Vacation Rentals with Pool in Pretty Joe Rock, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Pretty Joe Rock

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1191 Best Vacation Rentals with Pool in Pretty Joe Rock (Starting from $164)

Brand New Luxury Oceanfront Home w Pool, 38' Slip
Brand New Luxury Oceanfront Home w Pool, 38' Slip
House
Marathon, FL, USA
0.5k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
New to Booking
$896
Average price / night
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Emerald Shores – Luxury Oceanfront Rental, Heated Pool & Private Dock. Pets Welcome!
Emerald Shores – Luxury Oceanfront Rental, Heated Pool & Private Dock. Pets Welcome!
House
Marathon, FL, 33050, United States
0.2k from Pretty Joe Rock center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Living Area

5 Bedrooms12 Guests
New to Booking
$1107
Average price / night
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Blackfin Resort and Marina
Blackfin Resort and Marina
Resort
Pretty Joe Rock, Marathon, Florida, USA
0.5k from Pretty Joe Rock center

Accommodations, Pools, Resorts, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

40 Bedrooms8 Guests
8.1

Very Good

1650 reviews

$597
Average price / night
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Emerald Tides - Luxury Oceanfront Home with Private Pool, 30' Dock
Emerald Tides - Luxury Oceanfront Home with Private Pool, 30' Dock
House
Marathon, FL, 33050, United States
0.3k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
New to Booking
$1006
Average price / night
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Trout Key
Trout Key
House
Marathon, FL, USA
0.5k from Pretty Joe Rock center

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

1 Bedroom4 Guests
New to Booking
$255
Average price / night
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The Lazy Lime  Spacious 5BR Retreat with Pool, Hot Tub & Open Water Views
The Lazy Lime Spacious 5BR Retreat with Pool, Hot Tub & Open Water Views
House
Marathon, FL, 33050, United States
0.3k from Pretty Joe Rock center

AC, Balcony, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
8.0

Good

9 reviews

$1061
Average price / night
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Barreto's Paradise
Barreto's Paradise
House
Marathon, FL, USA
0.6k from Pretty Joe Rock center

Internet, Pool, Child Friendly, Laundry, Air Conditioner, Parking, Balcony/Terrace

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$316
Average price / night
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The Garden Villa  Cozy 1BR Ground-Level Half Duplex with Private Pool
The Garden Villa Cozy 1BR Ground-Level Half Duplex with Private Pool
House
Marathon, FL, 33050, United States
0.3k from Pretty Joe Rock center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, No Smoking, Patio

1 Bedroom3 Guests
8.8

Fabulous

11 reviews

$272
Average price / night
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Marlin Bay Resort & Marina Managed by Elite Alliance Hospitality
Marlin Bay Resort & Marina Managed by Elite Alliance Hospitality
House
Marathon, FL, USA
0.7k from Pretty Joe Rock center

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

41 Bedrooms102 Guests
10.0

Exceptional

2 reviews

$1593
Average price / night
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Gulf-front pool home in the heart of the Keys! Close to the beach! Guest house!
Gulf-front pool home in the heart of the Keys! Close to the beach! Guest house!
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1697
Average price / night
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Updated WATERFRONT, pool, tiki bar, boat ramp, etc
Updated WATERFRONT, pool, tiki bar, boat ramp, etc
Apartment
Pretty Joe Rock, Marathon, Florida, USA
0.8k from Pretty Joe Rock center

Balcony/Terrace, Pool, Internet, Wheelchair Accessible, Parking, Breakfast, Air Conditioner

1 Bedroom4 Guests
10.0

Exceptional

5 reviews

$357
Average price / night
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Exclusive waterfront home w/pool, boat slip and beach!
Exclusive waterfront home w/pool, boat slip and beach!
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
New to Booking
$1150
Average price / night
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A Little Piece of Paradise
A Little Piece of Paradise
Apartment
0.8k from Pretty Joe Rock center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Family

1 Bedroom3 Guests
7.0

Good

3 reviews

$234
Average price / night
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LUXURY 5BR BAYFRONT OASIS: Marathon Keys Villa + Boat Dock + Pool + Hot Tub
LUXURY 5BR BAYFRONT OASIS: Marathon Keys Villa + Boat Dock + Pool + Hot Tub
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1306
Average price / night
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The Tropical Cove 329
The Tropical Cove 329
Apartment
Marathon, FL, USA
0.9k from Pretty Joe Rock center

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

1 Bedroom4 Guests
8.7

Fabulous

3 reviews

$295
Average price / night
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Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Condo
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

AC, Balcony, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.6

Exceptional

7 reviews

$384
Average price / night
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Sombrero Siesta
Sombrero Siesta
Apartment
1.1k from Pretty Joe Rock center

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

1 Bedroom4 Guests
8.6

Fabulous

5 reviews

$164
Average price / night
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Luxury Retreat w/Pool, Spa, 100’ Dock, Games & More!
Luxury Retreat w/Pool, Spa, 100’ Dock, Games & More!
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

AC, Arcade, Balcony, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry

6 Bedrooms14 Guests
10.0

Exceptional

16 reviews

$1290
Average price / night
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Marathon- FL Keys Unit 205
Marathon- FL Keys Unit 205
Apartment
Marathon, FL, USA
1.3k from Pretty Joe Rock center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$199
Average price / night
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Marathon Key / Hot tub, Pool & Boat Dock
Marathon Key / Hot tub, Pool & Boat Dock
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
8.0

Good

1 reviews

$1146
Average price / night
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Keys Launchpad
Keys Launchpad
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$995
Average price / night
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Luxury Waterfront Home - Marathon, FL Keys - 5BR, Private Pool, Dock - Sleeps 10
Luxury Waterfront Home - Marathon, FL Keys - 5BR, Private Pool, Dock - Sleeps 10
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1073
Average price / night
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Waterfront Gated Home—Pool, Spa, Private Dock & Boat Ramp—Gulfside Luxury Stay
Waterfront Gated Home—Pool, Spa, Private Dock & Boat Ramp—Gulfside Luxury Stay
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

4 Bedrooms8 Guests
9.8

Exceptional

176 reviews

$1104
Average price / night
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Luxury Waterfront Estate—Pool, Spa, Game Lounge, 2 Docks & Ramp Access—Gulfside
Luxury Waterfront Estate—Pool, Spa, Game Lounge, 2 Docks & Ramp Access—Gulfside
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
10.0

Exceptional

39 reviews

$1465
Average price / night
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Ocean Front Luxury Home - 5Bed/5Bath with direct ocean views, dockage, and pool
Ocean Front Luxury Home - 5Bed/5Bath with direct ocean views, dockage, and pool
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
9.6

Exceptional

11 reviews

$1530
Average price / night
Check Availability
Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen
Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen
House
Marathon, FL, 33050, United States
0.5k from Pretty Joe Rock center

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

5 Bedrooms12 Guests
10.0

Exceptional

9 reviews

$700
Average price / night
Check Availability
Paradise away from home.
Paradise away from home.
House
Marathon, FL, 33050, United States
0.6k from Pretty Joe Rock center

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

2 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$367
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 Pretty Joe Rock.

Where to stay in Pretty Joe Rock? Best neighborhoods & areas

Pretty Joe Rock Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1191 verified vacation rentals with a pool in Pretty Joe Rock. 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 Pretty Joe Rock vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $164 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Pretty Joe Rock 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 Pretty Joe Rock welcome pets. Currently, 41 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 Pretty Joe Rock often include additional outdoor features such as Pool, Balcony/Terrace, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Pretty Joe Rock 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.