Vacation rentals near Islandside Golf Course at Longboat Key Club
We found 12,186 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Islandside Golf Course at Longboat Key Club, scroll through and discover private vacation rentals to choose your home away from home. Whether you’re staying in a vacation home with your kids or with friends, you'll have the amenities you expect and more, which might include WiFi and a pool. 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 - Islandside Golf Course at Longboat Key Club
Showing deals for:Nov 14 - Nov 21
Image gallery for Summer Special! Get 10% Off-July and August Only!
1010 out of 10 rating
Exceptional
(12 reviews)
Summer Special! Get 10% Off-July and August Only!
Bradenton, FL
9% off
Price is CA $304
CA $304
CA $3,325 total
CA $3,325 total
includes taxes & fees
Image gallery for Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
1010 out of 10 rating
Exceptional
(29 reviews)
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton, FL
15% off
Price is CA $234
CA $234
CA $2,178 total
CA $2,178 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 $316
CA $316
CA $2,603 total
CA $2,603 total
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
(40 reviews)
Beautifully Decorated Pool Home 2 Bed/2 Bath minutes away from Siesta Key Beach!
Sarasota, FL
10% off
Price is CA $474
CA $474
CA $4,336 total
CA $4,336 total
includes taxes & fees
Image gallery for Stylish Retreat on Private Crescent Beach
1010 out of 10 rating
Exceptional
(96 reviews)
Stylish Retreat on Private Crescent Beach
Siesta Key, FL
10% off
Price is CA $429
CA $429
CA $3,958 total
CA $3,958 total
includes taxes & fees
Image gallery for Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
Sarasota, FL
9% off
Price is CA $363
CA $363
CA $3,461 total
CA $3,461 total
includes taxes & fees
Image gallery for 4 Bd w 3 King 4Ba 1.2acres htd salt pool private!
9.49.4 out of 10 rating
Exceptional
(23 reviews)
4 Bd w 3 King 4Ba 1.2acres htd salt pool private!
Palmetto, FL
10% off
Price is CA $432
CA $432
CA $4,210 total
CA $4,210 total
includes taxes & fees
Image gallery for 2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things
1010 out of 10 rating
Exceptional
(106 reviews)
2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things
Siesta Key, FL
10% off
Price is CA $1,340
CA $1,340
CA $12,028 total
CA $12,028 total
includes taxes & fees
Image gallery for Tiki Tide Villa | Private POOL + Tiki Hut!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Tiki Tide Villa | Private POOL + Tiki Hut!
Sarasota, FL
9% off
Price is CA $474
CA $474
CA $4,558 total
CA $4,558 total
includes taxes & fees
Image gallery for Siesta Key Vacation Property W/Heated Pool and Beach Access
1010 out of 10 rating
Exceptional
(57 reviews)
Siesta Key Vacation Property W/Heated Pool and Beach Access
Siesta Key, FL
5% off
Price is CA $445
CA $445
CA $4,341 total
CA $4,341 total
includes taxes & fees
Image gallery for Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Sarasota, FL
10% off
Price is CA $155
CA $155
CA $1,500 total
CA $1,500 total
includes taxes & fees
Image gallery for Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
9.69.6 out of 10 rating
Exceptional
(109 reviews)
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta Key, FL
17% off
Price is CA $237
CA $237
CA $2,703 total
CA $2,703 total
includes taxes & fees
Image gallery for Siesta Key Beachside Condo-direct beach access
1010 out of 10 rating
Exceptional
(13 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key, FL
10% off
Price is CA $408
CA $408
CA $3,750 total
CA $3,750 total
includes taxes & fees
Image gallery for Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
1010 out of 10 rating
Exceptional
(118 reviews)
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes Beach, FL
10% off
Price is CA $558
CA $558
CA $5,387 total
CA $5,387 total
includes taxes & fees
Image gallery for ⚓Sandys Coral Retreat! Canal Front, Pool, Spa & More⚓
9.89.8 out of 10 rating
Exceptional
(8 reviews)
⚓Sandys Coral Retreat! Canal Front, Pool, Spa & More⚓
Bradenton, FL
5% off
Price is CA $380
CA $380
CA $4,079 total
CA $4,079 total
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
10% off
Price is CA $356
CA $356
CA $3,396 total
CA $3,396 total
includes taxes & fees
Image gallery for Bay Bliss Bungalow | 65" Smart TV, Lanai + Electric Bikes!
