NAPLES Listings

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Monthly $4500.00 - $5500.00

Beautiful condo steps from Vanderbilt beach with its own private entrance! Fully furnished with everything Naples, Florida, Listing ID: 29479

Location, location, location! 3 minute walk from elevator to the beach!!! Don't miss this vacation rental with access to Vanderbilt Beach and Delnor-Wiggins State Park. Steps from one of the most beautiful beaches of Naples Located just steps from the beach our vacation...

  • Condo
  • 1100
  •  2
  •  2
Monthly $7008.00 - $9827.00

2BR Gulffront 1st-Floor | Deck | Naples, Florida, Listing ID: 32815

Explore everything Naples has to offer at this premium riverfront condo! Nestled along the Gordon River, you have instant access to the water and are only a short drive away from Naples Beach. Go for a scenic stroll in the sand or take a dip in the Gulf for a relaxing day in the...

  • Condo
  • 1000
  •  2
  •  2
Monthly $7250.00 - $9142.00

Spacious 2BR | Patio | Pool | Washer/Dryer Naples, Florida, Listing ID: 32816

*Please note that this home only allows minimum stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Head to Naples for your next Florida getaway and revel in high-end amenities, including a shared resort-style pool, a hot tub, and much...

  • Condo
  • 1084
  •  2
  •  2
Monthly $3600.00 - $18650.00

3BR Lakefront Dog Friendly | Pool | Patio | W/D Naples, Florida, Listing ID: 32817

Cheerful, bright, and full of amenities, this lovely home is ready to welcome families and groups. Enjoy views of a local lake just outside your window, You may spend most of your stay out next to the private pool - the lanai makes it easy to get comfortable no matter what the...

  • House
  • 1998
  •  3
  •  2
Monthly $8130.00 - $14748.00

3BR Dog Friendly | Private Pool | Deck | W/D Naples, Florida, Listing ID: 32818

Nestled within the Moorings, this home is ready to welcome guests with refined furnishings and helpful amenities. From the moment you walk through the front door, you'll feel at ease within the upscale nautical design. The star of the home is undoubtedly the bright private pool,...

  • House
  • 3088
  •  3
  •  3
Monthly $2760.00 - $16670.00

Spacious Home with Private Pool Close to Shopping & Beaches Naples, Florida, Listing ID: 33155

A fantastic vacation awaits at this three-bedroom home in Naples, FL. Offering a private pool and access to community amenities, up to six guests will be comfortable here. Located in the gated community of Briarwood, you'll be near shops and restaurants on Fifth Avenue, and an...

  • House
  • 1888
  •  3
  •  2
Monthly $17094.00 - $19128.00

Stunning 3BR 1st-Floor | Patio | Pool Naples, Florida, Listing ID: 33364

Stunning Naples Condo Near the Beach & Shopping W/ Shared Pool & Gas Grills

Brand new and perfectly perched in the heart of downtown, this modern getaway will be ideal for the whole family to get a taste of the Naples lifestyle. As soon as you step foot...

  • Condo
  • 3100
  •  3
  •  4
Monthly $3999.00 - $8598.00

Quiet 3BR Lakeview | Patio | Garage Parking | W/D Naples, Florida, Listing ID: 33381

This modern 3BR/2BA bungalow features 1,305 square feet of updated living space and a prime location 2 miles from Naples Beach. Whip up delicious meals with stainless steel appliances, or fire up the gas grill on the spacious screened lanai. Gorgeous granite surfaces add an...

  • House
  • 1305
  •  3
  •  2
Monthly $9800.00 - $10876.00

2BR with pool and hot tub - 30-day minimum Naples, Florida, Listing ID: 33386

Upscale marina-view condo with pool, hot tub, & close to beach - 30-day minimum

Enjoy the best of the beach and the bay from this waterfront condo. Explore the waterfront shopping at Tin City, a short walk from home. Check out an event at the bandshell or play...

  • Condo
  • 1100
  •  2
  •  2

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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

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Inviting 2BR | Deck | Washer/Dryer St. Pete Beach, Florida, Listing ID: 33013

Enjoy the vintage amenities and unique decor that highlighting this home's interior. With an abundance of character, this is one of the original Florida beach getaway cottages from a slower-paced time that can really give you that 'Old Florida' feel. Enjoy the beautiful beach...

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

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2BR Lakefront 1st-Floor | Deck | Pool St. Petersburg, Florida, Listing ID: 33015

Set on the shores of a lake, this condo is ready to welcome you to comfort! Enjoy dinner or drinks on the deck or in your own screened-in porch. Central air conditioning, tiled floors, and ceiling fans ensure that guests will be comfortable their entire stay. A desk space in the...

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2BR Bayview 4th-Floor | Balcony | Pool St. Petersburg, Florida, Listing ID: 33016

Stunning waterfront views, a private beach, and a seaside balcony with the famous Don CeSar as your backdrop - welcome to paradise in St. Pete! This fourth-floor, end-unit condo offers ultimate privacy and highlights like the spectacular water views from every room. On-site...

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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...

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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...

