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Florida Gulf Coast Vacation Rentals

(3632 rentals)
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 9 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

A fully furnished Veranda I Condominium in beautiful Heritage Bay (HB) is available for annual rental, or seasonal rental, effective through all of 2025-7. This is a 2-bedroom unit with a Den/Office that also has a pull-out sofa bed. Rental also includes a 1 car unattached garage. Full golf membership...

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Featured review

"Home away from home!"

Our stay at this rental was awesome! We lacked for nothing in this fabulous space. Jim has thought of everything!

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Tampa House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Our casita home in South Tampa is a comfortable spot for families, friends, or anyone looking to enjoy the city. The house has 2 bedrooms, 1 bathroom, a full kitchen, and plenty of space to relax both inside and out.In addition, there’s a chilling room with a cozy sitting area, TV, and a ping...

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$129
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome To Babcock National Golf & Country Club ~ Welcome to Paradise! Rent 3 Months During Season 2026 and get month of APRIL FOR FREE !!! (Book Jan, Feb & March 2026, Receive Month of April at no additional charge)This 1st Floor Terrace Condo offers guests 2 Bedrooms & 2 Bathrooms,...

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$162
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to The Breezy Escape! This charming 3-bedroom, 2-bath pool home is perfectly located in SW Cape Coral, just a short drive from downtown restaurants, shops, and the lively Cape Harbour Village. Situated north of El Dorado Parkway W, you'll enjoy both convenience and luxury in this prime location.The...

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$220
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Welcome to Your Southwest Florida Retreat Discover the perfect balance of serenity and style at our 1,850 sq. ft. villa — your private oasis in sunny Cape Coral.Tucked away in a quiet, family-friendly neighborhood, this beautifully maintained home offers the ultimate space to relax, recharge,...

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Featured review

"Lovely stay"

We had an amazing stay at this beautiful Cape Coral home! The house has 4 spacious bedrooms and it was perfect for our family.The backyard is lush and serene, we really enjoyed relaxing (as much as...

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$350
avg per night

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Clearwater Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautiful waterfront condo located at Harborview Grande in the heart of Clearwater Beach. Just a 5 minute walk to Clearwater beach, bars and restaurants. Wonderfully decorated with a coastal theme, new bedroom floors and new appliances.This 4th floor end unit has 3 bedrooms, 2 full baths and 1800...

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Featured review

"Spring Break"

This was our second time renting and another relaxing vacation at this beautiful spot ! The condo is spacious, spotless and convenient to everything . We love spending evenings on the deck overlooking ...

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$439
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Cozy SW Cape Coral Retreat with Pool, Hot Tub & Garden View - Sleeps 6 | 3 Bedrooms | 2 Bathrooms- 1 King Bed + 2 Queen Beds- TVs in Master & Living Room- Family-friendly with baby crib & high chair- Utilities includedWelcome to your relaxing getaway in one of the most...

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$225
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .This cozy beach condo has been updated and features a lovely open floor plan,...

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$251
avg per night
Bradenton Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

SEP to DEC 2025 : $225 a day (Taxes and Fees Not Included) - MIN 30 DAY RENTALLUXURY ISLAND GATED COMMUNITY! Enjoy water views of Anna Maria Sounds and Harbour Isle private lake from this gorgeous 3+ Brdm / 3 Bath, 3,412 total sq. ft. high-end flagship coach home! The unit is fully furnished with...

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Featured review

"Beautiful Location"

Couldn’t be a better location as the glorious beach was two minutes away! And what a fabulous beach to walk. The sunsets were spectacular. Couldn’t get any more beautiful.

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$317
avg per night
Sarasota Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Featured review

"Convenient and comfortable"

I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...

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$111
avg per night
Sarasota House
Sleeps 5, 3 bedrooms, 3.5 bathrooms

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Enjoy this delightful and brand new home located in Gillespie park. The layout of the house is very comfortable with a delightful front porch and a lanai for morning coffee in the private back yard. The kitchen is well stocked with dishes and cookware, with the newest appliances. It is fully furnished...

