Family-friendly holiday rentals in South Tampa

A covered patio area is showcased, featuring comfortable seating arrangements that include two lounge chairs and a sectional with a coffee table. The space is framed by a screened enclosure, providing unobstructed views of the pool and surrounding greenery.

4.88 out of 5 average rating, 109 reviews

Bayshore - Pool - Outdoor Kitchen - Yard

Get away in elegance and soak up the South Tampa sun in this gorgeous 4 bedroom, 2 bath pool home. Visit with family and friends in the covered patio and pool area, cook in the outdoor kitchen or relax with a drink by the pool (not heated). Enjoy great restaurants or visit one of the many attractions nearby - The Aquarium, Armature Works, Sparkman's Wharf, just to name a few. Visit Bayshore Park Fitness Trail, just minutes away and explore the 4.5 miles of waterfront views. Enjoy all of Tampa!

Indoor spacesFamilyBackyard

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

4.94 out of 5 average rating, 144 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

KitchenIndoor spacesSleep quality

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

4.95 out of 5 average rating, 382 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

Indoor spacesKitchenDecor

A private pool area features a heated pool surrounded by lush greenery and a patio area. Two lounge chairs with patterned cushions are positioned beside the water. A seating area can be seen in the background, along with a tasteful outdoor dining setup.

4.97 out of 5 average rating, 117 reviews

Historic Pool Home (heated pool) in South Tampa.

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private pool, and walk to Starbucks and other local restaurants. Dogs welcome with pre-approval from your hosts. We would love to welcome you to our clean and cozy home. No cleaning fees! ;-)

Indoor spacesKitchenAccuracy

Home in Bayshore Beautiful

A warm and inviting living area features a spacious sofa with contrasting cushions, complemented by a striking piece of wall art. A wooden coffee table sits atop a patterned rug, with natural light streaming through large windows draped in dark curtains.

Winter Season Getaway by the Bay, Close 2 Downtown

Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

Indoor spacesFamilyWalkability

4.89 out of 5 average rating, 158 reviews

4.98 out of 5 average rating, 269 reviews

Elegant 5BR Historic Gem w/ pool, walk to Bayshore

Luxury design in South Tampa! This 5 bedroom, 3.5 bath, 1923 home blends historic charm with an upscale interior. It’s perfectly located just 2 blocks from Bayshore Blvd, near Hyde Park, and minutes from Downtown, Riverwalk, and UT. Enjoy memory foam beds, organic cotton linens, 2 King suites, 2 California King rooms, 2 twins (with the option to convert to a King) custom sofas, and thoughtful designer finishes. A refined, comfortable base in Tampa’s most walkable, sought-after area.

Indoor spacesFamilyBeach

4.93 out of 5 average rating, 102 reviews

A kidney-shaped deep-water pool is framed by a modern patio featuring light-colored pavers. Lounging chairs positioned on the side invite relaxation. Surrounding tropical landscaping includes palm trees and lush greenery, enhancing the tranquil outdoor setting that is privately fenced.

Bungalow in Tampa

Tropical 3bd bungalow with pool! Walk to Bayshore!

A tropical oasis in South Tampa - large private backyard surrounded by palm trees and lush gardens, deep-water pool and outdoor dining area, an ideal place to enjoy the Florida sun. This 3 bedroom/2 bath bungalow is a great place to relax and unwind while still being close to everything South Tampa has to offer. Walk only blocks to Bayshore! The fully equipped home is minutes from Downtown Tampa and an easy drive to Clearwater/St. Pete, we guarantee you won't want to leave!

KitchenIndoor spacesCondition

A modern living area features a comfortable sofa and two upholstered blue chairs. A wooden coffee table with decorative items sits in the center. Light filters in through the window, illuminating the space, which is complemented by a neutral wall color and well-placed lamps.

4.92 out of 5 average rating, 150 reviews

Tampa’s Comfy Cozy Home - Location & Amenities!

Your modernly updated & ideally located home will provide everything you may need:★OUTDOOR RETREAT with Grill, Hammocks & Pond★CHEF'S KITCHEN fully equipped ★dedicated OFFICE/WORKSPACE/PLAYROOM★comfy & functional living, dining & sleeping amenities. Very desirable Tampa neighborhood with quick access to Downtowns Tampa or St. Pete, Westshore/Airport areas, MacDill AFB, nightlife/sports/shopping/entertainment venues and Bay area beaches. EV charging capability available.

Indoor spacesKitchenView

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.

4.94 out of 5 average rating, 141 reviews

Private House with Pool and Cabana

Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

KitchenFamilyBeach

4.98 out of 5 average rating, 118 reviews

South Tampa Sunset

Your relaxing Tampa escape Welcome to your cozy South Tampa retreat — perfect for solo travelers or couples looking to relax and explore. Located in a safe, peaceful neighborhood just minutes from downtown, the airport, cruise port, Hyde Park, and Bayshore Boulevard, with beaches under 30 minutes away. Thoughtfully designed for comfort and spotless stays, with easy check-in and responsive hosting to make your visit effortless and enjoyable.

