Vacation Rentals with Pool in Cannon Beach, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Naples
  6.  Cannon Beach

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2993 Best Vacation Rentals with Pool in Cannon Beach (Starting from $144)

Exclusive VIP Beachfront Monthly Tranquil Oasis
Exclusive VIP Beachfront Monthly Tranquil Oasis
House
Marco Island, FL, USA
1.1k from Cannon Beach center

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

3 Bedrooms8 Guests
New to Booking
$532
Average price / night
Check Availability
Welcome to our waterfront paradise on the Isles of Capri Florida
Welcome to our waterfront paradise on the Isles of Capri Florida
Condo
Naples, FL, 34113, United States
0.5k from Cannon Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$532
Average price / night
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Dolphin Getaway
Dolphin Getaway
Apartment
Marco Island, FL, USA
1.3k from Cannon Beach center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$267
Average price / night
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Stunning Ocean View Condo with Oversized Private Lanai
Stunning Ocean View Condo with Oversized Private Lanai
Condo
Naples, FL, 34113, United States
0.5k from Cannon Beach center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms7 Guests
New to Booking
$457
Average price / night
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Coastal waterfront condo located in Olde Marco
Coastal waterfront condo located in Olde Marco
House
Marco Island, FL, USA
1.3k from Cannon Beach center

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

1 Bedroom2 Guests
New to Booking
$345
Average price / night
Check Availability
Sweeping Gulf Views!
Sweeping Gulf Views!
Condo
Naples, FL, 34113, United States
0.6k from Cannon Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$360
Average price / night
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Waterfront Marco Island Retreat with Shared Docks
Waterfront Marco Island Retreat with Shared Docks
Apartment
Marco Island, FL, USA
1.3k from Cannon Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

2 Bedrooms5 Guests
New to Booking
$265
Average price / night
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WATERFRONT PARADISE-1ST FLOOR LUXURY 2/2 CONDO ON TROPICAL ISLAND-ISLES OF CAPRI
WATERFRONT PARADISE-1ST FLOOR LUXURY 2/2 CONDO ON TROPICAL ISLAND-ISLES OF CAPRI
Condo
Naples, FL, 34113, United States
0.6k from Cannon Beach center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
New to Booking
$257
Average price / night
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Sunshine on My Shoulders
Sunshine on My Shoulders
Apartment
Cannon Beach, Naples, Florida, USA
1.3k from Cannon Beach center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Accessible hotels

2 Bedrooms6 Guests
8.3

Very Good

12 reviews

$211
Average price / night
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2 bdrm condo w/ pool on Marco River w/ Gulf views
2 bdrm condo w/ pool on Marco River w/ Gulf views
Condo
Naples, FL, 34113, United States
0.6k from Cannon Beach center

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

2 Bedrooms6 Guests
New to Booking
$177
Average price / night
Check Availability
Olde Marco Inn #302
Olde Marco Inn #302
House
Marco Island, FL, USA
1.3k from Cannon Beach center

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

1 Bedroom6 Guests
New to Booking
$175
Average price / night
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Waterfront relaxation in a beautifully updated large condo!
Waterfront relaxation in a beautifully updated large condo!
Condo
Naples, FL, 34113, United States
0.6k from Cannon Beach center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$186
Average price / night
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Waterfront Marco Island House with Shared Dock!
Waterfront Marco Island House with Shared Dock!
House
Marco Island, FL, USA
1.3k from Cannon Beach center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$322
Average price / night
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Gorgeous Views Abound from this Stunning Updated Condo on Isles of Capri
Gorgeous Views Abound from this Stunning Updated Condo on Isles of Capri
Condo
Naples, FL, 34113, United States
0.7k from Cannon Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$250
Average price / night
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Sunny Marco Island Gem with Shared Pool and Dock!
Sunny Marco Island Gem with Shared Pool and Dock!
House
Marco Island, FL, USA
1.3k from Cannon Beach center

