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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Naples
  6.  Connors

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2276 Best Vacation Rentals with Pool in Connors (Starting from $253)

Spacious Luxury Waterfront Retreat with Pool & Spa
Spacious Luxury Waterfront Retreat with Pool & Spa
House
Naples, FL, USA
0.2k from Connors center

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

1 Bedroom12 Guests
New to Booking
$1707
Average price / night
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New Listing! Waterfront Escape on canal w/ Pool
New Listing! Waterfront Escape on canal w/ Pool
House
Naples, FL, 34108, United States
0.2k from Connors center

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

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$792
Average price / night
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Luxury Naples Home with Private Pool about 1 Mi to Beach
Luxury Naples Home with Private Pool about 1 Mi to Beach
House
Naples, FL, USA
0.3k from Connors center

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

3 Bedrooms6 Guests
5.5

Review score

2 reviews

$253
Average price / night
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\nSpecial Rate Alert: Vanderbilt Beach Waterfront Home Steps from Ritz in Naples
\nSpecial Rate Alert: Vanderbilt Beach Waterfront Home Steps from Ritz in Naples
House
Naples, FL, 34108, United States
0.2k from Connors center

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

5 Bedrooms12 Guests
9.8

Exceptional

96 reviews

$800
Average price / night
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New Listing! Canal Dreaming - Water View with Dock
New Listing! Canal Dreaming - Water View with Dock
House
Naples, FL, USA
0.3k from Connors center

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

3 Bedrooms8 Guests
New to Booking
$716
Average price / night
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Vanderbilt Queen - Coastal 4BR Retreat - Vanderbilt Beach Pool + Dock
Vanderbilt Queen - Coastal 4BR Retreat - Vanderbilt Beach Pool + Dock
House
Naples, FL, 34108, United States
0.2k from Connors center

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

4 Bedrooms10 Guests
10.0

Exceptional

23 reviews

$1258
Average price / night
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New salt pool & 7 hole mini golf on canal -Vanderbilt Country Club
New salt pool & 7 hole mini golf on canal -Vanderbilt Country Club
House
Naples, FL, USA
0.3k from Connors center

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

4 Bedrooms12 Guests
New to Booking
$672
Average price / night
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Luxurious \"Villa Nella\"
Luxurious \"Villa Nella\"
House
Naples, FL, 34108, United States
0.3k from Connors center

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

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$750
Average price / night
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Wind and Waves
Wind and Waves
House
Naples, FL, USA
0.4k from Connors center

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

4 Bedrooms9 Guests
New to Booking
$561
Average price / night
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New salt pool! Canal Dreamin  - 7 hole Mini Golf
New salt pool! Canal Dreamin - 7 hole Mini Golf
House
Naples, FL, 34108, United States
0.3k from Connors center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$721
Average price / night
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Beach Life! Close To Vanderbilt Beach! & ON THE WATER, Private Oasis
Beach Life! Close To Vanderbilt Beach! & ON THE WATER, Private Oasis
House
Naples, FL, USA
0.4k from Connors center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$450
Average price / night
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Tiki Hut Hideaway -close to beach - New 7 Hole Mini Golf
Tiki Hut Hideaway -close to beach - New 7 Hole Mini Golf
House
Naples, FL, 34108, United States
0.3k from Connors center

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

1 Bedroom4 Guests
New to Booking
$552
Average price / night
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All Decked Out
All Decked Out
House
Naples, FL, USA
0.5k from Connors center

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

4 Bedrooms9 Guests
New to Booking
$589
Average price / night
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Discover coastal living at its finest on Vanderbilt beach in Naples Florida!
Discover coastal living at its finest on Vanderbilt beach in Naples Florida!
Condo
Naples, FL, 34108, United States
0.3k from Connors center

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

2 Bedrooms5 Guests
New to Booking
$258
Average price / night
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Yellow Door Beach Cottage
Yellow Door Beach Cottage
House
Naples, FL, USA
0.5k from Connors center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$632
Average price / night
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New salt pool & 7 hole mini golf on canal -Vanderbilt on the Water
New salt pool & 7 hole mini golf on canal -Vanderbilt on the Water
House
Naples, FL, 34108, United States
0.3k from Connors center

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

4 Bedrooms12 Guests
New to Booking
$819
Average price / night
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Sunshine on the Water
Sunshine on the Water
House
Naples, FL, USA
0.5k from Connors center

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

5 Bedrooms14 Guests
New to Booking
$1228
Average price / night
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Modern 2-Story Beach Oasis | Pool & Spa
Modern 2-Story Beach Oasis | Pool & Spa
House
Naples, FL, 34108, United States
0.3k from Connors center

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

4 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$671
Average price / night
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La Playa Beach & Golf Resort, a Noble House Resort
La Playa Beach & Golf Resort, a Noble House Resort
Resort
Naples, FL, USA
0.5k from Connors center

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

192 Bedrooms100 Guests
8.1

Very Good

96 reviews

$474
Average price / night
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Luxurious Home W/Private Beach Access and Large Pool & Lanai - Enhanced Cleaning
Luxurious Home W/Private Beach Access and Large Pool & Lanai - Enhanced Cleaning
House
Naples, FL, 34108, United States
0.3k from Connors center

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

3 Bedrooms8 Guests
9.8

Exceptional

60 reviews

$825
Average price / night
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505 Sunset Key Estate | Luxury Courtyard Pool Home
505 Sunset Key Estate | Luxury Courtyard Pool Home
House
Naples, FL, 34108, United States
0.3k from Connors center

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

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$984
Average price / night
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Vanderbilt Beach North Naples, FL - 4 Bedroom, 3 Bath Home Steps From The Beach
Vanderbilt Beach North Naples, FL - 4 Bedroom, 3 Bath Home Steps From The Beach
House
Naples, FL, 34108, United States
0.4k from Connors center

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

4 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$1683
Average price / night
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Naples Park Gem - Oversized Outdoor Spaces, Private Pool, Open Kitchen
Naples Park Gem - Oversized Outdoor Spaces, Private Pool, Open Kitchen
House
Naples, FL, 34108, United States
0.4k from Connors center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$399
Average price / night
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Waterfront Retreat! Breathtaking Water Views - Sparkling Pool & Dock - Walk to the Beach!
Waterfront Retreat! Breathtaking Water Views - Sparkling Pool & Dock - Walk to the Beach!
House
Naples, FL, 34108, United States
0.4k from Connors center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$1419
Average price / night
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White Sand Luxury | Walk to Beach | Private Pool & Spa
White Sand Luxury | Walk to Beach | Private Pool & Spa
House
Naples, FL, 34108, United States
0.4k from Connors center

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

3 Bedrooms6 Guests
New to Booking
$706
Average price / night
Check Availability
New Listing! Dockside Dream-3 Premium Kings! Heated Salt Pool, On the Water, Walk to the Beach!
New Listing! Dockside Dream-3 Premium Kings! Heated Salt Pool, On the Water, Walk to the Beach!
House
Naples, FL, 34108, United States
0.4k from Connors center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$642
Average price / night
Check Availability
Poolside Oasis at Mercato – Your Tropical Oasis, just a mile from the Beach!
Poolside Oasis at Mercato – Your Tropical Oasis, just a mile from the Beach!
House
Naples, FL, 31408, United States
0.4k from Connors center

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

3 Bedrooms6 Guests
9.8

Exceptional

71 reviews

$323
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 Connors.

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Connors Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 2276 verified vacation rentals with a pool in Connors. 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 Connors vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $253 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Connors 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 Connors welcome pets. Currently, 44 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 Connors often include additional outdoor features such as Pool, Fireplace/Heating, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Connors 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.