Holiday rentals near The Oaks Club
We found 6,116 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:10 Jul - 17 Jul
Image gallery for Chic cottage, Vamo area, close to beaches, pet friendly, kayaks
9.89.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks
Sarasota
5% off
Price is NZ$2,881
NZ$2,881
for 7 nights, 1 cottage
NZ$412 per night
includes taxes & fees
Image gallery for Modern Sarasota Retreat ★ 10 Min to Beach ★ Family Friendly no cleaning fee
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Modern Sarasota Retreat ★ 10 Min to Beach ★ Family Friendly no cleaning fee
Sarasota
8% off
Price is NZ$3,138
NZ$3,138
for 7 nights, 1 home
NZ$448 per night
includes taxes & fees
Image gallery for Heated Private Pool! Recently Updated! Well Stocked Property! Mins to Beach
1010 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Heated Private Pool! Recently Updated! Well Stocked Property! Mins to Beach
Sarasota
8% off
Price is NZ$4,120
NZ$4,120
for 7 nights, 1 home
NZ$589 per night
includes taxes & fees
Image gallery for Modern near Siesta Beach
9.69.6 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)
Modern near Siesta Beach
Sarasota
7% off
Price is NZ$4,203
NZ$4,203
for 7 nights, 1 home
NZ$600 per night
includes taxes & fees
Image gallery for Sarasota Modern Home minutes to Siesta & Downtown
8.88.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)
Sarasota Modern Home minutes to Siesta & Downtown
Sarasota
5% off
Price is NZ$3,999
NZ$3,999
for 7 nights, 1 home
NZ$571 per night
includes taxes & fees
Image gallery for Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
Sarasota
7% off
Price is NZ$2,344
NZ$2,344
for 7 nights, 1 home
NZ$335 per night
includes taxes & fees
Image gallery for The Golden Palms
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
The Golden Palms
Sarasota
20% off
Price is NZ$12,310
NZ$12,310
for 7 nights, 1 home
NZ$1,759 per night
includes taxes & fees
Image gallery for LAKE SARASOTA VACATION HOME CABLE TV !!! Sport channels!
9.69.6 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
LAKE SARASOTA VACATION HOME CABLE TV !!! Sport channels!
Sarasota
8% off
Price is NZ$3,636
NZ$3,636
for 7 nights, 1 home
NZ$519 per night
includes taxes & fees
Image gallery for Great Value!!! Immaculate, minutes from the beach, With heated pool !!
9.89.8 out of 10, Exceptional, (228 reviews)
Exceptional
(228 reviews)
Great Value!!! Immaculate, minutes from the beach, With heated pool !!
Sarasota
7% off
Price is NZ$2,983
NZ$2,983
for 7 nights, 1 home
NZ$426 per night
includes taxes & fees
Image gallery for Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
9.89.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Siesta Key
8% off
Price is NZ$4,765
NZ$4,765
for 7 nights, 1 apartment
NZ$681 per night
includes taxes & fees
Image gallery for Tropical Backyard Downtown Prime Location Near Main St & Trolley to Lido Beach!
1010 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)
Tropical Backyard Downtown Prime Location Near Main St & Trolley to Lido Beach!
Sarasota
8% off
Price is NZ$2,352
NZ$2,352
for 7 nights, 1 home
NZ$336 per night
includes taxes & fees
Image gallery for Downtown Sarasota Florida Vacation Rental 3BR House, Pet-Friendly, Near Beaches
8.08.0 out of 10, Very good, (9 reviews)
Very good
(9 reviews)
Downtown Sarasota Florida Vacation Rental 3BR House, Pet-Friendly, Near Beaches
Sarasota
7% off
Price is NZ$1,653
NZ$1,653
for 7 nights, 1 home
NZ$236 per night
includes taxes & fees
Image gallery for Tropical Garden by Siesta Key, Pet Friendly!
