Holiday rentals near The Oaks Club
We found 5,764 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals close to The Oaks Club that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - The Oaks Club
Showing deals for:12 Sept - 19 Sept
Image gallery for Siesta Key FamilyGetaway!!
1010 out of 10 rating
Exceptional
(79 reviews)
Siesta Key FamilyGetaway!!
Siesta Key, FL
8% off
Price is NZ$6,184
NZ$6,184
NZ$883 per night
includes taxes & fees
Image gallery for Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
1010 out of 10 rating
Exceptional
(6 reviews)
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
Siesta Key, FL
8% off
Price is NZ$24,454
NZ$24,454
NZ$3,493 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
(31 reviews)
Condo on the beach! Footsteps to water. Spacious unit with a view.
Siesta Key, FL
8% off
Price is NZ$4,482
NZ$4,482
NZ$640 per night
includes taxes & fees
Image gallery for Private Siesta Key Home with Great Location walk to Village and Beach!
1010 out of 10 rating
Exceptional
(20 reviews)
Private Siesta Key Home with Great Location walk to Village and Beach!
Siesta Key, FL
8% off
Price is NZ$13,225
NZ$13,225
NZ$1,889 per night
includes taxes & fees
Image gallery for SIESTA KEY BEACHFRONT! MIDNIGHT COVE ON SIESTA KEY! SUMMER DISCOUNTS!
9.09.0 out of 10 rating
Wonderful
(8 reviews)
SIESTA KEY BEACHFRONT! MIDNIGHT COVE ON SIESTA KEY! SUMMER DISCOUNTS!
Siesta Key, FL
7% off
Price is NZ$4,881
NZ$4,881
NZ$697 per night
includes taxes & fees
Image gallery for Newly Remodeled! Pool home near Siesta Beach!
1010 out of 10 rating
Exceptional
(30 reviews)
Newly Remodeled! Pool home near Siesta Beach!
Siesta Key, FL
8% off
Price is NZ$5,537
NZ$5,537
NZ$791 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
(10 reviews)
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Siesta Key, FL
6% off
Price is NZ$4,569
NZ$4,569
NZ$653 per night
includes taxes & fees
Image gallery for Tropical Oasis Pool Home 1 mile from Casey Key Beach
1010 out of 10 rating
Exceptional
(14 reviews)
Tropical Oasis Pool Home 1 mile from Casey Key Beach
Nokomis, FL
15% off
Price is NZ$2,984
NZ$2,984
NZ$426 per night
includes taxes & fees
Image gallery for NOKOMIS BEACH BUNGALOW 227
9.89.8 out of 10 rating
Exceptional
(22 reviews)
NOKOMIS BEACH BUNGALOW 227
Nokomis, FL
7% off
Price is NZ$1,739
NZ$1,739
NZ$248 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 NZ$13,578
NZ$13,578
NZ$1,940 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 NZ$5,001
NZ$5,001
NZ$714 per night
includes taxes & fees
Image gallery for Family friendly 4 bed 2 bath home in a peaceful neighborhood 15min to Siesta Key
1010 out of 10 rating
Exceptional
(31 reviews)
Family friendly 4 bed 2 bath home in a peaceful neighborhood 15min to Siesta Key
Sarasota, FL
7% off
Price is NZ$4,778
NZ$4,778
NZ$683 per night
includes taxes & fees
Image gallery for 2 BEDROOM ON INTRACOASTAL W/ BEACH ACCESS
1010 out of 10 rating
Exceptional
(74 reviews)
2 BEDROOM ON INTRACOASTAL W/ BEACH ACCESS
Nokomis, FL
8% off
Price is NZ$2,936
NZ$2,936
NZ$419 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
5% off
Price is NZ$13,578
NZ$13,578
NZ$1,940 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 NZ$6,184
NZ$6,184
NZ$883 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 NZ$3,604
NZ$3,604
NZ$515 per night
includes taxes & fees
Image gallery for Casa Cay Unit Three Efficiency
9.49.4 out of 10 rating
Exceptional
(66 reviews)