KitchenIndoor spacesSolo travel

Apartment in Historic Hyde Park

A cozy living area features a brown sofa paired with two woven stools. A fireplace is elegantly styled with stacked logs, while soft lighting illuminates the space. A small dining table with wooden chairs is positioned near a window, enhancing the inviting atmosphere.

Casita Palma ~ Old Hyde Park (Casita Palma)

Casita Palma is one of four residences in our beautiful, 100 year old home. The home sits on a quiet street in the Old Hyde Park neighborhood. This amazing location allows you to walk to beautiful Bayshore Boulevard and the shops and restaurants of the Hyde Park Village. The Casita is a place to relax and reset. Designed with a calming and minimalist vibe, our home is the perfect stay for couples, friends, or business travelers.

Indoor spacesKitchenQuiet

4.98 out of 5 average rating, 187 reviews

4.77 out of 5 average rating, 123 reviews

Bungalow in Tampa

Tropical 1920s Bungalow with Saltwater Pool

Step into the charm of Old Florida with this 1920s South Tampa bungalow. Nestled beneath grand oak trees on a quiet corner lot in the eclectic Ballast Point neighborhood, this cozy cottage blends vintage charm with modern comfort. This inviting retreat features a tropical backyard oasis, complete with saltwater pool and cozy outdoor lounging areas. Perfect for morning coffee, afternoon sun, or evening swims.

FamilyIndoor spacesHot tub

Popular amenities for South Tampa family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious salt-water pool is surrounded by lush greenery and a white fence. A hot tub is integrated within the pool area, and two lounge chairs are positioned nearby on a stone deck, creating a serene outdoor retreat.

4.88 out of 5 average rating, 106 reviews

Gorgeous Home w/ Huge Salt-Water POOL & SPA

KitchenFamilyDecor

4.92 out of 5 average rating, 180 reviews

Heated Pool + Spa · Sleeps 8 · Near MacDill AFB

FamilyIndoor spacesCheck-in

An outdoor area features a private spa with bubbling water, surrounded by lush greenery. Warm string lights illuminate the patio, enhancing the welcoming atmosphere. The modern home design includes large glass doors leading to a dining space, visible through the open layout.

4.96 out of 5 average rating, 267 reviews

Unforgettable Fortress - Near Everything Tampa

FamilyIndoor spacesCheckout

The exterior of a two-story mansion is showcased, featuring elegant arched windows and a red-tiled roof. A stairway leads to the entrance, while a decorative fountain is positioned in front. Lush landscaping surrounds the home, enhancing its inviting appearance.

4.94 out of 5 average rating, 116 reviews

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

KitchenFamilyWalkability

The outdoor area features a spacious heated pool surrounded by a lush green lawn. Colorful lounge chairs are arranged along one side, with a hammock set up for relaxation. Soft lighting is strung above an entertainment area, creating an inviting ambiance in the evening sky.

4.9 out of 5 average rating, 146 reviews

Luxe Villa • Pool • Spa • Fire Pit • Games & More!

KitchenFamilyHot tub

The living area features a large sectional sofa and a circular coffee table. Natural light floods through large windows, highlighting the contemporary design. The space transitions into a dining area with a wooden table and chairs, visible in the background.

4.85 out of 5 average rating, 176 reviews

Spacious 4BR Near Midtown TPA Hot Tub + King Beds

FamilyKitchenParking

A screened lanai surrounds a clear salt-water pool, featuring a floating pink flamingo. Colorful lounge chairs are positioned nearby on a sunlit deck, with tropical greenery visible in the background, enhancing the private outdoor space.

4.98 out of 5 average rating, 318 reviews

Pool + Park + Private = Perfect Place

FamilyIndoor spacesParks

4.98 out of 5 average rating, 137 reviews

A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.

Home in Town 'n' Country

Canal-front Sanctuary | Manatees, Pool, Hot Tub

Indoor spacesFamilyBathroom

Family- and pet-friendly home rentals

A spacious rooftop terrace is furnished with a shaded seating area, featuring dark wood chairs and a cushioned sofa, surrounded by potted plants. A large umbrella provides shade, while an area rug defines the seating space against the backdrop of lush greenery and clear blue skies.

4.92 out of 5 average rating, 110 reviews

Great For Couples + Work Trips • Central • PetsOK

FamilyKitchenCheck-in

4.89 out of 5 average rating, 142 reviews

The living room features a comfortable sofa adorned with decorative pillows and an area rug. A coffee table is centered on the floor. A TV stands on a media console, accompanied by soft lighting. Decorative shelves and a floor lamp provide additional touches.

