Guest house holiday rentals in St. Petersburg

Guest house in Crescent Heights

A light-colored cottage is highlighted, featuring a welcoming red door. A paved outdoor area with a round glass table and four chairs is situated under a pergola with string lights, providing an inviting space for relaxation.

4.95 out of 5 average rating, 117 reviews

Crescent Heights Cottage

Welcome to our cottage! This one bed, one bath apartment is an easy walk, bike, or a short drive to everything awesome in St. Pete. The cottage features a small dining area and kitchenette with a refrigerator, hot plate, microwave, toaster oven, & washer/dryer. The bedroom and bathroom are located up a short set of stairs. Guests have strong wifi access along with a shared outdoor patio & yard on a quiet street. We love hosting long term renters. Please reach out to ask about monthly rates!

A private patio area is surrounded by wooden fencing adorned with greenery. Two blue chairs are positioned at a round table, creating a serene space for relaxation. Natural light filters through the nearby trees, enhancing the inviting atmosphere of the outdoor setting.

4.98 out of 5 average rating, 244 reviews

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

A charming yellow cottage is framed by lush palm trees and tropical plants, featuring a welcoming front door at the end of a paved walkway. Sunlight filters through the greenery, creating a bright and inviting atmosphere near the entrance.

4.9 out of 5 average rating, 144 reviews

St Pete Casita Studio with Salt Water Pool & Yard

Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

Guest house in Historic Kenwood

A warm living room is presented, featuring a light-colored sectional sofa and a dark blue armchair. A coffee table is centered on an area rug, adorned with decor. Two large windows allow natural light to fill the space, complemented by framed artwork on the wall.

4.99 out of 5 average rating, 101 reviews

Kenwood Retreat - 1BR carriage house

This newly constructed carriage house was built to embrace the character and charm of the main house, a 1928 craftsman bungalow. Your 2nd floor 1 BR apartment is well appointed with a full chef's kitchen, a living room with a pull-out sofa, and washer/ dryer. Enjoy a morning cup of coffee or a glass of wine in the evening on the large porch. 2 min walk to Grand Central restaurants, coffee shops, boutiques, or grab a bike or scooter for a 5 min ride to Downtown St. Pete or 15 to the beaches.

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, 227 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!

The exterior of a cozy converted workshop features a gray wood-paneled facade with a vibrant yellow front door. Two chairs are positioned on the porch, beside a barrel and trash bins. A privacy fence can be seen in the background, surrounded by greenery.

4.84 out of 5 average rating, 875 reviews

Private & Cozy Tiny Home/Cottage

This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming options, fun decorations, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

A living area is presented with a blue sofa adorned with colorful pillows and a light gray armchair positioned nearby. A coffee table with a geometric design is placed atop a textured area rug. Natural light floods in through a large window, offering a view of palm trees outside.

4.96 out of 5 average rating, 212 reviews

Casita Blue

Stay in Palmetto Park next to the Grand Central District and the Warehouse Arts district. This walkable neighborhood in St. Pete offers a wide variety of restaurants, bars and breweries. Downtown St. Pete entertainment is less than two miles away, and you can drive/rideshare to some of the best beaches in the world in 15 minutes. Tamp Int'l Airport is 30 minutes, Disney is 90 min, and Tropicana Field is 3/4 mile. This guesthouse offers an outdoor parking spot and w/d located in the garage.

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.

4.84 out of 5 average rating, 370 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).

Guest house in Greater Woodlawn

A spacious living and dining area showcases a large wooden dining table with four chairs. Comfortable seating consists of a brown couch and a decorative area rug. A fireplace adds charm, with natural light filtering through multiple windows.

4.95 out of 5 average rating, 261 reviews

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

[Remodel completed June 2020] Stay in the beautiful Woodlawn Neighborhood of St. Petersburg in this gorgeous bungalow home. This fun and completely renovated two bedroom house can accommodate up to six guests comfortable and has plenty of open space to plan your excursions or relax and rejuvenate. You're only 6 minutes to downtown, 2 minutes to interstate, 11 miles to the main gulf beaches, 90 minutes to Disney World , 25 minutes to Busch Gardens, & 20 minutes to Tampa Int'l Airport.

