Vacation Rentals By Owner In Saint Petersburg, FL

brWelcome to Isla Del Sol, just 2 minutes from Pass-a-Grille, the world renowned Don Cesar Hotel and St. Pete Beach’s sugar-white sand, shops, and sunsets, perfect for a relaxing coastal escape. brbrBahia Del Mar is a stunning resort-style waterfront community featuring tropical landscapes, heated pool, hot tub and onsite security. brbrbrClean, newly renovated, spacious 2BR/2BA resort style condo located just 2 Minutes to Pass-A-Grille and the world-renowned Don CeSar Hotel, 2 minutes to St Pete's Beach, 5 minutes to Fort Desoto Park, and 10 minutes to downtown St. Petersburg. Gulf Blvd, shopping and numerous restaurants are less than a 3-minute drive away. brbrWe are located in Bahia Del Mar in Isla Del Sol (Island of The Sun). It is a quiet, friendly community with its own private beach located on Boca Ciega Bay just a 5-minute walk from the condo. brbrThis resort is very well run and nicely manicured and is ideal for mature adults looking to relax in a luxurious, quiet, secure vacation spot. Sleep well knowing you are protected by dedicated 24 hour onsite security patrols. If you are looking to party this is not the spot for you. Resort security has zero tolerance for partiers. brbrThis unit has been completely renovated with premium finishes and boast all new furniture, new stainless appliances, a fully renovated kitchen with premium quartz counter tops, and custom tiled showers in both spa-like bathrooms. brbrThis 2-bedroom, 2 bath condo is perfectly suited for sharing. The bedrooms are on opposite ends of the home, and each has its own bathroom. If you're sleeping 6, the pull-out sofa bed in the living room is large and comfortable. brbrThe open LR/DR and Kitchen make getting together to enjoy the good times with family and friends easy. The kitchen is fully stocked with all the cooking essentials but there are plenty of restaurants within a 5-minute drive if cooking is not in the cards. brbrThe community pool and hot tub are just a 1-minute walk from your front door, but far enough away so you can enjoy the quite times when needed. brbrThere are plenty of marked walkways for walking or biking with-in the resort or you can venture onto the St. Pete's trail system that is at the edge of the resort. You can even bike to Fort Desoto Park if you're feeling adventurous. brbrThe balcony has an amazing view of the sunset and the ponds with lighted fountains and there is a Ninga Electric Grill for outdoor cooking.brbrThere are plenty of onsite guest parking spots just a few steps from the main entry as well as an electric charging station and car wash bay available just a few spots away.brbrWe are experienced super host and know that you want comfortable, clean accommodations and we try our very best to provide that. brbrYou have our commitment that we will do everything in our power to make your stay as comfortable and enjoyable as possible. brbrWe look forward to hosting you.

St Pete's & Pass-A-Grille Resort Style Vacation-Newly Renovated - Pool & Hot Tub

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(48)

$212.81

This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping your coffee, or while enjoying a glass of wine in the evening!brbrA 7-minute drive to Madeira Beach, and close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping within 7 minutes. Lots to do; close to fishing including deep sea, and jet skiing.brbr1 bedroom, sleeps 4; comfy pull-out.brbrWe have equipped the condo for you! We have cooking and eating utensils, cups incl. wine glasses, a coffee maker, blender, toaster, towels incl. beach, and some basic necessities (ie. toilet paper, paper towels, bar soap, laundry soap, dish soap, dishwasher soap and trash bags.brbrA washer and dryer in the until w/ a full shower and bathtub.brbrFree parking, a BBQ grill area on the ground floor, Wi-Fi, 130 most popular TV channels (incl. sports, news ), YouTube, Netflix & Prime.brbrClose to restaurants, Tyrone Mall and other shopping, Studio Movie Theater & Grill, a marina, Pinellas Trail, and Bay Pines Park (with public boat ramps), John's Pass and Early Bird dinner Theatre. Everything is at your fingertips... yet quiet on your balcony!! brbrA 33 minute drive to Tampa Airport; a 23 minute drive to St. Pete's / Clearwater Airport.