Guest suite in Tampa

AFB MacdillTampa: PrivateGuest Suite Pasta House

FamilyKitchenParks

4.96 out of 5 average rating, 647 reviews

A modern living area features a stone accent wall, complemented by a large clock. Two comfortable sofas with black and red cushions surround a coffee table. A dining table for four is visible, along with a well-equipped kitchen in the background, enhancing the spacious feel.

Apartment in Tampa

Cozy 2 BR "Rustic Chic" Hyde Park nook | KING bed

FamilyIndoor spacesEV charging

Guesthouse in Bayshore Beautiful

An outdoor patio area is enclosed by a wooden fence, featuring a fire pit surrounded by two white adirondack chairs. Lush greenery and small shrubs border the space, which is accentuated by a stone path and grassy patches under a clear blue sky.

La Casa Azul - Private Detached Guest House

KitchenIndoor spacesBarbecue

4.84 out of 5 average rating, 276 reviews

Guest suite in Bayshore Beautiful

A bright sleeping area is highlighted by an orange accent wall. A spacious bed is adorned with patterned pillows, and natural light enters through a small window. A wooden shelf holds decorative items, while a small potted plant adds a touch of greenery.

Cozy Tampa Spa Suite ★ STEAM ROOM ★

FamilyIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 174 reviews

4.96 out of 5 average rating, 100 reviews

A spacious living room is highlighted by a comfortable sofa and a shuffleboard table. A wall-mounted television is visible, alongside a decorative shelving unit featuring various books and games. Natural light fills the space through large windows, while a stylish staircase leads to the upper levels.

Townhouse in Tampa

FIVE STAR Luxury ~ Walk to Everything | 3BR/3BA

Indoor spacesKitchenCheckout

A spacious living area features a large sectional sofa with neutral-toned cushions surrounding a wooden coffee table. A textured area rug covers the hardwood floor, while a green wall adorned with plants and soft lighting adds a natural touch. A flat-screen TV is mounted on the wall.

4.95 out of 5 average rating, 164 reviews

Boho | TPA's Central Lux Zip Code | Pool Table

FamilyIndoor spacesAmenities

A serene outdoor space features a sparkling pool surrounded by well-maintained grass. A wooden cabana with seating and a television is positioned near the pool, alongside lounge chairs. String lights are draped overhead, enhancing the relaxing atmosphere of the backyard.

4.87 out of 5 average rating, 113 reviews

Pool Home & Cabana in South Tampa 3 beds

FamilyKitchenBathroom

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 118 reviews

The kitchen features a central island with dark cabinetry and a white countertop, providing ample workspace. In the background, stacked washers and dryers are visible. Comfortable bar stools are positioned at the island, and a light fixture hangs overhead, illuminating the area.

Townhouse in Tampa

Cozy & Chic Townhome in the Heart of South Tampa

Indoor spacesFamilyLayout

4.94 out of 5 average rating, 104 reviews

Private Pool with Main/Guest House and Sauna

Indoor spacesFamilyDecor

4.88 out of 5 average rating, 100 reviews

The living room features a spacious sectional sofa with decorative pillows, a large area rug, and a flat-screen Smart TV mounted on a media console. Natural light illuminates the space, complemented by wall art and a sleek staircase leading to the upper level.

Townhouse in Tampa

Modern Home w/ Large Rooms and Full Amenities

Indoor spacesKitchenValue

A refreshing pool area is framed by tropical landscaping, with a cozy seating area under a covered patio. Decorative signs point towards various destinations, while an umbrella provides shade next to green comfortable chairs. Sunlight reflects off the clear water, creating a tranquil atmosphere.

4.87 out of 5 average rating, 100 reviews

Casita at the Oasis

FamilyIndoor spacesComfort

4.92 out of 5 average rating, 346 reviews

A softly lit pool area is showcased at night, featuring a clear swimming pool surrounded by pavers. Lounge chairs are visible near a wooden pergola, while string lights gently illuminate the landscape, enhancing the tranquil atmosphere with lush vegetation in the background.

Guest suite in Tampa

The Gem at Ridgewood Park

Indoor spacesFamilyHospitality

4.93 out of 5 average rating, 152 reviews

A screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.

Home in Town 'n' Country

Waterfront Resort with HEATED POOL!

Indoor spacesFamilyAmenities

A spacious living and dining area is depicted, featuring a large wooden table surrounded by multiple chairs. A cozy seating arrangement is visible with a light-colored sofa and decorative accents. Natural light enters through a nearby window, illuminating the neutral tones of the space.

4.81 out of 5 average rating, 162 reviews

Charming 4 bedroom home in the BEST location.

KitchenIndoor spacesParks