Stillwright Point Holiday Rentals
Condo
10.0Exceptional
(102 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
Parking
Pool
Ocean View
Balcony/Terrace
US $278/Night
7 Nights - US $1,945
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
947.22 ft²
Private Beach
Oceanfront
EV Charge Station- Parking
US $300/Night
7 Nights - US $2,100
Hotel
- Key Largo
- ·
- Anglers Park
- 0.40 mi to center
9.4Exceptional
(1542 Reviews)
1 Bath
Hot Tub
Breakfast- Parking
- Pool
US $286/Night
7 Nights - US $2,005
Condo
10.0Exceptional
(100 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
Spa
US $413/Night
7 Nights - US $2,894
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Pool
View
Internet
US $434/Night
7 Nights - US $3,038
Condo
10.0Exceptional
(93 Reviews)
2 Bedrooms
1 Bath
6 Guests
947 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $242/Night
7 Nights - US $1,695
Condo
10.0Exceptional
(84 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $233/Night
7 Nights - US $1,632
Condo
10.0Exceptional
(79 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $238/Night
7 Nights - US $1,668
Condo
10.0Exceptional
(61 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
Private Pool- Parking
- Pool
- Spa
US $221/Night
7 Nights - US $1,548
Luxury Holiday Rentals in Stillwright Point
Over 478+ Luxury Holiday Rentals in or Near Stillwright Point
New
House
- Key Largo
- ·
- Twin Lakes
- 0.13 mi to center
3 Bedrooms
2 Baths
8 Guests
Air Conditioner- Internet
Child Friendly
Laundry
Unlock the Best Price
House
- Key Largo
- ·
- Anglers Park
- 0.52 mi to center
9.8Exceptional
(38 Reviews)
8 Bedrooms
2 Baths
16 Guests
4000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $2,071/Night
7 Nights - US $14,499
New
House
8 Bedrooms
8 Baths
18 Guests
5900 ft²
- Hot Tub
- Air Conditioner
- Internet
- Child Friendly
US $1,660/Night
7 Nights - US $11,621
New
House
- Key Largo
- ·
- Cross Key Waterways
- 0.17 mi to center
3 Bedrooms
2 Baths
- Private Pool
- Parking
- Pool
- Ocean View
US $1,362/Night
7 Nights - US $9,537
New
House
- Key Largo
- ·
- Twin Lakes
- 0.07 mi to center
4 Bedrooms
2 Baths
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,140/Night
7 Nights - US $7,980
House
- Key Largo
- ·
- Sexton Cove Estates
- 0.16 mi to center
4 Bedrooms
3 Baths
10 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $925/Night
7 Nights - US $6,473
New
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $875/Night
7 Nights - US $6,127
House
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
9 Guests
2600 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $851/Night
7 Nights - US $5,958
House
4 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $842/Night
7 Nights - US $5,896
Top-Rated Holiday Rentals with a Pool in Stillwright Point
Over 198+ The Best Private Villas and Holiday Rentals in Stillwright Point with a Pool
Condo
10.0Exceptional
(61 Reviews)
3 Bedrooms
2 Baths
6 Guests
960 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $349/Night
7 Nights - US $2,441
House
10.0Exceptional
(49 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $420/Night
7 Nights - US $2,938
Condo
10.0Exceptional
(39 Reviews)
2 Bedrooms
1 Bath
6 Guests
947 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $236/Night
7 Nights - US $1,649
Condo
10.0Exceptional
(36 Reviews)
2 Bedrooms
1 Bath
6 Guests
1091 ft²
- Parking
- Pool
- Spa
- Ocean View
US $269/Night
7 Nights - US $1,880
House
10.0Exceptional
(32 Reviews)
2 Bedrooms
2 Baths
6 Guests
1080 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $316/Night
7 Nights - US $2,211
House
- Key Largo
- ·
- Twin Lakes
- 0.20 mi to center
10.0Exceptional
(25 Reviews)
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $442/Night
7 Nights - US $3,096
House
10.0Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $426/Night
7 Nights - US $2,981
Condo
10.0Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $462/Night
7 Nights - US $3,233
House
- Key Largo
- ·
- Stillwright Point
- 0.07 mi to center
10.0Exceptional
(15 Reviews)
4 Bedrooms
4 Baths
10 Guests
3200 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $607/Night
7 Nights - US $4,250
Pet-Friendly Holiday Rentals in Stillwright Point
Over 152+ Pet-Friendly Holiday Rentals in or Near Stillwright Point
House
- Key Largo
- ·
- Anglers Park
- 0.33 mi to center
10.0Exceptional
(47 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $387/Night
7 Nights - US $2,706
Apartment
- Key Largo
- ·
- Twin Lakes
- 0.12 mi to center
2 Bedrooms
1 Bath
6 Guests
1614.59 ft²
- Hot Tub
- View
- Air Conditioner
- Internet
US $296/Night
7 Nights - US $2,072
House
- Key Largo
- ·
- Anglers Park
- 0.33 mi to center