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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

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  • Cottage
  • 638
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2BR Dog Friendly | Patio | W/D | Snowbird Friendly St. Petersburg, Florida, Listing ID: 33020

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  • 1032
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2BR Dog Friendly | Hot Tub | Patio | Firepit St. Petersburg, Florida, Listing ID: 33021

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  • 1218
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2BR Waterview | Pool | Dock | Balcony | W/D Summerland Key, Florida, Listing ID: 33022

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  • 1292
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Monthly $1987.00 - $4647.00

Open 2BR Waterview | Balcony | W/D Tavernier, Florida, Listing ID: 33023

*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. Find a charming, sun-splashed home away from home at this canal-front escape in Tavernier! Bring your water toys and use the Harry...

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  • 864
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Charming 3BR Oceanfront | Dock | Patio | W/D Tavernier, Florida, Listing ID: 33024

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Wonderful 2BR Oceanfront 5th-Floor | Balcony Treasure Island, Florida, Listing ID: 33026

Get your fill of sandy toes and sun-kissed skin on a much-needed getaway to Treasure Island! As soon as you arrive, you will be drawn to the private balcony where you can easily sip a favorite drink in the salty air as you look out to blue waters as far as the eye can see....

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  • 1270
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2BR bayfront condo with water views, dock, W/D, AC Treasure Island, Florida, Listing ID: 33027

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  • 1749
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2-bedroom, 2-bathroom Corner Unit Condo Fort Myers Beach, Florida, Listing ID: 33314

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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,...

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  • 2204
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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...

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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...

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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,...

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  • 1350
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  •  3
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Quaint 3BR | Pool | Dog Friendly Bonita Springs, Florida, Listing ID: 33342

Quaint, dog-friendly condo w/ access to shared pool

Enjoy an extended stay in this dog-friendly, quaint and quiet three-bedroom, two-bath condo in Bonita Springs! The open floor plan brings together the full kitchen, dining and living areas. A great feature is a...

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  • 1424
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Beautiful 3BR Gulfview | Pool | Patio Longboat Key, Florida, Listing ID: 33344

Beautiful home boasting private pool & private beach access

This beautiful and spacious family-friendly home is perfect for your next beach getaway. Only 250 feet from your door, you will find the private beach access point leading you to the azure waters of...

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  • 1937
  •  3
  •  3
Monthly $6302.00 - $7922.00

3BR Oceanfront | Dock | Balcony | W/D Key Largo, Florida, Listing ID: 33363

Oceanfront, Snowbird-Friendly Home with High-Speed WiFi, Ocean Views, and Dock

Prepare for true canalfront living at this home! Casual in nature and comfortable in every room, this home is ready with the central air conditioning and enough seating for everyone....

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  • 2296
  •  3
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Monthly $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 $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...

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  • null
  •  3
  •  3
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3BR | Patio | W/D | AC | Snowbird Friendly Key Largo, Florida, Listing ID: 33385

Snowbird-Friendly Home with Central AC, High-Speed WiFi, and Washer/Dryer

Just a short walk from a lovely community park, this friendly home has plenty of room for guests to come in and relax. Unwind in central air conditioning inside, or enjoy a beverage out...

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  • 960
  •  3
  •  2
Monthly $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...

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  • 1224
  •  2
  •  2
Monthly $6580.00 - $7325.00

DOG FRIENDLY Fenced, BOAT FRIENDLY Boat-Lift & Dock, Canal-front with Balcony Sunset Views, Firepit, Grill, Outdoor Kitchen and Key Largo, Florida, Listing ID: 33394

DOG FRIENDLY Fenced, BOAT FRIENDLY Boat-Lift & Dock, Canal-front with Balcony Sunset Views, Firepit, Grill, Outdoor Kitchen and Basketball court

Welcome to the canal! This home, just one mile from John Pennekamp Coral Reef State Park, is built for good times,...

  • House
  • 2432
  •  2
  •  2
Monthly $4500.00 - $10230.00

3BR Golf Course View | Patio | Golf | W/D Bradenton, Florida, Listing ID: 33395

Screened Golf-Front Back Patio w/Grill, and Florida Room w/Wet Bar & Wine Fridge, Free Parking

Overlooking beautifully landscaped grounds with a walking path and the lush greens of Tara Golf & Country Club just beyond, this home offers a pristine...

  • House
  • 1994
  •  3
  •  2
Monthly $3239.00 - $9148.00

Ocean Views from Living Room, Balcony and Pool! Modern beachfront condo with WiFi, Free Parking, Snowbirds Welcome Redington Beach, Florida, Listing ID: 33400

Redington Place 301: Ocean Views from Living Room, Balcony and Pool! Modern beachfront condo with WiFi, Free Parking, Snowbirds Welcome

*30 day minimum stay required or calendar month. Please note that this property requires paperwork to be completed 7 days...

  • Condo
  • 1310
  •  2
  •  2
Monthly $3678.00 - $10077.00

Beachfront 2BR | Pool | Balcony | AC | W/D Redington Beach, Florida, Listing ID: 33401

Redington Place 201: Ocean Views from Living Room, Balcony and Pool! Modern beachfront condo with WiFi, Free Parking, Snowbirds Welcome

*30 day minimum stay required or calendar month. Please note that this property requires paperwork to be completed 7 days...

  • Condo
  • 1310
  •  2
  •  2
Monthly $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...

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  • 1100
  •  2
  •  2