learn about the events happening in Bradenton Area Convention Center during your trip to Palmetto. Wander the beautiful beaches and seaside in the area.

Bradenton Area Convention Center

Manatee County Agricultural Museum

You can spend time browsing the exhibits at Manatee County Agricultural Museum during your travels in Palmetto. Stroll along the riverfront or discover the area's beautiful sunsets.

Manatee County Agricultural Museum

Emerson Point Preserve

You can take time to visit Emerson Point Preserve during your travels to Palmetto. Wander the beautiful beaches or discover the area's beautiful sunsets.

Emerson Point Preserve