10.0Exceptional
(25 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $452/Night
7 Nights - US $3,161
House
- Key Largo
- ·
- Sexton Cove Estates
- 0.25 mi to center
2 Bedrooms
2 Baths
6 Guests
957.99 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $258/Night
7 Nights - US $1,806
House
10.0Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $722/Night
7 Nights - US $5,052
House
- Key Largo
- ·
- Anglers Park
- 0.44 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $237/Night
7 Nights - US $1,659
House
- Key Largo
- ·
- Anglers Park
- 0.14 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $178/Night
7 Nights - US $1,247
Cottage
- Key Largo
- ·
- Anglers Park
- 0.42 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $135/Night
7 Nights - US $948
House
- Key Largo
- ·
- Sexton Cove Estates
- 0.21 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $297/Night
7 Nights - US $2,078
Large Holiday Rentals and Private Villas in Stillwright Point
Over 70+ Large Holiday Rentals and Private Villas in or Near Stillwright Point
House
- Key Largo
- ·
- Riviera Village
- 0.16 mi to center
10.0Exceptional
(11 Reviews)
5 Bedrooms
5 Baths
10 Guests
3500 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $765/Night
7 Nights - US $5,358
Villa
- Key Largo
- ·
- Anglers Park
- 0.42 mi to center
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $431/Night
7 Nights - US $3,020
House
- Key Largo
- ·
- Twin Lakes
- 0.15 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
2 Baths
10 Guests
1650 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $360/Night
7 Nights - US $2,523
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
4 Baths
10 Guests
2022 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $402/Night
7 Nights - US $2,814
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $349/Night
7 Nights - US $2,446
House
- Key Largo
- ·
- Cross Key Waterways
- 0.10 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2976 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $293/Night
7 Nights - US $2,050
House
10.0Exceptional
(1 Review)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $715/Night
7 Nights - US $5,005
House
- Key Largo
- ·
- Winston Waterways
- 0.12 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $581/Night
7 Nights - US $4,067
House
- Key Largo
- ·
- Sexton Cove Estates
- 0.09 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $330/Night
7 Nights - US $2,312
Wheelchair Accessible Holiday Homes in Stillwright Point
Over 45+ Wheelchair Accessible Holiday Homes in or Near Stillwright Point
Apartment
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
5 Guests
947 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $249/Night
7 Nights - US $1,743
Resort
8.6Fabulous
(138 Reviews)
1 Bath
4 Guests
796.53 ft²
- Oceanfront
- EV Charge Station
- Parking
- Pool
US $268/Night
7 Nights - US $1,876
Hotel
8.8Fabulous
(1083 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $147/Night
7 Nights - US $1,027
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $264/Night
7 Nights - US $1,846
Hotel
8.4Excellent
(1119 Reviews)
8 Baths
302.73 ft²
- Private Beach
- Oceanfront
- Parking
- Pool
US $295/Night
7 Nights - US $2,062
Condo
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $413/Night
7 Nights - US $2,890
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Pool
- Spa
US $360/Night
7 Nights - US $2,520
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
950 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $284/Night
7 Nights - US $1,987
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $306/Night
7 Nights - US $2,144
Stillwright Point Private Villas and Holiday Homes Under $200
Over 104+ Stillwright Point Private Villas and Holiday Homes Under $200
House
- Key Largo
- ·
- Sexton Cove Estates
- 0.14 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
902 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $150/Night
7 Nights - US $1,052
Hotel
- Key Largo
- ·
- Anglers Park
- 0.23 mi to center
8.9Fabulous
(24 Reviews)
9 Baths
459.26 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $195/Night
7 Nights - US $1,366
Hotel
9.2Exceptional
(1002 Reviews)
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $135/Night
7 Nights - US $946
House
- Key Largo
- ·
- Anglers Park
- 0.27 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
1518 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $124/Night
7 Nights - US $870
Hotel
8.0Excellent
(124 Reviews)
7 Baths
473.61 ft²
- Private Beach
- Oceanfront
- Parking
- Ocean View
US $170/Night
7 Nights - US $1,191
House
- Key Largo
- ·
- Anglers Park
- 0.49 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $115/Night
