Vacation Rentals with Pool in 4th Avenue South Beach, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Naples
  6.  4th Avenue South Beach

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1320 Best Vacation Rentals with Pool in 4th Avenue South Beach (Starting from $141)

Upscale Naples Condo with Pool Access Walk to Pier!
Upscale Naples Condo with Pool Access Walk to Pier!
Apartment
Naples, FL, USA
1.2k from 4th Avenue South Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals, Condos

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$340
Average price / night
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5th Ave, 1st floor gem just one block from the beach and great restaurants.
5th Ave, 1st floor gem just one block from the beach and great restaurants.
Condo
Naples, FL, 34102, United States
0.1k from 4th Avenue South Beach center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
8.6

Fabulous

10 reviews

$684
Average price / night
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Naples Studio 1 Block to Beach and Restaurants!
Naples Studio 1 Block to Beach and Restaurants!
Apartment
Naples, FL, USA
1.2k from 4th Avenue South Beach center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$220
Average price / night
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Sophisticated Landmark Condo in Heart of Downtown Naples Florida\n
Sophisticated Landmark Condo in Heart of Downtown Naples Florida\n
Condo
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, No Smoking

2 Bedrooms5 Guests
New to Booking
$311
Average price / night
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Evolve Dtwn Studio Steps to Naples Pier and Beach!
Evolve Dtwn Studio Steps to Naples Pier and Beach!
Apartment
4th Avenue South Beach, Naples, Florida, USA
1.2k from 4th Avenue South Beach center

View, Wheelchair Accessible, Internet, Parking, Ocean View, Laundry, Pool

1 Bedroom4 Guests
8.3

Very Good

4 reviews

$337
Average price / night
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Naples ~ Perfect Location On 5th Avenue ~ 1.5 Block From Beach, Dining, Shopping
Naples ~ Perfect Location On 5th Avenue ~ 1.5 Block From Beach, Dining, Shopping
Condo
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

37 reviews

$558
Average price / night
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Coastal Downtown Naples Condo - Walk to the Beach!
Coastal Downtown Naples Condo - Walk to the Beach!
Apartment
Naples, FL, USA
1.2k from 4th Avenue South Beach center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.3

Superb

12 reviews

$457
Average price / night
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2026 bookings JUST OPENED in Fifth Avenue Beach Club
2026 bookings JUST OPENED in Fifth Avenue Beach Club
Condo
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

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

2 Bedrooms6 Guests
9.8

Exceptional

76 reviews

$370
Average price / night
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Condo with Pool Access Walk to Shopping and Beach!
Condo with Pool Access Walk to Shopping and Beach!
Apartment
Naples, FL, USA
1.2k from 4th Avenue South Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals, Condos

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$412
Average price / night
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Old Naples, Steps From The Beach And 5th Ave Restaurants And Shopping
Old Naples, Steps From The Beach And 5th Ave Restaurants And Shopping
House
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

18 reviews

$263
Average price / night
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Luxe Naples Escape Walk to Beach and Downtown!
Luxe Naples Escape Walk to Beach and Downtown!
Apartment
Naples, FL, USA
1.2k from 4th Avenue South Beach center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms5 Guests
9.6

Exceptional

10 reviews

$865
Average price / night
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BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining
BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining
Condo
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

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

2 Bedrooms4 Guests
9.8

Exceptional

141 reviews

$403
Average price / night
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Sleek Coastal Abode 1 Block to Naples Beach!
Sleek Coastal Abode 1 Block to Naples Beach!
Apartment
Naples, FL, USA
1.2k from 4th Avenue South Beach center

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

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$516
Average price / night
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Old Naples Luxury 4BR Home - Truly Close to Beach & 5th Ave
Old Naples Luxury 4BR Home - Truly Close to Beach & 5th Ave
House
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

57 reviews

$816
Average price / night
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Sea Gem 803
Sea Gem 803
Apartment
Naples, FL, USA
1.3k from 4th Avenue South Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
8.2

