Holiday rentals with a hot tub in South Pasadena

4.99 out of 5 average rating, 149 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

Guest house in Central Oak Park

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

4.98 out of 5 average rating, 225 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

Superhost

The backyard features a landscaped area with a fire pit surrounded by seating, creating a cozy gathering spot. A putting green is visible, along with a covered patio that includes outdoor seating, illuminated by charming string lights, and vibrant decor enhancing the outdoor experience.

4.83 out of 5 average rating, 127 reviews

Bali inspired near White Sand beaches and Downtown

Escape to our beautifully renovated SPACIOUS Home, centrally located just 15 minutes from downtown Saint Pete and the beaches. Relax in our Balinese Moroccan inspired master bedroom suite with high ceilings and cook in our stunning kitchen. Enjoy a round of golf on our putting green. Unwind in the HOT TUB after day at the beach. Plenty of fun games such as Foosball, connect 4, perfect for gathering with family and friends. Come stay with us and experience the ultimate in comfort and luxury!

Superhost

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

Guest house in St. Petersburg

4.84 out of 5 average rating, 366 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

A screened-in outdoor area features a heated swimming pool, surrounded by paver stones. Two lounge chairs are positioned nearby, and colorful floaties are visible in the water. The scene is framed by trees and a lawn in the background, with sunlight filtering through.

4.92 out of 5 average rating, 162 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.

4.95 out of 5 average rating, 266 reviews

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

Wake up to bay breezes in our fully updated 1-bed condo just a quick drive from the sand. Enjoy a sparkling heated pool, soothing hot tub, free parking & blazing-fast Wi-Fi. Inside you’ll find a full kitchen, king bed, 2 smart TV's & a large private balcony for sunset vibes. See dolphins while sipping morning coffee. A 6-min drive to renowned Madeira Beach. Laundry in the unit, and & a gym on site. Superhost service—fast replies & local tips. Book now for an unforgettable coastal escape!

Apartment in Treasure Island

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

4.9 out of 5 average rating, 162 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

4.98 out of 5 average rating, 278 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

A serene waterfront view is offered from the balcony, featuring a round table with two chairs. Palm trees frame the view, while calm waters reflect the clear sky, creating a peaceful outdoor space perfect for relaxation.

4.81 out of 5 average rating, 208 reviews

🏝🏝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.

Apartment in Madeira Beach

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.

4.99 out of 5 average rating, 214 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

4.93 out of 5 average rating, 183 reviews

A shaded outdoor seating area is arranged with two light-colored chairs, a central table, and two small side tables. Potted plants add greenery, while soft cushions provide comfort. The wooden deck features a cool aqua color, enhancing a relaxed vibe.

Flat in Central Oak Park

St.Pete Modern Retro Oasis

8 mins to Downtown, Vinoy Park, clubs, bars and coffee shops. We are 14 mins to Treasure Island Beach, 10 mins to Gulfport, 5 short blocks to Pinellas Bike Trail and a 2 min walk to Central Ave Trolley and the SUN RUNNER which takes you to the beach and/or downtown. Owners DO live on the premises, but there is only 1 BnB unit, so you will have plenty of privacy. We offer many amenities and believe our pricing reflects the high quality of our BNB!

An inviting balcony view overlooks a spacious pool area and the intercoastal waters, framed by palm trees. A light-filled living area features comfortable furnishings and a television, while the dining space and kitchen are visible, providing a warm atmosphere for relaxation and enjoyment.

4.86 out of 5 average rating, 313 reviews

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

Popular amenities for rentals with a hot tub in South Pasadena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

A newly renovated outdoor area features a tranquil swimming pool surrounded by stone tiles and lush tropical plants. The bright blue water reflects the sunny sky above, while a dining table is positioned nearby, enhancing the welcoming environment of the space.

5 out of 5 average rating, 24 reviews

Modern Coastal Retreat

A modern living room features a stone accent wall with a large flat-screen TV mounted above a contemporary electric fireplace. Comfortably arranged seating includes a gray sofa and an accent chair. Natural light filters through the window, illuminating the space.

4.85 out of 5 average rating, 174 reviews

Tropical escape house with hot tub

4.91 out of 5 average rating, 153 reviews

The living room features light-colored wood flooring and a neutral-toned sectional sofa positioned near a 65-inch Smart TV. A cozy chair and a decorative plant add warmth, while double doors lead to an outdoor seating area, enhanced by a vibrant green wall art piece.

Home in Largo

Luxe by the Bay - A Family Vacation Rental

Superhost

A private outdoor pool is surrounded by a spacious patio, featuring tropical landscaping and palm trees. The pool area includes a shallow ledge for lounging. The exterior of the home, with light-colored stucco, is visible in the background alongside a securely fenced yard.

Home in Largo

4.86 out of 5 average rating, 173 reviews

The Paradise Cove No. 1

Home in Historic Roser Park

A modern duplex house is presented with a light exterior and green accents. Symmetrical windows are framed in green and are contrasted by the white walls. The driveway is paved, leading to a single-car garage, with landscaping elements visible along the side.

4.97 out of 5 average rating, 209 reviews

3 Bed-3 Bath Entire Unit Near Tropicana Field/DTSP

Home in Indian Rocks Beach

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

5 out of 5 average rating, 178 reviews

Piece of paradise in Indian Rocks Beach.

A hot tub is positioned beneath a wooden pergola, surrounded by tropical plants and vibrant murals. Comfortable outdoor seating is available nearby, creating a welcoming space for relaxation. The setting features a mix of greenery and colorful art, enhancing the backyard's ambiance.