7 Nights - US $807
Cottage
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $160/Night
7 Nights - US $1,117
House
- Key Largo
- ·
- Anglers Park
- 0.29 mi to center
9.8Exceptional
(26 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $129/Night
7 Nights - US $903
House
- Key Largo
- ·
- Ocean Isle Estates
- 0.15 mi to center
9.6Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1682 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $165/Night
7 Nights - US $1,154
Instantly Bookable Holiday Homes in Stillwright Point
Over 233+ Instantly Bookable Holiday Homes in or Near Stillwright Point
Cottage
- Key Largo
- ·
- Anglers Park
- 0.69 mi to center
10.0Exceptional
(46 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $222/Night
7 Nights - US $1,551
House
10.0Exceptional
(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Pool
- Spa
US $276/Night
7 Nights - US $1,933
House
- Key Largo
- ·
- Twin Lakes
- 0.24 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $230/Night
7 Nights - US $1,613
Condo
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $352/Night
7 Nights - US $2,464
House
- Key Largo
- ·
- Sexton Cove Estates
- 0.36 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $393/Night
7 Nights - US $2,749
Condo
- Key Largo
- ·
- Anglers Park
- 0.11 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $274/Night
7 Nights - US $1,921
House
- Key Largo
- ·
- Sexton Cove Estates
- 0.20 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Pool
- Air Conditioner
- Internet
US $329/Night
7 Nights - US $2,303
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $310/Night
7 Nights - US $2,173
House
- Key Largo
- ·
- Cross Key Waterways
- 0.13 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $245/Night
7 Nights - US $1,718
Book a Last Minute Place to Stay in Stillwright Point
About Casai's Private Villas and Holiday Rentals in Stillwright Point
Discover more than 487 vacation rentals available in Stillwright Point. 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 Stillwright Point.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Stillwright Point, 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 Stillwright Point. On average, places to stay near Stillwright Point offer 708.02 ft², with nightly prices averaging US $361.
With Casai, finding and comparing holiday rentals in Stillwright Point is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Stillwright Point
| Type | Count |
|---|---|
| Vacation Homes | 366 |
| Holiday Apartments | 31 |
| Cottages | 7 |
| Villas | 3 |
Use these Quick Filters to Find a Holiday Rental in Stillwright Point
★ 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 Stillwright Point.
Weather in Stillwright Point, FL
View the weather forecast for Stillwright Point before booking your Stillwright Point Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Stillwright Point?
What are the top holiday rentals in Stillwright Point?
With numerous options available in Stillwright Point, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Stillwright Point:
- Waterfront Home 3/2.5,HotTub,2Sup,4Kayaks,Golf Car
- Amazing Sunset View in Key Largo
- Sunset Serenity at Moon Bay! Amazing Waterfront condo with Spectacular Sunsets!
- 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.
- Rare Key Largo Moon Bay condo with 3 bdrm & 2.5 baths! Min 6 night stay please!
- Key Largo Paradise for Rent Condo & Private Boat Slip - Sept/Oct Promo!
- Meagan's Beach House - Bayfront Home with Breathtaking Sunrise and Sunsets
- Paradise in Key Largo
How many holiday rentals have private pools in Stillwright Point?
Discover a selection of holiday rentals with private pools near Stillwright Point 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.
- Rare Bayfront End Unit Moon Bay 2BR w/Boat Slip, Pool, Beach & Sunset Views
- 2BR in Key largo w pool and sunset views
- Key Largo Canalfront Home w/Boat Lift, Swim Spa, Tiki Hut & Game Room
- Open for 26-27 Holiday Season 3-Waterfront Key Largo House.Great outdoors.Events
Which holiday homes in Stillwright Point are best for families?
If you're searching for a family-friendly holiday home in Stillwright Point, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Stillwright Point:
- Meagan's Beach House - Bayfront Home with Breathtaking Sunrise and Sunsets
- Moon Bay C1 Key Largo Sunsets - 2 bedroom Townhouse sleeps 4
- Azul del Mar
How many Casai.nz holiday rentals are available in Stillwright Point?
As of 2026, Casai boasts over 487 properties listed in the Stillwright Point area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Stillwright Point.
Map
