Home Vacation Rentals By Owner In Gulfport, FL

Showing 100 Of 121 Vacation Rentals
Slider Thumb
Exceptional(102)

$152.55

/ Nightly
Cottage

Perfect Cottage In Art District of Gulfport

Gulfport, Florida, United States

This beautiful cottage was completely renovated with comfort and relaxation in mind. It is located in the Art District in Gulfport Florida which is within the Waterfront District. This 360 square foot cottage is the second cottage of three located on the Wishing Well property. It has an amazing kitchen with everything you need to cook or entertain friends. There is a large bathroom with a walk-in shower with a rain head! The bedroom has a new queen bed that is very comfortable. The living room has a leather futon perfect for guests. There is a large flat-screen TV in the living room with a DVD player. There is a smaller flat-screen TV in the bedroom. brbr**Please note that the cottage is perfect for a couple or a family with one or two younger children. It could be a bit tight for four adults, especially as the bathroom is accessed through the bedroom. brbrAll of the shops, restaurants and Gulfport's beach are within a short walk of this cottage. This cottage has a lovely front porch for enjoying the Key West style atmosphere. We have a couple of bicycles at the property for guests to use to ride around town. There is also a large courtyard with a gazebo and gas grille for the enjoyment of guests.brbrAll of Gulfport is within walking or biking distance of the cottage. St. Petersburg with its museums and shopping is just a short 7 minute car ride. Ft. Desoto Park is a 20 minute car ride.brbrThis is a beautiful place in a great little beach town. Come once you will be back again and again. This is the kind of town you only tell your good friends about, lest it get spoiled. Come visit a real Florida beach town... br
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

$269.88

/ Nightly
Private Vacation Home

Hip Nautic Gulfport Retreat min to St Pete/Beaches

Gulfport, Florida, United States

Keep it simple at this peaceful and centrally-located pool retreat. Located minutes to area beaches, artsy downtown Gulfport and a short 6 mile bike ride to St Petes Central District! 3 br/2ba home where you can relax, work, take a dip in the pool and enjoy dinner at at the large dining room farm table.brThe spacebrThis house offers 8 rooms; living room, kitchen, dining room, three bedrooms, and two bathrooms. When you arrive there is plenty of parking in front of the house as well as an additional space in the alley.brbrEntry to the house is through a front screened in porch via keypad entry code. The living room is the first room as you enter the front door, with open concept to the kitchen and dining room. Bar stools at the nautical inspired counter top provide a place for eating or social gathering. The dining room farm table features seating for six.brbrLeaving the dining room to the left you find access to the pool, bar, grill, and outdoor dining. The second door leads into the garage where the washer/dryer are located.brbrOff the living room is a hallway to the bedrooms and baths. The first room on the left you'll find a full sized bed, along with a computer desk and chair. Across from the first bedroom in the main full bathroom.brbrAt the end of the hall you'll find the second bedroom on the left and the master on the right. The second bedroom has two twin sized beds. The master bedroom has a queen sized bed, sliding glass door to the pool deck, walk in closet which leads to the master bath, which also has access to the pool deckbrGuest accessbrGuests have full access to the house, with the exception of an owners closet off the master bedroom.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(115)

$254.25

/ Nightly
Cottage

Family and dog friendly beach cottage w/pool & grill in quaint seaside village

Gulfport, Florida, United States

***Just a note*** We only accept well-behaved, non-aggressive breeds. There is an additional Pet Fee, which you will be prompted to add when you book. Sorry, no cats.brbrThis is not your typical rental with hand-me-down everything. From the moment you walk in, you will feel at home in this cozy beach cottage. This lavishly redone home has a spacious master suite with jetted tub and stall shower, plus sliding doors to the heated pool. A privacy fence surrounds the pool with landscape lighting that makes you feel like you're at a 5 star resort. The master has a quiet sitting area for reading and a dressing table. Relax in the large living room with wide-screen TV and electric fireplace (no mess, just ambience!), or hang out in the pool surround with your morning java & paper. The roomy second bedroom has its own private bath with tub shower. There is also a TV as well. Both bedrooms have high end bed linens. Our small office has a desk, wi-fi, and a 3 in 1 printer. Coming soon: a TV & chairs. The kitchen has the latest appliances (induction stove & convection microwave) and is well equipped for those who like to cook. Don't care to cook There is a plethora of fabulous restaurants just three short blocks from your door. The screened lanai has lounging chairs, a dining table and a grill, plus lots of pool toys for kids & adults alike. Our front porch features a small seating area for two, plus a bistro table under the trees for al fresco dining. Our laundry room is equipped with new washer/dryer, iron & board. A quiet, safe getaway perfect for a couple or family where you can walk or bike to everything you need.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(12)