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

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$193.18

Welcome to this Sophisticated Industrial Style Town Home located in the heart St Pete. This town home includes an open floor plan concept of an entire two-story townhouse – 2 bedrooms, 1.5 bathrooms NEWLY RENOVATED from top to bottom. This is located in an super convenient area where you can take any direction with easy high way access to downtown St petersburg, beautiful clearwater or tampa bay area. This is an excellent choice for your next stay.

BEAUTIFUL INDUSTRIAL Staycation Townhome

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(4)

$200.61

Welcome to this Comfy Luxury Bohemian Style Town Home located in the heart St Pete. This town home includes an open floor plan concept of an entire two-story townhouse – 2 bedrooms, 1.5 bathrooms fully renovated from top to bottom. This is located in an convenient area where you can take any direction with easy high way access to downtown st petersburg, beautiful clearwater or tampa bay area. This is an excellent choice for your next stay.brbrThis luxury townhome comes equipped with all the amenities you could need, including a fully equipped kitchen. The 2 private upstairs bedrooms has a queen size bed & two full beds in addition to all bedroom essentials. There will be a full bath upstairs equipped with all toiletries and other essentials. Downstairs you’ll find the common areas including kitchen, dining room, laundry room, bathroom and a living room equipped with a smart TV, lounging furniture to keep you nice and cozy.

Bright & Cozy Townhouse 2,600 monthly

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(34)

$89.46

This romantic Vacation Getaway house is connected to a enclosed court yard . It has a full kitchen, bath, walk in closet and a queen size bed. Just bring your bags and enjoy a fun filled getaway. A short drive to the beach and area attractions, you get the best of both city and beach living. The kitchen is fully furnished with all new appliances and is ready for your gourmet touch. Or be the master of the outdoor grill impress your friends before bicycling downtown for some shopping or sightseeing.

St. Petersburg Romantic Vacation Guest house, Monthly or less

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(9)

$222.97

ENTIRE PROPERTY- Private home with 2 bedrooms and 2 full bathrooms. No other renters or owner on property. All the comforts of home: washer/dryer, fenced backyard and off alley parking-1 mile from downtown St Pete.

Uptown Bungalow 2/2

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(11)

$1777.21

Step into your own one-of-a-kind waterfront castle retreat—an old-school, medieval-inspired classic with a hint of modern flair and personality in every corner. This home has a ton of character you simply won’t find anywhere else, from its unique architectural details to the warm, inviting spaces that feel both grand and comfortable.brbrOffering roughly 5,000 square feet of living space, this expansive residence features 5 generous bedrooms, 4 full bathrooms, and a convenient half bath. It’s ideal for large families, multi-family trips, or groups of friends who want room to spread out without ever feeling crowded. An in-home elevator services all levels, making it easy for guests of all ages and mobility levels to move throughout the home, along with luggage, groceries, and beach gear.brbrThe interior blends old-world charm with modern comfort. Think classic lines, rich finishes, and thoughtful touches throughout, paired with updated conveniences. At the heart of the home is a stunning, chef-inspired kitchen with abundant counter space, quality appliances, and plenty of room for preparing group meals. Whether you’re cooking a big breakfast before a day on the water, hosting a family dinner, or bringing in a private chef, the kitchen is set up for serious cooking and easy serving.brbrMultiple living and lounge areas offer cozy spots to gather, play games, share a bottle of wine, or simply relax and catch up. The layout is perfect for both together time and quiet retreats, so everyone can find their own favorite corner of the “castle.”brbrFor those who like to stay active, the garage has been transformed into a private gym, allowing you to keep up with your workout routine without ever leaving the property. It’s a rare and convenient amenity, especially for longer stays.brbrOutside, the home truly shines as a waterfront playground. The back of the house opens to a resort-style setting with a sparkling pool, relaxing hot tub, and a private boat dock. Spend your days swimming, soaking in the spa, sunbathing, or enjoying a cocktail by the water as boats drift by.brbrFor guests eager to get out on the water, jet ski and boat rentals are available, giving you an easy way to turn your stay into a full coastal adventure. Nearby operators also offer fishing charters, sandbar trips, and unforgettable sunset cruises. If you prefer a slower pace, there are ample opportunities for kayaking, paddleboarding, and simply soaking in the views from the dock.brbrThe location offers the perfect blend of convenience and escape. You’ll be just moments from some of the best local restaurants—ranging from laid-back coastal spots to upscale dining—along with shops, bars, and popular attractions. It’s easy to venture out for a great meal or an evening out, then return to your private, character-filled sanctuary on the water.brbrWhether you’re seeking a peaceful retreat or an action-packed getaway, this medieval-inspired coastal home balances charm, comfort, and adventure. From the elevator and private gym to the pool, hot tub, dock, and access to jet ski and boat rentals, every detail is designed to elevate your stay.brbrReserve your dates and experience a truly unique blend of old-world character and modern coastal living in this unforgettable waterfront home.

