
House vacation rentals in Oldsmar
Find and book unique houses on Airbnb
Top-rated house rentals in Oldsmar
Guests agree: these houses are highly rated for location, cleanliness, and more.

Downtown Tampa Pool House! Walk to Armature Works!
Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Modern Paradise home near Clearwater Dunedin Beach
Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

Tropical Oasis Retreat w/ Heated Pool
Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round. We are pet friendly

Private Pool Home Near Clearwater & Tampa
Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

Centrally Located - Early Check In
Welcome to your charming retreat in the heart of Tampa’s historic district! Minutes from I-275 & I-4, our cozy carriage house offers the perfect blend of convenience and comfort in this walkable neighborhood. Quick 10 min drive to TPA Airport, Busch Gardens, Fla Amphitheater, Raymond James Stadium, Aquarium, Cruise Port, USF, UT, Ybor City, Moffit & Downtown. 35 min to country's best beaches, 70 min to Orlando. Plus, great restaurants & breweries within walking distance.

Tree House Treasure
We're a quiet, small, serene old neighborhood on the end of a cul-de-sac and nearly floating on a lagoon! Florida nature at it's finest. The home is just 4 feet off the sea wall so the home is best suited for adults that are looking for that quiet get-a-way. Upper has 2 beds & a tri-fold mattress. Our driveway is shared so we can accommodate for one vehicle and it must fit under our carport and there is no street parking. No smoking, vaping, or illegal drugs permitted.

Rooms with a Pool
Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Heated Pool 4 bed 6.9 miles to Honeymoon Island.
This stylish place is perfect for family vacation or work trip.. all brand new furnishing and appliances.. heated pool and three TVs for your enjoyment. The home is also conveniently located near many beaches, honeymoon island 6.9 miles Fred Howard park 11 miles ,Clearwater beach 14 miles , Tampa and St. Pete . Please check house rules for more info.

Cozy, nicely situated studio!
Keep it simple at this peaceful and cozy centrically situated studio! This studio is only a 10 minute drive from Tampa International Airport and 15 minutes from International Mall, Westshore Mall and Citrus Park Mall. Additionally, it is only a 15 minute drive from downtown Tampa. You will feel peacefully at home in this private studio.

My Little White Space .
My apartment is located an excellent position of access to different places of Tampa bay .Apartment with independent entrance.Near to: Tampa international airport-4miles Mall international plaza-4 miles Downtown Tampa 8.7 miles Raymond James stadium Beaches within 5 miles. NO CHILDREN OR PETS WILL BE ADMITTED.

Modern & Spacious Retreat with Private Pool!
Welcome to our exquisite Airbnb in Oldsmar, Florida, where luxury and convenience converge in a SINGLE-story haven. This delightful getaway promises an unforgettable stay for travelers seeking relaxation, outdoor adventures, and a touch of historical charm.
Popular amenities for Oldsmar house rentals
House rentals with a pool

Heated Pool, 10 min to Beach, Close to Restaurants

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

Villa Paradise

Entire house in Tampa w/ Heated POOL!

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Tropical Getaway w/Heated Pool & King Beds

2 Bed 2 Bath Remodeled House Palm Harbor
Weekly house rentals

El paraíso

Palm Harbor Renovated Hideaway!

The Palm Haus • Heated Pool • Near Beach • Games

Waterfront Gem Near Clearwater • Swim Spa + Nature

Mama’s Suite

NEW! Palm Harbor Hideaway | Stunning Pool Home

Clearwater cozy House!

Salty Tide Getaway: Pool, Games & Beach Vibes
Private house rentals

Paradise by the Park

Spacious 2/2 Villa w/ Air Purifier & Reading Nook

Cozy Florida home

Simple pleasure. Two blocks to bay and parks.

East Lake Gem On The Green

Newly Updated & Clean Vacation Home

Port Richey Vacation Rental 2

The Weekender- Lake Access, Bikes, Outdoor Living
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 167 | € 182 | € 172 | € 154 | € 145 | € 142 | € 151 | € 151 | € 145 | € 151 | € 157 | € 155 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about house rentals in Oldsmar

Total vacation rentals
Explore 80 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 2,780 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Oldsmar vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oldsmar rentals

4.8 Average rating
Oldsmar stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Rentals with a patio Oldsmar
- Rentals with pools Oldsmar
- Rentals with beach access Oldsmar
- Family-friendly rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a washer and dryer Oldsmar
- Hotel rooms Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a fire pit Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- House rentals Pinellas County
- House rentals Florida
- House rentals United States
- Anna Maria Island
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Don CeSar Hotel




