Vacation Rentals with Pool in Downtown Boca Grande Historic District, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Port Charlotte - Charlotte Harbor
  6.  Downtown Boca Grande Historic District

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132 Best Vacation Rentals with Pool in Downtown Boca Grande Historic District (Starting from $340)

Sea Oats 336 Condo
Sea Oats 336 Condo
Apartment
Boca Grande, FL, USA
0.2k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms4 Guests
New to Booking
$340
Average price / night
Check Availability
Fabulous home in the Ultimate Gasparilla Island location. \n
Fabulous home in the Ultimate Gasparilla Island location. \n
House
Boca Grande, FL, 33921, United States
0.1k from Downtown Boca Grande Historic District center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$2241
Average price / night
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Grande Canal - Captivating 3 bedroom retreat
Grande Canal - Captivating 3 bedroom retreat
House
Boca Grande, FL, USA
0.3k from Downtown Boca Grande Historic District center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms8 Guests
9.6

Exceptional

6 reviews

$770
Average price / night
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Experience luxury at B-505 Buttonwood, a spacious 4-bedroom, 3-bathroom home in Boca Bay
Experience luxury at B-505 Buttonwood, a spacious 4-bedroom, 3-bathroom home in Boca Bay
House
Boca Grande, FL, 33921, United States
0.2k from Downtown Boca Grande Historic District center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1015
Average price / night
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Turtleback 11
Turtleback 11
House
1.7k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Guest Services, Pool, Security/Safety, Internet

3 Bedrooms6 Guests
New to Booking
$758
Average price / night
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Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach  and Town
Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town
House
Boca Grande, FL, 33921, United States
0.3k from Downtown Boca Grande Historic District center

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

4 Bedrooms6 Guests
10.0

Exceptional

197 reviews

$1384
Average price / night
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Sea Oats 352 Apartment
Sea Oats 352 Apartment
Apartment
Boca Grande, FL, USA
5.8k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$516
Average price / night
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Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach
Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach
House
Boca Grande, FL, 33921, United States
0.3k from Downtown Boca Grande Historic District center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

29 reviews

$2134
Average price / night
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Sea Oats 321 Apartment
Sea Oats 321 Apartment
Apartment
Downtown Boca Grande Historic District, Boca Grande, Florida, USA
5.8k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$420
Average price / night
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Luxury Retreats at Boca Grande - Grande Canal
Luxury Retreats at Boca Grande - Grande Canal
House
Boca Grande, FL, 33921, United States
0.3k from Downtown Boca Grande Historic District center

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

4 Bedrooms8 Guests
9.6

Exceptional

23 reviews

$1232
Average price / night
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Sea Oats 121
Sea Oats 121
House
Boca Grande, USA
5.8k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$420
Average price / night
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BEACHFRONT 3 BEDROOM, 3 BATH HOME WITH POOL IN BOCA GRANDE, FLORIDA
BEACHFRONT 3 BEDROOM, 3 BATH HOME WITH POOL IN BOCA GRANDE, FLORIDA
House
Boca Grande, FL, 33921, United States
0.3k from Downtown Boca Grande Historic District center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$1144
Average price / night
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Sea Oats 241 Apartment
Sea Oats 241 Apartment
Apartment
Boca Grande, FL, USA
5.8k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$420
Average price / night
Check Availability
Historic District 161 Damficare: Spacious 3BR/4BA Home with Private Pool in Boca Grande, FL
Historic District 161 Damficare: Spacious 3BR/4BA Home with Private Pool in Boca Grande, FL
House
Boca Grande, FL, 33921, United States
0.4k from Downtown Boca Grande Historic District center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1671
Average price / night
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Sea Oats 242 Apartment
Sea Oats 242 Apartment
Apartment
Boca Grande, FL, USA
5.8k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms4 Guests
New to Booking
$420
Average price / night
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Newly remodeled 4 BR, 6BA Boca Grande Home on the water. 3 blocks to town.
Newly remodeled 4 BR, 6BA Boca Grande Home on the water. 3 blocks to town.
House
Boca Grande, FL, 33921, United States
0.4k from Downtown Boca Grande Historic District center

