Holiday rentals with a pool in Ruskin

4.77 out of 5 average rating, 155 reviews

A long wooden pier extends into calm blue waters, surrounded by a clear sky dotted with fluffy white clouds. The pier invites visitors to enjoy views of the horizon and the distant shoreline, enhancing the serene atmosphere of the waterfront.

Condo in Ruskin

Little Harbor Resort #206 Tampa Bay FL Beach, Bayv

Little Harbor Resort is a paradise packed with amenities. Enjoy 2 pools, Jacuzzi, Beach on Tampa Bay (not Gulf), 2 restaurants, Tiki Bar, tennis, pickleball, basketball, playground, fishing charters, sightseeing cruises, and Freedom Boat Club. The Inn at Little Harbor Bay View Studio is non-smoking, second floor (no elevator) with balcony, 3 minute walk to Bahia beach, steps to pool. mini Fridge, Microwave, filter coffee maker. 2 luxurious queen beds in beautiful island decor. Tub with shower. E

4.83 out of 5 average rating, 23 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

Located in the resort community of Little Harbor, there is access to all the resort amenities, pool, gym and private beach. Just a short walk to 2 waterside restaurants and activities like charted boat excursions, jet ski and paddleboard rentals and fishing dock! It's a townhouse style with multiple balconies for water views, sunset happy hours or a morning cup of coffee while watching the manatees! The home has beach decor to create the perfect waterside vibe! A perfect place for relaxation!

4.98 out of 5 average rating, 229 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.

Condo 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

4.92 out of 5 average rating, 154 reviews

The sleeping area features two queen beds with soft bedding and decorative pillows. Nightstands with lamps are placed on either side. A neutral color palette enhances the space, complemented by wall art and subtle lighting elements in the room.

Condo in Ruskin

Beach Condo with water view!

Bright, updated, sunrise and canal view unit located in the fabulous Resort Community of Little Harbor. This unit is perfectly placed and close to everything you need. Unit features 2 queen beds, a full size handicap accessible bathroom w/walk in shower with spa jets and handrails. Free wifi, large screen HDTV, and while there are no kitchen facilities; there is a mini fridge, coffee maker, microwave and airfryer/toaster. Unit is next to restaurants, pools and tiki bar (live music daily)

4.85 out of 5 average rating, 152 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.

Apartment 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.

The living area features a spacious layout with tiled flooring, sunlit through windows. A ceiling fan hangs above, while a flat screen TV is positioned near a pair of armchairs and a sofa. A light-colored coffee table sits at the center, with a desk visible in the background.

4.89 out of 5 average rating, 141 reviews

Luxurious 3BR townhome Little Harbor Resort w/view

Luxury 3 Bedroom, 2.5 Bath, End Unit Townhouse in Little Harbor Resort & Club, Ruskin, Florida. Sleeps 6 comfortably. We are taking all COVID-19 precautions including additional cleaning upon check out and additional days between reservations. The resort is set on tropical grounds overlooking Tampa Bay featuring two outdoor pools, sports court, basketball court, tennis courts, pickleball courts, volleyball, a pier, a marina and on-site restaurants (a bay-view restaurant, a poolside bar).

5 out of 5 average rating, 7 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)

The townhouse is part of The Resort & Club at Little Harbor located in Ruskin, FL. This Caribbean-style resort is set on 124 acres on the south shore of Tampa Bay. It is surrounded by 3 miles of water frontage, 1/2 mile of white sandy beach, calm waters of the marina's canals, harbors & Tampa Bay. Sit back and enjoy the Florida sunsets at the tiki bar, on the white sandy beach or in the full service 7 days a week open restaurant. After dark enjoy nightly entertainment in the tiki bar.

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, 134 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

5 out of 5 average rating, 10 reviews

Apartment in Ruskin

Waterview Suite | Pool, Tennis, Beach, Hot Tub!

Welcome to Bahia Beach! This stylish condo with 2 comfy beds is perfect for a relaxing waterfront escape. Step onto your private balcony to take in stunning water views, then enjoy resort amenities like two pools, a gym, tennis courts, fishing dock, BBQ grills, cornhole, a playground, and a private beach. Walk to two waterfront restaurants, or simply unwind with sunset views from your balcony. Whether you’re here for adventure or total relaxation, this coastal getaway has it all.

A marina scene showcases a collection of boats anchored along calm waters, surrounded by lush palm trees. The sky is partly cloudy, reflecting soft light over the tranquil setting. The marina is nestled against a backdrop of greenery, offering a peaceful coastal ambiance.

4.79 out of 5 average rating, 109 reviews

Sunrise Marina View - Water Toys Included - 1 Dog

Hello and welcome to Little Harbor-approximately 45 minutes South of Tampa (TPA) tucked away just West of Ruskin , FL. 124 acres with 3 miles of waterfront, 1/2 mile of East facing butter-soft white sand of which is private to owners and their guests. With two marinas, 250 foot fishing pier, heated pool with hot tub, basketball courts, pickle ball court, beach volleyball, two restaurants, plus local golf and family theme parks- what more do you need for the ideal vacation.