Casa Cay Unit Three Efficiency
Nokomis, FL
8% off
Price is NZ$2,806
NZ$2,806
NZ$401 per night
includes taxes & fees
Image gallery for 3-bedroom house, beautiful pool and landscape, short walk to Casey Key Beach
1010 out of 10 rating
Exceptional
(5 reviews)
3-bedroom house, beautiful pool and landscape, short walk to Casey Key Beach
Nokomis, FL
7% off
Price is NZ$2,844
NZ$2,844
NZ$406 per night
includes taxes & fees
Image gallery for “MOONMIST” Siesta Key villa with private hot tub in a 'jungle' setting
9.29.2 out of 10 rating
Wonderful
(92 reviews)
“MOONMIST” Siesta Key villa with private hot tub in a 'jungle' setting
Siesta Key, FL
8% off
Price is NZ$2,245
NZ$2,245
NZ$321 per night
includes taxes & fees
Image gallery for 5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts
1010 out of 10 rating
Exceptional
(10 reviews)
5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts
Siesta Key, FL
8% off
Price is NZ$4,162
NZ$4,162
NZ$595 per night
includes taxes & fees
Image gallery for Private 2 Bedroom 1 bathroom house. private pool and SPA. Close to beaches
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Private 2 Bedroom 1 bathroom house. private pool and SPA. Close to beaches
Nokomis, FL
7% off
Price is NZ$2,502
NZ$2,502
NZ$357 per night
includes taxes & fees
Image gallery for Steps to Siesta Key beach, condo w/view!
9.89.8 out of 10 rating
Exceptional
(82 reviews)
Steps to Siesta Key beach, condo w/view!
Siesta Key, FL
8% off
Price is NZ$3,676
NZ$3,676
NZ$525 per night
includes taxes & fees
Image gallery for Fun-n-Sun Steps to#1 Beach in USA Spacious 2+2Condo,pool,garage Tranquil Setting
9.89.8 out of 10 rating
Exceptional
(148 reviews)
Fun-n-Sun Steps to#1 Beach in USA Spacious 2+2Condo,pool,garage Tranquil Setting
Siesta Key, FL
7% off
Price is NZ$2,891
NZ$2,891
NZ$413 per night
includes taxes & fees
Image gallery for Beachfront on Siesta Key! Beach gear included - fully walkable!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Beachfront on Siesta Key! Beach gear included - fully walkable!
Siesta Key, FL
12% off
Price is NZ$4,307
NZ$4,307
NZ$615 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - The Oaks Club
Showing deals for: 12 Sept - 15 Sept
Windsor Lodge Unit 15, studio, close to the beaches, pool access
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is NZ$1,178
NZ$1,178
for 3 nights, 1 apartment
NZ$393 per night
includes taxes & fees
Upscale. Heated Pool. Minutes to the Beach !
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
The current price is NZ$2,896
NZ$2,896
for 3 nights, 1 home
NZ$965 per night
includes taxes & fees
Windsor Lodge Unit 18, studio, close to the beaches, pool access
Sleeps 2 · 1 bedroom · 1 bathroom
The current price is NZ$1,178
NZ$1,178
for 3 nights, 1 apartment
NZ$393 per night
includes taxes & fees
Unique Nokomis Home ~ 2 Mi to Beach Access!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
The current price is NZ$1,283
NZ$1,283
for 3 nights, 1 home
NZ$428 per night
includes taxes & fees
YOUR PRIVATE RETREAT NEAR SIESTA KEY BEACH!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
The current price is NZ$2,151
NZ$2,151
for 3 nights, 1 home
NZ$717 per night
includes taxes & fees
Siesta Key Condo- Private Beach Access- The Beach Club 200C
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is NZ$2,431
NZ$2,431
for 3 nights, 1 apartment
NZ$810 per night
includes taxes & fees
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