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$471
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Renovated 2 bedroom,2nd floor, fully furnished, near elevator, overlooking 18th tee and lake. Cable, washer, dryer. Pool, walk to tennis courts. Killer view. Temporary full-club membership available at reasonable rate. Quality golf course with many active players - men and women. Also active tennis...

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$147
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Beautiful coastal condo located in the heart of Indian Rocks Beach! This condo was thoughtfully decorated with a fun coastal theme and spills with natural light. Enjoy the coastal breezes on your private balcony with a side view of the ocean, take a walk on the beach only steps away and dip you toes at...

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$321
avg per night
New
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Sun-Kissed Haven, a charming retreat nestled in the heart of Sarasota, Florida. This delightful home offers a perfect blend of comfort and style, making it an ideal getaway for families or groups of friends seeking a relaxing vacation.With three spacious bedrooms and two well-appointed...

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$271
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub,...

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Featured review

"Excellent Regatta Rental"

Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been...

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$489
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

please find more information and all contact details on our personal homepage (see "Links")-----------------------------------------------------------------------------------Our generous and luxurious vacation villa with approximately 2100 sqf is located in a quiet part of SouthWest...

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Featured review

"Relaxation and Comfort at Villa Almost Heaven"

The time we spent at Villa Almost Heaven was amazing — a truly uncomplicated and relaxing experience. The villa is located in a calm and peaceful neighborhood, with shops, restaurants, and opportunities...

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$167
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage A". Description and availability for " Cottage B" can be found...

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Featured review

"it was a great stay ."

Had fun great weather ill do it again . place was spectular .the gulf was beautiful . resaustrants had great food

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$125
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Pearl – a stunning waterfront retreat nestled on a serene freshwater canal in Cape Coral. Designed with elegance and comfort in mind, this beautifully appointed 3-bedroom, 2-bathroom home offers the perfect blend of luxury and relaxation for up to 6 guests. Step inside to discover...

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$226
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.7 miles to Olde Naples Beach Access

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

DEC 20th, JAN, FEB, MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,200/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $5,500 (rent, tax, cleaning, utilities, cable/wifi, damage...

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$124
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New rental at Lely Resort in Naples! Handicap accessible!THE PROPERTY This 3-bedroom, 2-bathroom condo sleeps 8 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out and get some tan...

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$337
avg per night
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Alert: Our dock is currently closed and anticipated to re-open by end of this year (2025).NEW! Enjoy a peaceful getaway at Mariner's Pointe, where there is something for everyone in the family to enjoy. This inviting condo, nestled in a small and quiet building, offers a spacious open floor...

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$276
avg per night
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Whether You're Looking For A Round Of Great Golf... Fantastic...

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Featured review

"By the sea"

Ocean awaits you By far the nicest most valuable resort on this side of the gulf. With den space this unit creates a perfectly sized 3bedroom rented as a 2 saving you Big. Stop paying large resort fees...

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$327
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and primary bedroom. Located in Holmes Beach, the condo has a community pool and lounge chairs for you to relax and enjoy the sunshine. The floor plan is open and inviting with a sunken living room...

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$534
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
22 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This condo has one of the best views on the Island!!! Water view from every room! Master bedroom overlooks the Gulf, Guest bedroom overlooks the bay. Windows everywhere! New kitchen and bathrooms, new tile and furniture 11/2020.The master bedroom has a king-sized bed, flat screen TV and its own...

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Featured review

"Great location with beautiful views"

Really enjoyed our stay at this beautiful condo on ft Myers beach! Has a great view from about every room. The owners are really great and so easy to work with if you have a need. It was in a great location...

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$489
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Discover Casa Lucida, a serene vacation villa nestled in the tranquil southwest of Cape Coral. This spacious retreat is perfect for families, offering 4 bedrooms and 3 bathrooms, ensuring ample room for relaxation and privacy. The sleeping arrangements include a king bed, two queen beds, and two twin...

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$204
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Never miss a sunset from this beautifully appointed beach house, located just steps from Naples Famous Pier and beautiful white sand beaches, this home's location can't be beat! A luxurious luxury home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the...

