Paradise Point pickleball Stays, Resort Rentals, & Homes
Condo
10.0Exceptional
(195 Reviews)
1 Bedroom
1 Bath
4 Guests
603 ft²
Oceanfront
Hot Tub
Parking
Pool
US $261/Night
7 Nights - US $1,826
House
- Key Largo
- ·
- Rock Harbor
- 0.39 mi to center
9.9Exceptional
(13 Reviews)
4 Bedrooms
4 Baths
10 Guests
2507.99 ft²
Private Beach- Oceanfront
- Hot Tub
Breakfast
US $1,115/Night
7 Nights - US $7,803
Cabin
- Key Largo
- ·
- Rock Harbor
- 0.03 mi to center
9.4Exceptional
(711 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
Ocean View
US $163/Night
7 Nights - US $1,142
Condo
10.0Exceptional
(169 Reviews)
2 Bedrooms
2 Baths
6 Guests
840 ft²
- Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $463/Night
7 Nights - US $3,243
House
- Key Largo
- ·
- Rock Harbor
- 0.41 mi to center
9.7Exceptional
(14 Reviews)
3 Bedrooms
3 Baths
6 Guests
2152.78 ft²
- Private Beach
- Hot Tub
- Parking
- Pool
US $690/Night
7 Nights - US $4,830
Condo
10.0Exceptional
(164 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $325/Night
7 Nights - US $2,276
Condo
10.0Exceptional
(135 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $447/Night
7 Nights - US $3,126
Condo
10.0Exceptional
(115 Reviews)
2 Bedrooms
2 Baths
6 Guests
840 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $443/Night
7 Nights - US $3,098
Condo
- Tavernier
- ·
- Blue Harbor Club
- 0.21 mi to center
10.0Exceptional
(88 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $379/Night
7 Nights - US $2,652
Luxury Places to Stay in Paradise Point
Over 1467+ Luxury Places to Stay in or Near Paradise Point
House
10.0Exceptional
(71 Reviews)
6 Bedrooms
6 Baths
20 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $2,341/Night
7 Nights - US $16,390
House
10.0Exceptional
(40 Reviews)
5 Bedrooms
5 Baths
14 Guests
3200 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $2,098/Night
7 Nights - US $14,683
House
- Key Largo
- ·
- Rock Harbor
- 0.36 mi to center
9.8Exceptional
(31 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,035/Night
7 Nights - US $7,247
Condo
- Key Largo
- ·
- Rock Harbor
- 0.41 mi to center
9.4Exceptional
(58 Reviews)
4 Bedrooms
3 Baths
8 Guests
2700 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $1,028/Night
7 Nights - US $7,199
House
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
10.0Exceptional
(17 Reviews)
3 Bedrooms
3 Baths
8 Guests
2024 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $993/Night
7 Nights - US $6,951
House
- Key Largo
- ·
- Rock Harbor
- 0.29 mi to center
9.8Exceptional
(116 Reviews)
3 Bedrooms
3 Baths
8 Guests
1750 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $969/Night
7 Nights - US $6,784
Condo
- Key Largo
- ·
- Rock Harbor
- 0.34 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
3 Baths
6 Guests
- Parking
- Kitchen
- Air Conditioner
Internet
US $959/Night
7 Nights - US $6,714
House
- Key Largo
- ·
- Rock Harbor
- 0.48 mi to center
3 Bedrooms
4 Baths
10 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $921/Night
7 Nights - US $6,448
House
3 Bedrooms
3 Baths
8 Guests
- Ocean View
- Balcony/Terrace
View- Kitchen
US $919/Night
7 Nights - US $6,433
Top-Rated Villas with a Pool in Paradise Point
Over 1036+ Top-Rated Private Villas with a Pool in or Near Paradise Point
Condo
- Key Largo
- ·
- Rock Harbor
- 0.32 mi to center
10.0Exceptional
(148 Reviews)
3 Bedrooms
2 Baths
8 Guests
2280 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $506/Night
7 Nights - US $3,539
Villa
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
10.0Exceptional
(104 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $762/Night
7 Nights - US $5,331
Condo
- Key Largo
- ·
- Rock Harbor
- 0.24 mi to center
10.0Exceptional
(102 Reviews)
4 Bedrooms
3 Baths
9 Guests
2650 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $811/Night
7 Nights - US $5,675
House
- Key Largo
- ·
- Rock Harbor
- 0.31 mi to center
10.0Exceptional
(82 Reviews)
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $588/Night
7 Nights - US $4,114
House
- Key Largo
- ·
- Rock Harbor
- 0.37 mi to center
10.0Exceptional
(74 Reviews)
3 Bedrooms
4 Baths
8 Guests
3049 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $853/Night
7 Nights - US $5,971
Condo
- Key Largo
- ·
- Rock Harbor
- 0.24 mi to center
10.0Exceptional
(70 Reviews)
2 Bedrooms
2 Baths
6 Guests
1800 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $562/Night
7 Nights - US $3,936
Condo
10.0Exceptional
(65 Reviews)
2 Bedrooms
2 Baths
6 Guests
920 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $331/Night
7 Nights - US $2,319
Condo
- Key Largo
- ·
- Rock Harbor
- 0.26 mi to center
10.0Exceptional
(58 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $502/Night
7 Nights - US $3,515
Condo
- Key Largo
- ·
- Rock Harbor
- 0.25 mi to center
10.0Exceptional
(49 Reviews)
4 Bedrooms
3 Baths
10 Guests
2635 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $632/Night
7 Nights - US $4,427
Pet-Friendly Villas in Paradise Point
Over 225+ Pet-Friendly Private Villas in or Near Paradise Point
Condo
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $210/Night
7 Nights - US $1,467
House
- Key Largo
