Vacation rentals with beach access in Oldsmar

4.97 out of 5 average rating, 133 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

4.96 out of 5 average rating, 142 reviews

A spacious living area is furnished with a large, L-shaped gray sofa, providing comfort for relaxation. A flat-screen television is mounted on the wall opposite the sofa, while natural light enters through two windows, dressed with light curtains. A decorative rug and a console table add to the inviting ambiance.

Place to stay in Dunedin

The Zen Den Studio

Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

4.9 out of 5 average rating, 249 reviews

A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.

Home in Tampa Heights

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).

Guesthouse in Tarpon Springs

A comfortable living space includes a dark blue sofa with accent pillows and a coffee table. A dining area with wooden chairs is visible in the background, alongside a fully equipped kitchen. Light-colored cabinets and appliances complement the space.

4.86 out of 5 average rating, 105 reviews

Comfy 1BR Near Beaches & Sponge Docks

Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

4.99 out of 5 average rating, 146 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

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

4.93 out of 5 average rating, 122 reviews

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

Home in Palm Harbor

Lakefront home near beaches w/ waterview, pets ok

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

4.94 out of 5 average rating, 114 reviews

A cozy sleeping area features a spacious bed covered with a soft turquoise quilt and decorative pillows. In the background, a small dining table with two chairs is visible, along with a kitchenette equipped with essential appliances and storage.

Apartment in Tampa

Cozy studio near RayStadium, TPA, Busch Gar, beach

Keep it simple at this peaceful and centrally-located place. located 10 minutes from Tampa Airport. Near 3 malls with plenty of nearby restaurants and stores. Only 30 minutes from the the Famous Clearwater Beach and 15 minutes to Ben T. Davis Beach. PLEASE READ AIRBNB IS LOCATED IN THE DETACHED GARAGE OF THE HOME. ITS NOT LOCATED IN THE MAIN HOME. PLEASE READ AIRBNB IS LOCATED IN THE DETACHED GARAGE OF THE HOME. ITS NOT LOCATED IN THE MAIN HOME.

Guest suite in Tarpon Springs

A heated saltwater pool is surrounded by lush tropical landscaping, with clear blue water reflecting the sky above. A colorful float rests on the water's surface. The screened enclosure provides a barrier while allowing for views of the serene outdoor space.

4.96 out of 5 average rating, 135 reviews

Private pool suite in heart of Tarpon Springs!

Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

4.87 out of 5 average rating, 234 reviews

A covered patio area is furnished with two blue chairs and a small round table. The space is enclosed by a wooden fence and features a grassy area along with gravel, creating a relaxed outdoor setting.

Home in Tampa

Boho Villa

Welcome to our Boho Villa A with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.

4.96 out of 5 average rating, 196 reviews

A compact kitchen area includes a white refrigerator, an oven, and a microwave, all arranged neatly against light cabinetry. A circular clock in red and black adorns the wall, while a small black dining table with two chairs is positioned in front. Glassware and kitchen accessories are displayed on open shelving.

Apartment in Dunedin

Cozy Apartment Overlooking Downtown Dunedin

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. Second floor 1 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more. Sit on the front porch and see all Dunedin has to offer.

Townhouse in Crystal Beach

A fenced outdoor space features a fire pit surrounded by four blue Adirondack chairs, set on sandy ground. Lush greenery and tall palm trees enhance the tranquil atmosphere, while a grill is visible nearby, providing options for outdoor cooking and relaxation.

4.94 out of 5 average rating, 170 reviews

Relaxing Pond View - Beaches - Bikes - Fire Pit

* Honeymoon/Caladesi Islands (10min) * Pinellas Trail - bike/walk/run * Downtown Dunedin & Tarpon Sponge docks (10min) * Walk/bike to St Joseph Sound (great for sunsets) * Screened patio w/fan & lights * Fenced yard w/grill, view of the pond, a fire pit * Beach chairs, towels and beach toys provided- even some fishing poles for the pier! * 2 adult bikes provided

4.86 out of 5 average rating, 132 reviews

A modern kitchen showcases sleek stainless steel appliances, including a refrigerator and oven. White cabinetry and open shelves display glassware and cooking essentials. Counter space is efficiently utilized with a sink and dishwasher, ensuring convenience for meal preparation.

Home in Tarpon Springs

MODERN/Mins to Beach/walk to dwtn/Free parking

🌴 Escape to Tarpon Springs! This newly renovated 1B/1B private home is perfectly located—just 5 minutes to the beach and the famous Sponge Docks, and a short stroll to charming downtown. Whether you’re here to relax, explore, or soak in the local culture, this getaway puts you right in the heart of it all.

Popular amenities for Oldsmar beach access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.88 out of 5 average rating, 140 reviews

Apartment in Tampa

Lux Beach Condo Waterfront Pool and Balcony

Apartment in Clearwater Beach

4.96 out of 5 average rating, 121 reviews

Anchors UP #3, WALK to Beach, 1 bed/1 bath

Apartment in Indian Rocks Beach

A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.

