Holiday rentals near Regal Oakmont
We found 12,403 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:17 Oct - 24 Oct
Image gallery for Private Oasis in Sarasota Florida
1010 out of 10 rating
Exceptional
(35 reviews)
Private Oasis in Sarasota Florida
Sarasota, FL
7% off
Price is NZ$5,686
NZ$5,686
NZ$812 per night
includes taxes & fees
Image gallery for Pool Home That Backs Up to Water- Only 20 Miles to Beautiful Florida Beaches!
1010 out of 10 rating
Exceptional
(16 reviews)
Pool Home That Backs Up to Water- Only 20 Miles to Beautiful Florida Beaches!
Palmetto, FL
7% off
Price is NZ$3,647
NZ$3,647
NZ$521 per night
includes taxes & fees
Image gallery for Tiny Home sleeps 6 near beautiful beaches and entertainment
1010 out of 10 rating
Exceptional
(10 reviews)
Tiny Home sleeps 6 near beautiful beaches and entertainment
Bradenton, FL
7% off
Price is NZ$2,065
NZ$2,065
NZ$295 per night
includes taxes & fees
Image gallery for Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
1010 out of 10 rating
Exceptional
(18 reviews)
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Bradenton, FL
7% off
Price is NZ$2,119
NZ$2,119
NZ$303 per night
includes taxes & fees
Image gallery for Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
Bradenton, FL
7% off
Price is NZ$3,331
NZ$3,331
NZ$476 per night
includes taxes & fees
Image gallery for Waterfront Home with Private Dock and Kayaks 4 Bedroom 2 Bath
1010 out of 10 rating
Exceptional
(38 reviews)
Waterfront Home with Private Dock and Kayaks 4 Bedroom 2 Bath
Bradenton, FL
8% off
Price is NZ$4,924
NZ$4,924
NZ$703 per night
includes taxes & fees
Image gallery for Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
9.89.8 out of 10 rating
Exceptional
(117 reviews)
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Siesta Key, FL
7% off
Price is NZ$7,019
NZ$7,019
NZ$1,003 per night
includes taxes & fees
Image gallery for Charming Chic Getaway - 2 min. Walk to Beach, Restaurants, & Shops
1010 out of 10 rating
Exceptional
(10 reviews)
Charming Chic Getaway - 2 min. Walk to Beach, Restaurants, & Shops
Siesta Key, FL
12% off
Price is NZ$3,756
NZ$3,756
NZ$537 per night
includes taxes & fees
Image gallery for Stunning Fully Remodeled House with Heated Pool! 30%OFF
9.29.2 out of 10 rating
Wonderful
(51 reviews)
Stunning Fully Remodeled House with Heated Pool! 30%OFF
Sarasota, FL
7% off
Price is NZ$2,631
NZ$2,631
NZ$376 per night
includes taxes & fees
Image gallery for Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
1010 out of 10 rating
Exceptional
(12 reviews)
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
Sarasota, FL
7% off
Price is NZ$3,537
NZ$3,537
NZ$505 per night
includes taxes & fees
Image gallery for Charming Beach Cottage
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Charming Beach Cottage
Sarasota, FL
14% off
Price is NZ$2,030
NZ$2,030
NZ$290 per night
includes taxes & fees
Image gallery for Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
Sarasota, FL
8% off
Price is NZ$3,030
NZ$3,030
NZ$433 per night
includes taxes & fees
Image gallery for Simply Adorable, Spacious and Cozy Beach Home
9.09.0 out of 10 rating
Wonderful
(13 reviews)
Simply Adorable, Spacious and Cozy Beach Home
Bradenton, FL
6% off
Price is NZ$2,002
NZ$2,002
NZ$286 per night
includes taxes & fees
Image gallery for Spacious and Bright Townhome on beautiful Longboat Key
1010 out of 10 rating
Exceptional
(18 reviews)
Spacious and Bright Townhome on beautiful Longboat Key
Longboat Key, FL
8% off
Price is NZ$3,593
NZ$3,593
NZ$513 per night
includes taxes & fees
Image gallery for Private Modern RV!
8.68.6 out of 10 rating
Excellent
(8 reviews)
Private Modern RV!
Bradenton, FL
8% off
Price is NZ$899
NZ$899
NZ$128 per night
includes taxes & fees
Image gallery for Get To the Beach! Only 5 miles to Siesta Key Beach!
1010 out of 10 rating
Exceptional
(51 reviews)
Get To the Beach! Only 5 miles to Siesta Key Beach!
Sarasota, FL
5% off
Price is NZ$1,848
NZ$1,848
NZ$264 per night
includes taxes & fees
Image gallery for Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Sarasota, FL
7% off
Price is NZ$1,835
NZ$1,835
NZ$262 per night
includes taxes & fees
Image gallery for Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
9.69.6 out of 10 rating
Exceptional
(106 reviews)
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta Key, FL
13% off
Price is NZ$2,980
NZ$2,980
NZ$426 per night
includes taxes & fees
Image gallery for Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
9.89.8 out of 10 rating
Exceptional
(86 reviews)
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Holmes Beach, FL
8% off
Price is NZ$5,126
NZ$5,126
NZ$732 per night
includes taxes & fees
Image gallery for Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
1010 out of 10 rating
Exceptional
(29 reviews)
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Sarasota, FL
7% off
Price is NZ$3,571
NZ$3,571
NZ$510 per night
includes taxes & fees
Image gallery for 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
1010 out of 10 rating
Exceptional
(49 reviews)
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Bradenton, FL
7% off
Price is NZ$2,250
NZ$2,250
NZ$321 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom vacation pool home just 11 minutes drive to Bradenton Beach
8.68.6 out of 10 rating
Excellent
(18 reviews)
Spacious 5-bedroom vacation pool home just 11 minutes drive to Bradenton Beach
Bradenton, FL
13% off
Price is NZ$6,654
NZ$6,654
NZ$951 per night
includes taxes & fees
Image gallery for Coastal Soul - Heated pool, 5BR/4.5BA, 1-acre, AMI & Robinson Preserve
1010 out of 10 rating
Exceptional
(33 reviews)
Coastal Soul - Heated pool, 5BR/4.5BA, 1-acre, AMI & Robinson Preserve
Bradenton, FL
7% off
Price is NZ$5,150
NZ$5,150
NZ$736 per night
includes taxes & fees
Image gallery for Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
Sarasota, FL
7% off
Price is NZ$4,293
NZ$4,293
NZ$613 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Regal Oakmont
Executive Bayside Retreat/Pool/IMG/Sarasota Bay
Sleeps 13 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Pura Vida 2 Bedroom Condo by RedAwning
Sleeps 6 · 2 bedrooms
Sunshine Oasis 2 With Heated Saltwater Pool Just Minutes to Gulf Beaches
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Sunshine Oasis with heated Saltwater pool
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Across from Beach, Free Golf Cart, Heated Pool, Game Room, Rooftop Deck
Sleeps 14 · 5 bedrooms · 4+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
153 reviews(153 reviews)
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
125 reviews(125 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