Holiday rentals with a pool in Sun City Center

4.97 out of 5 average rating, 131 reviews

Apartment in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3m 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.

Guest house in St. Petersburg

A charming yellow cottage is framed by lush palm trees and tropical plants, featuring a welcoming front door at the end of a paved walkway. Sunlight filters through the greenery, creating a bright and inviting atmosphere near the entrance.

4.9 out of 5 average rating, 139 reviews

St Pete Casita Studio with Salt Water Pool & Yard

Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

4.9 out of 5 average rating, 248 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).

4.98 out of 5 average rating, 225 reviews

A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.

Apartment in Tampa

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

4.85 out of 5 average rating, 150 reviews

A studio suite features a spacious king-size bed adorned with a colorful quilt. A pull-out couch is positioned nearby, and artwork decorates the blue walls. Natural light enters through large windows, which are framed by curtains, illuminating the tiled floor and furnishings.

Flat in Ruskin

Sunset Del Mar (studio with a view)

Living the Florida lifestyle right on beautiful Tampa Bay. The Inn at Little Harbor is a secluded resort style community offering waterfront accomodations with amenities that include 2 heated pools, jacuzzi, tennis courts, a beautiful sandy beach, 2 full service restaurants/bars with live music,kayak and paddle board rentals, jet ski rentals, boat rentals and fishing charters and some of the most beautiful sunsets you have ever seen. Amenities are within walking distance from your doorstep.

A spacious outdoor area features a serene pool, surrounded by a deck for lounging. Tall palm trees provide shade, and a dining area with ample seating overlooks the waterway. The calm surface of the water enhances the tranquil setting of this private waterfront home.

4.94 out of 5 average rating, 131 reviews

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

A comfortable balcony area features two woven chairs surrounding a glass-topped table. Decorative paddles hang on the wall, complementing the calming color palette of the siding. Natural light enhances the relaxing atmosphere of the space, ideal for enjoying a morning coffee or evening conversation.

4.96 out of 5 average rating, 131 reviews

Ocean Mist Awaits you......Cozy and Elegant

Cozy and elegant townhome has a style all its own. Contemporary living at its best with beautiful modern furniture and appliances that convey warmth and comfort. Two master bedrooms, sunrise views, 4 balconies - two overlooking the canal with boats, porpoises and manatees. A gourmet kitchen. A five minute walk to a small beach, marina, two pools and tennis courts. Two restaurants, with evening live music. Wireless internet, Ethernet, Netflix. No smoking, no pets, no events.

A living area features a plush blue sofa and matching lounge chair, placed on a light blue and white striped rug. Large sliding glass doors open to a balcony, allowing natural light to illuminate the space. A coffee table and a side table complete the inviting setup.

4.94 out of 5 average rating, 237 reviews

Waterfront Townhome w/ Heated Pool & Balconies

Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

4.91 out of 5 average rating, 181 reviews

A well-equipped kitchen features sleek white cabinetry and countertops. Stainless steel appliances, including a microwave and a gas stove, are present. Decorative elements, such as red kitchenware and glassware, are arranged on open shelves, creating an organized and inviting space.

Guest house in Tampa

red comfort trip" 5 minutes to Bush gardens

Welcome to Red Confort Trip, your private getaway in Tampa! Enjoy a fully private space with your own patio to relax or smoke in peace. Guests also have access to a lush shared backyard featuring a large pool, pergola, BBQ area, and a variety of fruit trees, flowers, and plants. Perfect for nature lovers! The backyard is shared with the owner and guests from another Airbnb, but each unit has its own private patio for those who prefer quiet time

The exterior of the townhome displays beige siding and light brown paneling, complemented by white railings and balconies. Lush green palm trees frame the entrance, and a driveway leads to a private garage. A second floor balcony can be seen with blue chairs.

4.91 out of 5 average rating, 127 reviews

Ruskin Retreat

Our townhome is located in the beautiful Carribean style resort of Little Harbor. Resort amenities for you to enjoy are the large swimming pool and hot tub, basketball court, playground, private kayak launch, private beach (beach chairs and umbrella small fee), water toys for rent. Sunset Bar and Grill adjacent to beach and Hooks by pool , all within walking distance. Disney an hour and a half away and Tampa International Airport only 45 mins.

4.98 out of 5 average rating, 222 reviews

The dining area features a wooden table set for four, complemented by a light fixture above. A comfortable sofa is arranged in the living area, with sliding glass doors providing views of the greenery outside. Artwork adorns the walls, enhancing the ambiance.

Apartment in Bradenton

Shorewalk full condo IMG Beaches Anna Maria

1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,shopping and dining This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

4.9 out of 5 average rating, 147 reviews

A vibrant sunset paints the sky in warm hues, with the sun descending toward the horizon over calm waters. Silhouettes of birds are seen flying across the scene, and people can be observed enjoying the beachfront, with gentle waves lapping at the shore.

Guest suite in Ruskin

Home Paradise, Cozy guest suite in Ruskin! Pools!!

Relax with the whole family at this peaceful place to stay. Enjoy the three swimming pools available in our community. You can enjoy the proximity to Apollo Beach just 15 minutes away, Manatee Viewing Center, Apollo Beach Nature Preserve, we are also close to I 75 and a wide variety of restaurants in the area. You can enjoy the Beaches of St Petersburg, Anna Maria Island. The Lagoon - Located in Wimauma FL.

Popular amenities for Sun City Center rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 140 reviews

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

Home in St. Petersburg

Hibernate in our Bear Creek Home

5 out of 5 average rating, 6 reviews

A serene beach stretches along the shoreline, with soft white sands meeting calm blue waters. Lush palm trees frame the background, and a wooden pier extends into the bay under a clear blue sky, creating a tranquil coastal environment.

