Holiday rentals near People at Play
We found 11,676 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of People at Play that can be your home away from home. 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 parking and a pool. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - People at Play
Showing deals for:7 Nov - 14 Nov
Image gallery for Charming Longboat Key Bungalow with private beach 5 min walk away
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Charming Longboat Key Bungalow with private beach 5 min walk away
Longboat Key, FL
10% off
Price is S$1,796
S$1,796
S$257 per night
includes taxes & fees
Image gallery for Beautifully Decorated Pool Home 2 Bed/2 Bath minutes away from Siesta Key Beach!
1010 out of 10 rating
Exceptional
(39 reviews)
Beautifully Decorated Pool Home 2 Bed/2 Bath minutes away from Siesta Key Beach!
Sarasota, FL
8% off
Price is S$3,923
S$3,923
S$560 per night
includes taxes & fees
Image gallery for Breath taking home for the perfect Florida vacation!!!
1010 out of 10 rating
Exceptional
(70 reviews)
Breath taking home for the perfect Florida vacation!!!
Bradenton, FL
8% off
Price is S$3,497
S$3,497
S$500 per night
includes taxes & fees
Image gallery for Siesta Key FamilyGetaway!!
1010 out of 10 rating
Exceptional
(83 reviews)
Siesta Key FamilyGetaway!!
Siesta Key, FL
8% off
Price is S$5,039
S$5,039
S$720 per night
includes taxes & fees
Image gallery for Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
1010 out of 10 rating
Exceptional
(38 reviews)
Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
Bradenton Beach, FL
8% off
Price is S$6,455
S$6,455
S$922 per night
includes taxes & fees
Image gallery for Charming Beach Cottage
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Charming Beach Cottage
Sarasota, FL
14% off
Price is S$1,561
S$1,561
S$223 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
(31 reviews)
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Sarasota, FL
7% off
Price is S$2,744
S$2,744
S$392 per night
includes taxes & fees
Image gallery for Book now, and make memories that will last a lifetime in the heart of Sarasota!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Book now, and make memories that will last a lifetime in the heart of Sarasota!
Sarasota, FL
8% off
Price is S$2,152
S$2,152
S$307 per night
includes taxes & fees
Image gallery for Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
1010 out of 10 rating
Exceptional
(12 reviews)
Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
Sarasota, FL
6% off
Price is S$2,638
S$2,638
S$377 per night
includes taxes & fees
Image gallery for Summer Special! Get 10% Off-July and August Only!
9.49.4 out of 10 rating
Exceptional
(48 reviews)
Summer Special! Get 10% Off-July and August Only!
Bradenton, FL
6% off
Price is S$2,893
S$2,893
S$413 per night
includes taxes & fees
Image gallery for Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches!
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches!
Sarasota, FL
16% off
Price is S$2,736
S$2,736
S$391 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
(53 reviews)
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Bradenton, FL
7% off
Price is S$1,730
S$1,730
S$247 per night
includes taxes & fees
Image gallery for Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
1010 out of 10 rating
Exceptional
(96 reviews)
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
Holmes Beach, FL
8% off
Price is S$4,699
S$4,699
S$671 per night
includes taxes & fees
Image gallery for Luxury condo steps away from Siesta Key public beach
9.69.6 out of 10 rating
Exceptional
(69 reviews)
Luxury condo steps away from Siesta Key public beach
Siesta Key, FL
7% off
Price is S$2,720
S$2,720
S$389 per night
includes taxes & fees
Image gallery for Spacious Oasis Home ⭐️ Heated Pool ⭐️ Near AMI, Beaches, IMG ⭐️ Family Games
1010 out of 10 rating
Exceptional
(11 reviews)
Spacious Oasis Home ⭐️ Heated Pool ⭐️ Near AMI, Beaches, IMG ⭐️ Family Games
Bradenton, FL
8% off
Price is S$3,113
S$3,113
S$445 per night
includes taxes & fees
Image gallery for 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
1010 out of 10 rating
Exceptional
(88 reviews)
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Anna Maria, FL
8% off
Price is S$5,196
S$5,196
S$742 per night
includes taxes & fees
Image gallery for Spanish Style Home With Private Heated Pool
9.89.8 out of 10 rating
Exceptional
(230 reviews)
Spanish Style Home With Private Heated Pool
Bradenton, FL
7% off
Price is S$2,230
S$2,230
S$319 per night
includes taxes & fees
Image gallery for RELAX AND REJUVENATE
9.69.6 out of 10 rating
Exceptional
(13 reviews)
RELAX AND REJUVENATE
Sarasota, FL
7% off
Price is S$2,532
S$2,532
S$362 per night
includes taxes & fees
Image gallery for Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.
9.89.8 out of 10 rating
Exceptional
(113 reviews)
Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.
Holmes Beach, FL
8% off
Price is S$6,771
S$6,771
S$967 per night
includes taxes & fees
Image gallery for Anna Maria Cottage with Golf Cart
1010 out of 10 rating
Exceptional
(11 reviews)
Anna Maria Cottage with Golf Cart
Holmes Beach, FL
7% off
Price is S$1,985
S$1,985
S$284 per night
includes taxes & fees
Image gallery for Bright & Beachy - Steps to the water! Community pool closure Aug 4-31st
1010 out of 10 rating
Exceptional
(89 reviews)
Bright & Beachy - Steps to the water! Community pool closure Aug 4-31st
Siesta Key, FL
8% off
Price is S$3,560
S$3,560
S$509 per night
includes taxes & fees
Image gallery for Newly remodeled direct beach front vacation home. walk to Bridge Street.
9.69.6 out of 10 rating
Exceptional
(105 reviews)
Newly remodeled direct beach front vacation home. walk to Bridge Street.
Bradenton Beach, FL
7% off
Price is S$5,238
S$5,238
S$748 per night
includes taxes & fees
Image gallery for Palm Tree Paradise - Pet Friendly - Min to Beaches
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Palm Tree Paradise - Pet Friendly - Min to Beaches
Bradenton, FL
7% off
Price is S$2,747
S$2,747
S$392 per night
includes taxes & fees
Image gallery for Cozy canal front condo with heated pool walk to turtle beach
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Cozy canal front condo with heated pool walk to turtle beach
Siesta Key, FL
15% off
Price is S$2,128
S$2,128
S$304 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - People at Play
Hibiscus Suites - Gateway to Siesta Key
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
2,157 reviews(2,157 reviews)
Swivel On Anchor
Sleeps 4 · 2 bedrooms
2.02.0 out of 10
1 review(1 review)
AUG SEPT OCT DISCOUNTS! AMI White Sand Beaches/IMG ACADEMY/Pickle Ball/GOLF/FUN!
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
THE BEACH #107 Summer special 210 nite+fees Beachfront Full View
Sleeps 4 · 1 bathroom
1010 out of 10
Exceptionalexceptional
73 reviews(73 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
147 reviews(147 reviews)
Siesta Key Island Rentals
Sleeps 4 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
43 reviews(43 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