Guesthouse holiday rentals in Keystone

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

4.97 out of 5 average rating, 160 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

A cozy sleeping area features a queen bed with decorative bicycle-printed pillows. Soft, natural light enters through a nearby window, illuminating a small kitchenette with a microwave and refrigerator. A large wall art piece depicting a forest adds a refreshing touch to the space.

4.97 out of 5 average rating, 173 reviews

Lakeside Beachy Cottage

We have decorated our cottage with soothing colors, amenities and artwork to help you relax. You can paddle board and kayak, or just enjoy the sunset on the dock. Or take in any of the entertainment in close proximity... Busch Gardens, Tampa Zoo, the downtown Tampa River Walk, and Ybor City. Or almost any sport... Buccaneers football, Rays baseball, Lightning hockey. We are 15 minutes from Univ. of S. Florida, and 45 minutes from some of Florida's finest beaches. Come and enjoy as you please!

4.99 out of 5 average rating, 102 reviews

A screened-in pool area is highlighted by clear blue water and a unicorn float. Surrounding greenery adds a natural touch, while shaded seating is positioned on the deck. Sunlight filters through the enclosure, creating a bright, inviting space for relaxation and leisure.

Guesthouse in Westchase

Cottage in Paradise.

Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee. I live in the main house and I'm happy to ensure that you have everything you need for an amazing vacation, while still giving you plenty of privacy. Check in & out times are not set & very flexible for your convenience.

A modern kitchen area is showcased, featuring sleek white cabinetry and a variety of appliances including a refrigerator, microwave, and coffee maker. The open layout allows for easy movement, with a plush recliner positioned nearby and a wooden table providing workspace.

4.96 out of 5 average rating, 126 reviews

Modern 1 BR Studio - Self-Check in and Parking.

Kick back and relax in this calm, stylish and new space. Space: Private entrance to 1Br studio with self-check in. The space offers 1 Queen bed, private bathroom w/ walk-in shower, blow dryer, towels, beach towels, closet, Smart-TV, WIFI, and a front porch. Modern kitchen with fridge, microwave, toaster, mini stove, and silverware. Area: Studio is located 10 minutes away from Citrus Park mall, 13 minutes away from Tampa International Airport, and near Busch Gardens and Tampa Bay area

A spacious sleeping area features a modern white bed dressed in a black coverlet, complemented by matching throw pillows. A sleek dresser stands nearby, and the wall behind the bed showcases a stylish wavy pattern in black and silver. A small seating area with two chairs is visible.

4.97 out of 5 average rating, 369 reviews

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath

A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

A cozy bedroom features a spacious bed with plush pillows, illuminated by soft blue lighting from the headboard. A bedside lamp provides additional light, while artwork adorns the wall above the bed. Ample closet space is visible next to the door.

4.98 out of 5 average rating, 118 reviews

Charming Guest House in Tampa

Welcome to your cozy getaway in Tampa! Our guest house combines comfort and style, perfect for any traveler—whether visiting for leisure or work. Relax in a thoughtfully designed space featuring a peaceful bedroom, modern bathroom, and private patio ideal for morning coffee or unwinding in the evening. Nestled in a quiet neighborhood, you’re just minutes away from Tampa’s top attractions, dining spots, and beaches. Book your stay and let us make your visit truly memorable!

A spacious studio layout features a cozy sleeping area with a queen-size bed, complemented by soft bedding. Wall art adds character above the bed. A small table with stools is situated near the kitchenette, while a TV is mounted on a shelf across the room.

4.89 out of 5 average rating, 149 reviews

Summer Savings | Central Tampa Retreat

☀️ Summer Escape Special! ☀️ Valid for stays now through September 21, 2026. Stay 3+ nights and save 15%, plus enjoy complimentary late checkout (subject to availability). Welcome to Studio Celeste, a peaceful and stylish retreat in the heart of Tampa. Enjoy free Wi-Fi, a private patio, and a quiet, central location just minutes from beaches, downtown, cruises, dining, and attractions. Perfect for business trips, couples, and weekend getaways.

4.98 out of 5 average rating, 352 reviews

Entire Guest House near Tampa airport

Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Guesthouse in Downtown New Port Richey

An outdoor seating area is situated on a lawn, featuring a small black table and two chairs. The view includes the serene Pithlachascotee River, along with a dock and decorative features, framed by lush trees and greenery.

5 out of 5 average rating, 205 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

4.97 out of 5 average rating, 279 reviews

Paradise Suite Near Raymond James Stadium

Enjoy the best newly guest house in Tampa Bay area!!! Located at West Tampa, just 2 minutes from Rymond James Stadium, 5 minutes from International Mall and 10 minutes fromTampa International Airport. Also have other nearby attractions like: downtown, Riverwalk, Amelia Arena, Sparksmann Wharf, Channelside Cruise Port, Amature Works, Casino, Busch Gardens, Tampa Zoo, beaches and much more!

A well-lit room features two double beds covered with patterned white bedspreads. Decorative pillows with the word 'hope' are placed on each bed. The walls are painted in a soft gray, accented by two framed artworks. A double wardrobe is visible in the background.

