Treasure Island Listings

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Monthly Rent $2851.00 - $5217.00

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

The beach is calling and you must go! This second-floor, bayfront offers an unbeatable location just a short walk to the beach, grocery store, downtown Treasure Island with all the shops and restaurants, and ABC Fine Wine & Spirits. Another great perk about the location is that...

  • Condo
  • 950
  •  2
  •  2

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Monthly Rent $2750.00 - $3500.00

Beautifully Furnished Lakefront Condo. Live or just Winter in Paradise.1 hour to Orlando Parks Sebring, Florida, Listing ID: 24648

Beautifully Furnished Condo. Master B/R - King Bed, Walkin closet, tv, prvt entrance to Lakefront Balcony, modern design, prvt bath with dual vanity, granite counters, travertine floor, garden spa tub and separate walk in travertine tile shower. 2nd B/R has a king bed, 3rd B/R...

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Spectacular Lake House Oasis on Gorgeous Lake June in Lake Placid Florida - 4 Bedroom 3 Bath Lake Placid, Florida, Listing ID: 26610

This amazing home is just what you are looking for if you want to relax in warm weather and enjoy beautiful sunsets! Enjoy your sipping your morning coffee while sitting on our amazing dock watching the sunrise. Enjoy all that lake life has to offer such as boating, fishing,...

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Monthly Rent $3800.00 - $5100.00

WATERFRONT home with private heated pool and boat lift!! Port Charlotte, Florida, Listing ID: 26967

Beautiful home on the intercoastal with heated pool! 15 mins from Punta Gorda Airport and Fishermans Village. Manasota Key Beach, Boca Grande, Fort Myers are all close. 4 flat screen TV's. 3 sliding glass doors to pool, 2 of them have 3 panels and allow for a very open area...

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Charming 3 bed/ 2 bath cottage in perfect location. Now available Jan/Feb/March 2025! 3 month minimum Englewood, Florida, Listing ID: 27061

Charming cottage in great location. All the comforts of home in this 3 bed/ 2 bath. Nice lanai and large private, fenced backyard. Less than half mile from Dearborn Street which has great restaurants/shops. Walking distance to thrift stores, boat dock and parks. Easy bike...

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Monthly Rent $2200.00

Classic Restored Florida House available for long term stay. Easy walking, biking distance to water, downtown Englewood Englewood, Florida, Listing ID: 30417

Perfect Snowbird Rental! 4 blocks from the water (boat ramp too!), 4 blocks from Historic (and lively!) Dearborn Street in lovely Englewood. Save money and gain convenience with a yearly lease on this restored, not renovated, classic Florida home. Terrazzo floors (restored),...

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Monthly Rent $3200.00

Barefoot Bay, a waterfront retreat nestled in the heart of Old Homosassa, Florida. Homosassa, Florida, Listing ID: 30532

Welcome to Barefoot Bay, a waterfront retreat nestled in the heart of Old Homosassa, Florida. This charming vacation rental offers an unforgettable experience with direct water access to the Homosassa River, Homosassa Springs, and the Gulf of Mexico. This spacious home boasts 3...

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Parrot Paradise Sarasota ~Near Pinecraft and Beach. Family & Business Friendly Low Cleaning fee. Large yard Pets Welcome Sarasota, Florida, Listing ID: 30670

Welcome Home to "Parrot Paradise Sarasota". Yes, you will most likely hear and see green parrots flying nearby and nesting amongst trees..

This is a comfortable recently expanded split bedroom plan, 2 bedroom, 2 bathroom, minimally decorated, very clean smoke-free duplex...

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  • 1408
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Monthly Rent $5500.00

Located in the heart of Florida's Nature Coast, this Riverfront is living at its finest in Homosassa, FL. Homosassa, Florida, Listing ID: 31838

Every three spacious bedrooms feature a king bed, ample closet space, and a USB lamp for convenience. The master bedroom has a large ensuite bath with a tub and shower, and there's a full bath (shower/tub combo) with two sinks on the main floor. Additionally, a half bath on the...

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3BR Canal-front Balcony Home Private Heated Pool & Hot Tub: Beach across street: Sunny Canal Fort Myers Beach, Florida, Listing ID: 31908

Looking for a unique waterfront home with a gorgeous private pool and spa to stay during your next Ft. Myers Beach vacation? Then look no further than 245 Carolina Ave! This home has an open floor plan, updated interior and gorgeous water views with a North End location that...

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BOAT-FRIENDLY! 3BR Home Sleeps 10 w/Screened HEATED Pool, Pvt Beach Access/Gazebo, Boat Dock Across St., Foosball Table Fort Myers Beach, Florida, Listing ID: 31910

This beautifully remodeled pool home, pool is heated, is just a short walk to the beach and has gorgeous views of the bay across the street. The neighborhood shares a boat dock right across the street from the home and has its own private beach access and gazebo. Completely...

