Vacation rentals near Heather Hills Golf Course
We found 11,847 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Heather Hills Golf Course, scroll through and discover private vacation rentals to find the perfect one for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a fireplace. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Heather Hills Golf Course
Showing deals for:Nov 7 - Nov 14
Image gallery for Private Oasis in Sarasota Florida
1010 out of 10 rating
Exceptional
(37 reviews)
Private Oasis in Sarasota Florida
Sarasota, FL
5% off
Price is CA $545
CA $545
CA $5,312 total
CA $5,312 total
includes taxes & fees
Image gallery for Tranquil Pool Home Minutes to Siesta Key
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Tranquil Pool Home Minutes to Siesta Key
Sarasota, FL
5% off
Price is CA $232
CA $232
CA $2,655 total
CA $2,655 total
includes taxes & fees
Image gallery for Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
Bradenton, FL
10% off
Price is CA $347
CA $347
CA $3,320 total
CA $3,320 total
includes taxes & fees
Image gallery for Tiny Home sleeps 6 near beautiful beaches and entertainment
1010 out of 10 rating
Exceptional
(11 reviews)
Tiny Home sleeps 6 near beautiful beaches and entertainment
Bradenton, FL
19% off
Price is CA $156
CA $156
CA $1,538 total
CA $1,538 total
includes taxes & fees
Image gallery for Enjoy a new remodeled house minutes away from Anna Maria Island
8.68.6 out of 10 rating
Excellent
(8 reviews)
Enjoy a new remodeled house minutes away from Anna Maria Island
Bradenton, FL
10% off
Price is CA $268
CA $268
CA $2,544 total
CA $2,544 total
includes taxes & fees
Image gallery for Spacious salt water pool home minutes from Siesta Key & downtown
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Spacious salt water pool home minutes from Siesta Key & downtown
Sarasota, FL
10% off
Price is CA $179
CA $179
CA $2,295 total
CA $2,295 total
includes taxes & fees
Image gallery for Bridge Street Pier Beach House + Dog-friendly
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Bridge Street Pier Beach House + Dog-friendly
Bradenton Beach, FL
6% off
Price is CA $315
CA $315
CA $2,597 total
CA $2,597 total
includes taxes & fees
Image gallery for Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Siesta Key, FL
19% off
Price is CA $871
CA $871
CA $8,138 total
CA $8,138 total
includes taxes & fees
Image gallery for Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock
Osprey, FL
5% off
Price is CA $241
CA $241
CA $2,355 total
CA $2,355 total
includes taxes & fees
Image gallery for Love Shack on the Water Most desirable location on AMI
1010 out of 10 rating
Exceptional
(39 reviews)
Love Shack on the Water Most desirable location on AMI
Anna Maria, FL
10% off
Price is CA $396
CA $396
CA $3,646 total
CA $3,646 total
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
10% off
Price is CA $396
CA $396
CA $3,731 total
CA $3,731 total
includes taxes & fees
Image gallery for ~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Bradenton Beach, FL
10% off
Price is CA $804
CA $804
CA $7,499 total
CA $7,499 total
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
10% off
Price is CA $278
CA $278
CA $2,917 total
CA $2,917 total
includes taxes & fees
Image gallery for Sandy Feet Retreat | Private Pool + Ping Pong!
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Sandy Feet Retreat | Private Pool + Ping Pong!
