
Vacation rentals with a hot tub in Oldsmar
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Top-rated hot tub rentals in Oldsmar
Guests agree: these hot tub rentals are highly rated for location, cleanliness, and more.

Tropical Beachfront Penthouse-Beach Cottages
Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Pearl of the Sea, 1 BDRM, 2 min walk to the beach
Please note, the gym, jacuzzi, and hot tub are temporarily closed(hurricane damage) Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club, a private gated community, free parking, high-speed WI-FI, TV cable, Netflix, 2 outdoor heated swimming pools, and fishing piers. Please, book at least 7 days before your arrival

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping your coffee, or while enjoying a glass of wine in the evening! A 6-minute drive to Madeira Beach, and close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping within 7 minutes. Lots to do; close to fishing including deep sea, and jet skiing. 1 bedroom, sleeps 4; comfy pull-out.

Condo w/ Pool, Hot Tub and Restaurant! Book now !
Plan your unforgettable stay at this 1 bedroom condo at Beso ( not a studio) with 2 Balconies for your morning coffee or beautiful sunsets The location is perfect to walk to town where you’ll find many Quaint shops, restaurants and Breweries Free Wi-fi Free parking Only 10 min to honeymoon island and the ferry to Caladesi Island 15 minutes to Clearwater Beach 2 salt water Pools and a hot tub Marker 8 Tiki Bar and restaurant 28 mile trail across St. Bicycle rental through the office for a fee

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Centrally Located Cozy 1-bed Private Cottage!
This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

🏝🏝Charming Bayfront Condo at Boca Ciega
This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

Tropical Paradise
Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

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.

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

Waterfront studio! Heated pool and hottub
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

FREE Heated Pool & Spa l Book your Winter Vacation
Bring the whole family to paradise with plenty of room for fun! Enjoy a private heated saltwater pool 💦, nearby beaches 🏖️, and all the space you need in this 5-bedroom home 🏡. Enjoy amenities and games galore 🎯🎲! 📍 **Nearby Beaches:** 🌊 Crystal Beach – 10 min 🌴 Honeymoon Beach – 13 min 🌅 Sunset Beach – 20 min ☀️ Clearwater – 30 min *⚠️ Pool & spa are saltwater and heatable—pool up to 80°F, spa up to 104°F. Temps may vary due to weather.*
Popular amenities for Oldsmar hot tub rentals
House rentals with a hot tub

"Unforgettable Fortress" - Near Everything Tampa

Tropical casita

Ultimate Getaway: w/ Pool, Patio, Pool Table & BBQ

Peaceful Pet friendly 2 BR cottage with hot tub.

Valencia Manor, your Favorite Florida Pool Home!

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

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

Waterfront Townhome w/Game Room & Boat Slip! Walk
Villa rentals with a hot tub

Tampa heat pool /hot tub lake view near airport

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

La Villa, 1 of 4 rentals on-site. Heated Pool!

Mediterranean Villa w/ Beautiful Heated Pool/Spa

NEW! Waterfront Hot Tub, Heated Pool, & Golf Cart

Leithen Lodge Is Like a Scottish Castle in N Tampa

Modern Luxury Villa - Heated Pool Spa, Game Room

Villa Blanca - Waterfront Midcentury Modern Home
Other vacation rentals with a hot tub

Paradise by the Park

Lake it easy

Charming Coastal Home Near Top Beaches

Innisbrook Golf and Spa Resort

Relax & Play! Pool + Game Room by Crystal Beach

Heated pool, hot tub, game room, 10 min to beach

3BR Waterfront House I Raymond James Stadium

Heated Pool, Hot Tub & Sand Volleyball
Quick stats about vacation rentals with a hot tub in Oldsmar

Total vacation rentals
Explore 20 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.9 Average rating
Oldsmar stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a hot tub Pinellas County
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Gulfport Beach Recreation Area
- The Don CeSar
- Lakewood National Golf Club




