St. Petersburg Listings

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Monthly Rent $4798.00 - $11105.00

2BR Waterview Dog Friendly | Private Pool | Dock St. Petersburg, Florida, Listing ID: 33017

Classic Florida charm meets modern coastal style at this stunning and very private 2BR/2BA home, perfectly nestled in a beautiful Intracoastal cove with stunning views. Tropical landscaping, cool ocean-inspired tones, chic beach decor, and an abundance of natural light fill the...

  • House
  • 1140
  •  2
  •  2
Monthly Rent $5920.00 - $20880.00

Chic 3BR Oceanview Dog Friendly | Pool | Deck St. Petersburg, Florida, Listing ID: 33018

Modern Intracoastal retreat meets alluring outdoor living best describes this beautifully remodeled 3BR/2BA home. Located on a quiet cul-de-sac, this stunning oasis overlooks 150' of seawall with spectacular views. Take a dip in the waterfront pool while burgers sizzle in the...

  • House
  • 2584
  •  3
  •  2
Monthly Rent $2402.00 - $4906.00

Monthly DOG-FRIENDLY St. Pete, 2BR (Sleeps 4) 1BA downtown district w/covered porch, fenced patio Rent: $2,402 - $4,906 St. Petersburg, Florida, Listing ID: 33019

St. Pete Birds Nest - St. Petersburg, FL Dog-Friendly Second-Floor Retreat with WiFi, Private Patio, & Great Location You can’t get cuter than this second-floor, two bedroom retreat, right in the heart of St. Pete. You’re just two blocks north of Central Avenue...

  • Cottage
  • 638
  •  2
  •  1
Monthly Rent $1990.00 - $4620.00

2BR Dog Friendly | Patio | W/D | Snowbird Friendly St. Petersburg, Florida, Listing ID: 33020

Your own private party begins now: with a backyard tiki bar, gas grill, and large patio, you'll have to force yourself to leave and explore the city around this cute St. Pete hideaway. Inside, you'll find a one-level layout, decorated in a sweet Florida style. The bright and...

  • House
  • 1032
  •  2
  •  1
Monthly Rent $2477.00 - $7360.00

2BR Dog Friendly | Hot Tub | Patio | Firepit St. Petersburg, Florida, Listing ID: 33021

Colorful quarters, sparkling waters, and magical amusements can be found every day at your stay in Petersburg. Nearby, curate fun memories at the St. Petersburg Saturday Morning Market, Sunken Gardens, and Smugglers Cove Adventure Golf. Pulling up to your stay, quickly fall for...

  • House
  • 1218
  •  2
  •  2
Monthly Rent $1984.00 - $3292.00

Walk to Downtown 2BR Dog Friendly | Patio | W/D St. Petersburg, Florida, Listing ID: 33366

Golden Getaway | Historic District Charmer | 15-Minute Walk to Downtown

Brought to you by the family of Rue McClanahan -- your favorite Golden Girl -- this charming 2BR home is inspired by the popular 80s sitcom. Nestled in a historic district with brick roads...

  • Duplex
  • null
  •  2
  •  1
Monthly Rent $3242.00 - $8277.00

Waterfront 3BR | Private Pool | Dog Friendly St. Petersburg, Florida, Listing ID: 33370

Harbor Isle Waterfront Retreat | Home Office & Private Pool | Kayaks & Canoe

Perfect for canoeing and kayaking, this 2,780 square foot 4BR/2.5BA waterfront retreat is located in the desirable Harbor Isle neighborhood. You're also situated directly across an...

  • House
  • null
  •  3
  •  3
Monthly Rent $3640.00 - $4054.00

2BR Soundview Bungalow | Patio | W/D St. Petersburg, Florida, Listing ID: 33389

Located in a quiet neighborhood in historic Old Northeast, this charming 2BR/2BA mid-century bungalow promises a unique stay. Walk to Coffee Pot Park and launch the provided kayaks onto the bayou for a thrilling day on the water. (If visiting during winter, keep your eyes peeled...

  • House
  • 1224
  •  2
  •  2
Monthly Rent $2160.00 - $4061.00

Ground floor condo in Gated Community with Pool and Tennis, fast WiFi, central full kitchen St. Petersburg, Florida, Listing ID: 33404

Ground floor condo in Gated Community with Pool and Tennis, fast WiFi, central full kitchen

Ground floor condo with fast WiFi, central AC, full kitchen, and washer/dryer Come inside and relax in a casual condo cooled by central air conditioning - the shared...

  • Condo
  • 1100
  •  2
  •  2

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Monthly Rent $4342.00 - $7875.00

Monthly DOG-FRIENDLY Ground-Floor, Waterfront on canal, w/Pool and Grill, 1/2Mile to Beach! Rent: $4,342 - $7,875 Siesta Key, Florida, Listing ID: 33005

Turtle Bay Beauty - Siesta Key, FL Updated, canal-front, dog-friendly condo with lanai & pool - walk to beach Sitting directly on Turtle Bay Canal, this updated, first-floor condo puts you in a prime position to enjoy the spectacular sands of Siesta Key, an easy...