AC, Barbecue, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Pool

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$2134
Average price / night
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Sea Oats 136 Apartment
Sea Oats 136 Apartment
Apartment
Boca Grande, USA
5.8k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$420
Average price / night
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Charming Anchor Inn 02 in Boca Grande - Cozy 1 Bedroom, Sleeps 4
Charming Anchor Inn 02 in Boca Grande - Cozy 1 Bedroom, Sleeps 4
Apartment
Boca Grande, FL, 33921, United States
0.5k from Downtown Boca Grande Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, No Smoking

1 Bedroom4 Guests
9.6

Exceptional

10 reviews

$493
Average price / night
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Sea Oats 244 Apartment
Sea Oats 244 Apartment
Apartment
Downtown Boca Grande Historic District, Boca Grande, Florida, USA
5.8k from Downtown Boca Grande Historic District center

Oceanfront, Air Conditioner, View, Fireplace, Guest Services, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$420
Average price / night
Check Availability
110 Damfino - Resort - Deep Water Dock(s), Hot tub, PickleBall Ct, Sleeps 14
110 Damfino - Resort - Deep Water Dock(s), Hot tub, PickleBall Ct, Sleeps 14
House
Boca Grande, FL, 33921, United States
0.5k from Downtown Boca Grande Historic District center

AC, Barbecue, Dryer, Elevator, Heater, Kitchen, Living Area, Microwave, No Smoking

6 Bedrooms14 Guests
New to Booking
$1814
Average price / night
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240 Wheeler - 6 Bedrooms - sleeps 12 - 2 blocks from the Beach!
240 Wheeler - 6 Bedrooms - sleeps 12 - 2 blocks from the Beach!
House
Boca Grande, FL, 33921, United States
0.6k from Downtown Boca Grande Historic District center

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

4 Bedrooms8 Guests
New to Booking
$982
Average price / night
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Wheel Wagon | 6 Bed | 5 Bath | Private Pool | Close to Gulf & Village of Boca Grande | Sleeps 12
Wheel Wagon | 6 Bed | 5 Bath | Private Pool | Close to Gulf & Village of Boca Grande | Sleeps 12
House
Boca Grande, FL, 33921, United States
0.6k from Downtown Boca Grande Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Pool

6 Bedrooms12 Guests
New to Booking
$2101
Average price / night
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Beautiful Beach House with large pool
Beautiful Beach House with large pool
House
Boca Grande, FL, 33921, United States
0.6k from Downtown Boca Grande Historic District center

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

3 Bedrooms7 Guests
9.4

Superb

29 reviews

$780
Average price / night
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Luxury Retreats at Boca Grande - Boca Bay Watch
Luxury Retreats at Boca Grande - Boca Bay Watch
Villa
Boca Grande, FL, 33921, United States
0.6k from Downtown Boca Grande Historic District center

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

4 Bedrooms8 Guests
9.6

Exceptional

18 reviews

$1109
Average price / night
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Incredible Gulf View Pool Home - Sleeps 14 - Close to Village of Boca Grande!
Incredible Gulf View Pool Home - Sleeps 14 - Close to Village of Boca Grande!
House
Boca Grande, FL, 33921, United States
0.8k from Downtown Boca Grande Historic District center

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

5 Bedrooms14 Guests
New to Booking
$1216
Average price / night
Check Availability
5 bedroom stunning home.  Walking distance to town and the beach.
5 bedroom stunning home. Walking distance to town and the beach.
House
Boca Grande, FL, 33921, United States
0.8k from Downtown Boca Grande Historic District center

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

5 Bedrooms10 Guests
10.0

Exceptional

85 reviews

$2202
Average price / night
Check Availability
Direct Gulf Front - A view from every window.
Direct Gulf Front - A view from every window.
Condo
Boca Grande, FL, 33921, United States
0.9k from Downtown Boca Grande Historic District center

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

2 Bedrooms6 Guests
New to Booking
$590
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 Downtown Boca Grande Historic District.

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Downtown Boca Grande Historic District Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 132 verified vacation rentals with a pool in Downtown Boca Grande Historic District. 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 Downtown Boca Grande Historic District vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $340 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Downtown Boca Grande Historic District 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 Downtown Boca Grande Historic District welcome pets. Currently, 8 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 Downtown Boca Grande Historic District often include additional outdoor features such as Pool, Internet, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Downtown Boca Grande Historic District 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.