Vacation Rentals with Pool in Islandside Golf Course at Longboat Key Club, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Islandside Golf Course at Longboat Key Club

Refine your search

Price per night

Amenity Filter

Rating

2840 Best Vacation Rentals with Pool in Islandside Golf Course at Longboat Key Club (Starting from $192)

Resort at Longboat Key Club
Resort at Longboat Key Club
Resort
Islandside Golf Course at Longboat Key Club, Longboat Key, Florida, USA
0.4k from Islandside Golf Course at Longboat Key Club center

Accommodations, Pools, Resorts, Parking, Golf, Romantic, 4-star, Lodgings, Beach

111 Bedrooms37 Guests
8.7

Fabulous

117 reviews

$737
Average price / night
Check Availability
Inn on the Beach 7304 by FVC
Inn on the Beach 7304 by FVC
Apartment
Longboat Key, FL, 34228, United States
0.3k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$395
Average price / night
Check Availability
Exquisite Gulf-Front Residence in Longboat Key
Exquisite Gulf-Front Residence in Longboat Key
Apartment
Longboat Key, FL, USA
0.6k from Islandside Golf Course at Longboat Key Club center

Bar, Internet, Security/Safety, Parking, Ev Charge Station, View, Pool

2 Bedrooms8 Guests
New to Booking
$450
Average price / night
Check Availability
Renovated Beachfront 2 Bedroom Condo by FVC
Renovated Beachfront 2 Bedroom Condo by FVC
Condo
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$1185
Average price / night
Check Availability
Anything Is Possible
Anything Is Possible
House
Sarasota, FL, USA
1.7k from Islandside Golf Course at Longboat Key Club center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$553
Average price / night
Check Availability
Perfect Beach View Large 2 bedroom
Perfect Beach View Large 2 bedroom
Condo
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$1062
Average price / night
Check Availability
Luxe Oasis - 517
Luxe Oasis - 517
House
Sarasota, FL, USA
1.8k from Islandside Golf Course at Longboat Key Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
New to Booking
$948
Average price / night
Check Availability
Wonderful Gulf and Sunset Views Condo
Wonderful Gulf and Sunset Views Condo
Condo
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Barbecue, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
New to Booking
$195
Average price / night
Check Availability
You Only Live Once
You Only Live Once
House
Sarasota, FL, USA
1.8k from Islandside Golf Course at Longboat Key Club center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$340
Average price / night
Check Availability
The Resort at Longboat Key Club
The Resort at Longboat Key Club
Resort
220 Sands Point Road, Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Babysitting, Bar, Breakfast Available, Business Services, Children Club, Crib, Elevator, Fitness Equipment

9.0

Fabulous

700 reviews

$597
Average price / night
Check Availability
King Bed - Walk to St. Armand's Circle and Lido Beach in Minutes!
King Bed - Walk to St. Armand's Circle and Lido Beach in Minutes!
Apartment
Sarasota, FL, USA
2.1k from Islandside Golf Course at Longboat Key Club center

Transportation/Shuttle, Laundry, Ocean View, Oceanfront, Wellness Facilities, Sports/Activities, Fireplace/Heating

1 Bedroom4 Guests
6.9

Good

15 reviews

$239
Average price / night
Check Availability
2 Bedroom Beachfront Condo by FVC
2 Bedroom Beachfront Condo by FVC
Condo
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.6

Exceptional

45 reviews

$681
Average price / night
Check Availability
The Ringling Estate
The Ringling Estate
House
Sarasota, FL, USA
2.1k from Islandside Golf Course at Longboat Key Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

6 Bedrooms16 Guests
New to Booking
$3450
Average price / night
Check Availability
Luxury 2 bedroom Beachfront Condo by FVC
Luxury 2 bedroom Beachfront Condo by FVC
Condo
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms8 Guests
9.6

Exceptional

16 reviews

$971
Average price / night
Check Availability
Five Palms - 354
Five Palms - 354
House
Bailey Hall, FL, USA
2.2k from Islandside Golf Course at Longboat Key Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

5 Bedrooms10 Guests
New to Booking
$3556
Average price / night
Check Availability
Inn on the Beach 3007 by FVC
Inn on the Beach 3007 by FVC
Condo
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
9.8

Exceptional

40 reviews

$903
Average price / night
Check Availability
Dream Island
Dream Island
House
Sarasota, FL, USA
2.2k from Islandside Golf Course at Longboat Key Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

8 Bedrooms16 Guests
New to Booking
$1455
Average price / night
Check Availability
Luxurious Beachfront Jr. Suite by FVC
Luxurious Beachfront Jr. Suite by FVC
Apartment
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom2 Guests
9.4

Superb

79 reviews

$466
Average price / night
Check Availability
The Shore House
The Shore House
House
Bailey Hall, FL, USA
2.2k from Islandside Golf Course at Longboat Key Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

7 Bedrooms19 Guests
10.0

Exceptional

1 reviews

$1811
Average price / night
Check Availability
Longboat Key Club!! Direct Beachfront!!
Longboat Key Club!! Direct Beachfront!!
Condo
Longboat Key, FL, 34228, United States
0.4k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
9.0

Fabulous

7 reviews

$199
Average price / night
Check Availability
John Ringling House
John Ringling House
House
Sarasota, FL, USA
2.2k from Islandside Golf Course at Longboat Key Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
8.0

Good

2 reviews

$1428
Average price / night
Check Availability
Precise Realty presents The Limetree Oasis
Precise Realty presents The Limetree Oasis
House
Longboat Key, FL, 34228, United States
0.6k from Islandside Golf Course at Longboat Key Club center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$547
Average price / night
Check Availability
The Pierre 507 by FGC
The Pierre 507 by FGC
Condo
Longboat Key, FL, 34228, United States
0.6k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Barbecue, Dryer, Elevator, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$368
Average price / night
Check Availability
Relaxing 3rd floor Longboat Key condo with pool views - Beachbound Bliss
Relaxing 3rd floor Longboat Key condo with pool views - Beachbound Bliss
Condo
Longboat Key, FL, 34228, United States
0.7k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$192
Average price / night
Check Availability
Chic Pet Friendly Lido Key Home w Pool Near Beach & Shops: Rondy Home by RVA
Chic Pet Friendly Lido Key Home w Pool Near Beach & Shops: Rondy Home by RVA
House
Sarasota, FL, 34236, United States
0.7k from Islandside Golf Course at Longboat Key Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$458
Average price / night
Check Availability
Longboat Key Luxury Condo - walking to St. Armand's Circle!
Longboat Key Luxury Condo - walking to St. Armand's Circle!
Condo
Longboat Key, FL, 34228, United States
0.7k from Islandside Golf Course at Longboat Key Club center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$670
Average price / night
Check Availability
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Condo
Longboat Key, FL, 34228, United States
0.7k from Islandside Golf Course at Longboat Key Club center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
8.4

Very Good

19 reviews

$886
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Islandside Golf Course at Longboat Key Club.

Where to stay in Islandside Golf Course at Longboat Key Club? Best neighborhoods & areas

Islandside Golf Course at Longboat Key Club Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 2840 verified vacation rentals with a pool in Islandside Golf Course at Longboat Key Club. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Islandside Golf Course at Longboat Key Club vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $192 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Islandside Golf Course at Longboat Key Club offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Islandside Golf Course at Longboat Key Club welcome pets. Currently, 45 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Islandside Golf Course at Longboat Key Club often include additional outdoor features such as Pool, View, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Islandside Golf Course at Longboat Key Club offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.