Best Vacation Homes in Stillwright Point
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $998/Night
For 7 Nights US $6,989
947.22 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Private Beach
- Oceanfront
- Pool
US $300/Night
For 7 Nights US $2,100
US $376/Night
For 7 Nights US $2,635
1000 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Condo
- Oceanfront
- Spa
- Fireplace/Heating
US $390/Night
For 7 Nights US $2,728
1173.27 ft²
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Air Conditioner
US $414/Night
For 7 Nights US $2,898
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
US $350/Night
For 7 Nights US $2,447
947 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Oceanfront
- Spa
- Pool
US $277/Night
For 7 Nights US $1,937
1000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Oceanfront
- Hot Tub
- Spa
US $264/Night
For 7 Nights US $1,851
Stillwright Point Luxury Rentals
5000 ft²
17 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $2,249/Night
For 7 Nights US $15,746
4000 ft²
16 Guests
8 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,981/Night
For 7 Nights US $13,866
3100 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,724/Night
For 7 Nights US $12,066
US $1,521/Night
For 7 Nights US $10,647
3600 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,135/Night
For 7 Nights US $7,948
6500 ft²
12 Guests
5 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $980/Night
For 7 Nights US $6,857
US $886/Night
For 7 Nights US $6,199
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $810/Night
For 7 Nights US $5,672
Stillwright Point Pet Friendly Vacation Rentals
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $287/Night
For 7 Nights US $2,008
470.25 ft²
72 Guests
17 Bathrooms
Free Cancellation
Resort
- Private Beach
- Oceanfront
- Hot Tub
US $406/Night
For 7 Nights US $2,840
7 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $457/Night
For 7 Nights US $3,201
1614.59 ft²
6 Guests
2 Bedrooms
1 Bathroom
Apartment
- Hot Tub
- View
- Pet Friendly
US $296/Night
For 7 Nights US $2,072
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $727/Night
For 7 Nights US $5,086
1300 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Ocean View
- Balcony/Terrace
- View
US $265/Night
For 7 Nights US $1,853
4 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $174/Night
For 7 Nights US $1,215
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $123/Night
For 7 Nights US $863
Stillwright Point Large Vacation Homes
1850 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $204/Night
For 7 Nights US $1,426
2497.23 ft²
10 Guests
1 Bedroom
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $410/Night
For 7 Nights US $2,870
2400 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $323/Night
For 7 Nights US $2,261
2970.84 ft²
10 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
US $264/Night
For 7 Nights US $1,848
2000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $409/Night
For 7 Nights US $2,865
3200 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $578/Night
For 7 Nights US $4,047
3500 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $521/Night
For 7 Nights US $3,647
11 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $483/Night
For 7 Nights US $3,383
Why Choose Rent By Owner for your Stillwright Point Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Stillwright Point
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider planning your visit during the optimal seasons when the weather in this destination is most favorable for enjoying all that the area has to offer.
Peak Season Highlights
December to April
During the winter months, the area experiences its peak season, attracting visitors seeking warm weather and clear waters. This is an ideal time for relaxing by the water and enjoying outdoor activities in this popular destination.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 65°F to 75°F
June to August
Summer brings high demand with lively marine activities and vibrant local events, making it a bustling time to visit. Expect the region to be lively and perfect for those seeking adventure and sunshine.
Average Temperature Daytime: 88°F to 92°F - Nighttime: 78°F to 82°F
Off-Season Highlights
May and November
Spring and late fall offer quieter periods, ideal for travelers looking to enjoy the region’s natural beauty without the crowds. The weather remains pleasant, perfect for exploring at a relaxed pace.
Average Temperature Daytime: 78°F to 85°F - Nighttime: 67°F to 72°F
September and October
Early fall provides a peaceful atmosphere with fewer visitors, while still offering warm temperatures and calm waters. It's a great time to experience the area's tranquility and natural serenity.
Average Temperature Daytime: 82°F to 86°F - Nighttime: 73°F to 77°F
Weekly Weather Forecast for Stillwright Point
How to Book Your Stillwright Point Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Stillwright Point
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Access to private outdoor swimming pools for relaxing in the sun.
- Well-maintained outdoor grilling areas for enjoying delicious meals outside.
- Spacious patios or verandas perfect for soaking up the Florida sunshine.
- Direct access to scenic waterfronts or beaches for memorable ocean views.
- Outdoor dining spaces to dine al fresco while taking in the tranquil surroundings.
- Outdoor seating areas designed for lounging and entertaining guests.
- Well-equipped boat docks or slips ideal for exploring the area by water.
Top Attractions Around Stillwright Point
What attractions are nearby?
Throughout your stay, you'll have the opportunity to enjoy a variety of water-based activities such as snorkeling and kayaking, easily accessible just moments from your accommodation in this scenic region of Key Largo, Florida.
Family Activities
- Snorkeling Adventures: Explore the vibrant coral reefs and marine life just off the coast, making it a perfect family activity to experience the underwater beauty of this destination.
- Kayaking Tours: Paddle through calm waters around the area, offering an engaging way for families to enjoy the scenic views and local wildlife together.
- Famous Fishing Charters: Engage in a memorable fishing experience suited for all ages, with the region’s renowned waters providing abundant opportunities for catching local species.
- Local Nature Parks: Visit nearby parks where your family can enjoy easy walks and learn about the area's unique ecosystem in a relaxed, outdoor setting.