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Monthly Rent $1990.00 - $4690.00

2BR bayfront with pool, hot tub, gym, & balcony St. Pete Beach, Florida, Listing ID: 33014

This Holiday Island condo is the perfect choice for a Gulf Coast getaway. Boasting beautiful views of Tampa Bay, this first-floor waterfront condo comes complete with on-site access to a fabulous suite of amenities and offers an unbeatable location near the beach and St....

  • Condo
  • 830
  •  2
  •  2
Monthly Rent $3500.00 - $3880.00

Dog-friendly home with enclosed lanai, & washer/dryer Port Charlotte, Florida, Listing ID: 33158

A charming, updated home tucked into a residential neighborhood, this sunny, one-level space positions you just minutes from golf courses, the beach, shopping, restaurants, and other amenities. Spend days with your toes in the sand at Port Charlotte Beach Park, around four miles...

  • House
  • 1028
  •  2
  •  2
Monthly Rent $2910.00 - $4650.00

3BR 2nd-Floor | Balcony | Dog Friendly | W/D Orlando, Florida, Listing ID: 33280

All the magic of Orlando is right at your doorstep in this comfortable, second-floor condo located in the Worldquest Resort. Start your day on your covered balcony, cup of coffee in hand. Take your time – you’re on vacation. When you start getting hungry, head inside to your...

  • Condo
  • 1421
  •  3
  •  2
Monthly Rent $3080.00 - $4400.00

Large 3BR Lakefront Dog Friendly | Patio Tampa, Florida, Listing ID: 33282

This charming, lakefront home is well-prepared to host your next getaway! Located in vibrant Tampa, the opportunities for fun are truly endless. During your stay, take a walk over to the University Area Community Park and the Gregory Drive Butterfly Garden. Practice your game at...

  • House
  • 1412
  •  3
  •  2
Monthly Rent $2500.00 - $4170.00

3BR Dog Friendly | Tennis | W/D Tampa, Florida, Listing ID: 33283

This darling home sits on a grassy piece of property in the Oakford Park neighborhood of Tampa. It is full of color, style, and just the right amount of whimsy. Enjoy a shaded front porch and a spacious backyard, great for families and furry companions, as well as community...

  • House
  • 910
  •  3
  •  1
Monthly Rent $3720.00 - $6810.00

Dog Friendly 3BR | Private Pool | Screened Porch Tampa, Florida, Listing ID: 33284

Laid-back Florida living awaits you at this gorgeous Tampa home. Within steps Bonnie Brae Park, this three-bedroom retreat comes complete for modern comfort, with highlights including a fully fenced yard and sparkling, in-ground pool. The surrounding patio is furnished for...

  • House
  • 1821
  •  3
  •  2
Monthly Rent $4453.00 - $6490.00

Dog Friendly 3BR | Kayaks | SUP | Walk to Beach Venice, Florida, Listing ID: 33285

Nestled in the shade of mature trees just two blocks from the Gulf of Mexico, this three-bedroom Venice home is so close to the beach, you can greet each morning with a sunrise swim. This single-level home was designed to make the most of the beautiful Florida weather. There are...

  • House
  • 1749
  •  3
  •  3
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$Multi-Month Discount!

2-bedroom, 2-bathroom Corner Unit Condo Fort Myers Beach, Florida, Listing ID: 33314

Welcome to your dream coastal retreat in Fort Myers! This 2-bedroom, 2-bathroom corner unit condo offers a slice of paradise with breathtaking Gulf and beach views that will make every day feel like a vacation. As you step inside, you'll be captivated by the tasteful updates...

  • Condo
  • 1165
  •  2
  •  2
Monthly Rent $5970.00 - $7210.00

4BR DOG FRIENDLY | Patio | Firepit | W/D Bradenton, Florida, Listing ID: 33332

Villa Tessa - dog-friendly, jetted tub, firepit, beaches, Ana Maria Island, IMG

Welcome to Villa Tessa! You are right in the middle of the action, close to beaches, downtown Bradenton, Sarasota, Tampa, Clearwater, St. Petersburg, and more.

This large,...

  • House
  • 2204
  •  4
  •  3
Monthly Rent $3039.00 - $6892.00

Oceanfront 2BR | Pool | Gulf View | Steps to Beach Holmes Beach, Florida, Listing ID: 33334

Ocean-front condo with WiFi, pool & Gulf views - steps to the beach

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.

Treat yourself to a magical Florida...

  • Condo
  • 1000
  •  2
  •  2
Monthly Rent $2789.00 - $7236.00

Prime 2BR Gulffront | Balcony | Pool Holmes Beach, Florida, Listing ID: 33335

Seaside family-friendly condo with WiFi, pool & prime location

*Please note that this home only allows minimum night stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions.

Come enjoy this family-friendly condo that...

  • Condo
  • 1280
  •  2
  •  2
Monthly Rent $3291.00 - $5806.00

Stunning 2BR Oceanfront | Balcony | Pool Longboat Key, Florida, Listing ID: 33339

Oceanfront townhouse w/ shared pool and stunning panoramic water views

Located at the north end of Longboat Key, this spacious townhome offers everything you're looking for in a vacation home! With stunning Gulf views from the living room and the master bedroom,...

  • Condo
  • 1350
  •  2
  •  3