4.97 out of 5 average rating, 199 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

4.97 out of 5 average rating, 121 reviews

An inviting view into the living area is framed by a decorative arch. A vibrant green plant adds a touch of nature, while a cozy brown couch and accent chairs are arranged around a circular coffee table. Colorful artwork decorates the walls.

Guest house in Gulfport

Gulf Guesthouse - king bed, 3 blocks to downtown.

Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

Guest house in Crescent Lake

A spacious sleeping area features a large bed with crisp white bedding, complemented by colorful curtains. Two light sources illuminate the room, including a bedside lamp and a floor lamp. A soft area rug adds texture to the floor, while a chair provides additional seating.

4.9 out of 5 average rating, 249 reviews

Crescent Heights/St. Petersburg Entire Guest House

If you are looking for a clean, cute place to stay, you’ll love our studio guesthouse! Our contemporary 350-square-foot remodeled garage apartment is located in the tranquil, tree-lined neighborhood known as Crescent Heights. We are a 5 minute ride to downtown St. Pete where you can sample many great restaurants, breweries, museums and shops. The Gulf beaches are 25 minutes away and downtown Tampa is a 40 minute ride. Unit has private parking and queen size bed.

Popular amenities for guest house rentals in St. Petersburg

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest house in Bay Crest Park

A cozy bed is adorned with a vibrant yellow coverlet and accented by decorative pillows. A tray holding a bottle of wine and two glasses is placed on the bed. Soft ambient lighting is provided by a black lamp, with artwork displayed on the wall above.

4.98 out of 5 average rating, 250 reviews

Beautiful Studio near Tampa Airport (TPA)

A cozy bedroom features a spacious bed with light linens and decorative pillows. Green accent walls complement framed artwork. Soft lighting is provided by two wall-mounted lamps, and a mirror reflects the inviting atmosphere. A small nightstand holds an alarm clock.

4.88 out of 5 average rating, 139 reviews

Cozy Renovated Studio – Private Entry + Parking

4.85 out of 5 average rating, 131 reviews

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guest house in Dunedin

Guest House in prime location!

4.84 out of 5 average rating, 122 reviews

An exterior view of a well-lit garage with a modern stone façade. The white garage doors are flanked by tall, symmetrical planters with neatly trimmed shrubs. Soft illumination from the overhead lights enhances the clean lines of the architecture, creating a welcoming entrance.

Guest house in Seminole

Luxury Guest House close to the beach

Guest house in Tampa Heights

A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.

4.88 out of 5 average rating, 397 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Guest house in Pinellas Park

A cozy cottage is showcased, featuring a yellow exterior with white shutters. A white picket fence borders the front yard, which is adorned with green grass and shrubs. Two blue chairs are positioned on the porch, inviting relaxation.

4.87 out of 5 average rating, 278 reviews

pet friendly on an equestrian farm

A cozy sleeping area is presented with a spacious bed covered in a decorative quilt. A piece of wall art adds character, while natural light filters in through a small window. A mirror panel reflects the room's tranquil atmosphere.

4.83 out of 5 average rating, 259 reviews

Cozy Suite

Guest house in Old Southeast

A functional kitchenette is shown, featuring a stove, oven, and sink set against a clean countertop. Various kitchen essentials are neatly arranged on shelves above, while natural light fills the space through two windows with bamboo shades.

4.83 out of 5 average rating, 274 reviews

Coconut Cottage near the Water and Downtown

Guest house rentals with a patio

A sleeping area features a spacious bed adorned with multiple pillows and a decorative bolster pillow. A collection of framed artwork is displayed on the wall above. A bedside lamp and a wooden nightstand are positioned nearby, adding functionality to the space.

4.79 out of 5 average rating, 126 reviews

La Casita de Sonia

A charming guesthouse is seen from the front yard, featuring a green exterior with white trim. A welcoming porch is adorned with two chairs, and gentle landscaping with shrubs compliments the space. The surrounding grass is well-kept, enhancing the inviting presence of the home.