Sarasota, FL
9% off
Price is CA $387
CA $387
CA $3,640 total
CA $3,640 total
includes taxes & fees
Image gallery for Family Estate|Themed Bunk Rooms|6BR/18ppl
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Family Estate|Themed Bunk Rooms|6BR/18ppl
Bradenton, FL
10% off
Price is CA $771
CA $771
CA $7,655 total
CA $7,655 total
includes taxes & fees
Image gallery for Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
1010 out of 10 rating
Exceptional
(12 reviews)
Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
Sarasota, FL
10% off
Price is CA $464
CA $464
CA $4,493 total
CA $4,493 total
includes taxes & fees
Image gallery for Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
1010 out of 10 rating
Exceptional
(16 reviews)
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton, FL
15% off
Price is CA $234
CA $234
CA $2,173 total
CA $2,173 total
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
10% off
Price is CA $179
CA $179
CA $1,837 total
CA $1,837 total
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
9% off
Price is CA $290
CA $290
CA $2,805 total
CA $2,805 total
includes taxes & fees
Image gallery for The Cottage by Anna Maria Island
9.89.8 out of 10 rating
Exceptional
(12 reviews)
The Cottage by Anna Maria Island
Bradenton, FL
10% off
Price is CA $150
CA $150
CA $1,549 total
CA $1,549 total
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
10% off
Price is CA $297
CA $297
CA $2,891 total
CA $2,891 total
includes taxes & fees
Image gallery for Enjoy an unforgettable vacations in this beautiful brand new RV .
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Enjoy an unforgettable vacations in this beautiful brand new RV .
Bradenton, FL
19% off
Price is CA $111
CA $111
CA $1,090 total
CA $1,090 total
includes taxes & fees
Image gallery for Pineapples House- POOL private SOUTH facing HOT TUB close to BEACHES- walkable
1010 out of 10 rating
Exceptional
(84 reviews)
Pineapples House- POOL private SOUTH facing HOT TUB close to BEACHES- walkable
Sarasota, FL
20% off
Price is CA $352
CA $352
CA $3,502 total
CA $3,502 total
includes taxes & fees
Image gallery for Flash Deal:15% Off 3+ nights August only!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Flash Deal:15% Off 3+ nights August only!
Bradenton, FL
10% off
Price is CA $876
CA $876
CA $8,770 total
CA $8,770 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Heather Hills Golf Course
Hibiscus Suites - Gateway to Siesta Key
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
2,158 reviews(2,158 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
27 reviews(27 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
148 reviews(148 reviews)
Siesta Key Island Rentals
Sleeps 4 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Top rated rentals - Heather Hills Golf Course
Perfect Place!!!
1010 out of 10
Exceptionalexceptional
229 reviews(229 reviews)
This place is right on the beach!! Everything you need is provided and soooo peaceful.
Donnie D.
Stayed May 2025
Fantastic family holiday
1010 out of 10
Exceptionalexceptional
132 reviews(132 reviews)
Our family spent the week and there isn't one thing I'd change about our stay. Perfect location and the home was fantastic. We will definitely be back.
Sandor P.
Stayed Aug 2024
Lovely
1010 out of 10
Exceptionalexceptional
84 reviews(84 reviews)
The condo was very well stocked with everything you could ever need. Comfortable beds. We really appreciated having 2 beds in the one room so no one had to sleep on the couch.
Short walk to the beach. Convenient location. No complaints here
S P.
Stayed Jan 2024
Paradise in Pass a Grille
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Wow, we couldn’t have asked fir a better location in historic Pass a Grille. Steps to the beach, favourite shops (Evander Preston and Bamboozle), restaurants and ice cream. Thank you for your hospitality, Deb.
Jennifer P.
Stayed Mar 2022
Wonderful spot to enjoy Anna Maria Island
1010 out of 10
Exceptionalexceptional
152 reviews(152 reviews)
The property is very well equipped and exactly as described - Joe made the whole process seamless. Nothing like being right on the water and having great outdoor space to enjoy it. Easy access to beautiful Bean Point Beach and the town - we look forward to returning. Highly recommend!
Jaime S.
Stayed Dec 2021
Family vacation
1010 out of 10
Exceptionalexceptional
111 reviews(111 reviews)
Nice huge house. 5 minutes walk to the beach. Only one issue is a construction in nextdoor house. Contractors starting work 7am, but it's over soon. Perfect stay overall.
George B.
Stayed Dec 2019
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, yards and more
More for lessMore space, more privacy, more amenities — more value