Waterfront 5BR Castle • Pool, Dock & Elevator Home

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(21)

$159.09

Escape to this charming 2 bedroom, 1 bath condo for the perfect getaway! With an upgraded kitchen and bathroom, you'll feel right at home. The condo is filled with natural light and offers a comfortable living space. The kitchen is fully equipped with pots, pans, glassware, flatware, and china. Linens are provided for your convenience. Relax and unwind while watching your favorite shows on the flat screen TV in the living room or the smaller TVs in the bedrooms. Stay connected with wireless internet and enjoy the convenience of a washer and dryer. The balcony offers stunning sunset views and the chance to spot dolphins and birds in the morning. Waterside is a resort-style community with 24/7 security and a range of amenities. Located just a 10-minute drive from downtown St. Petersburg, you'll have easy access to museums, restaurants, galleries, and shopping. St. Pete Beach and Fort DeSoto Park are also just a short drive away. Tampa International Airport is conveniently located 20 minutes away. Don't miss out on this incredible vacation rental!br

Experience Bay Views Stunning Sunsets, Dolphin sightings from your Private patio

Saint Petersburg, Florida, United States

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Bath

Sleeps

$587.6

Escape to this modern coastal home in picturesque St. Petersburg/Madeira Beach area. This delightful property features 3 bedrooms with a mix of a king bed, queen bed, 2 full beds and a queen sofa sleeper. Enjoy the convenience of 2 bathrooms equipped with luxury towels, shampoo, conditioner, and body/hand soap. Relax in the open space living room and outdoor patio with a brand new in ground pool and hot tub.

Modern Coastal 3-bedroom house in St. Pete/Madeira Beach area.

Saint Petersburg, Florida, United States

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Bath

Sleeps

$250.22

This newly renovated 1-bedroom, 1-bath apartment offers a bright and cozy retreat near the beaches, parks and Pinellas Trail. Enjoy a comfortable living area, modern walk-in shower, and convenient kitchenette. With cheerful decor, natural light, and thoughtful touches throughout, it’s perfect for travelers seeking relaxation and convenience.brbrLocated in a peaceful residential neighborhood by Madeira & Redington Beach. Enjoy the brand new jacuzzi, a round of pickle ball or a mini putt session!brbr• Note: This is a private home that shares one wall with a neighboring unit (like a duplex). The two units can be booked together. br• Separate entrance and separate parking.br• Shared amenities include: pickle ball court, small putting green, jacuzzi, bbq and exterior dining area.brbr• Perfect for couples, solo travelers, or business stays but also accommodates small families with young children or additional guests (as the Sectional Couch pulls out to a Queen-sized bed.)br• Long-term stays welcome!

Cottage

Brand New Cozy Retreat by the Sea - Unit B

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(4)

$259.9

Comfy and spacious 3 br + 2 ba, perfect for a family of 6, or 3 couples. Brand new kitchen, floors and bathroom. We have a great swimming pool with a palapa and outdoor grill.brbrSuper quiet neighborhood, close to shopping and restaurants, with quick access to St Pete Beach an Treasure Island beach and also the pier area downtown.