Home in Ruskin

The Beach at Little Harbor (Paradise for 4)

4.84 out of 5 average rating, 177 reviews

A fire pit with a diamond-shaped design showcases flames surrounded by decorative glass stones. The structure is positioned on a paved patio with a clear view of a heated pool and lake at sunset, creating a relaxing outdoor gathering space.

Home in Riverview

Cheerful 4 Bd home w/ Heated Salt Water Pool & Spa

4.77 out of 5 average rating, 110 reviews

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

Home in Sarasota

Pool house by the bay

5 out of 5 average rating, 11 reviews

Private Dock~Covered Pool~Hot Tub~Game Room Fun!

4.98 out of 5 average rating, 142 reviews

A spacious living area features a sectional couch and a decorative area rug, enhancing the inviting ambiance. A dining table with modern chairs is positioned against a striking patterned accent wall, while natural light filters through the nearby windows, casting a warm glow over the space.

Home in Pinellas Park

Insta Worthy Retreat - Heated pool-putt putt | Bar

A white entryway unit is positioned against a light grey wall, featuring a tall back with hooks for hanging items. Below, a grey surface provides space for keys or bags, while two woven baskets are neatly stored in open compartments.

4.87 out of 5 average rating, 70 reviews

Family-Friendly: Fun by the Pool & Backyard Games

4.92 out of 5 average rating, 127 reviews

A refreshing pool area is enclosed by a screen, featuring clear blue water and two colorful inflatable loungers. Sunlight filters through, and two lounge chairs are positioned nearby, offering an inviting space for relaxation.

Home in Brandon

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

Apartment rentals with a pool

4.93 out of 5 average rating, 206 reviews

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

Apartment in Tampa

Waterfront Condo - Sunset View of Tampa Bay

4.98 out of 5 average rating, 189 reviews

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Apartment in Bradenton

Luxury 3/3 Margaritaville Resort

Apartment in Indian Shores

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.95 out of 5 average rating, 126 reviews

Tropical Beachfront Penthouse-Beach Cottages

Apartment in Treasure Island

A bright Florida room features large windows providing views of the water and marina. The space is equipped with a round table and two chairs, accented by orange cushions. Sunlight fills the room, creating a warm and inviting area for relaxation.

4.84 out of 5 average rating, 104 reviews

Intercostal Hidden Gem Beach Pool & Dock Fish'n

4.81 out of 5 average rating, 164 reviews

The heated swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing atmosphere. The pool area features a spacious deck with light-colored paving, while nearby buildings provide a serene backdrop, enhancing the inviting outdoor setting.

Apartment in Clearwater

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

4.96 out of 5 average rating, 138 reviews

The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.

Apartment in Bradenton

Cozy 2 bed/2.5 bath townhome

Apartment in Treasure Island

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

4.99 out of 5 average rating, 202 reviews

Spectacular beach to bay views from this resort.

4.94 out of 5 average rating, 117 reviews

A spacious bedroom is equipped with a king-size bed, complemented by nightstands with lamps. A flat-screen smart TV is mounted on the wall. Artwork adorns the walls, and natural light filters through the windows, offering a view of the pool area from the ground floor.

Apartment in Clearwater

By the POOL, Ground floor, King bed, NO PETS

Other holiday rentals with a pool

4.91 out of 5 average rating, 22 reviews

A bright living room features a spacious light gray sofa adorned with yellow cushions, complemented by a white coffee table. A television is mounted on the wall, and large windows provide ample natural light, with a view of the outside. A tropical decorative flamingo adds a pop of color.

Flat in Apollo Beach

Beach Bliss: Modern 3 Bed Oasis Mins from Shore

4.96 out of 5 average rating, 27 reviews

A window with sheer curtains frames a scenic view of the canal and a palm tree. Below, an air conditioning unit is visible next to a bedside table that holds a decorative vase. A patterned quilt covers the spacious bed.

Apartment in Ruskin

Ruskin Little Harbor condo steps from beach

5 out of 5 average rating, 26 reviews

The mobile home features a covered porch with white railings, creating a welcoming entrance. Lush palm trees line the pathway, while the exterior showcases a light gray siding, under a partly cloudy sky. A concrete driveway leads up to the home.

Home in Ellenton

The Ellenton Retreat

4.86 out of 5 average rating, 21 reviews

An inviting private balcony features colorful seating options and a small decorative table. Lush greenery, including palm trees, is visible just beyond the railing, while sunlight filters through, creating a warm and calming atmosphere. The canal can be seen in the background.

Home in Ruskin

Manatee Cove View + Resort Pool

An aerial view captures the communal pool area, lined with lounge chairs under blue umbrellas, surrounded by lush greenery. The well-maintained pool is inviting, with clear water reflecting the sun. The proximity to built structures enhances the private feeling of this resort-like retreat.

4.98 out of 5 average rating, 45 reviews

Mangrove Magic in Little Harbor Resort & Marina

5 out of 5 average rating, 41 reviews

An aerial view of a spacious home with a light-colored exterior, featuring a two-car garage and a manicured front lawn. Palm trees and shrubs add greenery, while neighboring houses are visible in the surrounding area, showcasing a well-kept residential neighborhood.

Home in Riverview

Top 1% Rated Tampa Home/King/Theater/Game Rm/Pool

An aerial view captures the canalfront property, showcasing the large pool and spa surrounded by tropical landscaping. The private dock accommodates a boat, while a beach area is visible with lounge chairs and palm trees enhancing the waterfront setting.

5 out of 5 average rating, 9 reviews

*New* Waterfront Retreat: Pool, Spa, Dock & Views