- ·
- Paradise Point
- 0.04 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
9 Guests
2690.98 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,142/Night
7 Nights - US $7,993
House
1 Bedroom
1 Bath
- Air Conditioner
- Internet
Pet Friendly
Laundry
US $162/Night
7 Nights - US $1,131
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $197/Night
7 Nights - US $1,376
House
- Key Largo
- ·
- Rock Harbor
- 0.17 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
5 Baths
8 Guests
3875.01 ft²
- Parking
- Pool
Spa- View
US $1,050/Night
7 Nights - US $7,350
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Spa
US $401/Night
7 Nights - US $2,805
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $227/Night
7 Nights - US $1,589
House
2 Bedrooms
3 Baths
7 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $283/Night
7 Nights - US $1,978
House
2 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $150/Night
7 Nights - US $1,049
Large Private Villas in Paradise Point
Over 225+ Large Villas in or Near Paradise Point for Groups and Families
Condo
- Key Largo
- ·
- Rock Harbor
- 0.30 mi to center
10.0Exceptional
(36 Reviews)
4 Bedrooms
3 Baths
10 Guests
2600 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $890/Night
7 Nights - US $6,233
House
- Key Largo
- ·
- Rock Harbor
- 0.36 mi to center
8.8Fabulous
(9 Reviews)
4 Bedrooms
4 Baths
10 Guests
2647.92 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Parking
US $650/Night
7 Nights - US $4,550
House
- Key Largo
- ·
- Rock Harbor
- 0.39 mi to center
10.0Exceptional
(21 Reviews)
4 Bedrooms
4 Baths
10 Guests
2538 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $707/Night
7 Nights - US $4,950
Cabin
- Key Largo
- ·
- Rock Harbor
- 0.05 mi to center
9.5Exceptional
(205 Reviews)
10 Bedrooms
7 Baths
22 Guests
355.21 ft²
- Private Beach
- Parking
- Pool
- Ocean View
US $1,481/Night
7 Nights - US $10,367
House
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
9.8Exceptional
(48 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $402/Night
7 Nights - US $2,816
House
- Key Largo
- ·
- Rock Harbor
- 0.26 mi to center
9.8Exceptional
(17 Reviews)
4 Bedrooms
3 Baths
10 Guests
2400 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $590/Night
7 Nights - US $4,131
House
- Key Largo
- ·
- Rock Harbor
- 0.34 mi to center
9.6Exceptional
(82 Reviews)
4 Bedrooms
4 Baths
10 Guests
2600 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $719/Night
7 Nights - US $5,030
House
- Key Largo
- ·
- Rock Harbor
- 0.31 mi to center
9.6Exceptional
(58 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $771/Night
7 Nights - US $5,399
House
- Key Largo
- ·
- Rock Harbor
- 0.30 mi to center
9.6Exceptional
(44 Reviews)
4 Bedrooms
3 Baths
10 Guests
2600 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $776/Night
7 Nights - US $5,429
Wheelchair Accessible Holiday Homes in Paradise Point
Over 631+ Wheelchair Accessible Villas and Holiday Homes in or Near Paradise Point
Condo
10.0Exceptional
(27 Reviews)
2 Bedrooms
2 Baths
5 Guests
826 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $448/Night
7 Nights - US $3,134
House
9.0Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
6 Guests
1001.04 ft²
- Private Beach
- Hot Tub
- Breakfast
- Parking
US $225/Night
7 Nights - US $1,575
Resort
- Key Largo
- ·
- Rock Harbor
- 0.34 mi to center
9.0Exceptional
(1006 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $342/Night
7 Nights - US $2,393
Condo
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
5 Guests
826 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $442/Night
7 Nights - US $3,094
Resort
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
8.8Fabulous
(387 Reviews)
17 Baths
64 Guests
797.8 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Breakfast
US $352/Night
7 Nights - US $2,464
Condo
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
5 Guests
826 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $441/Night
7 Nights - US $3,084
Apartment
10.0Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
5 Guests
826 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $439/Night
7 Nights - US $3,076
Condo
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
5 Guests
826 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $438/Night
7 Nights - US $3,069
Condo
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
900 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $453/Night
7 Nights - US $3,170
Paradise Point Villas, Airbnb and Holiday Homes Under $200
Over 143+ Paradise Point Private Villas, Airbnb and Holiday Homes Under $200
Condo
- Key Largo
- ·
- Rock Harbor
- 0.19 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Parking
- Pool
- Spa
- Ocean View
US $152/Night
7 Nights - US $1,062
Resort
- Key Largo
- ·
- Rock Harbor
- 0.09 mi to center
8.5Fabulous
(1143 Reviews)
7 Baths
26 Guests
284.47 ft²
- Private Beach
- Oceanfront
- Parking
- Ocean View
US $128/Night
7 Nights - US $896
House
- Key Largo
- ·
- Rock Harbor
- 0.01 mi to center
9.4Exceptional
(214 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
- Ocean View
US $197/Night
7 Nights - US $1,378
