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Oldsmar Rentals

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Price: high to low

Number of reviews

1,816 Houses

Dolphin Bay Retreat

Oldsmar house

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$286

Flamingo Bungalow Beautiful Tampa Retreat

Oldsmar apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 16 minutes

Price per night from

$132

Florida Blue House

Oldsmar house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$182

Responds fast! avg. 1 hour 1 minutes

Price per night from

$539

Paradise Oasis-Resort House

Oldsmar house

7 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$1,028

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

Oldsmar apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$326

La Rustic House

Oldsmar house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$389

Town & Country & Near Clearwater Beaches

Oldsmar house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 45 minutes

Price per night from

$217

Great rentals within 20 miles that match your search

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.

Price per night from

$115

Enjoy a Florida Vacation in a beachfront condo!

Madeira Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$200

Gulf Front 6 bdrm pvt htd/pool slps up to 20

Crystal Beach house

6 bedrooms / 4 bathrooms / sleeps 21

Price per night from

$998

Beautifully updated Clearwater Condo- 20-25 Minutes to the Beach

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$189

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$294

3 bedroom / 2bath Large Condo on the Beach

Indian Rocks Beach condo

3 bedrooms / 2 bathrooms / sleeps 8

“Great condo!” Great condo! Just as pictured. No beach view but right on the beach. Owners very nice. Will definitely go back!

Price per night from

$286

CLEARWATER LUXURY RESORT STYLE CONDO

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$171

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$205

Beach Front Condo In Indian Rocks Beach

Indian Rocks Beach condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 28 minutes

Price per night from

$210

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

Price per night from

$315

Holiday House In Florida At A Lake

Port Richey house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$170

Newly renovated condo in Avalon of Clearwater, come see the wonders of Florida!

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 18 minutes

Price per night from

$115

Surfside Villas - steps from the beach

Indian Shores apartment

2 bedrooms / 2 bathrooms / sleeps 8

“Amazing” Absolutely beautiful! Condo is great and the area is phenomenal, Tom is the perfect host! Definitely coming back

Responds fast! avg. 2 hours 13 minutes

Price per night from

$258

Beachside Efficiency in Treasure Island (Blue)

Treasure Island apartment

/ 1 bathroom / sleeps 2

“Perfect location” The location of this stay is just amazing for the price. It's not directly on the beach but it practically feels like it is because there it is less than one minute to get to the beach without crossing any major road. The place is small, but it worked perfectly for just 2 people. Doesn't have a stove or oven so you have to resort to fruits or microwave food but it's not a big deal as there are tons of restaurants nearby. Only issue we really had was that you could hear either the neighbors next door or the above us running around and banging but it wasn't for too long and wasn't too bad. We had ignored it pretty quickly if that helps. For longer stays, be sure to get toilet paper and possibly soap. Also there is no way to wash clothes so pack a lot if this is your only stay. I don't believe there was an outdoor shower to wash off the sand before going in, but honestly we could have just missed where it was. Overall, really nice place, can't beat the price for the location.

Price per night from

$63

Beachside Efficiency in Treasure Island (Yellow)

Treasure Island apartment

/ 1 bathroom / sleeps 2

“Honeymoon 2017” We had an amazing stay! We absolutely loved how close the beach was and the boardwalk. The room was super cozy and the bed was extremely comfortable. Iv already recommended my family stay here as well!

Price per night from

$63

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$115

Intracoastal Indian Rocks Beach House

Indian Rocks Beach house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 42 minutes

Price per night from

$315

CLEARWATER FL 2 Bedroom 2 Bathroom Furnished Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 27 minutes

Price per night from

$54

Luxury Gulf/Pool Front/ Corner Unit

Indian Shores condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$148

3/3 Pet friendly & Perfectly located Pool Home w Cabana, Bar, TVs. Stocked!

Tampa house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$298

# 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!

Price per night from

$221

Cozy Balcony Studio, Pleasant Ocean & City View

Redington Beach condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 24 minutes

Price per night from

$80

Best price on the beach! For a gulf view condo

Indian Rocks Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

“Great Place To Stay!!!” We enjoyed our stay so much in this condo! Jennifer was helpful and made booking easy!! She definitely made the process easy for us and answered any and all questions we had. We will definitely be back!

Price per night from

$166

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect condo !” The location is perfect. Near airport, near stores and groceries, pool, bâches and restaurants at Clearwater or St Peterburgh. The condo is cosy, good look and confortable. Very quiet place near all you want.

Responds fast! avg. 1 hour 21 minutes

Price per night from

$132

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

1 bedroom / 1 bathroom / sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

Price per night from

$194

Sunrises and Sunsets – Finely Appointed Waterfront

Indian Shores condo

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful Place” Beautiful condo, great location, nice view of the icw, so many things to do nearby or just relax at the pool or watch the beautiful sunset at the beach right across the street, fish always jumping by the dock and we caught many of them with the fishing gear provided. Perfect place to vacation!

Price per night from

$102

Seminole, Largo, 55 plus Beautiful Florida Condo

Seminole condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$80

ADVENTURE ISLAND & Busch Gardens Home

Tampa house

4 bedrooms / 2 bathrooms / sleeps 11

“Home away from home” The home was magnificent, very spacious, very clean, the decor was awesome!!!location is great we all loved it Mr Sidney was very nice the rental process was very easy. Thank you we will rent from you again.

Price per night from

$281

Cozy Cottage Clearwater

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 3

“Extremely Friendly and Accommodating Hosts!” Sharon was extremely helpful in accommodating us on very short notice. Her personal care and attention made us feel right at home, and we would definitely plan on staying at the cozy cottage in the future! The cottage is just across the bridge from the beach in Clearwater, with its amazing white sand and the warm Gulf of Mexico. Honeymoon Beach, Caldesi Island, Dunedin, and Indian Rocks Beach are all within a short (15-30 min) drive, making this a prime location for staying in the Clearwater area.

Price per night from

$160

Tarpon Woods Condo with Lake View

Palm Harbor condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$50

Viewing 38 of 1,816
rentals in Oldsmar

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