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$2,105
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover your dream retreat in the heart of the prestigious Gulf Harbour Yacht & Country Club with this stunning second-floor condo that perfectly combines timeless elegance, modern luxury, and the coveted Florida lifestyle. From the moment you step inside, you’ll be captivated by the light-filled...

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$250
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Nestled in the heart of Cape Coral, this beautifully bright vacation rental offers an exquisite blend of comfort, style, and Floridian charm.With a 5 star rating, Villa Ocean Oasis is a 4 bedroom, 2 bath waterfront home flooded with natural light and beachfront charm. The spacious, open floorplan...

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Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous unit and beautifully furnished with an incredible 2nd floor view of the Gulf of America. Sleeps six comfortably with a king master and a full-size bed along with a twin in the guest room, plus a queen sleeper sofa. beach chairs and toys for your enjoyment. You will not want to leave once you...

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Featured review

"Amazingly Fantastic."

The beach, Turtle Beach, not so great, but good to soak up the sun and be close by. Amenities were very good, staff exceptional, condo was awesome. Everything needed was there. Very clean, neat,

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$374
avg per night
Anna Maria Island Townhome
Sleeps 9, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to our Gulf-to-Bay townhome on Anna Maria Island for a truly unforgettable vacation. With its ideal location, luxurious amenities, and proximity to the beach, this property is a haven for beach lovers and those seeking a taste of island paradise. Relax, explore, and create cherished memories in...

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$420
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Private

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

** We received a recent cancellation for this upcoming season- Jan 1 into April 2025** Changes in Latitude is a 2 bedroom, Gulf front, ground level condo with a beautifully remodeled master suite. The complex offers a large heated pool, beautifully landscaped grounds, covered parking, boat slips...

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$381
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers picturesque views of the Gulf of Mexico. The only thing distancing the balcony from the sand is a large, heated, shared swimming pool. This condo is one of the few originals left on the island...

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$584
avg per night
Anna Maria Island House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come enjoy this 4 bedroom/4 bath duplex that can sleep up to 12 people with the add-on of the sleeper sofas. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool, and an EV Charger. Upon entry in...

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$944
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa White Heron with a huge pool is only 5 min from the closest beach - Yacht Club Beach with Tiki - restaurant and Fishing Pier. 5 min to downtown Cape Coral with restaurants and shopping. From the dock there is a breath taking basin view.Don´t miss the Vitual Tour!Villa White Heron has...

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Featured review

"Just perfect"

We were lucky enough to book the Villa White Heron at very short notice. We were not disappointed, the house is even more beautiful than in the pictures. Clean, modern and everything you could possibly...

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$225
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

** We are fully booked now through December 31, 2025.Golf Course By The Sea #2 - Penthouse Near the Beach!Golf Course By The Sea #1 - the original condo in this complex was and continues to be such a hit, we have added a new (secondary) condo top floor in the same complex - hence - Gulf Course...

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Featured review

"Excellent stay"

Thank you to this host for a most wonderful first-time non hotel longer-term rental experience. We will never return to a hotel after experiencing such a wonderful condo stay at a fraction of the cost...

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$197
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Come enjoy your own slice of paradise at this Sea Isles Villas condo! This is the closest you can get to being on the beach with FULL views of the OCEAN. Enter the property and be greeted by a charming beach feel. Sea Isles Villas has minimal neighbors, a stunning view, heated pool with direct oceanfront...

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$425
avg per night
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience the best getaway at Popeye's Poole Paradise, a beautifully designed 2-bedroom retreat in a peaceful Bradenton neighborhood, minutes away from AMI. The open layout, featuring a spacious living room, fully equipped kitchen, and a bonus living space, ensures quality family time. Step into...

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$256
avg per night
New
Cape Coral House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Riverhouse Queen - Spacious Spacious Cape Coral Riverfront Retreat The Riverhouse Queen is located at Cape Coral's Fit for a queen, this villa offers spacious comfort and majestic views of the Caloosahatchee. The Riverhouse Queen is ideal for families or groups, with generous living areas, a full...

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$450
avg per night
Clearwater Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

POOL IS CURRENTLY CLOSED DUE TO HURRICANE HELENE and MILTON... Will open late December 2025Come live the beach life! Offering the best of all worlds, 450 West offers PRIVATE, WATERFRONT, RESORT STYLE LIVING, yet is mere steps from the soft sand, amazing restaurants, shops, marina, and all the action...

