Discover Your Perfect Paradise Point Vacation Homes

Best Vacation Homes in Paradise Point

Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£157/Night 7 Nights - £1,097
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House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 5 Guests 828.82 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£199/Night 7 Nights - £1,394
star-icons-3
Cabin
Map-icon
like-icon9.4
Exceptional
(686 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
£178/Night 7 Nights - £1,247
Apartment
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£197/Night 7 Nights - £1,378
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 9 Guests 2690.98 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£841/Night 7 Nights - £5,888
New
House
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£185/Night 7 Nights - £1,296
New
House
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Child Friendly
    Child Friendly
£131/Night 7 Nights - £919
Condo
Map-icon
like-icon10.0
Exceptional
(288 Reviews)
2 Bedrooms 2 Baths 4 Guests 900 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£236/Night 7 Nights - £1,653

Paradise Point Luxury Rentals

Villa
Map-icon
9 Bedrooms 10 Baths 18 Guests 7400 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£6,732/Night 7 Nights - £47,124
House
Map-icon
1 Bedroom 2 Baths 50 Guests 2002.09 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£3,074/Night 7 Nights - £21,518
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House
Map-icon
like-icon9.7
Exceptional
(3 Reviews)
4 Bedrooms 5 Baths 8 Guests 3875.01 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,929/Night 7 Nights - £13,505
House
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
5 Bedrooms 5 Baths 14 Guests 3200 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,832/Night 7 Nights - £12,822
House
Map-icon
like-icon10.0
Exceptional
(68 Reviews)
6 Bedrooms 6 Baths 20 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,813/Night 7 Nights - £12,691
Hotel
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4 Baths
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,801/Night 7 Nights - £12,606
Hotel
Map-icon
4 Baths
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,762/Night 7 Nights - £12,334
House
Map-icon
like-icon9.6
Exceptional
(113 Reviews)
6 Bedrooms 4 Baths 14 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,705/Night 7 Nights - £11,935

Paradise Point Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£101/Night 7 Nights - £706
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 9 Guests 2690.98 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£892/Night 7 Nights - £6,246
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Boat Rental
Map-icon
like-icon9.4
Exceptional
(337 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£276/Night 7 Nights - £1,929
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 6 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£232/Night 7 Nights - £1,627
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 5 Baths 8 Guests 3875.01 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£774/Night 7 Nights - £5,415
Condo
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 6 Guests 1400 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£164/Night 7 Nights - £1,150
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 6 Guests 1450 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£149/Night 7 Nights - £1,045
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£129/Night 7 Nights - £900

Paradise Point Large Vacation Homes

House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 10 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£87/Night 7 Nights - £609
star-icons-4
House
Map-icon
like-icon9.9
Exceptional
(12 Reviews)
4 Bedrooms 4 Baths 10 Guests 2507.99 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£821/Night 7 Nights - £5,749
House
Map-icon
2 Bedrooms 2 Baths 10 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
£207/Night 7 Nights - £1,451
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Cabin
Map-icon
like-icon9.5
Exceptional
(205 Reviews)
10 Bedrooms 7 Baths 22 Guests 355.21 ft²
  • Private Beach
    Private Beach
  • Pool
    Pool
More amenities
£1,091/Night 7 Nights - £7,637
House
Map-icon
like-icon10.0
Exceptional
(153 Reviews)
4 Bedrooms 4 Baths 10 Guests 2600 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£544/Night 7 Nights - £3,806
Villa
Map-icon
like-icon10.0
Exceptional
(98 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£518/Night 7 Nights - £3,625
House
Map-icon
like-icon10.0
Exceptional
(78 Reviews)
4 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£508/Night 7 Nights - £3,559
House
Map-icon
like-icon10.0
Exceptional
(50 Reviews)
3 Bedrooms 3 Baths 10 Guests 1200 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£991/Night 7 Nights - £6,937

Why Choose Rent By Owner for your Paradise Point Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Paradise Point

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this destination ensures you enjoy perfect weather and optimal conditions for your stay in Paradise Point, Key Largo, Florida, USA, allowing you to make the most of your experience here.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination sees an influx of visitors seeking warmer weather and coastal relaxation, making it an ideal time for enjoying outdoor activities and scenic views.

Average Temperature Daytime: 75°F - Nighttime: 65°F
spring
Spring (March to May)

Spring brings pleasant temperatures and vibrant natural beauty, attracting travelers who want to experience the region's idyllic climate and outdoor adventures.

Average Temperature Daytime: 80°F - Nighttime: 70°F

Off-Season Highlights

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Summer (June to August)

In summer, higher humidity and occasional rain can lead to fewer crowds, providing a more relaxed environment for exploring and staying in vacation rentals here.

Average Temperature Daytime: 85°F - Nighttime: 78°F
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Fall (September to November)

Autumn features cooler temperatures and less busy periods, offering a peaceful setting for those looking to enjoy the area's natural beauty away from peak season crowds.

Average Temperature Daytime: 78°F - Nighttime: 68°F

Weekly Weather Forecast for Paradise Point

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.

