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Oldsmar Rentals with Pools

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1,289 Houses in Oldsmar with pools

Dolphin Bay Retreat

Oldsmar house

2 bedrooms / 1 bathroom / sleeps 8

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Price per night from

$284

Paradise Oasis-Resort House

Oldsmar house

7 bedrooms / 5 bathrooms / sleeps 16

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Price per night from

$1,031

Serenity Suite near Tampa's Reigning NFL Superbowl Champion and NHL Stanley Cup

Oldsmar apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$327

La Rustic House

Oldsmar house

3 bedrooms / 2 bathrooms / sleeps 9

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Price per night from

$389

Great rentals within 20 miles that match your search

*NEW* Spa Retreat: Relaxing Pool Home w/Hot Tub, Amenities and Conveniences

Tampa house

4 bedrooms / 3 bathrooms / sleeps 6

“Amazing Stay! Abolutely Loved This House!” My friends and I travel every year following our favorite football team and often look for homes to rent that provide many of the amenities you might find in high end hotels. In this home we found a gem. Property is amazing...well kept, spacious and convenient. Working with Paul was awesome and very welcoming. During the stay, Paul was always available at a moments notice if you needed anything. The home provided plenty of room for our group and the pool and spa are an extra added bonus. We were convenient to the highway, grocery stores and even Wal-Mart and restaurants. I will certainly look forward to staying in this property again when my travels bring me back to Tampa! Hats off to Paul and his team. Amazing Property!

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Price per night from

$285

Indian Shores/Indian Rocks Beach Town House

Indian Shores apartment

2 bedrooms / 3 bathrooms / sleeps 4

“Perfect location, clean and very nice” After an extensive search of the area, we were about to settle on a nice condo that happened to be missing some key features for us. Then we found Joe's condo at the last minute and couldn't believe how perfect it was for us. Before booking, I talked to Joe personally and he was generous with his time, describing the condo, the neighborhood, beach, etc. Since this was our first family vacation with younger kids, he really put us at ease that we were making the right choice. When we arrived later than expected, we were thankful that the check in process was so simple and quick. Everyone was anxious to get in the condo and get settled. Walking in the door and doing a quick tour, it was even nicer than the pictures showed. The kids were excited that their room had a tv in it and their closet was a walk in, which they converted into their own "changing room". The condo has very nice televisions, kitchen, bathrooms and furniture throughout. It definitely made it feel like home away from home. Our daughter has told everyone that the condo was the best part of her vacation. Joe has also made it easy to get to the beach with all of the necessary gear. There's a rolling cart, multiple chairs and umbrellas and some beach toys for the kids. Normally you could walk straight across the street to the beach, but there was construction going on, so we had to walk a few steps more. Not a big deal at all, especially with the cart. The beach location is perfect if you want your beach experience to be calm and relaxing. There was plenty of room for everyone and you weren't on top of other families, etc. The water was warm and calm, perfect for those who don't care for choppy waves and just want to relax. Returning to the condo from the beach was easy because the complex has multiple rinse off areas to clean sand from everyone and everything, making the entry back into your living space much easier. Although we didn't spend much time there, the pool area is nice and overlooks some water, with a nice small deck to fish off of. The neighborhood was quiet and friendly. A convenience mart at the end of the complex was nice to have as well for snacks, drinks or anything else you might forget. We found the condo's location to be perfectly situated for finding dining both north and south on Gulf Blvd. Nothing was more than a few minutes away and if it weren't for the little kids, we'd have used the bikes more often instead of a car. Joe was more than helpful in the days leading up to our trip and was available with anything we'd need during the trip. Can't say enough about his level of service. In summary Pros: - Cleanliness - Amenities - Location to beach - Location to dining - Number of rooms and bathrooms - Quiet neighborhood Suggestions - Bed pillows weren't the best (obviously personal preference), and it would have been nice to have extras to choose the right firmness - Would be nice to have a newer DVD/Blu-Ray player that allows access to Netflix or Amazon

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$154

Clearwater Beach Furnished Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$152

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$477

Beachfront 7th Floor Studio. Breathtaking View.

North Redington Beach apartment

/ 1 bathroom / sleeps 2

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$77

Cove Cay Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$54

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

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$113

Beautiful Updated Beachfront 2BR/2BA Condo

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$129

Wonderful Belleair Beach Condo

Belleair Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$91

Oceanfront 1400 sq ft Condo at Beach Cottage One! Private Beach, Big Pool

Indian Shores apartment

2 bedrooms / 2 bathrooms / sleeps 4

“We had a great vacation at this condo.” My family has been visiting indian rocks beach for nearly two decades, and we continue coming back to this resort and specifically, Martin's condo. It is always kept updated and we had a nice relaxing stay. It has WiFi for the kids and has a picture perfect view of the beach, ocean, sunsets and pool deck. You won't be disappointed.