Your Perfect Winter Getaway! 3br, 2ba with POOL

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

$129.17

Condo, 2 Bedrooms, 2 Baths, (Sleeps 4)brFully-equipped one-floor, 2nd story unit of a two story villa.. King bed in primary and 2nd bedroom. Two full baths. Screened porch and master overlook 4th hole of golf course.. brHigh Definition TV in Living room with digital channels included. TV in 2nd bedroom. Washer and dryer in unit. Reverse osmosis water. brNew living room furniture. Heated/cooled Pool with hot tub overlook the ocean. Pool table in one of two common areas. br18-hole golf course and Marina on Island for boat and jet ski rentals. brWalking distance to restaurants. Two miles to drug store, Publix (groceries), Banks, liquor and more. One and a half miles to 7-11,Subway and Marina. brSt. Pete Beach just over new bridge, five miles to Fort Desoto Park and its world-renowned beach. Twenty seven miles to Tampa International via interstate. brEverything included for you to just open the door and start your vacation. Condo association requires 28 day minimum rental.

Villa

Paradise on Isla del sol

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

$157.23

Beautifully Renovated 3-Bedroom Home Near Tampa & Downtown St. Petersburg looking for renter now the property is open and ready to move in brbrWelcome to this fully renovated 3-bedroom, 2-bathroom home offering modern comfort in a quiet, safe neighborhood. This property features brand-new flooring, cabinets, appliances, interior doors, and fresh interior paint, giving the home a clean, contemporary feel from top to bottom.brbrEnjoy relaxing or entertaining in the fully enclosed, screened-in back porch that overlooks a peaceful pond — with half of the space air-conditioned for year-round comfort. The home also includes a spacious two-car garage and a large, private yard, ideal for outdoor living.brbrPerfectly located just minutes from the Gandy Bridge, you’re only 15 minutes from downtown St. Petersburg and just 3 minutes from a nearby boat ramp, making this home ideal for anyone who loves coastal living.brbrif looking for longer term find me on zi loww message me there

Amazing 3-bedroom house brand new renovation quiet neighborhood enclosed porch

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

$97.37

The Pineapple Penthouse is a quaint, tropical, private apartment just minutes from downtown Saint Petersburg. Get out and explore the shops, restaurants, museums, and parks of downtown. This suite is not in a complex. It is a stand-alone home on top of a detached garage. Located on a private property shared with the owners.brbrWe are new to VRBO, but have been a SuperHost on A1RBNB for 5 years. You can search us and see our review history there.brbrWe do allow pets! There is a small pet fee of $25.brbrThe Space:brbrThis charming, bright suite will make you feel right at home. When you’re not out exploring the town, we provide you everything you’ll need to make a home cooked meal, relax on the couch to your favorite movie or series and get some rest on the super-comfortable king bed.brbrGuest Access:brbrPARKING:brGuests will have access to the entire private apartment, as well as free parking in front of the garage in the alley way.brNote: guests will not have access to the garage itself.br**Please avoid parking with your vehicle partially or entirely in the alley way. Unfortunately, your car could get TOWED, as this alley is frequently used by city workers and neighbors. Free street parking is also available. Thank you! **brbrOther Things to Note:br*Washer/Dryer available in first floor garage for guests.brbrWe currently only accept booking for 30 days or longer :)

Apartment

Pineapple Penthouse- Cozy 1/1 Suite Near Downtown St. Pete -PET FRIENDLY

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$177.36

Beautiful surroundings, spans Tierra Verde and Isla del Sol—barrier-island enclaves between the Gulf and Tampa Bay—known for marinas, resort-style condos, and daily sunset rituals. Expect a subtropical, breezy climate ideal for boating, paddle boarding, and cycling the Skyway/Pinellas trails; Fort De Soto Park adds beaches, a dog beach, kayak launches, fishing piers, and campsites. Everyday conveniences include Island Way Market, Tierra Verde Shoppes, coffee at Addicted to the Bean, and waterfront dining at Billy’s Stone Crab and Tony & Nello’s, with boutique fitness studios nearby and quick Pinellas Bayway access to I‑275 and downtown St. Pete’s arts and dining.