4.88 out of 5 average rating, 268 reviews

"Town Paradise in Tampa close to everything""

Our private room is cozy and beautiful, located in the safe and quiet community of TWELVE OAKS. The suite has free parking and comfortable two double beds. WIFI AND ETHERNET CONNECTION AVAILABLE The suite is less than 10 minutes from the INTERNATIONAL AIRPORT very close to BUSCH GARDENS, ADVENTURE ISLAND, BUCS STADIUM, CLEARWATER, INDIAN SHORES, and INDIAN ROCKS BEACHES!!!

Guesthouse in Safety Harbor

4.94 out of 5 average rating, 314 reviews

Tiny House Oasis - 2 Min Walk to Main Street

Experience unique tiny home living in the heart of downtown Safety Harbor! This stylish 132 sq. ft. retreat for two features soaring ceilings and a large, private outdoor oasis with a firepit and a one-of-a-kind outdoor shower. Just steps from Main Street's shops, restaurants, and the beautiful waterfront pier. Perfect for a memorable, walkable getaway.

Popular amenities for Keystone guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.93 out of 5 average rating, 637 reviews

Tampa Carrollwood Studio

4.84 out of 5 average rating, 161 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.

Guesthouse in Dunedin

Guest House in prime location!

Guesthouse in Zephyrhills

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A coffee table sits in front, with a tray positioned on top. The kitchen in the background includes a black refrigerator and a dining table surrounded by chairs, illuminated by pendant lighting.

4.99 out of 5 average rating, 118 reviews

Under The Oaks Cottage

4.96 out of 5 average rating, 115 reviews

Isa’s Cozy Guest Suite • Near TPA • Stadium

An outdoor patio area is displayed, featuring two wicker chairs positioned around a small circular table. A neatly paved pathway leads to a grassy area in the distance, with a white fence bordering the space, enhancing the sense of privacy.

4.92 out of 5 average rating, 237 reviews

the Star

A single-story guesthouse is depicted with a modern dark garage door and a neatly landscaped front yard. A large tree provides shade over a portion of the property, while greenery surrounds the walkway leading to the front entrance.

4.92 out of 5 average rating, 158 reviews

Unique Cozy Getaway Near Airport & Park

4.93 out of 5 average rating, 244 reviews

Red Comfort Trip Private Jacuzzi, pool

An outdoor dining area is presented under a wooden pergola, featuring a black metal table surrounded by six cushioned chairs. Decorative string lights hang above, and colorful adirondack chairs offer additional seating nearby. Lush greenery and potted plants enhance the tranquil garden atmosphere.

4.98 out of 5 average rating, 103 reviews

South Tampa Sunset

Guesthouses with a patio

Guesthouse in St. Petersburg

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.

4.85 out of 5 average rating, 412 reviews

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

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, 147 reviews

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Guesthouse in Spring Hill

A screened-in pool area is highlighted by a clear blue sky and scattered clouds. The pool, partially covered, is surrounded by light-colored pool decking. Lush greenery and palm fronds frame the scene, providing a relaxing outdoor space.

4.99 out of 5 average rating, 192 reviews

J&M Homestead

A well-lit sleeping area features a full bed with neatly arranged pillows. A kitchenette is visible in the background, equipped with a refrigerator and microwave. Two red chairs are positioned nearby, and ample closet space is provided by the double doors on the right.

4.76 out of 5 average rating, 157 reviews

Cozy Studio Getaway

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, 375 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

4.96 out of 5 average rating, 192 reviews

A tiki-style patio features a wooden bar with a blue-tiled backsplash, illuminated by soft lighting. Decorative curtains in teal frame the area, enhancing its cozy ambiance. A small fountain adds a soothing element, surrounded by tasteful tropical decor.

Guesthouse in Clearwater

Free Full Liquor, Free Breakfast, Free Cleaning!

4.97 out of 5 average rating, 382 reviews

9 Mins to Downtown, Full Kitchen, KingBed, Balcony

4.98 out of 5 average rating, 160 reviews

Modern Guesthouse Close to Downtown

Guest house rentals with a washing machine and dryer

Guesthouse 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, 116 reviews

Kenwood Retreat - 1BR carriage house

A modern, two-story house is depicted with a clean white facade. A metal staircase leads to a second-floor entrance, flanked by large planters containing lush greenery. A shaded patio area is visible below, featuring outdoor seating.

4.95 out of 5 average rating, 192 reviews

Dee's 5-star Tampa Location Unit 2

4.95 out of 5 average rating, 198 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.

Guesthouse in Dunedin

Tiki Hut Cottage

A bright sleeping area features a comfortable bed with a white quilt and decorative pillows. Floral artwork is displayed above the bed. A mounted air conditioning unit and a small desk with a chair are included, along with a full-length mirror for added convenience.

4.99 out of 5 average rating, 240 reviews

Quiet and clean guest house!

An exterior view of the two-story house features a white siding complemented by black shutters. Lush greenery surrounds the property, and a welcoming awning covers the entrance. Soft lighting from the windows suggests a cozy ambiance as evening approaches.

4.92 out of 5 average rating, 140 reviews

Adorable South Tampa Two-Story Guest House

Guesthouse 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, 230 reviews

Coastal in the Heights

A cozy sleeping area features a spacious bed adorned with neutral-toned bedding and decorative pillows. An inviting seating area with a sectional sofa is visible, accompanied by a mounted television. Natural light streams through a window, enhancing the overall ambiance of the suite.

4.94 out of 5 average rating, 312 reviews

Cozy Suite