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, 238 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.

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.

Popular amenities for Ruskin rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 12 reviews

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

4.98 out of 5 average rating, 144 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 -Arcade Games- Htd Pool- Golf

4.95 out of 5 average rating, 129 reviews

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

Home in Ballast Point

Private House with Pool and Cabana

4.94 out of 5 average rating, 108 reviews

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

Home in Sarasota

Oasis by Siesta Key Beach and Downtown SRQ w/pool

4.91 out of 5 average rating, 392 reviews

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

Home in Bradenton

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

4.85 out of 5 average rating, 113 reviews

Home in Tampa

Fun, Trendy, Tropical 3/2 Pool Home in South Tampa

4.98 out of 5 average rating, 170 reviews

A modern living room is featured, showcasing a large smart TV displaying a beach scene. A comfortable sectional sofa with neutral tones and patterned cushions invites relaxation. Soft lighting from a nearby table lamp adds subtle warmth to the space, which is accented by coastal-themed artwork.

Home in Bradenton

*Heated* Pool Home Minutes to Anna Maria Beaches

5 out of 5 average rating, 115 reviews

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

Home in Bradenton

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

Condo rentals with a pool

4.89 out of 5 average rating, 103 reviews

A spacious living area features a large sectional sofa with a pullout bed and a circular rug placed beneath a coffee table. Two framed artworks adorn the wall, while light floods in through the window, complementing the warm wood flooring.

Condo in Riverview

Spacious 2/2 ResortStyle Condo near Downtown Tampa

4.99 out of 5 average rating, 141 reviews

A well-appointed bedroom features a spacious queen bed with a striped blanket. Two bedside tables with lamps are positioned on either side. Natural light fills the room through a window adorned with light curtains, while tasteful artwork hangs on the concrete wall.

Condo in Clearwater

Seasalt Breeze, by the pool, NO PETS

4.99 out of 5 average rating, 213 reviews

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

Condo in Madeira Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

4.86 out of 5 average rating, 352 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans at Redington Beach ( Studio )

Superhost

A spacious living area is illuminated by natural light from large windows. Two sofas, one being a sleeper, are arranged around a circular glass table. The kitchen area features wooden cabinetry with a black countertop, while decorative wall frames provide a subtle touch.

Condo in St. Pete Beach

4.83 out of 5 average rating, 250 reviews

Amazing condo minutes to the beach*** heated pool

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.

Condo in Bradenton

Cozy 2 bed/2.5 bath townhome

4.99 out of 5 average rating, 204 reviews

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.

Condo in Treasure Island

Spectacular beach to bay views from this resort.

4.95 out of 5 average rating, 333 reviews

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

Condo in Tampa

Modern Waterfront Condo - Captivating Sunset Views

Other holiday rentals with a pool

4.89 out of 5 average rating, 9 reviews

The sandy beach is lined with bright yellow umbrellas providing shade over several lounge chairs. The calm waters of Tampa Bay stretch out beyond, with a pier visible in the distance. A palm tree adds a tropical touch to the serene environment.

Condo in Ruskin

Birdy's on Tampa Bay

5 out of 5 average rating, 35 reviews

A front porch is seen with a ceiling fan overhead and a partially covered entry door. A dining set is placed on the porch, complementing the home's inviting exterior with light-colored siding and white railings.

Home in Ellenton

The Ellenton Getaway

Superhost

A spacious living area features a modern sectional sofa adorned with decorative pillows, complemented by a minimalistic coffee table. A sleek electric fireplace enhances the warmth of the space, while pendant lights hang over a contemporary kitchen island that showcases a simple arrangement of white orchids.

4.73 out of 5 average rating, 22 reviews

Bliss Retreat in Apollo Beach

4.8 out of 5 average rating, 45 reviews

A bright and airy Florida room features large sliding glass doors that open to a screened lanai and pool area. Comfortable seating is arranged around a coffee table, while natural light filters in, illuminating the inviting space.

Home in Ruskin

Waterfront Mid - Century Modern Cottage

4.97 out of 5 average rating, 31 reviews

Enjoy Florida warm fall days

4.88 out of 5 average rating, 26 reviews

A bright room features two spacious beds adorned with floral-patterned bedspreads. A wooden desk and chair are positioned near a large window that offers a view of the waterfront and greenery outside. Natural light fills the space, accentuating the soft tones of the decor.

Apartment in Ruskin

The Inn at Little Harbor

Superhost

A modern kitchen is equipped with stainless steel appliances and sleek cabinetry. A spacious island with four minimalist bar stools invites casual dining. Natural light fills the area, while a round mirror and decorative plants enhance the ambiance.

Apartment in Apollo Beach

4.97 out of 5 average rating, 33 reviews

Sunny 2-Bed Oasis: Pool & Gym in Apollo Beach

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.