1010 out of 10 rating
Exceptional
(17 reviews)
Bay Bliss Bungalow | 65" Smart TV, Lanai + Electric Bikes!
Sarasota, FL
9% off
Price is CA $258
CA $258
CA $2,529 total
CA $2,529 total
includes taxes & fees
Image gallery for Updated and upgraded. Close to Beaches, Downtown, Hospital.
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Updated and upgraded. Close to Beaches, Downtown, Hospital.
Sarasota, FL
15% off
Price is CA $335
CA $335
CA $3,287 total
CA $3,287 total
includes taxes & fees
Image gallery for Private paradise w/ all the beach supplies & toys!
9.89.8 out of 10 rating
Exceptional
(130 reviews)
Private paradise w/ all the beach supplies & toys!
Holmes Beach, FL
10% off
Price is CA $545
CA $545
CA $5,193 total
CA $5,193 total
includes taxes & fees
Image gallery for Summer Special! Get 10% Off-July and August Only!
9.49.4 out of 10 rating
Exceptional
(50 reviews)
Summer Special! Get 10% Off-July and August Only!
Bradenton, FL
7% off
Price is CA $278
CA $278
CA $3,140 total
CA $3,140 total
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
10% off
Price is CA $212
CA $212
CA $2,076 total
CA $2,076 total
includes taxes & fees
Image gallery for Outdoor shower and wonderful private fenced yard
9.89.8 out of 10 rating
Exceptional
(78 reviews)
Outdoor shower and wonderful private fenced yard
Sarasota, FL
5% off
Price is CA $131
CA $131
CA $1,131 total
CA $1,131 total
includes taxes & fees
Image gallery for Coastal Pool Bungalow - 15 Mins to Famous Beaches
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Coastal Pool Bungalow - 15 Mins to Famous Beaches
Sarasota, FL
15% off
Price is CA $280
CA $280
CA $2,425 total
CA $2,425 total
includes taxes & fees
Image gallery for Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
1010 out of 10 rating
Exceptional
(66 reviews)
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Sarasota, FL
10% off
Price is CA $155
CA $155
CA $1,389 total
CA $1,389 total
includes taxes & fees
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Find the best place to stay - Islandside Golf Course at Longboat Key Club
⚓NEW! Manatee Dreams, Pool/Boat Slip, & Min to AMI!⚓
Sleeps 9 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Longboat Bay Club
Sleeps 6 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
⚓Canalfront Bradenton home W/Dock & Heated Screened In Pool⚓
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Bright Coastal Condo: Walk to Lido Key Beach!
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
60 reviews(60 reviews)
Blue Palm: Pool - Hot Tub - Beach - Games - Outdoor Shower - Grill - IMG - King
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Top rated rentals - Islandside Golf Course at Longboat Key Club
Wonderful location
1010 out of 10
Exceptionalexceptional
150 reviews(150 reviews)
We spent a week at the house in Casey Key, the location of the property is very nice, it has access to the beach and very nice garden on the back with gazebo and intracoastal view. The house is old, but it has everything we needed. The owner was very kind, showed us around in the first day, let us stay longer on last day. I would recommend for beach lovers
Nina K.
Stayed Dec 2024
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
Siesta Key, best beach anywhere
1010 out of 10
Exceptionalexceptional
321 reviews(321 reviews)
Fabulous beach cottage. Nothing lacking, cozy, super clean, wonderful host . We will be back, loved every minute !
Elizabeth W.
Stayed May 2024
Lovely family getaway
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Great location and lovely house will all the amenities. Close to the beach and close to restaurants and shops. Lots of beach toys which was great for our son.
Joel Y.
Stayed Nov 2022
Our stay on Anna Maria
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Our host was very easy to reach and available for anything we asked. The space was beautiful and just as pictured. We loved having access to the pool and the beach was so close! Overall would stay again !
Olivia F.
Stayed Aug 2022
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