Isla Del Sol Beautiful Sunny Retreat

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

$160.42

This 2-bedroom house in St. Petersburg is perfect for your escape to relaxation. With a king bed and a queen bed, guests can unwind in comfort. The bathroom comes equipped with a hair dryer for added convenience. The AC and heating ensure a nice stay no matter the weather. We think our place will help you experience everything St. Petersburg has to offer. One mile from Beach Drive,20 min to world class beaches, 30 min to TPA Airport

Uptown Flamingo Bungalow Downtown St Pete Walk to Crescent Lake Park

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(9)

$230.03

Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath poolside at Bahia Vista in Isla Del Sol. Flat-screens TVs in bedroom and living room. For Florida weather, tile throughout the condo. The condo sleeps 6 guests. The master bedroom has a king-sized bed, while the remaining guest room is furnished with two twin-sized beds. In the living room, you have a beautiful sectional with a queen sleeper sofa and designer table for dining or playing cards/puzzles/games, and a flat-screen with TV/blu-ray player. Wifi is available and password will be provided. The furnished kitchen is perfect for dining as it is equipped with an eat-in country kitchen area, coffee-maker, toaster, microwave, and oven. Enjoy the full size energy efficient washer and dryer! Balcony overlooking golf course and large pond with table and chairs to enjoy the beautiful sunsets. Go out the front door of the condo and you are directly in front of the pool with hot tub. Situated near St. Petersburg Beach, Pass-A-Grille, Boca Ciega Bay, and Terra Verde. The area is also close to Clearwater Beach, Treasure Island, Madiera Beach, Fort DeSoto Park, John's Pass Village and Boardwalk, Tampa Bay and Busch Gardens. The location allows guests to enjoy fishing, parasailing, golfing, boating, shopping, miniature golf, dolphin watching, snorkeling, wine tasting, fine dining, and later watch the sunset from the balcony off the condo or the various beachside restaurants. br brSpend the day away, enjoying nearby attractions such as Fort DeSoto Park, Busch Gardens in Tampa, Clearwater Aquarium (Dolphin Tale Movie-Winter), Tropicana Field (Tampa Bay Rays), Tampa Bay Rowdies (Demens Landing in St. Petersburg), Smuggler's Cove in Madiera Beach and Indian Shores (miniature golf), The Florida Aquarium (Tampa), The Dali Museum in St. Petersburg, Sunken Gardens in St. Petersburg, Alligator Attraction at John's Pass Village & Boardwalk, boat rentals in Terra Verde and many restaurants. Some of our favorites are Skyway Jack's in St. Petersburg for home cooking and great fish, Gigi's on Gulf Boulevard for fine Italian cuisine and pizza, The Brass Monkey in Pass-A-Grille, Shell's on Gulf Boulevard, Spinners at The Grand Plaza Hotel (great food and beautiful sunset at the revolving restaurant), and Crabby Bill's in St. Petersburg or Indian Shores. brbrPlease note: the association charges $100 fee for parking in which is in addition to rental fees. I will give information regarding pick up and payment for the parking pass upon confirmation of rental agreement. Also, there is a $165 cleaning fee.brbr

The resort lives in St. Petersburg

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$135.91

This beautifully renovated second-floor apartment combines comfort and style in the heart of St. Petersburg. Located within walking distance of downtown and Vinoy Park, the apartment offers both convenience and charm. Featuring a thoughtfully designed living room with upscale industrial décor, a spacious kitchen equipped for dining in, and a cozy bedroom retreat, this property is ideal for both short- and long-term stays. Central air and heating, and an in-house laundry room ensure year-round comfort, making this residence a perfect blend of modern updates and urban accessibility.

Apartment

Renovated 1-Bedroom Apartment in Prime St. Pete Location

Saint Petersburg, Florida, United States

Bed

Bath

Sleeps

$104.71