4.99 out of 5 average rating, 118 reviews

Stylish☀Mini Mint Bungalow☀10 mins from downtown

The entrance features a welcoming front porch with a hammock chair for relaxation. A small wooden table and chairs sit nearby under the black overhang. A potted plant adds a touch of greenery beside the door, while a BBQ grill is visible to the side.

4.87 out of 5 average rating, 298 reviews

Private Casita in the Heart of Tampa

A welcoming entrance to a bungalow is presented with a light blue door and decorative wall art. Surrounding greenery is visible, complemented by a pebbled pathway leading up to the stairs. White fencing provides privacy, enhancing the tranquil setting.

4.97 out of 5 average rating, 113 reviews

Beautiful Private Bungalow near Hyde Park & SOHO

A cozy living area features a blue sofa adorned with colorful accent pillows. A clean, white coffee table sits in front of the couch, with various items placed neatly upon it. Light streams through a window, enhancing the room's bright ambiance.

4.94 out of 5 average rating, 130 reviews

Stylish Studio-Perfect Location! 10min to DownTown

Guest house in Historic Kenwood

The kitchen area features granite countertops and stainless steel appliances. An oversized kitchen island with two stools offers a space for meals. A door leads to the outdoor area, while a washer and dryer are conveniently situated to one side.

4.95 out of 5 average rating, 152 reviews

Oasis historic cottage w/Tropical Patio/Parking

Guest house in Clearwater

A guest house with bright yellow siding is set against a backdrop of lush trees. The entrance features a dark door and a small patio area with seating. Surrounding greenery adds a touch of nature, complemented by a white fence providing privacy.

4.97 out of 5 average rating, 146 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

The bright living area features a green sofa with a decorative pillow, a white coffee table, and a dining table with four chairs. Vibrant wall art enhances the space, complemented by large windows allowing natural light. A doorway leads to the private side yard.

4.97 out of 5 average rating, 152 reviews

Relaxing & Charming Hideaway

Guest house rentals with a washing machine and dryer

Guest house in Safety Harbor

A modern living space features a comfortable blue sofa adorned with decorative cushions. A sleek coffee table with a candle sits in front. The open kitchen showcases contemporary cabinetry and a kitchen island with bar seating. Light fixtures illuminate the area, enhancing the inviting ambiance.

4.98 out of 5 average rating, 109 reviews

Luxe Apartment | Water Views | Covered Balcony

4.96 out of 5 average rating, 191 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guest house in Dunedin

Tiki Hut Cottage

A modern two-story house features a clean white exterior and a staircase leading to the upper level. Potted plants flank the entrance, while outdoor seating awaits nearby, creating a welcoming space for relaxation.

4.87 out of 5 average rating, 195 reviews

Dee's 5-star Tampa Location Unit 1

Guest house in Historic Old Northeast

A cozy living area features an inviting beige armchair and a small round table set with placemats. Light streams in through a nearby door adorned with a wreath, illuminating the space with a natural glow. A patterned rug adds texture to the wooden floor.

4.98 out of 5 average rating, 261 reviews

Historic Old Northeast Get A Way

Guest house in Tampa Heights

A modern living space is presented with a sleek kitchen and dining area. A large flat-screen TV is mounted on the wall across from a comfortable seating arrangement that includes a gray sofa and wooden chairs. Natural light is provided by nearby doors and windows.

4.94 out of 5 average rating, 177 reviews

Caffeinated Bungalito Near Armature Works|75in TV

Guest house in Seminole Heights

The spacious open room features a queen-sized bed with light linens, complemented by bedside tables and lamps. A small dining area with a distressed table and chairs adds charm, while natural light filters through the windows, illuminating the soft, neutral color palette.

4.97 out of 5 average rating, 207 reviews

Coastal in the Heights

Guest house in Tampa Heights

A modern kitchen with white cabinetry and stainless steel appliances is featured, complemented by a dining area with a dark table and two light-colored chairs. Natural light enters through multiple windows, enhancing the airy feel of the open layout.

4.96 out of 5 average rating, 256 reviews

Treetop Oasis