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Monthly Rent $10280.00 - $26850.00

Breezy 3BR Waterview Dog Friendly | Pool | Dock Anna Maria, Florida, Listing ID: 32346

Retreat to your very own garden oasis at this three-bedroom Anna Maria home, a waterfront escape with a private dock on the canal, an outdoor pool, and an enviable location mere blocks from Bean Point Beach. You'll find this home on the serene North End of Anna Maria Island,...

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  • 1750
  •  3
  •  2
Monthly Rent $1990.00 - $4010.00

2BR condo with a dock, water views, BBQ area, W/D Apollo Beach, Florida, Listing ID: 32347

Welcome to the perfect home base for all of your adventures in Apollo Beach! Centrally located to Tampa, St. Pete, and Sarasota, this waterfront condo is the perfect retreat for all of your adventures whether you are traveling with family, friends, your significant other, or by...

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  • 740
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Monthly Rent $3100.00 - $5600.00

2BR Waterview Dog Friendly | Dock | Deck | W/D Bokeelia, Florida, Listing ID: 32351

Old Florida meets modern comfort and convenience in this charming Bokeelia home. There's a homey feel from the moment you step through the front door into the first of two comfortable seating areas, each with beachy touches, plenty of seating and flatscreen TVs with streaming...

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  • 910
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Monthly Rent $5260.00 - $7500.00

Large 2BR Waterview | Private Pool | Dock | Patio Cape Coral, Florida, Listing ID: 32369

If you're looking for a vacation destination that offers the perfect mix of relaxation and activity, then look no further than this canal-front home in Cape Coral. This rental features an updated, well-equipped kitchen, a private pool, a furnished lanai, and an outdoor grilling...

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  • 1600
  •  2
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Monthly Rent $7500.00 - $20150.00

Upscale 3BR Lakefront | Pool | Dock | Patio Cape Coral, Florida, Listing ID: 32371

Escape to this luxurious lakefront home with an abundance of amenities including a lavish screened pool area for your family's private use. This is one of a limited number of single-level homes that back to a lake for fishing, kayaking, stand-up paddleboarding, and easy access...

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  • 2264
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Monthly Rent $3720.00 - $11090.00

3BR Waterview Dog Friendly | Private Pool | Dock Cape Coral, Florida, Listing ID: 32377

This spacious one-level home is situated alongside a canal, just minutes from the Caloosahatchee River. Tie up a boat at your private boat dock. Unwind in the quiet seclusion of a huge screened lanai, replete with a private pool with a solar cover and a lounge, grill, and dining...

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  • 1861
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Monthly Rent $4650.00 - $11290.00

3BR Waterview Dog Friendly | Pool | Dock | Deck Cape Coral, Florida, Listing ID: 32379

Full of high ceilings and an abundance of natural light, this home is a perfect spot for a family or group to enjoy a peaceful rest from days of adventure. Located a few blocks from a major bike trail, it's perfect for those who enjoy a nice long uninterrupted walk, jog, or bike...

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  • 1922
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  •  2
Monthly Rent $18760.00 - $23904.00

3BR Bayview | Chef's Kitchen| Pool | Dock Clearwater, Florida, Listing ID: 32392

There are few getaways this special when it comes to Clearwater, so treat the whole family or your best group of friends to an unforgettable stay here at Island Estate Waterfront Villa! Perched mere minutes from the endless excitement of Clearwater Beach, there will be no delay...

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Monthly Rent $2010.00 - $7300.00

3BR | Hot Tub | Pool | Basketball/Tennis Courts Davenport, Florida, Listing ID: 32407

Boasting more than 1,200 square feet of space, this Bahama Bay Resort & Spa condo is ideal for family vacations or group getaways. The Bahama Bay Resort & Spa boasts shared pools, hot tubs, a fitness center, and a sauna. Located on the shores of Old Lake Davenport, you can enjoy...

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  •  3
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Monthly Rent $2010.00 - $4540.00

Comfortable 2BR 2nd-Floor | Balcony | Pool Davenport, Florida, Listing ID: 32408

Take in the fresh air from your own personal screened-in porch, or enjoy the comfort of central air conditioning indoors. Guests of this condo will be able to relax in comfort in this space designed for families and groups. Set your clothes from the day to go in the private...

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  • 1232
  •  2
  •  2
Monthly Rent $2020.00 - $6130.00

Bahama Bay Resort 23103: 3BR 1st-Floor | Patio Davenport, Florida, Listing ID: 32409

Boasting more than 1,200 square feet of space, the 3-bedroom Abacos villas at Bahama Bay Resort & Spa are ideal for family vacations or group getaways. Comfortable queen-sized beds are standard in the master bedroom and first guest bedroom, while the second guest bedroom...

