Oldsmar Rentals

Updating...

age 0-16
82 Results

Relevance

Price: low to high

Price: high to low

Reviews

82 Houses

Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Fireplace

All filters match

Price per night from

$285

Great rentals within 20 miles that match your search

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

Match: Fireplace

All filters match

Price per night from

$114

Match: Fireplace

All filters match

Price per night from

$342

Match: Fireplace

All filters match

Price per night from

$114

Modern Family Getaway| Hot Tub| Near Beaches| BBQ

Largo house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Fireplace

All filters match

Price per night from

$315

HGTV - The Blue Villa - Rewarded Luxury Clearwater

Clearwater villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

Match: Fireplace

All filters match

Price per night from

$457

Exclusive Villa with huge Pool near Busch gardens & USF, 26 Guests

Lutz house

  • 3 bedrooms
  • 7 bathrooms
  • sleeps 30

Match: Fireplace

All filters match

Price per night from

$1,374

University Serenity Beautiful Suites

Tampa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Fireplace

All filters match

Price per night from

$157

Dreamy Vacation Rental - Minutes from the Beach

Seminole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 42 minutes

Match: Fireplace

All filters match

Price per night from

$229

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Fireplace

All filters match

Price per night from

$458

7 mins From the beach and 15 mins Maximo Boat Ramp

Kenneth City house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Fireplace

All filters match

Price per night from

$290

4Bed Spacious Home w/cocktail pool Minutes 2 dtwn St Pete!

St. Petersburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 2 minutes

Match: Fireplace

All filters match

Price per night from

$392

Watch the sunset every night over the Gulf of Mexico

New Port Richey condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fireplace

All filters match

Price per night from

$146

Gulf side Oasis Awaits

Madeira Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$287

FIRST-CLASS "ALL INCLUSIVE" WATERFRONT DREAM

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$687

Beach House, Pool table, Golf cart, Private dock, Canoe, Kayak

Indian Rocks Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Fireplace

All filters match

Price per night from

$825

4 Bedroom Clearwater Vacation Home with the spacious Backyard

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 29 minutes

Match: Fireplace

All filters match

Price per night from

$400

SUNSHINE HOLIDAY

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Fireplace

All filters match

Price per night from

$1,145

5 * LUXURY WATERFRONT CONDO,3 BEDS, 2 BATHS ,HOT TUB, POOL / OPEN DAYS 2024.

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a special treat and all the beach chairs, umbrellas, coolers for our use was that extra touch. Harborview is centrally located to all shops and restaurants. The balcony views from sunrise to sunset was truly magnificent. Highly recommend to all friends and relatives. Will definitely return. Thanks again. Anthony David

Match: Fireplace

All filters match

Price per night from

$269

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. 1 hour 51 minutes

Match: Fireplace

All filters match

Price per night from

$245

PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet

Indian Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

Match: Fireplace

All filters match

Price per night from

$487

BEACHFRONT BUNGALOW Marlin Hideaway *Htd Pool*Pets

Indian Shores house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazing!” Second time back and even better. Everything we needed to escape the craziness of COVID-19. Got to meet some new friends in the other bungalows and enjoy the beautiful beech! Can’t wait to return.

Match: Fireplace

All filters match

Price per night from

$423

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤

Match: Fireplace

All filters match

Price per night from

$189

Oceanfront Condo at Beach Cottage One. 1400 SQ Ft with 2 King Beds.

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 51 minutes

Match: Fireplace

All filters match

Price per night from

$212

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.

Match: Fireplace

All filters match

Price per night from

$1,145

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Fireplace

All filters match

Price per night from

$315

Oceanfront Views and Spectacular Sunsets with Pool

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$373

Swedish owned Spacious Condo with view over beach

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Fireplace

All filters match

Price per night from

$264

Alice's Beach Bungalows 2 bedroom

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“A perfect spot for us and for our golden retriever!” What a great place to enjoy the beauty of Treasure Island. The bungalow that we stayed in was wonderful...clean, a well stocked kitchen, beach towels, a great backyard. Susan, the owner, was also great to work with on every level. She was attentive, often checking in on us to make sure all was going great with our stay. She was also responsive to our rental needs and responded immediately if we had a question, etc.. She also embraced our golden retriever and he, too, immediately became fast friends with Susan. This bungalow is literally a block from the beach, a short walk over the bridge to John's Pass and close to grocery shopping, lots of great restaurants right on the beach, etc.. A great experience and we will definitely plan to stay at this bungalow again!

Match: Fireplace

All filters match

Price per night from

$315

PET-FRIENDLY, BEACH RENTALS IN PARADISE

Indian Rocks Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“2 br condo” spacious, clean, well equipped, great location,very comfortable. Would want to definitely come back. Very great helpful owners

Responds fast! avg. 2 hours 43 minutes

Match: Fireplace

All filters match

Price per night from

$258

Florida Waterfront Seasonal Rental

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$144

Historic Old Northeast Coastal Decorated 1 Bedroom

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Fireplace

All filters match

Price per night from

$144

Beach Cottage Condominium 1112

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$295

Beach Cottage Condominium 2201

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$263

Beach Cottage Condominium 1312

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$290

Beach Cottage Condominium 1109

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fireplace

All filters match

Price per night from

$356

Beach Cottage Condominium 1402

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Fireplace

All filters match

Price per night from

$239

Beach Cottage Condominium 1314

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

All filters match

Price per night from

$283

Viewing 38 of 82
rentals in Oldsmar

×

Also consider