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

  • Enjoy private outdoor patios or decks perfect for relaxing while soaking up the Florida sunshine.
  • Access to outdoor grilling areas so you can prepare delicious meals with fresh local seafood.
  • Take advantage of waterfront views from your outdoor seating, ideal for unwinding after your day exploring the region.
  • Benefit from communal swimming pools that offer a refreshing escape in the warm climate of the area.
  • Utilize private docks or boat slips, allowing easy access for exploring the surrounding waters by boat.
  • Share outdoor dining spaces designed for enjoying meals together amidst the scenic landscape of this destination.
  • Make use of lush landscaped gardens or yard areas that provide a peaceful setting for outdoor activities or lounging.
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Family Activities

  • John Pennekamp Coral Reef State Park: Explore the vibrant marine life through snorkeling or kayaking, ensuring a fun-filled day surrounded by the natural beauty of this region.
  • Florida Keys Business & Cultural Center: Discover interactive exhibits and cultural events that provide educational entertainment perfect for family outings here in the area.
  • Harry Harris Park: Enjoy scenic picnics, playgrounds, and relaxing beach access at this popular destination for families seeking outdoor activities nearby.
  • Fishing and Boating Excursions: Embark on guided fishing trips or boat rentals to experience the region’s renowned waters, offering memorable adventures for everyone in the family.
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Adult Activities

  • Snorkeling and Diving: Explore the vibrant coral reefs and abundant marine life just off the coast, offering unforgettable underwater adventures in this tropical paradise.
  • Fishing Charters: Embark on a fishing excursion tailored for adults, targeting species like tarpon and grouper in the region’s productive waters.
  • Sunset Cruises: Enjoy a relaxing evening on the water with scenic sunset cruises that showcase the area's stunning horizons and tranquil ambiance.
  • Dining at Waterfront Restaurants: Savor fresh seafood and local delicacies at upscale waterfront dining establishments, perfect for indulging after a day of exploring.

Paradise Point Travel Tips

How Can You Make the Most of Your Stay?

  • Plan for Water Activities: Take advantage of the area's vibrant marine environment by booking boat rentals or snorkeling excursions directly from your vacation rentals here to explore the stunning coral reefs and clear waters.
  • Choose a Prime Location: Select a rental close to the best local spots for fishing, kayaking, or relaxing on the beach to maximize your time enjoying the natural beauty of this destination.
  • Enjoy Fresh Seafood and Local Cuisine: Opt for accommodations near popular dining options where you can indulge in the region’s renowned seafood and authentic Florida cuisine.
  • Embrace the Relaxed Atmosphere: Make the most of your stay by scheduling downtime at your vacation rentals to unwind and soak in the tranquil surroundings of the area’s island vibe.

Transportation Options

  • Car Rentals: You can explore the area conveniently with rental cars available nearby, providing flexibility to visit key attractions and enjoy scenic drives around this tropical destination.
  • Marina and Water Taxi Services: Navigating via marina or water taxi offers a scenic and relaxing way to access the region's beautiful waterfront locations and islands.
  • Public Transit: Local bus services operate throughout the area, offering an affordable and eco-friendly transportation option for exploring here.
  • Bicycle Rentals: Biking is a great way to experience the region’s natural beauty, with bike rentals readily accessible for leisurely rides along scenic routes.

Local Customs Options

  • Respect for Marine Life: Locals here highly value their vibrant marine ecosystem, encouraging visitors to avoid touching or disturbing wildlife when exploring the waters.
  • Seafood Dining Etiquette: When enjoying local seafood, it's customary to appreciate fresh catches prepared with traditional Florida flavors, reflecting the area's rich fishing heritage.
  • Beach and Dock Rules: Maintaining cleanliness and following designated areas at beaches and docks is essential to uphold the region’s environmental harmony and community standards.
  • Celebration of Seafood Festivals: Participating in seasonal seafood festivals allows visitors to engage with the local culture and support regional fishermen and artisans.

Frequently Asked Questions About Paradise Point?

2. How many vacation rentals have private pools in Paradise Point?

3. Which vacation homes in Paradise Point are best for families?

If you are looking for a family-friendly vacation home in Paradise 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 Paradise Point:

4. How many Rentbyowner vacation rentals are available in Paradise Point?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1412 in the Paradise 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 Paradise Point. 

5. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by property. To ensure you understand the specific terms, please review the listing details or contact the owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are listed on each property’s page. It’s best to check the listing for exact details or reach out to the owner for clarification.

7. How do I confirm my reservation in this destination?

Reservations are confirmed once you complete the booking process and receive a confirmation from the owner or property manager. Make sure to read all communication for any specific steps required.

8. Can I find pet-friendly vacation rentals in this region?

Many properties accommodate pets, but it depends on individual listings. Use filters or check the property description to locate pet-friendly options and contact owners if needed.

9. What amenities should I expect at vacation rentals in this area?

Amenities vary by property, but common features include waterfront access, outdoor spaces, and modern comforts. For detailed information, review each listing carefully or ask the owner directly.

Paradise Point Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(288 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£192/Night 7 Nights - £1,344
Apartment
Map-icon
like-icon10.0
Exceptional
(285 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£202/Night 7 Nights - £1,411
Condo
Map-icon
like-icon10.0
Exceptional
(190 Reviews)
1 Bedroom 1 Bath 4 Guests 603 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£190/Night 7 Nights - £1,333
Condo
Map-icon
like-icon10.0
Exceptional
(159 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£217/Night 7 Nights - £1,519
Apartment
Map-icon
like-icon10.0
Exceptional
(148 Reviews)
2 Bedrooms 2 Baths 4 Guests 875 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£271/Night 7 Nights - £1,896
Condo
Map-icon
like-icon10.0
Exceptional
(141 Reviews)
3 Bedrooms 2 Baths 8 Guests 2280 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£425/Night 7 Nights - £2,978
Condo
Map-icon
like-icon10.0
Exceptional
(136 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£279/Night 7 Nights - £1,951
Condo
Map-icon
like-icon10.0
Exceptional
(130 Reviews)
2 Bedrooms 2 Baths 6 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£346/Night 7 Nights - £2,424