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Florida Gulf Coast Vacation Rentals

(3853 rentals)
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This lovely and colorful 3rd floor unit has an incredible view of the Gulf of America to enjoy with your family members from a very comfortable lanai. New flooring, two newly renovated baths, and flat screen TV's in living room and bedrooms. The kitchen is fully equipped and beach chairs and umbrella...

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$262
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy the unrestricted views (no sea oats or berm) of the ocean and sunsets from our beach front condo just steps away from the Gulf of America. It is located on Turtle Beach known for its quiet, relaxing, low-key vibe. We have the most unique location on the island, the Sarasota Bay intercoastal waters...

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$262
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Gated Quiet Community Discover the perfect blend of comfort and style in this beautifully updated 2-bedroom, 1-bathroom condo for rent in centrally located Fort Myers. Step into a modern oasis with sleek finishes and a fully equipped kitchen. This condo offers a cozy retreat while being just moments...

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$60
avg per night
Seminole House
Sleeps 10, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

- Private Heated Pool with screened-in Florida Room - 3 Bedrooms / 2 Baths – sleeps families & groups comfortably - 2 King Bedrooms + fun bunk room for kids - Owner’s Suite with rainfall shower & pool access - Open-Concept Living – spacious kitchen & 65” Smart TV -...

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Featured review

"Great location"

Lovely home with lots of space. Location makes it easy to have fun in the sun. Owner responded quickly to our needs

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$217
avg per night
Anna Maria Island House
Sleeps 12, 4 bedrooms, 4.5 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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$818
avg per night

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Naples House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Naples/Pier

Key Amenities

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

About this property

Charming Designer Cottage in Royal Harbor at $5,000/week or $16,000/month in season - A Coastal Retreat in Naples, FL. Escape to a stunning tropical retreat with partial bay view just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 2-bedroom, 2 and a half...

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$571
avg per night
Punta Gorda Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to luxury at Webb’s Reserve in Babcock Ranch. This brand-new terrace condo features bright coastal interiors, upscale finishes, an open-concept layout, and a private terrace perfect for morning coffee or sunset cocktails. Enjoy a true resort lifestyle with access to the Nicklaus Design golf...

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$123
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Public Beach, 5000 Gulf Shore Blvd N, Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Renovated condo with the new stainless steel appliances in the best location in Naples, Florida. 3 miles to the beach, very close to great restaurants, Costco, Walmart, Target, Publix, Waterside shops, only 10 minutes to 5th Avenue. Enjoy the club house with resort style community pool, BBQ area, billiards,...

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Featured review

"Wonderful stay"

Enjoyed the month of January in Naples. The rental was very comfortable and well appointed. Mattress was perfect for a great night’s sleep. The balcony view and breeze was pleasant. The community pool...

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$83
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Yacht Club

Key Amenities

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

About this property

Newly renovated beautiful 2/2 First Floor, Lower Level, beautiful Waterfront, offering lots of privacy being second to the end unit, Located in Southeast Cape Coral, near downtown, and just 5 minutes from Yacht Club Beach. 20 minutes to the beaches of Fort Myers and Sanibel Island! Smaller, Pet friendly...

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Featured review

"March in Cape Coral"

We spent a month in Jay and Allison’s beautiful condo this past winter. They were gracious and attentive hosts, very responsive to our questions. Jay even sent emails about events taking place in Cape...

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$143
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bougie Bay, a beautiful renovated ground-floor condo located in the sought-after Runaway Bay community. This unit is just steps across the street from the breathtaking Gulf beaches of Anna Maria Island. This bright and stylish 2-bedroom, 2-bathroom unit has been completely updated with modern furnishings,...

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$164
avg per night
Marco Island House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gulfview 214 Summary:Summary: Welcome to Gulfview 214, your perfect family getaway on beautiful Marco Island! This stunning apartment boasts breathtaking Gulf views and direct beach access, ensuring unforgettable days filled with sun, sand, and Gulf. Enjoy a fully equipped kitchen, comfortable living...

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$299
avg per night
Palm Harbor House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Crystal Beach Sands in Palm Harbor, located just 1/2 a mile from Crystal Beach and minutes from Sponge Docks, This home is the perfect family vacation home. It is fully stocked and features a game room equipped with a pool table, air hockey, two retro arcade games & board games. Spacious...

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$476
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Barefoot Beach is your home in Paradise! With beach decor and luxurious furnishings the home boast two bedrooms and two baths accommodate up to four guests. The master bedroom hosts a large king bed, and the second bedroom has a queen bed. A pull-out couch is also available for use. A washer and dryer...

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Featured review

"Barefoot Beach Condo 253 Barefoot Beach Blvd"

My husband and I rented unit 304 at Barefoot Beach for four months while awaiting renovation of our property in Fort Myers Beach following the hurricanes. The unit was very comfortable and provided us...