$319.09

/ Nightly
Private Vacation Home

⭐Private 3BR Home-Bay Views-2 Private Balconies-Hippie Haven⭐

Gulfport, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons To Book This Fabulous House:brbr* 3BR Family Home with Awesome Bay Viewsbrbr* Two Large, Private Balconies brbr* Great Space for Larger Families or Couples brbr* Walkable to Restaurants, Shopping, and a Parkbrbr* Professionally Managed; 24/7 Servicebrbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.*brbrWelcome to your home away from home at Hippie Haven a 3-bedroom 3-bathroom home in the heart of Gulfport. For those seeking a breath of fresh air, step outside onto the many outdoor decks from almost any room and enjoy the panoramic views that stretch as far as the eye can see. These spaces are perfect for lounging, entertaining, or simply relishing the coastal breeze and nightly sunset. The gourmet kitchen is a chef's dream, adorned with elegant stone counters that provide both style and functionality. On the 3rd floor, you will find a king Master bedroom that has private balcony access, a walk-in closet, a sitting area, and a soaking tub and walk-in shower. While taking a bath enjoy the views. You will also find on the 3rd floor a queen guest bedroom 1 with balcony access and walk-in showers that let natural light in. On the 2nd floor, you will find a queen guest bedroom 2, full bathroom, living room, kitchen, and dining room. This beautiful home sleeps 6 comfortably. Don't miss the opportunity to make Hippie Haven a water-view gem your own.brbrThe Bed Set Up:br2nd Floor: brbrGuest Bedroom 1: Queen Bedbrbr3rd Floor:brMaster Bedroom: King BedbrbrGuest Bedroom 2: Queen BedbrbrGulfport gives off a Key West Style Florida vibe with its brilliantly colored homes and businesses, locally owned and operated shops, and hints of local art all over the town! Right down the road, you will find the Boca Ciega Bay and Gulfport Beach access, with the Gulf of Mexico beaches only a few miles away to your west. The heart of Gulfport has fantastic dining options! Try Stella’s for breakfast, O'Maddy's for lunch, Pia’s Trattoria for dinner; the list goes on and on. Live music, shops and ice cream parlor, art galleries, marinas, and great attractions are all right here! Spend time in the many parks nearby, including Chase Park which has tennis and pickleball courts, and don't miss the Tuesday Farmers Market and Artwalk! If this will be your first visit to Gulfport, we promise it will not be your last!!
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$300.87