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$398
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book: -Only 1.5 Blocks to the Beach -Private Pool with Swim-Up Tiki Table (Free Pool Heat in Cooler Months) -3 Bedrooms + Sleeper Sofa – Sleeps Up to 6 -All Bedrooms Have Ensuite Bathrooms -Fully Equipped Kitchen with Island Seating -Multiple Outdoor Spaces Including Front Deck...

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$459
avg per night
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Welcome to Casa La Raya, your ultimate vacation villa nestled in the beautiful oasis of Southwest Cape Coral! This stunning 3-bedroom, 2.5-bathroom home embodies the perfect blend of luxury and relaxation, making it the ideal getaway for those seeking to embrace the enchanting Florida lifestyle. With...

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$265
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!Welcome to your home-away-from-home! This 4-bedroom, 4 full bath, 2 half bath pet-friendly, canal-front retreat is made for making memories — whether you're here with family, friends, or your fishing crew. From sunrise to sunset, the views,...

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$936
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom/2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line finishes...

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$390
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book The Cranes Nest: - Prime Holmes Beach Location on Anna Maria Island - 3 Bedrooms · 3 Bathrooms · 3 Stories - Community Pool Access (Heated Nov–April) - Bikes, Beach Gear & Golf Cart Rental Available - Dog Friendly! (2 Max & Additional Fees Apply) -...

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$380
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$644
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Wave From It All by Beach Retreats Vacation RentalsHolmes Beach, Anna Maria Island 3 Bedroom | 2 Bath | Sleeps 6Welcome to Wave From It All, your perfect island escape just steps from the sugar-white sands of Anna Maria Island. Whether you're sipping morning coffee on the porch with views...

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$490
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our newly updated 3-bedroom Cape Coral retreat, where a stunning array of canals, waterfront restaurants, and the Cape Harbour Marina lie mere minutes away. Get ready to spend your days relaxing by the private heated swimming pool and relishing open-air barbecues at the screened in lanai amid...

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$307
avg per night
Bradenton House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Ready to unwind and relax? Welcome to “Sunshine Villa” a hidden gem just 2 miles from the beaches on Anna Maria Island. This property is located within Flamingo Cay, a quiet peninsula community of 150 homes. This boating "Key West" style community is located within biking distance...

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$313
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Your Perfect Day Starts Here…Picture this: The day begins not with an alarm, but with the gentle, rhythmic sound of the ocean. You step onto your private, oceanfront balcony, wrapping your hands around a steaming cup of coffee. As the first light of morning paints the sky, you gaze out at...

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Featured review

"Excellent"

Everything is amazing The condo view , every equipment, kitchen supplies, but the only reason for the 4 starts is because the mattress need to be upgraded. I just suggested it Thank you.GBY.

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$319
avg per night
Treasure Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Tucked just across the street from the water, this ultra-private escape is the one for you if strolls in the park and waterside relaxation sound like your idea of paradise. It’s the only multi-story home within view, granting you views of Boca Ciega Bay from the second and third floors.From...

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$419
avg per night
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FAQ

Location & Region Specifics

What are the main regions of the Florida Gulf Coast (e.g., Emerald Coast, Suncoast, Nature Coast)?

The main regions of the Florida Gulf Coast include the Emerald, Forgotten, Nature, Sun, Cultural, Lee Island, and Paradise Coasts.

Which Gulf Coast towns are best known for their beautiful beaches?

Venice, Fort Myers, Boca Grande, Destin, and South Walton, Florida, all have beautiful beaches.

What is the difference in atmosphere between the Panhandle (e.g., Destin, Panama City Beach) and the Lower Gulf Coast (e.g., Naples, Marco Island)?

The atmosphere in Panhandle cities tends to be lively and bustling, while in the Lower Gulf Coast cities, the atmosphere is more relaxed and casual.

Which Gulf Coast destinations are less crowded and more laid-back?

Bonita Beach, Sanibel Island, Apalachicola, and Madeira Beach are just a few areas that offer a quiet, laid-back atmosphere.

