Holiday rentals near St. Armands Circle
We found 6,510 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of St. Armands Circle that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you need and want for your stay, which might include a pool and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - St. Armands Circle
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 Charming Longboat Key Bungalow with private beach 5 min walk away
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Charming Longboat Key Bungalow with private beach 5 min walk away
Longboat Key, FL
7% off
Price is NZ$2,421
NZ$2,421
NZ$346 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 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 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 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 Private Pool Home Hideaway in Palm Aire. Close to all Sarasota has to offer.
1010 out of 10 rating
Exceptional
(41 reviews)
Private Pool Home Hideaway in Palm Aire. Close to all Sarasota has to offer.
Sarasota, FL
8% off
Price is NZ$3,939
NZ$3,939
NZ$563 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 “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 Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
1010 out of 10 rating
Exceptional
(44 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton, FL
7% off
Price is NZ$4,916
NZ$4,916
NZ$702 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
Image gallery for The Bray Escape. 4.7 Miles to Siesta Key
1010 out of 10 rating
Exceptional
(9 reviews)
The Bray Escape. 4.7 Miles to Siesta Key
Sarasota, FL
7% off
Price is NZ$4,257
NZ$4,257
NZ$608 per night
includes taxes & fees
Image gallery for Bayshore Gardens remodel with hot tub + fire pit + walk to park and marina
1010 out of 10 rating
Exceptional
(12 reviews)
Bayshore Gardens remodel with hot tub + fire pit + walk to park and marina
Bradenton, FL
14% off
Price is NZ$2,673
NZ$2,673
NZ$382 per night
includes taxes & fees
Image gallery for A Whale of a Good Time!
1010 out of 10 rating
Exceptional
(31 reviews)
A Whale of a Good Time!
Sarasota, FL
8% off
Price is NZ$4,167
NZ$4,167
NZ$595 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - St. Armands Circle
Showing deals for: 12 Sept - 15 Sept
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
The current price is NZ$1,515
NZ$1,515
for 3 nights, 1 home
NZ$505 per night
includes taxes & fees
Siesta Key Island Rentals
Sleeps 4 · 1 bedroom
9.69.6 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is NZ$1,417
NZ$1,417
for 3 nights, 1 home
NZ$472 per night
includes taxes & fees
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
10 reviews(10 reviews)
The current price is NZ$2,025
NZ$2,025
for 3 nights, 1 home
NZ$675 per night
includes taxes & fees
St Armand's Circle Mid-Century Oasis with Pool - Steps to Circle
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is NZ$6,982
NZ$6,982
for 3 nights, 1 home
NZ$2,327 per night
includes taxes & fees
5bdr newly remodeled house, heated pool & minutes to Siesta Key beach!
Sleeps 9 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
The current price is NZ$2,523
NZ$2,523
for 3 nights, 1 home
NZ$841 per night
includes taxes & fees
NEW...Lido Key Cottage
Sleeps 7 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
23 reviews(23 reviews)
The current price is NZ$2,258
NZ$2,258
for 3 nights, 1 cottage
NZ$753 per night
includes taxes & fees
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