/ Nightly
Private Vacation Home

Charming - 4BR - Near Beaches - Front Yard - Parking

Gulfport, Florida, United States

Discover this charming, fully furnished 4-bedroom house located just minutes from the beach at Gulfport, Florida, United States. With spacious bedrooms, two modern bathrooms, a fully equipped kitchen, a cozy living room, and a relaxing backyard, this home is ideal for families and groups. Enjoy free parking, Wi-Fi, and all the comforts you need for a relaxing coastal getaway.brbrTop Attractions Nearby:br• Gulfport Beach Recreation Area – 2.3 miles, 7 min drivebr• Stetson University College of Law – 1.8 miles, 5 min drivebr• Clam Bayou Nature Park – 2.5 miles, 8 min drivebr• Downtown St. Petersburg – 5.5 miles, 15 min drivebr• Tropicana Field – 4.2 miles, 12 min drivebr• St. Pete Beach – 5.8 miles, 14 min drivebr• Tampa International Airport (TPA) – 23 miles, 30 min drivebrbr Key Featuresbr• 4 bedroomsbr• 2 bathroomsbr• Living room with sofa and TVbr• Fully equipped kitchenbr• Free Parkingbr• Backyardbrbr Sleeping Arrangementsbr• Bedroom 1: 1 King Bedbr• Bedroom 2: 1 Queen Bedbr• Bedroom 3: 1 Queen Bedbr• Bedroom 4: 1 Queen BedbrbrBedroom 1brThe master bedroom is spacious and bright, featuring a king-size bed, bedside lamps, and large windows for natural light. Ample storage ensures comfort for longer stays.brAmenities:br• King Bedbr• Side table lampsbr• Windows with natural lightbr• Clothing storagebrbr Bedroom 2brThis cozy queen bedroom comes with bedside lamps, a dressing table, and windows for brightness. Clothing storage is included for added convenience.brAmenities:br• 1 Queen Bedbr• Side table lampsbr• Dressing tablebr• Windows with natural lightbr• Clothing storagebrbrBedroom 3brSimple and welcoming, this queen bedroom features natural light through windows and sufficient storage for your belongings.brAmenities:br• 1 Queen Bedbr• Windows with natural lightbr• Clothing storagebrbrBedroom 4brPerfect for added relaxation, this queen bedroom comes with its own TV, storage, and window for daylight.brAmenities:br• 1 Queen Bedbr• TVbr• Clothing storagebr• WindowbrbrLiving RoombrThe living room is a warm and inviting space to relax, equipped with a sofa, coffee table, and big-screen smart TV. A dining area with six chairs makes family meals or gatherings easy.brAmenities:br• Comfortable sofabr• Coffee tablebr• Big screen Smart TVbr• Dining Table with 6 chairsbrbrKitchenbrThe fully equipped kitchen offers all you need to prepare meals with ease, featuring modern appliances and complete cookware.brAmenities:br• Refrigeratorbr• Oven & Stovebr• Coffee makerbr• Hot water kettlebr• Crockery & Cutlerybrbr Bathroom 1brThe first bathroom includes a relaxing bathtub and all essentials for a refreshing experience.brAmenities:br• Bathtubbr• Shampoo & Conditionerbr• Body soap & Shower gelbr• Hair dryerbrbrBathroom 2brThe second bathroom is fitted with a walk-in shower and all the toiletries you need.brAmenities:br• Showerbr• Shampoo & Conditionerbr• Body soap & Shower gelbr• Hair dryerbrbrOutdoor AmenitiesbrUnwind in the backyard, a perfect spot for morning coffee, evening relaxation, or enjoying the Gulfport sunshine.brAmenities:br• BackyardbrbrParking & EntrancebrThe property includes free parking and a private entrance, ensuring ease of access and security throughout your stay.brbrAmenities:br• Free Parkingbr• Private entrancebrbr What We ProvidebrGuests receive a starter pack with bottled drinking water, coffee sachets, tea bags, and sugar, as well as dishwashing liquid and cleaning supplies. Fresh hotel-quality linens, towels, shampoo, conditioner, and body wash are also provided.brbrAbout Location / NeighborhoodbrLocated in a peaceful neighborhood of Gulfport, this home is just minutes from sandy beaches, waterfront parks, and the vibrant Gulfport Arts District. Downtown St. Petersburg and St. Pete Beach are close by, offering endless dining, shopping, and entertainment options.brbrHow to Get Aroundbr• Car: Free parking makes driving the most convenient option.br• Rideshare/Taxi: Uber and Lyft are easily available.br• Walking/Biking: The area is bike-friendly and several attractions are within a short drive or bike ride.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(22)