Activities & Vibe

What part of the Gulf Coast is best for families with young children?

The Sun Coast (Clearwater, St. Petersburg), the Lee Island Coast (Ft. Myers), and the Cultural Coast (Sarasota) are some of the best areas for families with young kids.

Where can I find the best shelling beaches on the Gulf Coast?

Clearwater Beach, Indian Rocks Beach, St. Pete Beach, and Treasure Island are all great spots for shelling.

Which Gulf Coast towns have the most vibrant nightlife and dining scenes?

Destin, St. Petersburg, Siesta Key Beach, and Panama City Beach all have lively nightlife and lots of restaurant options.

What are the top attractions and things to do along the Gulf Coast, besides the beach?

Some top attractions include the Dolphin and Manatee Adventure Tour in Ft. Myers, the Bird Gardens of Naples, airboat tours through the Everglades, and Weeki Wachee Springs State Park in Spring Hill.

Cost & Affordability

Which towns or cities on the Gulf Coast offer the most budget-friendly rental options?

Ft. Myers, Clearwater, St. Petersburg, Pensacola, and Sarasota all have budget-friendly options for renters.

When is the "shoulder season" or off-season for the Gulf Coast to find the best deals?

The Gulf Coast’s off-season stretches from September to November. Many owners lower their rates because rentals are in less demand. The shoulder season happens in between off- and peak season, which runs from December to April.

Are rentals typically cheaper if they are a short walk or drive from the beach versus directly on it?

Rentals that are a short distance from the beach are usually more affordable than rentals sitting directly on the sand.

What are some tips for finding affordable rentals during peak season?

One tip is to start looking for a rental early so you can reserve it several months ahead of time. Also, booking the rental for longer than a few days or one week may get you a deal on the rate.

Finding Rentals

How can I filter my search for rentals that fit a specific budget?

Enter your preferred range of rates into the search filter to narrow your results.

Are there hidden costs I should be aware of, like resort fees or parking fees?

Some potential fees include those for cleaning, damage protection, pets, etc. Carefully read the listing’s description to learn about any fees.

Is it generally cheaper to rent directly from an owner versus a property management company?

Yes, as a general rule, it’s less expensive to rent from an owner than a property management company.

What types of rentals (e.g., small condos, duplexes) are usually the most affordable?

Small condos and cottages are budget-friendly choices for renters visiting Florida’s Gulf Coast.

Property Type

What are the typical amenities included in a Gulf Coast condo rental (e.g., pool, gym, beach access)?

The typical amenities of a condo for rent on the Florida Gulf Coast include air-conditioning, a fitness room, towels, a pool, Wi-Fi, kitchen appliances, parking, a patio or deck, and beach chairs.

What is the difference between a high-rise and a low-rise condo complex, and what are the pros and cons of each?

A high-rise condo complex has ten or more stories, while a low-rise has no more than nine stories. A low-rise condo has more units on each floor. A high-rise condo has better views than a low-rise, and people on the higher floors have a quieter atmosphere. While a low-rise is more affordable, it may only have stairs and not an elevator like a high-rise.

Are condo rentals better for smaller groups and couples than full-size houses?

Renting a condo makes more sense for smaller groups and couples. A full-size house would be more expensive and likely have more space than you need.

What should I know about condo association rules before booking?

The owner of the property is likely to brief you on the condo association’s rules. An owner is responsible for any damage or issues that arise if a renter breaks a rule.

Booking & Logistics

Do most condo rentals include dedicated parking spots?

Most condo owners make parking available to renters. It may be a dedicated spot or an assigned carport where you can park. Check with the property owner for specifics on parking.

How do I find out about the specific location of a condo unit (e.g., floor number, view direction)?

A condo’s description may include the floor number and information about the view. If not, message the owner with specific questions.

Are things like beach chairs and umbrellas typically provided by the condo owner or the complex?

Beach chairs, umbrellas, and towels are typical amenities listed in an owner’s description of a condo.

Is it common for condos to have on-site management for check-in and assistance?

Yes, many condos have on-site property management for check-in and to address any issues a renter may have.