Pleasure Isles Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Pleasure Isles, Hudson, Florida, USA

New Lemon Tree Retreat
From ZA R2,874 per night
New
2 Bedrooms 6 Guests
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
9.0 (1002 Reviews)
1 Bedroom 2 Guests
From ZA R1,960 per night
|
10.0 (2 Reviews)
2 Bedrooms 4 Guests
From ZA R3,011 per night
9.0 (635 Reviews)
1 Bedroom 2 Guests
10.0 (38 Reviews)
2 Bedrooms 4 Guests
8.8 (1001 Reviews)
1 Bedroom 2 Guests
From ZA R2,714 per night
10.0 (38 Reviews)
2 Bedrooms 6 Guests
From ZA R4,006 per night
|
10.0 (1 Review)
1 Bedroom 4 Guests
10.0 (37 Reviews)
2 Bedrooms 6 Guests
|
10.0 (1 Review)
2 Bedrooms 4 Guests
From ZA R2,567 per night
10.0 (35 Reviews)
2 Bedrooms 6 Guests
From ZA R2,780 per night
|
10.0 (1 Review)
1 Bedroom 11 Guests
10.0 (31 Reviews)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
4 Bedrooms 12 Guests
From ZA R3,149 per night
10.0 (30 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
From ZA R3,555 per night
|
9.6 (5 Reviews)
1 Bedroom 4 Guests
|
9.5 (12 Reviews)
1 Bedroom 2 Guests
From ZA R1,263 per night
10.0 (23 Reviews)
1 Bedroom 2 Guests
|
9.5 (4 Reviews)
1 Bedroom 2 Guests
10.0 (22 Reviews)
1 Bedroom 2 Guests
|
9.5 (4 Reviews)
1 Bedroom 6 Guests
10.0 (20 Reviews)
2 Bedrooms 4 Guests
|
9.5 (2 Reviews)
2 Bedrooms 6 Guests
10.0 (17 Reviews)
1 Bedroom 4 Guests
|
9.5 (2 Reviews)
3 Bedrooms 6 Guests
From ZA R2,764 per night
10.0 (15 Reviews)
1 Bedroom 2 Guests
|
9.2 (46 Reviews)
3 Bedrooms 7 Guests
10.0 (15 Reviews)
1 Bedroom 2 Guests
|
9.1 (20 Reviews)
4 Bedrooms 10 Guests
|
9.0 (1 Review)
2 Bedrooms 6 Guests
10.0 (11 Reviews)
2 Bedrooms 6 Guests
|
8.8 (4 Reviews)
3 Bedrooms 8 Guests
From ZA R2,519 per night
10.0 (11 Reviews)
2 Bedrooms 4 Guests
10.0 (10 Reviews)
2 Bedrooms 4 Guests
10.0 (8 Reviews)
2 Bedrooms 6 Guests
9.8 (107 Reviews)
2 Bedrooms 5 Guests
|
8.6 (10 Reviews)
1 Bedroom 2 Guests
|
8.8 (1000 Reviews)
1 Bedroom 2 Guests
|
8.2 (6 Reviews)
2 Bedrooms 6 Guests
7.4 (1006 Reviews)
1 Bedroom 2 Guests
9.8 (80 Reviews)
2 Bedrooms 6 Guests
|
8.0 (1 Review)
2 Bedrooms 6 Guests
6.8 (166 Reviews)
1 Bedroom 2 Guests
9.8 (71 Reviews)
2 Bedrooms 6 Guests
|
8.0 (1 Review)
2 Bedrooms 6 Guests
9.8 (63 Reviews)
1 Bedroom 2 Guests
|
7.5 (8 Reviews)
1 Bedroom 2 Guests
9.8 (47 Reviews)
2 Bedrooms 6 Guests
|
7.0 (8 Reviews)
1 Bedroom 4 Guests
|
7.0 (1 Review)
3 Bedrooms 7 Guests
9.8 (41 Reviews)
2 Bedrooms 10 Guests
From ZA R3,156 per night
7.0 (1 Review)
1 Bedroom 6 Guests
6.3 (3 Reviews)
2 Bedrooms 6 Guests
From ZA R2,320 per night
9.8 (30 Reviews)
1 Bedroom 2 Guests
|
New
4 Bedrooms 8 Guests
9.8 (14 Reviews)
2 Bedrooms 4 Guests

About Pleasure Isles Vacation Rentals

With more than 472 Pleasure Isles vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Pleasure Isles.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Pleasure Isles, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Pleasure Isles. Places to stay near Pleasure Isles are 763.67 ft² on average, with prices averaging ZA R3,380 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Pleasure Isles with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Pleasure Isles?

What are the top vacation rentals in Pleasure Isles?

How many Rentbyowner vacation rentals are available in Pleasure Isles?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 472 in the Pleasure Isles 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 Pleasure Isles. 

Nearby Neighborhood (3)

Neighborhood Property Count
Sea Ranch On The Gulf Vacation Rentals in Port Richey, Florida 31
Signal Cove Vacation Rentals in Port Richey, Florida 452
Killarney Shores To The Gulf Vacation Rentals in Port Richey, Florida 447