Very Good

28 reviews

$219
Average price / night
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BEAUTIFUL, PERFECT LOCATION ON 5TH AVENUE~1.5 BLOCK FROM BEACH, DINING, SHOPPING
BEAUTIFUL, PERFECT LOCATION ON 5TH AVENUE~1.5 BLOCK FROM BEACH, DINING, SHOPPING
Condo
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

42 reviews

$347
Average price / night
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Beach Luxury 805
Beach Luxury 805
Apartment
Naples, FL, USA
1.3k from 4th Avenue South Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
8.0

Good

24 reviews

$149
Average price / night
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Dine Poolside Under the Stars!
Dine Poolside Under the Stars!
House
Naples, FL, 34102, United States
0.3k from 4th Avenue South Beach center

AC, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$307
Average price / night
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Downtown Starfish 807
Downtown Starfish 807
Apartment
Naples, FL, USA
1.3k from 4th Avenue South Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms6 Guests
9.0

Fabulous

5 reviews

$141
Average price / night
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5th Ave Beach Club 1 Bedroom condo 1.5 Blocks from the Beach! Perfect Location!
5th Ave Beach Club 1 Bedroom condo 1.5 Blocks from the Beach! Perfect Location!
Condo
Naples, FL, 34102, United States
0.4k from 4th Avenue South Beach center

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

1 Bedroom2 Guests
9.8

Exceptional

8 reviews

$299
Average price / night
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2-bedroom condo in Olde Naples - Short walk to beach and restaurants on 5th Ave.
2-bedroom condo in Olde Naples - Short walk to beach and restaurants on 5th Ave.
Condo
Naples, FL, 34102, United States
0.4k from 4th Avenue South Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$433
Average price / night
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Olde Naples Gem 2Br/2Ba/2Blocks to the Beach!
Olde Naples Gem 2Br/2Ba/2Blocks to the Beach!
Condo
Naples, FL, 34102, United States
0.4k from 4th Avenue South Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$525
Average price / night
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Coastal Chic: Newly Renovated 2BR Condo in Old Naples, Steps from the Beach!
Coastal Chic: Newly Renovated 2BR Condo in Old Naples, Steps from the Beach!
Condo
Naples, FL, 34102, United States
0.4k from 4th Avenue South Beach center

AC, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Pool

2 Bedrooms5 Guests
9.2

Superb

16 reviews

$623
Average price / night
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Old Naples 2BR/2BA Condo | First Floor • Walk to Beach & 5th Ave • Prime Locatio
Old Naples 2BR/2BA Condo | First Floor • Walk to Beach & 5th Ave • Prime Locatio
Condo
Naples, FL, 34102, United States
0.5k from 4th Avenue South Beach center

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

3 Bedrooms6 Guests
New to Booking
$1319
Average price / night
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Luxury 4BR Retreat in the Heart of Old Naples – Walk to Beach, 5th Ave & 3rd St
Luxury 4BR Retreat in the Heart of Old Naples – Walk to Beach, 5th Ave & 3rd St
Condo
Naples, FL, 34102, United States
0.5k from 4th Avenue South Beach center

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

4 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$1813
Average price / night
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Sunny Slice of Paradise at Bellasera Resort January-February Special
Sunny Slice of Paradise at Bellasera Resort January-February Special
Condo
Naples, FL, 34102, United States
0.7k from 4th Avenue South Beach center

AC, Dryer, Heater, Kitchen, Microwave, No Smoking, Pool, TV, Washer

2 Bedrooms4 Guests
New to Booking
$393
Average price / night
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Perfect Location in Olde Naples
Perfect Location in Olde Naples
Condo
Naples, FL, 34102, United States
0.7k from 4th Avenue South Beach center

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

1 Bedroom4 Guests
9.8

Exceptional

46 reviews

$199
Average price / night
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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 4th Avenue South Beach.

Where to stay in 4th Avenue South Beach? Best neighborhoods & areas

4th Avenue South Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1320 verified vacation rentals with a pool in 4th Avenue South 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 4th Avenue South Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $141 per night, with private pool homes and peak travel periods often costing more.

Many rentals in 4th Avenue South 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 4th Avenue South Beach welcome pets. Currently, 32 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 4th Avenue South Beach often include additional outdoor features such as Pool, View, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in 4th Avenue South 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.