Regency Oaks Vacations from $343

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Your Regency Oaks Vacation

Make travel planning stress-free by booking a vacation package to Regency Oaks. Let us handle the specifics, so you can focus on discovering everything this neighborhood can offer. If you're all about sightseeing, no trip to Regency Oaks is complete without a stop at nearby Moccasin Wallow Golf Club. Expedia is here to help put your travel plans into action. Book your perfect Regency Oaks vacation today.

The Latest Regency Oaks Vacation Packages

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

Venice Beach Villas

3 out of 5
Save 100% on your flight
Price was $513, price is now $343 per person
$343
per person
Nov 2 - Nov 6
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.4/10 Exceptional! (428 reviews)
Easy walk or bike ride to beach. Property has plenty of bikes to borrow with locks. Overall just super place that I’ll stay again.

Reviewed on Aug 9, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $1,775, price is now $977 per person
$977
per person
Nov 2 - Nov 6
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.8/10 Exceptional! (282 reviews)
Very nice stay in a 3 bedroom with 3 baths on the fifth floor. Very high end furnishings was very comfortable here and would definitely stay again. Lovthe beachfront property

Reviewed on Aug 19, 2025

Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
Price was $709, price is now $454 per person
$454
per person
Nov 2 - Nov 6
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,123 reviews)
Everything was great and a walking distance to the beach❤️❤️❤️❤️❤️. Everyone was very friendly and kind, thank you so much.

Reviewed on Aug 16, 2025

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
Price was $529, price is now $352 per person
$352
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.6/10 Excellent! (2,076 reviews)
Elevator not working properly, parking is very far from the room, also it is paid parking which was not mentioned prior to booking. Staff cleaned just so and so. Covers were never changed in a 3 night stay.

Reviewed on Aug 25, 2025

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $666, price is now $453 per person
$453
per person
Nov 2 - Nov 6
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (874 reviews)
The entire facility was wonderful.

Reviewed on Aug 12, 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 Manatee County Agricultural Museum and Palmetto Historical Park.

Find hotels in Downtown Palmetto

Regency Oaks Hotel Deals

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
$190 nightly
The price is $215 total per night from Aug 26 to Aug 27
$215 total
Aug 26 - Aug 27
Total with taxes and fees
8.2/10 Very Good! (1,378 reviews)
"Go every year. Always a joy to be there."

Reviewed on Aug 23, 2025

RumFish Beach at TradeWinds
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $84 total per night from Aug 27 to Aug 28
$84 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (4,280 reviews)
"I’ve stayed at Kompose Hotel Sarasota many times for work. The staff, especially Christian and Melody, are friendly and make you feel at home. The rooms are modern with handy touches like a small fridge and wireless iPhone charger. Breakfast is good, the gym, spa, and pool are well kept, and there’s ..."

Reviewed on Aug 24, 2025

Kompose Boutique Hotel
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Sep 1 to Sep 2
$96 total
Sep 1 - Sep 2
Total with taxes and fees
7.6/10 Good! (1,007 reviews)
"We had a peaceful short stay. They had a very good breakfast and even made scrambled tofu for my mom upon request. The room was clean, spacious, comfortable and relaxing."

Reviewed on Aug 24, 2025

Hilton St. Petersburg Bayfront
See all 10,739 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.
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All Inclusive Vacations
Beach Vacations
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Discover the most popular places to visit in Regency Oaks

Bradenton Area Convention Center

Learn about the events happening at 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 studying the exhibits at Manatee County Agricultural Museum during your trip to Palmetto. Stroll along the seaside 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

Things to do

Ghost Tour in Palmetto, Florida

Palmetto: Ghost & History Tour by Silent Slayer Ghost Tours

$40
per adult
100% of travellers recommend
Palmetto: Ghost & History Tour by Silent Slayer Ghost Tours
Shared 2 Hours Dolphin Watch Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

$75
per adult
88% of travellers recommend
Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
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.