Condo
9.2Exceptional
(156 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $197/Night
7 Nights - US $1,376
Resort
- Key Largo
- ·
- Rock Harbor
- 0.07 mi to center
8.1Excellent
(198 Reviews)
3 Baths
8 Guests
258.33 ft²
- Parking
- View
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,199
House
- Key Largo
- ·
- Silver Shores
- 0.08 mi to center
2 Bedrooms
2 Baths
4 Guests
1128 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $165/Night
7 Nights - US $1,158
Condo
- Key Largo
- ·
- Rock Harbor
- 0.18 mi to center
2 Bedrooms
1 Bath
5 Guests
1130 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $125/Night
7 Nights - US $873
House
3 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Pet Friendly
- Laundry
Bedding/Linens
US $199/Night
7 Nights - US $1,392
House
- Tavernier
- ·
- Blue Harbor Club
- 0.93 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $118/Night
7 Nights - US $829
Instantly Bookable Villa Rentals in Paradise Point
Over 961+ Instantly Bookable Private Villas in or Near Paradise Point
House
- Key Largo
- ·
- Rock Harbor
- 0.57 mi to center
10.0Exceptional
(49 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $596/Night
7 Nights - US $4,170
House
- Key Largo
- ·
- Rock Harbor
- 0.41 mi to center
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Air Conditioner
- Internet
- Laundry
US $621/Night
7 Nights - US $4,347
Condo
10.0Exceptional
(45 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $300/Night
7 Nights - US $2,097
Condo
10.0Exceptional
(44 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $393/Night
7 Nights - US $2,751
Condo
- Tavernier
- ·
- Blue Waters
- 0.20 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
826 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $370/Night
7 Nights - US $2,589
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
820 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $468/Night
7 Nights - US $3,273
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
826 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $444/Night
7 Nights - US $3,105
Condo
- Tavernier
- ·
- Blue Waters
- 0.05 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $363/Night
7 Nights - US $2,541
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
860 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $519/Night
7 Nights - US $3,634
Book a Last Minute Place to Stay in Paradise Point
About Paradise Point Vacation Rentals
Discover over 1476 amazing vacation rental options in Paradise Point with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Paradise Point.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 762.03 ft², with prices averaging US $557 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Paradise Point.
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Top Pickleball-Ready Accommodation Types in Paradise Point
| Type | Count |
|---|---|
| Vacation Homes | 638 |
| Holiday Apartments | 269 |
| Villas | 21 |
| Cottages | 9 |
Use these Quick Filters to Find a Vacation Rental in Paradise Point
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Paradise Point with PickleTrip™.
Weather in Paradise Point, FL
View the weather forecast for Paradise Point before booking your Paradise 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 Paradise Point?
What are the top vacation rentals, resorts, and hotels in Paradise Point with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Paradise Point. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Paradise Point!
- Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
- Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
- Florida Keys Paradise Awaits!
- Mariners Club 312, VRNR Luxury Collection, Epic Amenities, Boat Slip Available
- Modern and Coastal Ocean Pointe 2307
- Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
- Beautiful Oceanside Mariner`s 3 Bedroom Townhome
- EXPERIENCE OUR UNIQUE OCEAN VIEW RESORT STYLE PROPERTY LOCATED IN KEY LARGO!
- BEAUTIFULLY DESIGNED OCEANFRONT CONDO
- Mariner's Club 806 Clean, Spacious, Fully Equipped 4/3 Resort Amenities
How many pickleball-ready properties have private pools in Paradise Point?
Discover 89 accommodations with private or nearby pickleball courts in Paradise Point. Some of the best destinations to stay and play pickleball are:
- Reel Key Largo Escape Ocean Pointe 5209
- Reel Key Largo Escape Ocean Pointe 5209
- Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities
- Tropical Escape at Mariner’s Club 2BR Key Largo Condo w/Pools & Marina
Which vacation rentals, resorts, or hotels in Paradise Point is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Paradise Point? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Mockerman Southern Command
- Villa Valbuena Ocean Pearl Key Largo Pool Restaurant Marina Pickleball
- Mangrove Marina and Resort Aqualodge Houseboats
How many PickleTrip vacation rentals or resorts are available in Paradise Point?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1476 properties listed in Paradise Point in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
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