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  • 1232
  •  3
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Monthly Rent $3630.00 - $6090.00

Bahama Bay Resort 26106: 3BR Waterview 2nd-Floor Davenport, Florida, Listing ID: 32411

Boasting more than 1,200 square feet of space, the 3-bedroom Abacos villas at Bahama Bay Resort & Spa are ideal for family vacations or group getaways. The primary bedroom and first guest bedroom both feature a king sized bed, while the second guest bedroom features two twin...

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  • 1232
  •  3
  •  2
Monthly Rent $2450.00 - $5250.00

Bahama Bay Resort 26108: 2BR Waterview 2nd-Floor Davenport, Florida, Listing ID: 32412

Blending comfort and value, the 2-bedroom San Salvador provides 1,116 square feet of space and enticing extras such as an in-unit laundry room, a private screened balcony and vaulted ceilings. The San Salvador includes a queen-sized bed in the master bedroom, two twin beds in...

  • Condo
  • 1116
  •  2
  •  2
Monthly Rent $2020.00 - $5760.00

Bahama Bay Resort 27902: 3BR 1st-Floor | Patio Davenport, Florida, Listing ID: 32413

Boasting more than 1,200 square feet of space, the 3-bedroom Abacos villas at Bahama Bay Resort & Spa are ideal for family vacations or group getaways. Comfortable queen-sized beds are standard in the master bedroom and first guest bedroom, while the second guest bedroom...

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  • 1232
  •  3
  •  2
Monthly Rent $2050.00 - $4770.00

Bahama Bay Resort 37107: 2BR 2nd-Floor | Balcony Davenport, Florida, Listing ID: 32414

Blending comfort and value, the two bedroom San Salvador provides 1,116 square feet of space and enticing extras such as a laundry room, a private screened balcony and vaulted ceilings. The San Salvador includes a queen-sized bed in the master bedroom, two twin beds in the guest...

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  • 1116
  •  2
  •  2
Monthly Rent $7800.00 - $9428.00

2BR waterview condo with pools - dog-friendly Holmes Beach, Florida, Listing ID: 32646

Centrally located in Holmes Beach in the Sunbow Bay Condominium, this sunlit and inviting condo features several desirable amenities plus amazing views of the water from the living area and the private, screened balcony. Watch the sunrise followed by an alfresco breakfast in the...

  • Condo
  • 1146
  •  2
  •  2
Monthly Rent $4500.00 - $8290.00

Elegant 2BR Oceanview 5th-Floor | Balcony | Pool Indian Shores, Florida, Listing ID: 32656

This vacation rental is perfect for your family's next extended Florida vacation. When you're not enjoying spectacular views of the water right from your condo, you can venture down to all the shared amenities and activities that this community has to offer. From the pool to...

  • Condo
  • 1050
  •  2
  •  2
Monthly Rent $3720.00 - $11490.00

Oceanfront 2BR | Pool | Hot Tub | Dock | AC Indian Shores, Florida, Listing ID: 32657

Retreat to a quiet and relaxing coastal haven, laden with modern amenities and contemporary dcor, along with a private balcony with a view of the Intracoastal Waterfront beyond. Sporting a comfortable living room, a spacious and modern kitchen, and perks like a washer/dryer and...

  • Condo
  • 1200
  •  2
  •  2
Monthly Rent $1990.00 - $6830.00

2BR Waterview | Dock | Patio | W/D Lake Placid, Florida, Listing ID: 32735

Take in a view of the water both inside and out - the best view's at the private dock! Families and groups will enjoy kicking back at this casual lake house, where two different lounge spaces mean you'll never run out of places to relax. All the essential amenities are here,...

  • House
  • 1559
  •  2
  •  2
Monthly Rent $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...

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  • 1000
  •  2
  •  2
Monthly Rent $3020.00 - $5230.00

Large 2BR Riverfront | Dock | W/D Port Charlotte, Florida, Listing ID: 32950

Escape to beautiful Port Charlotte with this lovely home in the heart of all the action. Featuring a private dock, stunning canal views, and a grassy lawn, there will be no need o venture away from home base to soak up sweet sunshine. Or, you can fill each day with fun in town...

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  • 1207
  •  2
  •  2
Monthly Rent $3590.00 - $10560.00

3BR Waterview Dog Friendly | Private Pool | Dock Rotonda West, Florida, Listing ID: 32966

The best of Southwest Florida awaits at this canal-front oasis in Rotonda West. The bright interior of this 2,200-square-foot home features an open floor plan and an opportunity for authentic indoor/outdoor living, with two walls of glass doors that open onto the covered pool...

  • House
  • 2122
  •  3
  •  3
Monthly Rent $4002.00 - $7133.00

Lovely 2BR Bayview | Balcony | Pool Siesta Key, Florida, Listing ID: 33002

*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. This second-floor condo offers privacy, seclusion, a view of the bay, and a host of other great amenities. You will enjoy access to...

  • Condo
  • 975
  •  2
  •  2
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 $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...

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  • 1140
  •  2
  •  2