Vacation Rentals with Pool in Gulfside City Park, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  Gulfside City Park

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1449 Best Vacation Rentals with Pool in Gulfside City Park (Starting from $241)

Sandpiper Beach 503
Sandpiper Beach 503
Apartment
Sanibel, FL, USA
0.3k from Gulfside City Park center

Apartments, Accommodations, Lodgings, Beach, Places to stay

2 Bedrooms4 Guests
New to Booking
$421
Average price / night
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OCEAN'S REACH 1C2, 2-Bedroom, Stunning Views, All Amenities Open!
OCEAN'S REACH 1C2, 2-Bedroom, Stunning Views, All Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

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

2 Bedrooms5 Guests
10.0

Exceptional

7 reviews

$570
Average price / night
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Golden Beach 2
Golden Beach 2
Villa
Gulfside City Park, Sanibel, Florida, USA
0.3k from Gulfside City Park center

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

3 Bedrooms8 Guests
New to Booking
$316
Average price / night
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OCEAN'S REACH 3X1: 1-Bdrm, Ground Level Unit w/Direct Beach Access!
OCEAN'S REACH 3X1: 1-Bdrm, Ground Level Unit w/Direct Beach Access!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

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

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$403
Average price / night
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Sandpiper Beach #504
Sandpiper Beach #504
House
Sanibel, FL, USA
0.4k from Gulfside City Park center

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

2 Bedrooms6 Guests
New to Booking
$736
Average price / night
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Ocean's Reach 1A4, Direct Gulf-Front, All Amenities Open, Top Floor/Corner
Ocean's Reach 1A4, Direct Gulf-Front, All Amenities Open, Top Floor/Corner
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$529
Average price / night
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Sandpiper Beach 401
Sandpiper Beach 401
House
Sanibel, FL, USA
0.4k from Gulfside City Park center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$690
Average price / night
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OCEAN'S REACH 3A3: 2-Bdrm, 3rd Floor/Corner Unit w/Stunning Views!
OCEAN'S REACH 3A3: 2-Bdrm, 3rd Floor/Corner Unit w/Stunning Views!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$564
Average price / night
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Sandpiper Beach #405
Sandpiper Beach #405
House
Gulfside City Park, Sanibel, Florida, USA
0.4k from Gulfside City Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$329
Average price / night
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OCEAN'S REACH 3B3: 1-Bdrm, 3rd Floor w/Awesome Gulf Views, Amenities Open!
OCEAN'S REACH 3B3: 1-Bdrm, 3rd Floor w/Awesome Gulf Views, Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

1 Bedroom4 Guests
8.6

Fabulous

10 reviews

$422
Average price / night
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Enjoy pool views from your Sanibel Island Villa Private beach
Enjoy pool views from your Sanibel Island Villa Private beach
House
Sanibel, FL, USA
0.5k from Gulfside City Park center

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

1 Bedroom4 Guests
New to Booking
$241
Average price / night
Check Availability
OCEAN'S REACH 2A4: 2-Bdrm, Top Floor/Corner Unit, Gulf-Front, Amenities Open!
OCEAN'S REACH 2A4: 2-Bdrm, Top Floor/Corner Unit, Gulf-Front, Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$533
Average price / night
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Poolside Paradise - Family-Friendly Villa on Sanibel Island - Private Beach
Poolside Paradise - Family-Friendly Villa on Sanibel Island - Private Beach
House
Sanibel, FL, USA
0.5k from Gulfside City Park center

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

2 Bedrooms6 Guests
New to Booking
$291
Average price / night
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OCEAN'S REACH 2A3: 2-Bedroom, Gulf-Front/Corner Unit, Dunes Golf Privileges!
OCEAN'S REACH 2A3: 2-Bedroom, Gulf-Front/Corner Unit, Dunes Golf Privileges!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$520
Average price / night
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Your Perfect Getaway Awaits - Charming Sanibel Island villa with private beach
Your Perfect Getaway Awaits - Charming Sanibel Island villa with private beach
House
Sanibel, FL, USA
0.5k from Gulfside City Park center