4.95 out of 5 average rating, 196 reviews

Vintage Florida Beach Efficiency

Apartment in Treasure Island

A spacious living area is presented with a large flat-screen TV mounted on the wall. Comfortable leather sofas are arranged with accent pillows, complemented by a decorative area rug. A coffee table sits in the center, with the kitchen area visible in the background.

4.97 out of 5 average rating, 128 reviews

Awesome 1BR - 6 min. walk to beach! Full Kitchen +

4.95 out of 5 average rating, 100 reviews

Apartment in Largo

Hidden Oasis #3, *construction discount!*

Apartment in Historic Kenwood

A charming two-story bungalow surrounded by lush greenery and outdoor seating. The entrance features a set of steps leading to a wooden porch, framed by large windows that invite natural light. The yard includes various plants, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 393 reviews

Historic Kenwood Getaway

Apartment in Pinellas Park

A charming terrace features a jacuzzi surrounded by wooden walls adorned with greenery. Soft lighting illuminates the space, creating a cozy atmosphere. Two turquoise chairs and a small blue table invite relaxation and conversation.

4.82 out of 5 average rating, 192 reviews

“Oasis Terrace”

Apartment in Clearwater Beach

An aerial view highlights the proximity of the property to Clearwater Beach, with a marked path indicating a 2-minute walk. The beach is visible in the background, showcasing white sand and calm waters. Surrounding buildings reflect a mix of residential and commercial spaces.

4.86 out of 5 average rating, 170 reviews

Fresh for 2025: Retro Beach Oasis with Color Pop

House rentals with beach access

4.96 out of 5 average rating, 126 reviews

The exterior of the home features a sandy-colored facade with a bright blue front door. Lush greenery surrounds the property, including trees and shrubs. The fenced yard offers a sense of privacy, and a clear blue sky serves as the backdrop.

Home in Seminole

Beach 5-Min (Near Tampa & Clearwater)

5 out of 5 average rating, 185 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

4.79 out of 5 average rating, 135 reviews

A covered swimming pool area features a clear and inviting pool, surrounded by a spacious patio with tiled flooring. Large glass doors allow natural light to flood the space, while lounge chairs are positioned nearby, offering a comfortable spot to relax.

Home in Dunedin

House of Relaxation

4.86 out of 5 average rating, 112 reviews

An inviting backyard features a heated pool surrounded by playful decor. Colorful coral murals enhance the space. Comfortable sun loungers line the poolside, while a mini-golf area sits nearby on freshly manicured grass. Lush trees provide a natural backdrop, completing this recreational oasis.

Home in Clearwater

Beach Heated Pool, Golf Pong, Fire Pit, Game Room

4.92 out of 5 average rating, 127 reviews

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

Home in Largo

12 Mins to Beach | Patio&Grill | Fenced Yard

4.97 out of 5 average rating, 192 reviews

Home in St. Petersburg

Beach Vacation Dream Pool Home-5 Mins to Beach

4.84 out of 5 average rating, 119 reviews

A ranch-style home is featured, showcasing a beige exterior with a dark sloped roof. Framed by lush green grass, the front yard includes scattered shrubs and small plants. Several windows allow natural light, and a simple walkway leads up to the entrance. A single-car garage is visible.

Home in Safety Harbor

4/2 Ranch, Walk to Downtown!

4.92 out of 5 average rating, 101 reviews

The bedroom features a spacious bed covered with a light blue quilt and decorative pillows. Two bedside tables with lamps are positioned beside the bed. Windows with light curtains allow natural light to fill the room, accentuating the neutral wall color and warm wooden floor.

Home in St. Petersburg

Comfortable House for families near beaches

Condo rentals with beach access

4.99 out of 5 average rating, 110 reviews

A waterfront view showcases the community pier lined with palm trees, providing access to the Intracoastal waterway. The nearby building features balconies and patio furniture under blue umbrellas, enhancing the leisure atmosphere. Multiple docks extend into the clear water, inviting relaxation.

Condo in Indian Shores

Blue Sea Renity -Steps to Beach| Heated Pool

Condo in Indian Rocks Beach

The inviting living space is furnished with a blue sofa, two armchairs, and a white coffee table. A starfish-patterned rug adds a nautical touch. Natural light filters through window blinds, illuminating the area. The open layout connects to the kitchen, visible in the background.

4.97 out of 5 average rating, 126 reviews

Renovated Condo! Across the Street From The Beach

4.91 out of 5 average rating, 175 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

4.96 out of 5 average rating, 103 reviews

A heated swimming pool is surrounded by neatly arranged loungers, with palm trees providing shade. A clear sky and vibrant sunset colors reflect on the water's surface. The pool area is enclosed by a black fence, ensuring a private and relaxing environment.

Condo in Largo

Boho Beach Condo

4.75 out of 5 average rating, 251 reviews

A wooden pier extends over smooth waters, bordered by rocky outcrops. The sky is painted in vibrant hues of orange and purple as the sun sets on the horizon, casting a tranquil glow across the scene.

Condo in Tampa

Rocky Point paradise

4.81 out of 5 average rating, 164 reviews

Condo in Clearwater

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

Condo in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 398 reviews

Amazing views on beachfront