Regency Oaks Vacations from $435

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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
Venice Island
Save 100% on your flight
Price was $795, price is now $435 per person
$435
per person
Jan 3 - Jan 9
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9.4/10 Exceptional! (459 reviews)
One of the best places I have stayed…will definitely be my go to when visiting Venice again!

Reviewed on Nov 29, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,860, price is now $1,302 per person
$1,302
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Perfect location. Nice clean comfortable room. I will come back

Reviewed on Oct 28, 2025

Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Price was $1,667, price is now $761 per person
$761
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
7.6/10 Good! (4 reviews)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $1,248, price is now $666 per person
$666
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.4/10 Exceptional! (1,843 reviews)
Great location and staff was very pleasant!

Reviewed on Nov 27, 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
South Village
Price was $3,351, price is now $1,793 per person
$1,793
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
Suite 601 is an exceptional ocean front room with views of sunrise and sunset. The room has top notch appliances and was sparkling clean!

Reviewed on Nov 24, 2025

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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
$72 nightly
The price is $81 total per night from Nov 30 to Dec 1
$81 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (4,717 reviews)
Yes

Reviewed on Nov 28, 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
$159 nightly
The price is $180 total per night from Dec 14 to Dec 15
$180 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,524 reviews)
Great location and beautiful amenities near the beach i.e. comfy sofas with the barbecue pit and hammock. That’s what drove me to this location.

Reviewed on Nov 26, 2025

RumFish Beach at TradeWinds
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
5300 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $207 total per night from Nov 30 to Dec 1
$207 total
Nov 30 - Dec 1
Total with taxes and fees
7.2/10 Good! (2,446 reviews)
Everything was perfect.

Reviewed on Nov 23, 2025

Sirata St. Pete Beach
See all 11,279 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
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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 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

Things to do

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$99
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
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
Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

$61
per adult
94% of travellers recommend
Anna Maria Island - Clear Kayak LED Night Glass Bottom 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.