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

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Key Royale

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1863 Best Vacation Rentals with Private Pool in Key Royale (Starting from $277)

Beach Front 2 Bedroom B
Beach Front 2 Bedroom B
House
Holmes Beach, FL, USA
1.5k from Key Royale center

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

2 Bedrooms6 Guests
New to Booking
$1034
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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Anna Maria's Finest
Anna Maria's Finest
House
Anna Maria, FL, USA
1.8k from Key Royale center

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

3 Bedrooms6 Guests
8.2

Very Good

23 reviews

$891
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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AM I Dreaming by AMI Locals
AM I Dreaming by AMI Locals
House
Key Royale, Holmes Beach, Florida, USA
2.4k from Key Royale center

Parking, Internet, Kitchen, Pet Friendly, Pool, Private Pool, Wheelchair Accessible

3 Bedrooms6 Guests
New to Booking
$425
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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Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!
Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!
House
Anna Maria, FL, USA
2.6k from Key Royale center

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

5 Bedrooms8 Guests
New to Booking
$920
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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Anna Maria Island Retreat
Anna Maria Island Retreat
Apartment
Anna Maria, FL, USA
5.6k from Key Royale center

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

1 Bedroom6 Guests
6.7

Good

3 reviews

$532
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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Aqua Paradise by AMI Locals
Aqua Paradise by AMI Locals
House
Key Royale, Holmes Beach, Florida, USA
6.7k from Key Royale center

Parking, Pool, Private Pool, Internet, Child Friendly

7 Bedrooms18 Guests
9.0

Fabulous

2 reviews

$795
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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102 6Th St S- Upstairs Home
102 6Th St S- Upstairs Home
House
Bradenton Beach, FL, USA
6.8k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$324
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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75 Palms! Sleeps 23! Luxury 1 acre lot Pool and Spa, Putting Green & Game Room!
75 Palms! Sleeps 23! Luxury 1 acre lot Pool and Spa, Putting Green & Game Room!
House
Bradenton, FL, USA
7.6k from Key Royale center

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

10 Bedrooms23 Guests
New to Booking
$2086
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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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
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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
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Waterfront home with a dock and heated pool.
Waterfront home with a dock and heated pool.
House
Holmes Beach, FL, 34217, United States
0.8k from Key Royale center

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

3 Bedrooms8 Guests
New to Booking
$462
Average price / night
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Pool Heated & Private, Close to Beach, Luxury Home
Pool Heated & Private, Close to Beach, Luxury Home
House
Holmes Beach, FL, 34217, United States
0.9k from Key Royale center

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

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$557
Average price / night
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Spacious 3,000+ resort style home •Huge lagoon pool, hot tub -Room for everyone🌴
Spacious 3,000+ resort style home •Huge lagoon pool, hot tub -Room for everyone🌴
House
Bradenton Beach, FL, 34217, United States
0.9k from Key Royale center

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

3 Bedrooms8 Guests
9.6

Exceptional

7 reviews

$597
Average price / night
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It's Miller Time by SeaBreeze Vacation
It's Miller Time by SeaBreeze Vacation
House
Holmes Beach, FL, 34217, United States
0.9k from Key Royale center

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

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$996
Average price / night
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Palms By The Bay by Duncan Real Estate
Palms By The Bay by Duncan Real Estate
House
Holmes Beach, FL, 34217, United States
0.9k from Key Royale center

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

3 Bedrooms6 Guests
New to Booking
$881
Average price / night
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⚓3/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
⚓3/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
House
Holmes Beach, FL, 34217, United States
0.9k from Key Royale center

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

3 Bedrooms6 Guests
9.0

Fabulous

12 reviews

$277
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 Private Pool in Key Royale.

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Key Royale Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1863 verified vacation rentals with a private pool in Key Royale. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Key Royale vary depending on the property size, location, and travel season. Rates typically start from around $277 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Key Royale also welcome pets. Currently, 23 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Key Royale often include additional features such as Private Pool, Pool, and View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Key Royale include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.