
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.

Twin Palms at Siesta
Save 100% on your flight
per person
Sep 23 - Sep 26
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
9.6/10 Exceptional! (544 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

The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
per person
Oct 3 - Oct 7
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
9.8/10 Exceptional! (269 reviews)
Everything was wonderful from start to finish!! We love the location on Siesta key beach! We stayed in a spacious 3 bedroom, 3 bath villa with a nice terrace. The villas are absolutely beautiful with everything you can imagine. Top of the line everything in the kitchen and baths. Nespresso machine, blender... added to the enjoyment. Shampoo, cond & body wash in each shower, and small tubes of lotions available; basic kitchen supplies and laundry detergent. The property is small with only about 44 units, which we enjoyed and it didn't seem crowded. Easy beach access with plenty of chairs and umbrellas for your use at no charge. A lot of pool side loungers and cabanas also free of charge and first come basis. Also available a small fitness club, 2nd floor terrace with pool and ping pong tables, an owners lounge and breakfast spot. Breakfast every day is included and had pastries, oatmeal, cereal, yogurt, fruits, and hard boiled eggs, coffee, tea, milk & juice. These are high end timeshare ownership type villas and it was definitely a step above your typical villa. Service was wonderful and helpful. We were able to use the property after check out as we had a late flight and there are showers in the fitness center with towels etc. There is a small bar poolside; drinks are expensive, but potent!! :) They do offer a small menu, but we did not order any food. Short walk to restaurants, convenience store, sandwich shop, ice cream.Highly recommend!
Reviewed on Jul. 5, 2025

The Pointe Condos by Barsala
Port Tampa City
Save 100% on your flight
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
9/10 Wonderful! (149 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

Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Aug 25 - Aug 28
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
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

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.
Regency Oaks Hotel Deals

Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Jul 14 to Jul 15
CA $86
CA $113 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (4,112 reviews)
"A great place to stay. My family and I are really satisfied with this hotel"
Reviewed on Jul. 10, 2025

RumFish Beach at TradeWinds
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Aug 10 to Aug 11
CA $207
CA $319 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,291 reviews)
"Love the greenery/ landscaping"
Reviewed on Jul. 9, 2025

Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
The price is CA $240 per night from Jul 31 to Aug 1
CA $240
CA $305 total
Jul 31 - Aug 1
includes taxes & fees
9.4/10 Exceptional! (1,553 reviews)
"Super nice Staff and very clean hotel with good quality breakfast."
Reviewed on Jul. 10, 2025
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
Things to do

Palmetto: Ghost & History Tour by Silent Slayer Ghost Tours
CA $55
per adult
100% of travellers recommend

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
CA $116
per adult
94% of travellers recommend

Anna Maria Island & Bradenton Beach Parasailing Tour
CA $136
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.