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

Coastal Escape: heated saltwater pool & playground
★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

Fountain Blue Studio
Fountain blue,Great studio in the sunshine state, everything new and beautiful decorations. It’s a place for your accordance and privacy, 10 minutes away from Tampa International Airport, very close to Raymond James Stadium. Beautiful beaches and restaurants, close to everything you need. We don’t accept pets, smoking is not permited inside, we have designated area for it. Located in a safe and quit neighborhood. Description: Queen size bed, full bathroom,kitchen with with small kitchen table.

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.

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, comfort & privacy 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.

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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

Charming House 2B/2B Centrally Located Tampa Bay
Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

Tropical Oasis Retreat w/ Heated Pool
Welcome to your private backyard oasis. Relax by the heated pool, grill and dine outdoors, all within a fenced-in space. This home is ideally located—just a short drive to Crystal Beach, minutes from downtown Palm harbor, Dunedin and Tarpon Springs, and bike ride away to Pinellas Trail, golf courses, Honeymoon Island, and Clearwater Beach. Pets are welcome

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.
Popular amenities for Oldsmar house rentals
House rentals with a pool

Heated Pool • Tarpon & Beaches

Summer Escape – Pool, Downtown, Near Clearwater

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

Private pool, Golf Cart, Completely Renovated!

The Palm Haus • Heated Pool • Near Beach • Games

Casa St.George, Centrally Located, Pool, Game Room

Waterfront Gem Near Clearwater • Swim Spa + Nature

Waterfront Pool Oasis •Kayak, Games & Sunset Views
Weekly house rentals

Casual, relaxing 2/2 SFH remodeled, in Dunedin.

The Heaven

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

Stylish Stay Near Downtown

Beachhouse Inspired Villa Close Honeymoon Island

East Lake Gem On The Green

Casa Sea Belkis/Beach/Jacuzzi/Golf/BBQ/Games

Mama's Suite
Private house rentals

Clearwater peaceful retreat -new Fenced Backyard

Nice Sparkling Clean Home with Pool.

Casa Del Sole

Palm Harbor Renovated Hideaway!

Stay Awhile on Mitcher

NEW Cozy Family Retreat, Tampa: Private Pool Oasis

Kayak and Fishing Waterside Retreat

The memories house
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,259 ZAR | R3,545 ZAR | R3,343 ZAR | R2,990 ZAR | R2,822 ZAR | R2,772 ZAR | R2,940 ZAR | R2,940 ZAR | R2,822 ZAR | R2,940 ZAR | R3,057 ZAR | R3,024 ZAR |
| 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 R504 ZAR 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!
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- Rentals with a fire pit Oldsmar
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- Rentals with pools Oldsmar
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- Hotel rooms Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with a patio Oldsmar
- Rentals with a washer and dryer Oldsmar
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