4.92 out of 5 average rating, 121 reviews

Sunshine Sanctuary 2 BR w/ Hot Tub & Gameroom

4.84 out of 5 average rating, 104 reviews

A fenced backyard features a heated swimming pool surrounded by four lounge chairs and two umbrellas. Lush greenery is present in the background, offering shade and a private feel. Sunlight reflects off the clear water, creating a serene outdoor space for relaxation.

Home in Largo

Villa Bella with Heated Pool

Villa rentals with a hot tub

4.8 out of 5 average rating, 51 reviews

A spacious pool area is highlighted, showcasing a turquoise pool surrounded by potted plants and tropical foliage. The villa's exterior features large windows that emit a warm glow, creating an inviting ambiance as dusk sets in.

Villa in Clearwater

La Villa, 1 of 3 rentals on-site, pool, near beach

A private rooftop terrace features a hot tub, comfortable seating area, and a large umbrella providing shade. The artificial turf enhances the outdoor space, while distant views of buildings and the clear blue sky create a serene atmosphere.

Villa in Clearwater Beach

4.42 out of 5 average rating, 19 reviews

Paradise Cove Townhome 145-3 - Premium Waterfront Community

Villa in Clearwater

New place to stay

Villa pool in Clearwater|Sleeps 7, Great Location

4.96 out of 5 average rating, 48 reviews

An outdoor space features a circular fire pit surrounded by several black Adirondack chairs, all set on gravel. The background showcases a heated pool and spa, with a vibrant sunset sky illuminating the scene. The villa and dining area are visible, enhancing the inviting atmosphere.

Villa in Seminole

Modern Luxury Villa - Heated Pool Spa, Game Room

Villa in Indian Rocks Beach

4.92 out of 5 average rating, 132 reviews

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

An aerial view of a screened pool area is shown, featuring a heated pool with an octagonal shape surrounded by a spacious patio. Lush green landscaping frames the area, including tropical plants and palm trees. Comfortable lounge chairs are placed near the pool for relaxation.

Villa in Seminole

4.76 out of 5 average rating, 90 reviews

7BR Luxury Retreat w/ Heated Pool & Spa

A waterfront view showcases a blue house with white trim, accompanied by neighboring buildings in varied colors. A wooden dock extends into the water, providing easy access for kayaking or fishing. Lush green lawns and palm trees enhance the outdoor space leading to the shoreline.

Villa in Indian Rocks Beach

4.68 out of 5 average rating, 37 reviews

Relax at our Bay waterfront Home with Jacuzzi.

Villa in Indian Rocks Beach

A wide view of the intercoastal waterway reveals vibrant turquoise waters and a private dock. Lush greenery and a spacious pool area are visible, featuring a unique shape and several lounge chairs. The serene setting offers an inviting outdoor space for relaxation.

5 out of 5 average rating, 52 reviews

Villa Blanca - Waterfront Midcentury Modern Home

Other holiday rentals with a hot tub

The image showcases a pool area overlooking a serene waterway, bordered by palm trees. Sunbeds are positioned around the pool, and lush greenery is visible in the foreground. A tranquil sky with scattered clouds enhances the view of the water, creating a peaceful atmosphere.

4.97 out of 5 average rating, 31 reviews

BOCA CIEGA Condominium - 107

Apartment in Indian Shores

A covered balcony features a glass-top dining table accompanied by four wicker chairs. The expansive view overlooks the tranquil Gulf of Mexico, with gentle waves breaking on the sandy shore. The sky is overcast, providing a serene backdrop to the coastal scenery.

4.79 out of 5 average rating, 99 reviews

Amazing Beachfront corner unit with Stunning Views

Apartment in Isla del Sol

A serene view of a sandy beach bordered by clear turquoise water. Thatched umbrellas dot the shore, providing shaded areas for relaxation. In the distance, a bridge spans over the water, while a boat maneuvers gracefully along the coastline.

4.96 out of 5 average rating, 24 reviews

Beachside Bliss ~ Waterfront on Boca Ciega Bay.

The living area features light-colored leather seating arranged around a coffee table, with a television in the corner. Expansive glass doors open to a balcony, allowing views of palm trees and water. A neutral carpet enhances the spacious feel of the room.

4.92 out of 5 average rating, 72 reviews

2 bedroom condo with a pool on Boca Ciega Bay

Apartment in Indian Shores

An aerial view showcases a well-maintained condominium complex bordered by lush greenery and a serene waterway. The inviting heated pool is surrounded by lounge chairs on a manicured lawn, with the Gulf of Mexico visible in the background under a clear blue sky.

4.99 out of 5 average rating, 86 reviews

Intracoastal w/Private Balcony★ - Steps to Beach ☼

Apartment in Treasure Island

A spacious outdoor area features a large, inviting pool surrounded by lounge chairs under the shade of umbrellas. A hot tub is positioned nearby, with lush palm trees providing a backdrop against a vibrant sunset sky.

4.95 out of 5 average rating, 42 reviews

1br Condo with Pool and Palms View & Beach Access

5 out of 5 average rating, 19 reviews

A private balcony overlooks tranquil waterfront views, featuring a round table surrounded by white wicker chairs. Lush greenery and palm trees frame the scene, while sunlight casts gentle shadows across the space, enhancing the connection to the serene outdoor environment.

Flat in St. Petersburg

Dolphin Views and Resort Pool!

A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.