Responds fast! avg. 2 hours 44 minutes

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Price per night from

$211

Seashell #15 Quiet & Relaxing Condo

Indian Shores apartment

2 bedrooms / 3 bathrooms / sleeps 4

“Loved it!!!!!” The location is convenient to the beach, great restaurants and shopping. The condo is more like a home, immaculately kept and well equipped with everything from a cart to haul your beach chairs to a blender to mix your Margaritas! I would have stayed here again next year if it wasn't already booked.

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$195

Geodesic Dome

Holiday apartment

1 bedroom / 1 bathroom / sleeps 4

“Will and already have recomend to others.” Lots of fun places to see and eat at nearby. Sharon and Ralph made sure we had everything we needed.

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$165

Penthouse with enchanting ocean views - No Booking Fees. Contact Owner.

Indian Rocks Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect” We stayed here last year(this years holiday reminded me I really need to leave some feedback). My family absolutely loved this Condo, location was perfect, you really do just look onto the Gulf. The only thing between you and the beach is the pool, which makes it even better. Leaving the beach there was nothing better than a quick cool off in the pool before heading up to the condo( via the lift which takes you directly to your own private balcony). On lazy days parents were able to sit on the balcony and let the kids leave the condo via the lift and watch them go down to the beach and play, no roads or other distractions. Previous comments didn't like the couch- it's leather and green no big deal, personal tastes. There were a couple of loose tiles on the bathroom floor but again no big deal, the spa bath more than made up for it. If I was staying at Indian rocks again( which I might because the area is great) then this condo would be first on my list.

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Price per night from

$156

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 16 minutes

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Price per night from

$228

HOME AWAY FROM HOME ..

Indian Rocks Beach apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay in Indian Rocks Beach” My wife and I celebrated our 31st anniversary and stayed in Sharif and Sabine's condo 202 Reef Club 1000 Gulf BLVD. They bent over backwards to make sure our stay was incredible. They asked us to do a quick run through of the unit and if there was anything dirty or needed repair to call immediately. We called on a toilet issue and over the phone we repaired it within minutes. They also had beach chairs umbrella and toys to play with so we did not need to bring anything with us. We are looking forward to our next stay. I have business in Tampa and usually stay at a hotel. if this unit is open, it was less expensive and had tons more room.

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$1,138

single family home one level, all one family homes community

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 4

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$65

Clearwater, Florida 2 Bedroom Fully Equipped Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Location” Excellent location, close to beach and shopping, very clean unit. Loved that there were beach chairs and lots of towels available. Owners were easy to deal with and very cooperative. I would definitely rent this condo again.

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$72

Avalon at Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“Location,Location,Location” Terrific get-a-way. Quiet, comfortable ,very clean, has everything you could want .Very close to other locations such as Tampa ,Dunedin. Beautiful beaches. Fabulous sunsets. .Great restaurants within walking distances. Condo has a beautiful pool. Truly a paradise . A must rental.

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$114

Enjoy a Florida Vacation in a beachfront condo!

Madeira Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$200

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 6

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$293

CLEARWATER LUXURY RESORT STYLE CONDO

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$170

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$313

Holiday House In Florida At A Lake

Port Richey house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$174

Waterfront, Elegant European-Like Palace

Land O Lakes villa

7 bedrooms / 7 bathrooms / sleeps 20

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$1,707

Luxury Gulf/Pool Front/ Corner Unit

Indian Shores condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$147

# 514 Madeira Norte, Madeira Beach

Madeira Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

“Perfectly awesome!” Absolutely gorgeous condo. Kitchen and bathroom had everything needed and more. Best location,private type beach, great for families and beautiful. Planning on staying at 514 next year. I personally would install a window treatment in the family room. The late afternoon sun is brutal. My 14 year old granddaughter says it is perfect!

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Price per night from

$220

Belleview Gulf Condos

Indian Shores condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$98

Seminole, Largo, 55 plus Beautiful Florida Condo

Seminole condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$80

Beach front condo on Redington Shores

Redington Shores condo

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$77

Oceanfront Views and Spectacular Sunsets with Pool

Indian Rocks Beach condo

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$370

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$171

Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 50 minutes

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Price per night from

$152

Spacious Townhouse on Lake Tarpon

Tarpon Springs condo

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$285

SUNSHINE HOLIDAY

St. Petersburg manor house

5 bedrooms / 6 bathrooms / sleeps 10

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Price per night from

$1,140

Viewing 38 of 1,289
rentals in Oldsmar

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