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

2 Bedrooms6 Guests
New to Booking
$354
Average price / night
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Waterfront Paradise with Private Dock & Pool - Naples/Marco Island Summer/Snow
Waterfront Paradise with Private Dock & Pool - Naples/Marco Island Summer/Snow
House
Naples, FL, 34113, United States
0.7k from Cannon Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

26 reviews

$524
Average price / night
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Marco Island Condo with Shared Pool and Hot Tub!
Marco Island Condo with Shared Pool and Hot Tub!
Apartment
Marco Island, FL, USA
1.3k from Cannon Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms6 Guests
9.5

Superb

4 reviews

$274
Average price / night
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 Marco Tower Condo on IsIes of Capri - Private and Peaceful, 30 Days minimum \n
Marco Tower Condo on IsIes of Capri - Private and Peaceful, 30 Days minimum \n
Condo
Isle of Capri, Naples, FL, 34113, United States
0.8k from Cannon Beach center

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

1 Bedroom5 Guests
10.0

Exceptional

2 reviews

$172
Average price / night
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Olde Marco Inn
Olde Marco Inn
Apartment
Marco Island, FL, USA
1.3k from Cannon Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Jacuzzis

2 Bedrooms6 Guests
9.6

Exceptional

16 reviews

$485
Average price / night
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Isles Of Capri & Marco Island area.
Isles Of Capri & Marco Island area.
House
Naples, FL, 34113, United States
0.8k from Cannon Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

45 reviews

$1310
Average price / night
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Unique waterfront home in Olde Marco with pool/deck
Unique waterfront home in Olde Marco with pool/deck
House
Marco Island, FL, USA
1.4k from Cannon Beach center

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

5 Bedrooms10 Guests
New to Booking
$415
Average price / night
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Beautiful 2 BR, 2 Bath  condo on Isle of Capri,  5 mile to Marco Island \n \n
Beautiful 2 BR, 2 Bath condo on Isle of Capri, 5 mile to Marco Island \n \n
Apartment
Naples, FL, 34113, United States
0.8k from Cannon Beach center

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

2 Bedrooms6 Guests
8.0

Good

1 reviews

$144
Average price / night
Check Availability
See dolphins and beautiful sunsets at this newly remodeled Isles of Capri Home.
See dolphins and beautiful sunsets at this newly remodeled Isles of Capri Home.
House
Naples, FL, 34113, United States
0.9k from Cannon Beach center

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

3 Bedrooms7 Guests
9.6

Exceptional

5 reviews

$261
Average price / night
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Paradise on the Isles - Stunning Waterfront Views - Pool & Dock Steps Away
Paradise on the Isles - Stunning Waterfront Views - Pool & Dock Steps Away
Apartment
Naples, FL, 34113, United States
0.9k from Cannon Beach center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Pool

1 Bedroom5 Guests
New to Booking
$155
Average price / night
Check Availability
Isles Of Capri & Marco Island area! Live Like Royalty In The 10,000 Islands -
Isles Of Capri & Marco Island area! Live Like Royalty In The 10,000 Islands -
House
Naples, FL, 34113, United States
0.9k from Cannon Beach center

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

5 Bedrooms10 Guests
9.6

Exceptional

27 reviews

$1401
Average price / night
Check Availability
 3/2 with Pool - Isles Of Capri, Naples and Marco Island area. Pompano Bay View
3/2 with Pool - Isles Of Capri, Naples and Marco Island area. Pompano Bay View
House
Naples, FL, 34113, United States
1.0k from Cannon Beach center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms5 Guests
10.0

Exceptional

7 reviews

$606
Average price / night
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Fully Renovated, Waterfront Condo, Dock, Pool, Walk to Snook Inn, Sunset View
Fully Renovated, Waterfront Condo, Dock, Pool, Walk to Snook Inn, Sunset View
Condo
Marco Island,, FL, 34145, United States
1.1k from Cannon Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$332
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 Cannon Beach.

Where to stay in Cannon Beach? Best neighborhoods & areas

Cannon Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 2993 verified vacation rentals with a pool in Cannon Beach. 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 Cannon Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $144 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Cannon Beach 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 Cannon Beach welcome pets. Currently, 6 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 Cannon Beach 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 Cannon Beach 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.