$349.55

/ Nightly
Private Vacation Home

Bungalow Heated Pool Home 10 minutes to Beaches

Gulfport, Florida, United States

Welcome to the Starfruit House. A completely renovated three bedroom two bathroom beach cottage with a in-ground heated pool! This home features the feel of old Key West with all new modern updates. Within a few miles of the most popular beaches in the area, minutes to downtown St. Pete, and a quick bike ride to Gulfport. Enjoy the tropical feel of the outdoors, and then come inside to relax.brbr*Please Read All Info* brbrThis one of a kind Gulfport home is the perfect place to relax and get away. Just minutes away from St. Pete beach, Ft. Desoto beach, (with dog beach) and Treasure Island. The main house features 3 large bedrooms and 2 full bathrooms with a split floor plan so guests can maintain privacy while still being together. The separate garage apartment features 1 bedroom 1 bathroom. Both properties have laundry and fully stocked kitchens. brbr*This property is unique in that it has the ability to host 8 people in the main house, and there is also a 1 bedroom/ 1 bathroom separate garage apartment that can also be rented. (if both properties are available at the same time) The apartment is a separate short term rental, and it is completely private from the main house, with it`s own entry off the back alley. Guests in the apartment do not have access to the main house`s back yard/pool area unless the booking is made for one large party. Message host for details. Max guests for the apartment is 2ppl. It`s perfect if traveling with grandparents or 10 ppl. The link for the apartment is below. brbrairbnb.com/h/tinymockingbirdbrbrThe outdoor area features a heated pool which has plenty of seating for lounging, or enjoy your morning coffee sitting on the quaint front porch bird watching. The town of Gulfport is like a second Key West. It really is a hidden gem. There’s cute shops along the main drive, and the Tuesday morning market features many local artists which is something you can’t miss! The dining is amazing and the bars and night life along the water are all within a couple miles from the home. If you want to explore all of what downtown St. Pete has to offer, you’re only a quick 10 minute drive! This home really is centrally located to downtown, beaches, and so much more!brbr*We do allow guests to bring up to two pets and our pet fee is $150 per trip. Make sure when adding guests to include a pet and that will add on the pet fee for your trip.brbr*Host will allow early/late check out times for a $25 fee if scheduling allows for it. Only message host 2 days prior to booked trip regarding this please. We typically won`t know if the schedule allows for an early/late check out until that time. The $25 will be sent as an additional charge outside the booking fees. Thank you!brbr*We also allow longer stays, and any stay over two weeks will receive a complementary mid clean by our cleaning team. This will be scheduled with guests after check in.brbrEntire home, outdoor patio, & pool. Guests do not have any access to the detached garage apartment (unless booked together) The garage apartment is a separate short term rental. It has its own private entrance from the back alley & those guests do not have access to the pool or main house back yard.brbr*Our lawn maintenance is usually done Tuesday or Wednesday and he has access from the side gate. brbr*There is also weekly pool service on Thursday`s and they have gate access as well. brbrWe recently just finished our beautiful new in-ground heated pool. It`s a great outdoor space to soak up some sun and relax!brbrFeel free to message within the app. I always have access to my phone and will respond ASAPbrbrGulfport is a quaint hidden gem! It features the old Florida feel with Key West vibes. Explore the neighborhoods by taking a walk or a bike ride down to the water and enjoy the bright funky homes along the way!brbrIf you’re staying locally within Gulfport you can walk, ride bikes, or drive. Uber is also available in any area of town. Parking is available downtown and at the beaches but at times limited. The home comes with three bikes for guests to enjoy which are located in the garage.brbrThere is an extra propane tank on the back porch for the outdoor grill if needed. If they need to be switched out during your stay, please be sure to let us know so we can have the empty tank re-filled. brbr*Please note any stay over 21 days or longer will require an additional cleaning fee which guests will be required to pay in order to ensure the home maintains its cleanliness standards. Thank you.brbr**There will be a $50 charge every half an hour of late unapproved check out time. We ask that if you are requesting a later check out, that it is requested within 24 hrs of your check out date/time. This is done to respect our cleaners time and schedules.br-Maximum pet limit is 2br-No confetti if celebrating any special event br -No candles br-No loud noise/music between 10pm-8am am (Home is monitored with Minut outdoor sound monitoring)br-Pool hours are between 7am-11pm. This is enforced and monitored with our sound monitoring system. This is to ensure guests don`t disturb our neighbors. br-All overnight guests must be registered guests *8 person maximum br-Primary guest must be 25 years of age or olderbr-Please keep all windows shut while running ACbr-A $25 fee will be charged if an early check in or late check out is allowed
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$114.5