Adult Activities
- Snorkeling and Diving Excursions: Explore the vibrant coral reefs and diverse marine life just off the coast, making it a top activity for water enthusiasts staying in this region.
- Deep-Sea Fishing: Embark on a guided fishing trip where you can try your luck at catching the local species known to inhabit these waters.
- Kayaking and Paddleboarding: Enjoy the calm, shallow waters by paddling through scenic mangroves and secluded coves unique to this destination.
- Sunset Cruises: Relax on a boat tour while taking in breathtaking sunsets over the bay, offering unforgettable views tailored for adults seeking tranquility and natural beauty.
Stillwright Point Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Water Activities: Take advantage of the region’s renowned diving and snorkeling opportunities to experience its vibrant marine life firsthand.
- Plan Ahead for Sunsets: Make sure to schedule evenings in your vacation rental to enjoy the stunning sunset views that define this destination's tranquil atmosphere.
- Discover Unique Dining Spots: Savor fresh seafood and regional cuisine at nearby waterfront restaurants to immerse yourself in the local flavors.
- Maximize Your Outdoor Space: Utilize the outdoor areas of your vacation rental to relax, unwind, and enjoy the scenic surroundings of the area.
Transportation Options
- Car Rentals: Renting a vehicle here allows you to explore the region at your own pace, offering convenience and flexibility when staying close to Stillwright Point’s beautiful waters.
- Water Taxis and Boat Rentals: To enjoy the scenic waterways of Key Largo, water taxis and boat rentals provide a unique and enjoyable way to navigate the area’s stunning coastal environment.
- Public Transportation: Local bus services offer an affordable and straightforward option for getting around nearby attractions and amenities in the region.
- Taxi and Rideshare Services: Ride-hailing options like taxis and rideshare apps provide quick and reliable transportation for short trips within the vicinity of Stillwright Point.
Local Customs Options
- Respect for Marine Life: When visiting the area, you’ll find that locals prioritize preserving the vibrant marine ecosystems that make this destination so unique.
- Local Seafood Etiquette: Enjoying fresh seafood here typically involves supporting local fishermen and following simple dining customs that honor regional culinary traditions.
- Recreational Boating Customs: As boating is popular in this region, it’s customary to adhere to safety guidelines and be courteous to fellow boaters when exploring the waterways.
- Conservation Practices: Here, residents and visitors alike often participate in conservation efforts to protect the natural beauty of the area for future generations.
Stillwright Point Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Stillwright Point?
There are a lot of options in Stillwright Point. If you plan on staying in the Stillwright Point area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Stillwright Point:
- Waterfront Home 3/2.5,HotTub,2Sup,4Kayaks,Golf Car
- Historic Jewel of Key Largo With Two Houses on private two Acres
- Sunset Serenity at Moon Bay! Amazing Waterfront condo with Spectacular Sunsets!
- Amazing Sunset View in Key Largo
- Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo
- Gorgeous Sunsets from Your Balcony in Moon Bay/Walk to nearby restaurants
- Another Day in Paradise Best Waterfront and Poolside Views.
- Paradise for Rent (Condo and Private Boat Slip) monthly discount for sept & oct
- Meagan's Beach House - Bayfront Home with Breathtaking Sunrise and Sunsets
- Key Largo hidden gem! Rare Moon Bay condo with 2.5 baths!
2. How many vacation rentals have private pools in Stillwright Point?
There are 84 vacation rentals with private pools near Stillwright Point. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Stillwright Point are best for families?
If you are looking for a family-friendly vacation home in Stillwright Point, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Stillwright Point:
4. How many Rentbyowner vacation rentals are available in Stillwright Point?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 501 in the Stillwright Point area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Stillwright Point.
5. What is the cancellation policy for vacation rentals in Stillwright Point, Key Largo?
The cancellation policy varies by property. You should review the specific listing details or contact the property owner directly to understand the terms and any potential fees associated with cancellations.
6. Are there any additional fees or charges when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or security deposits are often specified on each listing. It's best to read the detailed description and policies or reach out to the owner to clarify any extra costs.
7. How do I confirm my reservation at a vacation rental in this region?
Reservation confirmation typically occurs after completing the booking process through the platform and may involve receiving an email or message from the property owner. Always check your correspondence for confirmation details.
8. What amenities can I expect in vacation rentals around this destination?
Amenities vary between properties but commonly include essentials like Wi-Fi, air conditioning, full kitchens, and outdoor spaces. Review individual listings for the specific amenities offered.
9. Is it possible to modify or extend my stay at a vacation rental in the area?
Modifications or extensions depend on the property's availability and the owner's policies. Contact the property owner directly to discuss any changes to your reservation.
Stillwright Point Top Rated Vacation Rentals
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Fireplace/Heating
- Pool
- Ocean View
US $269/Night
For 7 Nights US $1,882
1000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Private Pool
- Spa
- Fireplace/Heating
US $259/Night
For 7 Nights US $1,815
960 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
US $422/Night
For 7 Nights US $2,953
1100 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Spa
US $424/Night
For 7 Nights US $2,971
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $324/Night
For 7 Nights US $2,265
1128 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $261/Night
For 7 Nights US $1,826
947 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Oceanfront
- Spa
- Fireplace/Heating
US $299/Night
For 7 Nights US $2,092
1080 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $437/Night
For 7 Nights US $3,060
