Charters By Owner - Vacation Rentals in Villas at Oak Bend

The Hideaways at Point Pleasant (Pine Side) From US $247
         

9.8 (175 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Boaters' Paradise From US $270
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Walkable Location! Retreat 1 Mi to Island Ferry From US $496
         

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New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
The Hideaways at Point Pleasant (Palm Side) From US $247
         

10.0 (172 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Snead Island Getaway From US $674
         

10.0 (149 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Villas at Oak Bend

Over 379+ Luxury Places to Stay in or Near Villas at Oak Bend
Blue Tide Bungalow From US $1,278
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bayfront Palmetto Retreat with Pool, Spa and Dock! From US $1,102
         

Stunning Historic resort, Pool, bar, 15 mins to AMI. From US $1,082
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Palms - Manatee Riverfront Retreat With dockage. From US $996
         

Hot Tub Sleeps 10 Park Your Boat & Trailer From US $857
         

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5.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Sabai Sabai From US $824
         

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1.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Florida Hayes House! 111 From US $773
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Charming Historic home, Heated pool, 15mins 2 AMI. From US $759
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Villas at Oak Bend

Over 146+ Top-Rated Vacation Rentals with a Pool in or Near Villas at Oak Bend
The Ocean Pearl From US $715
         

10.0 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Palmetto Home w/Private Pool & Dock! From US $491
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Blue Heron Riverfront Retreat From US $731
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Villas at Oak Bend

Over 140+ Pet-Friendly Vacation Rentals in or Near Villas at Oak Bend
Casa del Río! Beaches, IMG, Boating & Riverwalk. From US $321
         

10.0 (60 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3 Mi to Riverwalk Pet-Friendly Home with Yard! From US $237
         

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10.0 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Canal-Front Oasis in Terra Ceia: Pool, Patio, Dock From US $297
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Carriage house , NR beaches, walk to Main st. From US $326
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Sunshine Eleven GetawaynSleeps 6 Bedrooms 2 and pull out couch From US $192
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront 4BR Home | Heated Pool, Private Pier From US $591
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Villas at Oak Bend

Over 53+ Large Vacation Homes & Villas in or Near Villas at Oak Bend
Charming Home Near Anna Maria Beach Pool+Games From US $611
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hayes House From US $539
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
FUN Spring Training - Walk 2 Dwntn/Marina/Ferry From US $606
         

The Rosezena Experience. From US $560
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Blue Tide Bungalow Su From US $539
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Heated Pool Riverfront/Ferry to Beach/Game Room From US $544
         

9.8 (78 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Canal-Front Haven: Pool, Dock & Lanai in Palmetto From US $359
         

Wheelchair Accessible Vacation Homes in Villas at Oak Bend

Over 25+ Wheelchair Accessible Vacation Homes in or Near Villas at Oak Bend
Hampton Inn & Suites Bradenton From US $155
         

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8.8 (347 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn & Suites Bradenton Downtown Historic District From US $186
         

Waterfront Mansion & Elevator 4 Balconies, Hot Tub From US $360
         

Beautiful condo on the Bradenton Riverwalk From US $95
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • TV
Beautiful Waterfront Condo on Bradenton Riverwalk From US $188
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Villas at Oak Bend Vacation Rentals and Airbnb Places to Stay Under $200

Over 114+ Villas at Oak Bend Vacation Rentals and Airbnb Places to Stay Under $200
Modern Downtown Bradenton Retreat From US $161
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Walk to Manatee River Palmetto Unit with Sunroom From US $147
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • Accessibility
  • Security/Safety
SpringHill Suites by Marriott Bradenton Downtown/Riverfront From US $191
         

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9.2 (753 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Modern Downtown Bradenton Retreat From US $177
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Cozy Family Cottage Near River& Anna Maria sleep 7 From US $144
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Walkable Location! Retreat 1 Mi to Island Ferry From US $194
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
2 Mi to Riverwalk: Palmetto Gem w/Fire Pit & BBQ From US $182
         

9.8 (40 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Villas at Oak Bend

Over 156+ Instantly Bookable Vacation Homes in or Near Villas at Oak Bend
Modern Top Floor Rental Unit near Anna Maria Island From US $203
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming historic Little Blue House with a water view. From US $354
         

Charming Modern Cottage in Sunny Palmetto From US $295
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Waterfront Family Oasis- Pool, Dock & Relaxing Backyard From US $346
         

About Villas at Oak Bend Vacation Rentals

With more than 388 Villas at Oak Bend vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chartersbyowner 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 a rental property in Villas at Oak Bend.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chartersbyowner Villas at Oak Bend, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner 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, and other popular Airbnb-style properties in Villas at Oak Bend. Places to stay near Villas at Oak Bend are 1076.83 ft² on average, with prices averaging $315 a night.

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

Top Rental Accommodation Types in Villas at Oak Bend

Type Count
Vacation Homes 260
Holiday Apartments 67
Cottages 10
Villas 9
Hotels with Suites 8
B&B 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Villas at Oak Bend

Pro Tip: Chartersbyowner makes it easy to compare the best listings on Chartersbyowner homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chartersbyowner homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Villas at Oak Bend.

Weather in Villas at Oak Bend

View the weather forecast for Villas at Oak Bend before booking your Villas at Oak Bend 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

Villas at Oak Bend Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Villas at Oak Bend?
How many vacation rentals are available in Villas at Oak Bend?

Currently, the total number of properties listed in 2026 is over 388 in the Villas at Oak Bend area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Villas at Oak Bend.