Holiday rentals near Regal Oakmont
We found 12,307 holiday rentals — enter your dates for availability
If you are looking to stay near Regal Oakmont, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Regal Oakmont
Showing deals for:29 Aug - 5 Sept
Image gallery for Luxury BEACHFRONT Beach House - Pool & Spa - Direct Gulf Access - Entire Home
9.89.8 out of 10 rating
Exceptional
(96 reviews)
Luxury BEACHFRONT Beach House - Pool & Spa - Direct Gulf Access - Entire Home
Bradenton Beach, FL
8% off
Price is AU$32,422
AU$32,422
AU$4,632 per night
includes taxes & fees
Image gallery for Siesta Key FamilyGetaway!!
1010 out of 10 rating
Exceptional
(79 reviews)
Siesta Key FamilyGetaway!!
Siesta Key, FL
8% off
Price is AU$5,769
AU$5,769
AU$824 per night
includes taxes & fees
Image gallery for Condo on the beach! Footsteps to water. Spacious unit with a view.
1010 out of 10 rating
Exceptional
(30 reviews)
Condo on the beach! Footsteps to water. Spacious unit with a view.
Siesta Key, FL
8% off
Price is AU$4,861
AU$4,861
AU$694 per night
includes taxes & fees
Image gallery for Family Estate|Themed Bunk Rooms|6BR/18ppl
1010 out of 10 rating
Exceptional
(8 reviews)
Family Estate|Themed Bunk Rooms|6BR/18ppl
Bradenton, Florida
7% off
Price is AU$9,564
AU$9,564
AU$1,366 per night
includes taxes & fees
Image gallery for 3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.
1010 out of 10 rating
Exceptional
(14 reviews)
3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.
Holmes Beach, FL
8% off
Price is AU$4,511
AU$4,511
AU$644 per night
includes taxes & fees
Image gallery for Newly Remodeled! Pool home near Siesta Beach!
1010 out of 10 rating
Exceptional
(29 reviews)
Newly Remodeled! Pool home near Siesta Beach!
Siesta Key, FL
8% off
Price is AU$5,427
AU$5,427
AU$775 per night
includes taxes & fees
Image gallery for Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!
9.29.2 out of 10 rating
Wonderful
(62 reviews)
Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!
Anna Maria, FL
8% off
Price is AU$12,178
AU$12,178
AU$1,740 per night
includes taxes & fees
Image gallery for Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Siesta Key, FL
6% off
Price is AU$4,258
AU$4,258
AU$608 per night
includes taxes & fees
Image gallery for Get your beach time in at this poolside cottage between gulf and bay
9.89.8 out of 10 rating
Exceptional
(69 reviews)
Get your beach time in at this poolside cottage between gulf and bay
Bradenton Beach, FL
12% off
Price is AU$3,020
AU$3,020
AU$431 per night
includes taxes & fees
Image gallery for Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
1010 out of 10 rating
Exceptional
(265 reviews)
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Anna Maria, FL
8% off
Price is AU$5,101
AU$5,101
AU$729 per night
includes taxes & fees
Image gallery for Siesta Key Beach HideAway
9.49.4 out of 10 rating
Exceptional
(52 reviews)
Siesta Key Beach HideAway
Siesta Key, FL
8% off
Price is AU$5,769
AU$5,769
AU$824 per night
includes taxes & fees
Image gallery for Beautiful 3BR /2BA, Family Friendly Home w/Private pool/patio area
1010 out of 10 rating
Exceptional
(34 reviews)
Beautiful 3BR /2BA, Family Friendly Home w/Private pool/patio area
Holmes Beach, FL
7% off
Price is AU$4,068
AU$4,068
AU$581 per night
includes taxes & fees
Image gallery for Private Pool & Beach Access, 2-car Garage, Beach toys & Smart TVs
1010 out of 10 rating
Exceptional
(37 reviews)
Private Pool & Beach Access, 2-car Garage, Beach toys & Smart TVs
Siesta Key, FL
5% off
Price is AU$12,802
AU$12,802
AU$1,829 per night
includes taxes & fees
Image gallery for Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
1010 out of 10 rating
Exceptional
(36 reviews)
Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
