Regency Oaks Vacation Packages

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Top Holiday Package Deals in Regency Oaks

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

Venice Beach Villas

3 out of 5
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
9.4/10 Exceptional! (420 reviews)
Everything was great. Great people to work with.

Reviewed on Jul. 22, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
per person
Aug 24 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
9.2/10 Wonderful! (445 reviews)
My family and I had a wondeful stay here, beds were comfortable, ac worked well, friendly and attentive staff, etc. Definitely recommend staying here and will be back soon.

Reviewed on Jun. 20, 2025

The Pointe Condos by Barsala

The Pointe Condos by Barsala

4.5 out of 5
Port Tampa City
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
9/10 Wonderful! (151 reviews)
The insulation was awful. We could hear everything going on above us. It sounded like they were stomping and moving furniture. When the air conditioner kicked on you had to turn the tv up quite a bit to hear it

Reviewed on Jun. 10, 2025

Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sarasota (SRQ)
9.6/10 Exceptional! (545 reviews)
Property was very nice, room was beautifully decorated and very clean and comfortable. Nice kitchenette. The pool and pool area very nice. The location is great. Close to the beach and some restaurants and bars. Each room was provided a wagon, cooler, chairs and umbrella to use for the beach which was so nice. I would definitely stay there again!

Reviewed on Jun. 29, 2025

Captiva Beach Resort

Captiva Beach Resort

2 out of 5
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sarasota (SRQ)
9/10 Wonderful! (1,113 reviews)
We love the property, beautiful, clean and we love that you can walked to the beach, that is a plus.

Reviewed on Jul. 13, 2025

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
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Downtown Palmetto

2 out of top 10 points of interest in this area

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

Find hotels in Downtown Palmetto

Regency Oaks Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Aug 3 to Aug 4
CA $82
CA $109 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (4,188 reviews)
Brand new
"Everything is brand new, clean and perfect. I like the decoration and design. Great location and near the airport."

Reviewed on Jul. 23, 2025

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 CA $162 per night from Aug 24 to Aug 25
CA $162
CA $268 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,310 reviews)
"My room was full of mold everywhere the smell was terrible and also leaking water from the room on top and there is people working all around the property making noise all the time the hotel is dirty overall"

Reviewed on Jul. 20, 2025

RumFish Beach at TradeWinds
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Jul 31 to Aug 1
CA $204
CA $264 total
Jul 31 - Aug 1
includes taxes & fees
9.4/10 Exceptional! (1,584 reviews)
"Excellent Service"

Reviewed on Jul. 21, 2025

Compass Hotel by Margaritaville Anna Maria Sound
See all 10,811 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Regency Oaks vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Regency Oaks from just CA $732. 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 vacation package. You have loads of choice with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 hotels around the globe. Whether you're vacationing with the family or flying solo, organizing 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 vacation?
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 vacation is just clicks away.
Can I choose my airline with a Regency Oaks Expedia vacation 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 vacation package?
If your vacation 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.

Things to do

Pedal Kayak Mangrove Tunnel Tour in Bradenton

Pedal Kayak Mangrove Tunnel Tour in Bradenton

CA $108
per adult
Pedal Kayak Mangrove Tunnel Tour in Bradenton
Ghost Tour in Palmetto, Florida

Palmetto: Ghost & History Tour by Silent Slayer Ghost Tours

CA $55
per adult
100% of travellers recommend
Palmetto: Ghost & History Tour by Silent Slayer Ghost Tours
Our Cruise gives you the best seat there is to the Skyway Bridge Light Show! Different display every night of the week!

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

CA $116
per adult
88% of travellers recommend
Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
See all activities in Palmetto
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.