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Tropical Garden by Siesta Key, Pet Friendly!
Sarasota
7% off
Price is NZ$3,683
NZ$3,683
for 7 nights, 1 home
NZ$526 per night
includes taxes & fees
Image gallery for 3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport
8.88.8 out of 10, Excellent, (18 reviews)
Excellent
(18 reviews)
3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport
Siesta Key
8% off
Price is NZ$3,727
NZ$3,727
for 7 nights, 1 home
NZ$532 per night
includes taxes & fees
Image gallery for Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
9.49.4 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Sarasota
8% off
Price is NZ$3,305
NZ$3,305
for 7 nights, 1 home
NZ$472 per night
includes taxes & fees
Image gallery for SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE
9.49.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE
Siesta Key
8% off
Price is NZ$5,556
NZ$5,556
for 7 nights, 1 home
NZ$794 per night
includes taxes & fees
Image gallery for Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
1010 out of 10, Exceptional, (48 reviews)
Exceptional
(48 reviews)
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Siesta Key
8% off
Price is NZ$4,765
NZ$4,765
for 7 nights, 1 apartment
NZ$681 per night
includes taxes & fees
Image gallery for Modern Villa steps away from the white sandy beach on upscale Lido Key, Sarasota
9.29.2 out of 10, Wonderful, (9 reviews)
Wonderful
(9 reviews)
Modern Villa steps away from the white sandy beach on upscale Lido Key, Sarasota
Sarasota
15% off
Price is NZ$5,159
NZ$5,159
for 7 nights, 1 villa
NZ$737 per night
includes taxes & fees
Image gallery for Coastal Retreat
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Coastal Retreat
Nokomis
7% off
Price is NZ$3,084
NZ$3,084
for 7 nights, 1 home
NZ$441 per night
includes taxes & fees
Image gallery for Sunny Coastal Escape
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Sunny Coastal Escape
Osprey
8% off
Price is NZ$3,311
NZ$3,311
for 7 nights, 1 home
NZ$473 per night
includes taxes & fees
Image gallery for Luxury Waterfront Retreat – Kayaks, Jet Skis, Biking & Beaches at Your Back Door
9.69.6 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Luxury Waterfront Retreat – Kayaks, Jet Skis, Biking & Beaches at Your Back Door
Nokomis
8% off
Price is NZ$7,036
NZ$7,036
for 7 nights, 1 home
NZ$1,005 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, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Sarasota
5% off
Price is NZ$4,524
NZ$4,524
for 7 nights, 1 home
NZ$646 per night
includes taxes & fees
Image gallery for Ingram House 2
1010 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)
Ingram House 2
Sarasota
7% off
Price is NZ$2,661
NZ$2,661
for 7 nights, 1 home
NZ$380 per night
includes taxes & fees
Image gallery for Beach front paradise located in a Condo Building Beach front Penthouse!
9.29.2 out of 10, Wonderful, (27 reviews)
Wonderful
(27 reviews)
Beach front paradise located in a Condo Building Beach front Penthouse!
Siesta Key
8% off
Price is NZ$7,820
NZ$7,820
for 7 nights, 1 home
NZ$1,117 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
New 3 Bedroom Listing on Siesta Key - Siesta Haus at Gulf & Bay Club Bayside
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
8 reviews
(8 reviews)
Windsor Lodge Unit 10, Studio, close to the beaches, pool access
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptional
exceptional
4 reviews
(4 reviews)
Cozy Cottage in south Sarasota Florida, Close to Beaches!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptional
exceptional
9 reviews
(9 reviews)
Island Pool House on exclusive Casey Key in South Sarasota.
Sleeps 10 · 4 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellent
excellent
13 reviews
(13 reviews)
3bed - 2Bath, sleeps 8 vacation escape! -Pet Friendly! Minutes from beach!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
3 reviews
(3 reviews)
Charming Osprey Home
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
2 reviews
(2 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