Bradenton Beach, FL
8% off
Price is AU$12,004
AU$12,004
AU$1,715 per night
includes taxes & fees
Image gallery for 4-bedroom vacation home just 13 minutes from Bradenton Beach
9.49.4 out of 10 rating
Exceptional
(73 reviews)
4-bedroom vacation home just 13 minutes from Bradenton Beach
Bradenton, FL
7% off
Price is AU$4,605
AU$4,605
AU$658 per night
includes taxes & fees
Image gallery for 2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things
1010 out of 10 rating
Exceptional
(97 reviews)
2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things
Siesta Key, FL
6% off
Price is AU$12,675
AU$12,675
AU$1,811 per night
includes taxes & fees
Image gallery for Directly on Siesta Key Beach with a short walk to the Village
9.69.6 out of 10 rating
Exceptional
(67 reviews)
Directly on Siesta Key Beach with a short walk to the Village
Siesta Key, FL
7% off
Price is AU$3,442
AU$3,442
AU$492 per night
includes taxes & fees
Image gallery for Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
9.69.6 out of 10 rating
Exceptional
(129 reviews)
Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
Bradenton, FL
7% off
Price is AU$4,665
AU$4,665
AU$666 per night
includes taxes & fees
Image gallery for Siesta Key Vacation Property W/Heated Pool and Beach Access
1010 out of 10 rating
Exceptional
(49 reviews)
Siesta Key Vacation Property W/Heated Pool and Beach Access
Siesta Key, FL
7% off
Price is AU$4,661
AU$4,661
AU$666 per night
includes taxes & fees
Image gallery for Florida country club home, short drive to beaches, theme parks & golf
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Florida country club home, short drive to beaches, theme parks & golf
Bradenton, FL
7% off
Price is AU$4,163
AU$4,163
AU$595 per night
includes taxes & fees
Image gallery for See July 4 Fireworks across the street on #1 Siesta Beach Spacious 2+2Condo,pool
9.89.8 out of 10 rating
Exceptional
(148 reviews)
See July 4 Fireworks across the street on #1 Siesta Beach Spacious 2+2Condo,pool
Siesta Key, FL
7% off
Price is AU$2,691
AU$2,691
AU$384 per night
includes taxes & fees
Image gallery for MAY BLOWOUT DISCOUNTS! GREAT BEACHES! BOAT LAUNCH&DOCK & HOT POOL! KIDS/PETS OK
9.89.8 out of 10 rating
Exceptional
(139 reviews)
MAY BLOWOUT DISCOUNTS! GREAT BEACHES! BOAT LAUNCH&DOCK & HOT POOL! KIDS/PETS OK
Cortez, FL
7% off
Price is AU$4,157
AU$4,157
AU$594 per night
includes taxes & fees
Image gallery for Prettiest Home on AMI - Gulf Views, Elevator. Still Renting!
1010 out of 10 rating
Exceptional
(30 reviews)
Prettiest Home on AMI - Gulf Views, Elevator. Still Renting!
Bradenton Beach, FL
7% off
Price is AU$4,718
AU$4,718
AU$674 per night
includes taxes & fees
Image gallery for Private Pool Home 4 bd 3 ba with 2 King Master Suites Sleep 10 near AMI and IMG
1010 out of 10 rating
Exceptional
(28 reviews)
Private Pool Home 4 bd 3 ba with 2 King Master Suites Sleep 10 near AMI and IMG
Bradenton, FL
5% off
Price is AU$5,623
AU$5,623
AU$803 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Regal Oakmont
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Sleeps 4 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
APR MAY JUNE DISCOUNT! AMI White Sand Beaches/IMG ACADEMY/Pickle Ball/GOLF/FUN!
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
NEW listing: Heated Pool+Pickleball+MiniGolf+TheaterArcade+3 KingBeds
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Hibiscus Suites - Gateway to Siesta Key
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
2,128 reviews(2,128 reviews)
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
Book now, and make memories that will last a lifetime in the heart of Sarasota!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value