Key Royale Holiday Rentals
- Sarasota
- ·
- Anna Maria
- 0.29 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Holmes Beach
- 0.49 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Anna Maria
- 0.07 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Sarasota
- ·
- Bradenton Beach
- 1.03 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Anna Maria
- 0.20 mi to center
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
- Sarasota
- ·
- Anna Maria
- 0.17 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Holmes Beach
- 0.11 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 0.42 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 0.19 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
Luxury Holiday Rentals in Key Royale
- Sarasota
- ·
- Anna Maria
- 0.70 mi to center
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Sarasota
- ·
- Bradenton Beach
- 1.09 mi to center
- Pet Friendly
- Parking
- Internet
- Child Friendly
- Sarasota
- ·
- Anna Maria
- 0.37 mi to center
- Oceanfront
- Ocean View
- View
- Parking
- Sarasota
- ·
- Anna Maria
- 0.25 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Anna Maria
- 0.34 mi to center
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
- Sarasota
- ·
- Bradenton Beach
- 1.09 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Bradenton Beach
- 0.85 mi to center
- Fireplace/Heating
- Child Friendly
- Accessibility
- Sports/Activities
- Sarasota
- ·
- Bradenton Beach
- 1.10 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Bradenton Beach
- 0.76 mi to center
- View
- Child Friendly
- Laundry
- Sports/Activities
Top-Rated Holiday Rentals with a Pool in Key Royale
- Sarasota
- ·
- Anna Maria
- 0.71 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Holmes Beach
- 1.40 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Holmes Beach
- 1.28 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Anna Maria
- 0.49 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Holmes Beach
- 0.52 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Bradenton Beach
- 1.08 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Bradenton Beach
- 0.75 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Anna Maria
- 0.82 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Holmes Beach
- 0.11 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
Pet-Friendly Holiday Rentals in Key Royale
- Sarasota
- ·
- Bradenton Beach
- 0.74 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Holmes Beach
- 1.14 mi to center
- Pet Friendly
- Parking
- Internet
- Child Friendly
- Sarasota
- ·
- Holmes Beach
- 0.97 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Sarasota
- ·
- Anna Maria
- 0.16 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Anna Maria
- 0.27 mi to center
- Pet Friendly
- Parking
- Internet
- Child Friendly
- Sarasota
- ·
- Anna Maria
- 0.31 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Anna Maria
- 0.57 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
- Sarasota
- ·
- Holmes Beach
- 0.20 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Holmes Beach
- 0.11 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
Large Holiday Rentals and Private Villas in Key Royale
- Sarasota
- ·
- Anna Maria
- 0.17 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Sarasota
- ·
- Holmes Beach
- 0.70 mi to center
- Pet Friendly
- Parking
- Internet
- Child Friendly
- Sarasota
- ·
- Holmes Beach
- 0.70 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Anna Maria
- 0.34 mi to center
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
- Florida
- ·
- Whitney Beach
- 5.23 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Anna Maria
- 0.26 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Sarasota
- ·
- Holmes Beach
- 0.77 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Anna Maria
- 0.75 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
Wheelchair Accessible Holiday Homes in Key Royale
- Florida
- ·
- Whitney Beach
- 4.87 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Holmes Beach
- 0.74 mi to center
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 0.32 mi to center
- Oceanfront
- Hot Tub
- Pool
- Ocean View
- Sarasota
- ·
- Holmes Beach
- 0.38 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 1.28 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Air Conditioner
- Sarasota
- ·
- Anna Maria
- 0.18 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 0.27 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 0.35 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Bradenton Beach
- 1.19 mi to center
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
Key Royale Private Villas and Holiday Homes Under $200
- Sarasota
- ·
- Holmes Beach
- 0.17 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Sarasota
- ·
- Holmes Beach
- 0.19 mi to center
- Fireplace/Heating
- Pet Friendly
- Internet
- Child Friendly
- Sarasota
- ·
- Holmes Beach
- 0.64 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Holmes Beach
- 0.41 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Florida
- ·
- Whitney Beach
- 4.87 mi to center
- Pool
- Pet Friendly
- Parking
- Air Conditioner
- Sarasota
- ·
- Holmes Beach
- 1.14 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Fireplace/Heating
- Pool
- Kitchen
- Parking
- Sarasota
- ·
- Holmes Beach
- 1.15 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Holmes Beach
- 0.15 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Instantly Bookable Holiday Homes in Key Royale
- Sarasota
- ·
- Anna Maria
- 0.74 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 0.25 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Sarasota
- ·
- Anna Maria
- 0.13 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 0.47 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Anna Maria
- 0.47 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Anna Maria
- 0.50 mi to center
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Sarasota
- ·
- Holmes Beach
- 0.64 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Sarasota
- ·
- Holmes Beach
- 1.23 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
Book a Last Minute Place to Stay in Key Royale
About Casai's Private Villas and Holiday Rentals in Key Royale
Discover more than 5097 vacation rentals available in Key Royale. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Key Royale.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Key Royale, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Key Royale. On average, places to stay near Key Royale offer 1363.61 ft², with nightly prices averaging US $686.
With Casai, finding and comparing holiday rentals in Key Royale is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Key Royale
| Type | Count |
|---|---|
| Vacation Homes | 3642 |
| Holiday Apartments | 198 |
| Villas | 156 |
| Cottages | 132 |
Use these Quick Filters to Find a Holiday Rental in Key Royale
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Key Royale.
Weather in Key Royale, FL
View the weather forecast for Key Royale before booking your Key Royale Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Key Royale?
What are the top holiday rentals in Key Royale?
With numerous options available in Key Royale, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Key Royale:
- Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
- Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!
- Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
- Beautiful, Gulf-Front Home on Bean Point-Halcyon House
- Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis
- BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
- Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
- Blue Water Beach House: 5+ bdrm, 4.5 bath, Heated Pool/spa, 1.5 blocks to beach
- AMI Sunset Beach Gulf View Retreat w/Pool + Decks + WiFi + Dog-friendly
- Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
How many holiday rentals have private pools in Key Royale?
Discover a selection of holiday rentals with private pools near Key Royale with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Charming House with Private Heated Pool, Lanai. Great location to beach & shops
- Anna Maria's Finest
- Palm Tree Villas
- AMI North End Private Heated Pool. 1.2 Block to Gulf Beach!
Which holiday homes in Key Royale are best for families?
If you're searching for a family-friendly holiday home in Key Royale, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Key Royale:
- Anna Maria Island -walk to the beach, shops and restaurants!
- Beachfront Corner Condo With Sunset Gulf Views
- The S 2b 2 Bedroom Villa by RedAwning
How many Casai.nz holiday rentals are available in Key Royale?
As of 2026, Casai boasts over 5097 properties listed in the Key Royale area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Key Royale.









































