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

2 Bedrooms6 Guests
New to Booking
$289
Average price / night
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OCEAN'S REACH 1C4: Top Floor, Gulf-Front View, Washer/Dryer, Amenities Open!
OCEAN'S REACH 1C4: Top Floor, Gulf-Front View, Washer/Dryer, Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

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

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$527
Average price / night
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Sanibel Island retreat with private beach
Sanibel Island retreat with private beach
House
Sanibel, FL, USA
0.5k from Gulfside City Park center

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

1 Bedroom4 Guests
New to Booking
$278
Average price / night
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OCEAN'S REACH 1A3: Corner Unit, 3rd Floor, All Amenities Open!
OCEAN'S REACH 1A3: Corner Unit, 3rd Floor, All Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
10.0

Exceptional

20 reviews

$557
Average price / night
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Your Island Escape - Spacious Retreat with Wrap-Around Lanai and Private Beach
Your Island Escape - Spacious Retreat with Wrap-Around Lanai and Private Beach
House
Sanibel, FL, USA
0.5k from Gulfside City Park center

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

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$352
Average price / night
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OCEAN'S REACH 3D1: 2-Bdrm, Ground Level/Corner Unit, Direct Beach Access!
OCEAN'S REACH 3D1: 2-Bdrm, Ground Level/Corner Unit, Direct Beach Access!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$582
Average price / night
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OCEAN'S REACH 1C1, Ground-Level, 2-Bedroom, Walk-Out, All Amenities Open!
OCEAN'S REACH 1C1, Ground-Level, 2-Bedroom, Walk-Out, All Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$552
Average price / night
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OCEAN'S REACH 1B2, 1-Bedroom, 2nd Floor, All Amenities Open!
OCEAN'S REACH 1B2, 1-Bedroom, 2nd Floor, All Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$454
Average price / night
Check Availability
OCEAN'S REACH 1D2: 2-Bedroom, Corner Unit, Dunes Golf Privileges!
OCEAN'S REACH 1D2: 2-Bedroom, Corner Unit, Dunes Golf Privileges!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

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

2 Bedrooms4 Guests
10.0

Exceptional

12 reviews

$515
Average price / night
Check Availability
OCEAN'S REACH 4B1: Ground-Level, Easy/Direct Beach Access, All Amenities Open
OCEAN'S REACH 4B1: Ground-Level, Easy/Direct Beach Access, All Amenities Open
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$440
Average price / night
Check Availability
OCEAN'S REACH 2B4: 1-Bdrm, Top Floor w/Gorgeous Views, All Amenities Open!
OCEAN'S REACH 2B4: 1-Bdrm, Top Floor w/Gorgeous Views, All Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

1 Bedroom4 Guests
9.6

Exceptional

19 reviews

$427
Average price / night
Check Availability
OCEAN'S REACH 4C3: 3rd Floor w/Stunning Gulf Views, All Amenities Open!
OCEAN'S REACH 4C3: 3rd Floor w/Stunning Gulf Views, All Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$548
Average price / night
Check Availability
OCEAN'S REACH 2B2: 1-Bdrm, Pool/Gulf-Front View, All Amenities Open!
OCEAN'S REACH 2B2: 1-Bdrm, Pool/Gulf-Front View, All Amenities Open!
Condo
Sanibel Island, FL, 33957, United States
0.1k from Gulfside City Park center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

1 Bedroom4 Guests
9.4

Superb

18 reviews

$432
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 Gulfside City Park.

Where to stay in Gulfside City Park? Best neighborhoods & areas

Gulfside City Park Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1449 verified vacation rentals with a pool in Gulfside City Park. 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 Gulfside City Park vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $241 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Gulfside City Park 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 Gulfside City Park welcome pets. Currently, 13 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 Gulfside City Park often include additional outdoor features such as Pool, Child Friendly, and Sports/Activities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Gulfside City Park 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.