/ Nightly
Private Vacation Home

Gulfport - 2BR Pool Retreat

Gulfport, Florida, United States

Escape to this delightful Gulfport bungalow, a perfect blend of original charm and modern updates, now available for monthly leasing. Whether you're looking for a summer getaway or an extended retreat, this home offers comfort, convenience, and a prime location just a block from Tomlinson Park on a picturesque brick-lined street. brbrInside, you'll find newly refinished original hardwood floors and a beautifully updated kitchen with granite countertops, stainless steel appliances, and ample storage. The home features two cozy bedrooms, a spacious living room, and a bonus room set up as a dining room, providing the perfect space for hosting meals or gatherings. Washer and dryer for added convenience located in garage. Step outside and enjoy your private backyard oasis, complete with a gorgeous saltwater pool featuring a large sun shelf for lounging in the water. The patio with custom pavers and an artistic mural creates an inviting space for entertaining or simply unwinding in style. brbrThe location is ideal, just a block from Tomlinson Park, where you can enjoy a peaceful walk around the pond, a community workout area, a playground, or a lively Little League game. Plus, you're just minutes from downtown Gulfport, known for its vibrant arts scene, unique shops, top-rated dining, exciting festivals, and nightlife. This furnished rental is available for monthly stays, making it an excellent option for those seeking a flexible living arrangement in one of Gulfport’s most sought-after neighborhoods. Reach out today to secure your stay!
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(122)

$123.74

/ Nightly
Apartment

Gulfport 1BR-Semi-Private Beach

Gulfport, Florida, United States

Summary:brThis rustic waterview 1BR space features a semi-private beach on Boca Ciega Bay (shared with guests in adjacent courtyard studio and front 2BR unit), queen bed, wood floor, shower/large tub with galvanized walls, and separate powder room. Full kitchen. In a historic home with expansive yard and a retreat feel but adjacent to restaurants, bars, beach and shopping of downtown Gulfport.brbrThe Space:brEnormous backyard with semi-private beach on Boca Ciega Bay!! Enjoy the peace of sand and sea, fishing, shore birds and sea life, AND restaurants, shops, live music, Art Walks, farmer's market just steps away.brbrThe small studio on the west side of the courtyard -the annex- is available to rent if you have additional guests. It has a bathroom, sleeping/living area with queen bed, dresser, a small table, chairs, TV and couch.brbrGuest Access:brBeach and yard shared with guests in front unit and adjacent courtyard studio. There is a simple, medium sized, portable charcoal grill for use that is guest maintained. There is an outdoor shower with hot and cold water in the courtyard. Also, a patio table, chairs and umbrella is in the courtyard.brbrThe Neighborhood:brAmazing restaurants, farmers market, art walks, fishing, kayaking- all steps away.brbrGetting Around:brYou can walk to fabulous restaurants, eclectic shops and boutiques, farmers market, art walk and more! Hop in your car and be at St/ Pete Beach or elegant downtown St. Pete in about 10-15 minutes. There is a trolley to take you out to beach if you prefer not to drive.brbrInteraction with Guests:brWe are occasionally on the property supervising maintenance. Our great team is available should you need anything.
Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps

Slider Thumb
Exceptional(101)

