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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Key Royale

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3814 Best Vacation Rentals with Pool in Key Royale (Starting from $88)

Retreat Royale
Retreat Royale
House
Holmes Beach, FL, USA
0.5k from Key Royale center

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

2 Bedrooms6 Guests
New to Booking
$266
Average price / night
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Island Jewel - Private Anna Maria Pool Home on the Canal -  By Island Real Estat
Island Jewel - Private Anna Maria Pool Home on the Canal - By Island Real Estat
House
Holmes Beach, FL, 34217, United States
0.1k from Key Royale center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, No Smoking, Pool

3 Bedrooms6 Guests
New to Booking
$459
Average price / night
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Dolphin Daze
Dolphin Daze
House
Holmes Beach, FL, USA
0.8k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$717
Average price / night
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Monthly, Seasonly, Annually, Heated Pool and on the Canal for a Paradise Gateway
Monthly, Seasonly, Annually, Heated Pool and on the Canal for a Paradise Gateway
House
Holmes Beach, FL, 34217, United States
0.3k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$581
Average price / night
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3 Oars
3 Oars
House
Anna Maria, FL, USA
0.8k from Key Royale center

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

4 Bedrooms8 Guests
New to Booking
$809
Average price / night
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Holmes Beach Gem • Heated Pool & Boat Dock
Holmes Beach Gem • Heated Pool & Boat Dock
House
Holmes Beach, FL, 34217, United States
0.3k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$562
Average price / night
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Spectacular Views! By Loverentals
Spectacular Views! By Loverentals
House
Holmes Beach, FL, USA
0.8k from Key Royale center

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

3 Bedrooms8 Guests
New to Booking
$1074
Average price / night
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3 bedroom luxury home on AMI, private heated pool, pet friendly
3 bedroom luxury home on AMI, private heated pool, pet friendly
House
Holmes Beach, FL, 34217, United States
0.3k from Key Royale center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$386
Average price / night
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Salt Air East managed by Beach Retreats
Salt Air East managed by Beach Retreats
House
Holmes Beach, FL, USA
0.9k from Key Royale center

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

2 Bedrooms4 Guests
New to Booking
$418
Average price / night
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Anna Maria Island Family-Friendly, Baby Gear, Work Station, fully stocked home!
Anna Maria Island Family-Friendly, Baby Gear, Work Station, fully stocked home!
House
Holmes Beach, FL, 34217, United States
0.4k from Key Royale center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$500
Average price / night
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Shamrock Palms
Shamrock Palms
House
Holmes Beach, FL, USA
0.9k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$414
Average price / night
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Royale View Bayfront Home-Private Pool-By Island Real Estate Vacations
Royale View Bayfront Home-Private Pool-By Island Real Estate Vacations
House
Holmes Beach, FL, 34217, United States
0.4k from Key Royale center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$553
Average price / night
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Serenity at Bay Palms
Serenity at Bay Palms
House
Holmes Beach, FL, USA
0.9k from Key Royale center

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

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$506
Average price / night
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New Listing Discount! Beautifully renovated home w/pool on canal near beach!
New Listing Discount! Beautifully renovated home w/pool on canal near beach!
House
Holmes Beach, FL, 34217, United States
0.5k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$711
Average price / night
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Palms By The Bay
Palms By The Bay
House
Holmes Beach, FL, USA
0.9k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$960
Average price / night
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Special rate promotion!!!  Luxury canal front!! Completely remodeled!!
Special rate promotion!!! Luxury canal front!! Completely remodeled!!
House
Holmes Beach, FL, 34217, United States
0.6k from Key Royale center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$774
Average price / night
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Infinity Pool & Spa, Putting Green & Golf Cart included will make your Dream Vacation
Infinity Pool & Spa, Putting Green & Golf Cart included will make your Dream Vacation
House
Holmes Beach, FL, USA
0.9k from Key Royale center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

3 Bedrooms6 Guests
New to Booking
$1470
Average price / night
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Blue Tides by Beach Boutique Rentals
Blue Tides by Beach Boutique Rentals
House
Holmes Beach, FL, 34217, United States
0.7k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$1282
Average price / night
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West Bay Point 12
West Bay Point 12
Apartment
Key Royale, Holmes Beach, Florida, USA
0.9k from Key Royale center

Apartments, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$88
Average price / night
Check Availability
Waterfront Condo on Anna Maria Island
Waterfront Condo on Anna Maria Island
Condo
Holmes Beach, FL, 34217, United States
0.7k from Key Royale center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$444
Average price / night
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New Listing! Luxury 4BR Canal Home with Pool. Monthly Rental.
New Listing! Luxury 4BR Canal Home with Pool. Monthly Rental.
House
Holmes Beach, FL, 34217, United States
0.7k from Key Royale center

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

4 Bedrooms8 Guests
New to Booking
$505
Average price / night
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Canal front Home with Private Pool, Dock, and Game Room! Close to Beach!
Canal front Home with Private Pool, Dock, and Game Room! Close to Beach!
House
Holmes Beach, FL, 34217, United States
0.8k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$729
Average price / night
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Luxury ground, pet friendly king suites, heated pool, hot tub  canal!
Luxury ground, pet friendly king suites, heated pool, hot tub canal!
House
Holmes Beach, FL, 34217, United States
0.8k from Key Royale center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

4 Bedrooms8 Guests
New to Booking
$610
Average price / night
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Loggerhead - AMI Oasis w/ Private Pool + Golf Cart
Loggerhead - AMI Oasis w/ Private Pool + Golf Cart
House
Holmes Beach, FL, 34217, United States
0.8k from Key Royale center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$446
Average price / night
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Seashell Retreat - Sleeps 6, Boat Dock near Beach by Gulf Coast Holiday Homes
Seashell Retreat - Sleeps 6, Boat Dock near Beach by Gulf Coast Holiday Homes
House
Holmes Beach, FL, 34217, United States
0.8k from Key Royale center

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

2 Bedrooms6 Guests
New to Booking
$361
Average price / night
Check Availability
Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly
Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly
House
Holmes Beach, FL, 34217, United States
0.8k from Key Royale center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Heater, Kitchen

4 Bedrooms8 Guests
9.2

Superb

9 reviews

$956
Average price / night
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A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
House
Holmes Beach, FL, 34217, United States
0.8k from Key Royale center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$362
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 Key Royale.

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Key Royale Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3814 verified vacation rentals with a pool in Key Royale. 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 Key Royale vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $88 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Key Royale 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 Key Royale welcome pets. Currently, 37 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 Key Royale often include additional outdoor features such as Pool, Fireplace/Heating, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Key Royale 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.