$328.2

/ Nightly
Private Vacation Home

Luxury Bungalow in Gulfport - Close to the Beaches

Gulfport, Florida, United States

Newly constructed in 2014, this beautifully appointed bungalow will delight you the moment you arrive!! This home is decorated in casual, coastal style and has all of the charm of a traditional cottage with all of the modern amenities of a newly built home. High ceilings, hardwood floors, and lots of windows offer a spacious and luxurious feel. No expense has been spared in this gorgeous bungalow that is located in the heart of Gulfport's Beach & Art District, just three blocks from the beach and two blocks from Beach Blvd where you will find Gulfport's many wonderful restaurants and shops. brbrThere are three bedrooms, two bathrooms, and an open great room that provides easy access to the gourmet kitchen and dining and living areas. The dining area seats six and has an adjacent dining porch that is accessible through double french doors. The gourmet kitchen has granite counter tops, upgraded stainless appliances, and a large island. brbrThe Master bedroom overlooks the private yard and has a cozy king bed, a coffered ceiling, and a large walk-in closet. It has a large chest of drawers and a flat screen television. The private master bath has a large walk-in shower and is decorated in an elegant vintage style with carrerra marble countertops, hexagonal floor tile and penny tile accents. brbrThe second bedroom overlooks the covered front porch and has a queen bed and flatscreen tv. The third bedroom overlooks the front yard and covered porch and has a twin daybed with a trundle and a flat screen television. The guest bath has a combination shower/bathtub and a spa-like feel with soothing grey tiles, espresso cabinets, and carrerra marble countertops with mosaic glass tile accents. Just outside of the second bath is an office nook with a desk that is perfect for catching up on email or working remotely.brbrThis lovely home comes with several outdoor spaces for enjoying the tropical Florida climate. The large backyard is a tropical oasis, fully fenced in for privacy and landscaped with mature trees and tropical plants. The covered side porch off of the dining room extends to a wrap-around porch that spans the entire rear of the home with multiple seating areas including a living/lounge area, picnic table, and chaise lounges with cushions. There is a charcoal grill for barbecuing. There is a also a covered porch in the front of the home that is an ideal spot to enjoy your morning coffee.brbrOther amenities include an inside washer and dryer and a one-car garage with plenty of room for parking for additional cars in the driveway.brbrJust a short drive to downtown Saint Petersburg with its fine museums and waterfront and the beaches of Saint Petersburg, Gulfport is a very walkable area and no car is needed to get around in the immediate area.brbrPerfect For Snowbirds, Families & Couples! It is rare to find a rental home that is as nice as this one! brbrIf your dates aren't available, check out our new listing on VRBO under #3251234!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(13)

Select Dates for Price
Guest House

Avocado Casita 10 mins to Beaches

Gulfport, Florida, United States

Newly built studio -- small space, smart design. An intimate studio space meant for a minimalist lifestyle complete with full amenities. Compact yet comfortable, it’s the perfect place for a restful sleep in between your daytime adventures. Pack light, live easy.brbr3 blocks from Stetson Law Schoolbr3-4 blocks from the Pinellas Trailbr~1.5 miles to Gulfport’s Beach Blvdbr3 miles to Award Winning St. Pete Beachbr4 miles to Award Winning Treasure Islandbr~4.5 miles to Downtown St PetebrbrThe Space:brIf you enjoy a tiny home, then you will appreciate this space. This studio features one queen bed with a full pullout bed in the living room. If using the pullout bed, the living space and bedroom are not separated by a full wall or door.brbrThe studio is part of a duplex, fully private with one shared wall, featuring studio-grade soundproofing for comfort and privacy. Long term tenants with a dog live in the main house.brbr**Despite having monthly pest control, Florida's warm climate can attract occasional bugs and geckos. Pest control cannot guarantee elimination of ALL pests. Keep doors closed and food sealed. No refunds for pest sightings.brbrGuest Access:brEnter and park from the back alley. Keyless access provided. The property address will be shared the day before check in for guest privacy and safety.brbrOther Things to Note:brThe primary booking guest must be 25 years old and present during the stay. A car is recommended, as the property is not within walking distance to shops or restaurants. Kindly include your pet when booking. A one time pet fee applies. House broken dogs only please. The WiFi is provided via a network extender. It does not allow for direct Ethernet connection. Guests are responsible for any toiletries beyond those provided. Reservations of 30 days or more are required to have a midway, complimentary clean throughout the stay.brbrInteraction with Guests:brI am available for communication through the VRBO platform. Please download the VRBO app for prompt and easy communication.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Home Most popular vacation rentals in Gulfport