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$180
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 900 feet to One block to Lowdermilk Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ready to soak in the best of Naples? This highly sought‑after property is open for select summer months in 2026—book early for this popular season!Located just one block from pristine Lowdermilk Beach and the brand‑new Four Seasons, this beautifully updated second‑floor condo offers the...

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Featured review

"Naples Paradise at Coquina Cove"

From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...

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$105
avg per night
New
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sandcastle – Beachside Escape with Heated Pool, Golf Cart & Island Adventure Gear3 Bedrooms | 2.5 Bathrooms | Heated Pool | Golf Cart | Bikes | Paddle Boards | Kayaks | Steps to the BeachWelcome to Sandcastle, your perfect Anna Maria Island beach retreat. Ideally located just across...

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$815
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome to this cool condo in Babcock Ranch. This terrific rental features 2 bedrooms, 2 bathrooms, and a range of convenient amenities like a fitness room, AC, Golf and WiFi. Guests can unwind in the tranquil atmosphere of this property, whether they're lounging in the cozy living space or taking...

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$67
avg per night
Clearwater House
Sleeps 8, 3 bedrooms, 2 bathrooms
26 reviews

Key Amenities

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

About this property

Welcome to Clearwater Cabana - your 3 Bed, 2 Bath, private oasis located in the city of Clearwater, just a short 15 minute drive to world famous Clearwater Beach.This professionally decorated home is located on a quiet residential street and has been outfitted to provide utmost comfort to our amazing...

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$229
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Available annually, seasonally, weekly and monthly.Annual and Monthly (outside of peak season) - $ 2000 per month including utilities.Seasonal prices Jan - April range from $4500 - 5500 per monthIt’s gorgeous! Furniture all brand new!Take a look at this fully furnished, fantastic...

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Featured review

"Perfect snowbird escape condo"

Rented this condo for 2 months, Jan and Feb 2024, and enjoyed very much our first time in Naples as snowbirds from NY. The view from the screened in lanai is over the heated pool to the 10th green of the...

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$60
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Delnor Wigging / Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Live the resort lifestyle at Esplanade for just $7,500/month in season! Available for a minimum 30-day stay, this immaculate two-bedroom plus den, two-bath first-floor end-unit condominium offers the perfect Naples getaway. Lightly lived in, this residence features an open, airy floor plan filled with...

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$100
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous unit with northwest view from 2nd floor lanai. Upgrades include a washer and dryer. Designer decor for the discriminating traveler.Bring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of...

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$262
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This well appointed condo is the perfect home base for your trip to Fort Myers Beach. Fabulous location, at the exclusive "Sandarac" complex on the quiet south end of Estero Island. You will not have to walk, drive or travel to the beach because this property is "on" the beach! This...

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$229
avg per night
Bradenton House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

SUPERHOSTVERIFIED FOR CLEANLINESS + COMMUNICATIONSpacious Bradenton Oasis Near IMG Academy & Beaches! Welcome to your ultimate vacation retreat in beautiful Bradenton, FL! Just minutes from world-renowned IMG Academy and a short drive to: Coquina Beach (5mi), Cortez Beach (6mi), Manatee Public...

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$379
avg per night
Fort Myers Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom

Key Amenities

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

About this property

Newly renovated studio condo on the 5th floor of Estero Beach and Tennis club. Fully updated kitchen featuring new appliances, dishwasher and coffee bar.Estero Beach and Tennis Club on Estero blvd, steps from the beach. The condo development features a pool, new tennis courts and on site laundry.

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$186
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Fun in the Sun​​​​​​​Villa Fun in the Sun is a cozy vacation rental home located in the premier SW Cape Coral area. You are very centrally located about 15 minutes to Matlacha, 40 minutes to Fort Myers Beach or Sanibel Island. If you choose to take the water route WHY NOT,...

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$123
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...

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Featured review

"Outstanding Condo – Truly a Gem"

This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...

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$100
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Pelican Cove is a beautiful Gulf to Bay property with a prime location just steps to the beach, five-star restaurants, shops and more - it's the tropical vacation you've been dreaming of offering you all of the conveniences you would want in an island stay. This beautiful condo was completely...

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Featured review

"Great Island Location"

Clean, cute updated condo. Photos represent the property correctly. Great view of the bay, right on the water. Only a short walk across the street to the beach. Easy walk (5 blocks) to great shopping...

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$247
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This luxurious villa, located in the highly desirable area of Cape Coral, has recently undergone a complete renovation and boasts exquisite new furnishings throughout. Ideal for a sunny and relaxing vacation, the stunning Villa Cosima offers 4 bedrooms, 3 bathrooms, and a modern and exclusive living area.Step...

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Featured review

"Great location & canal view"

We thoroughly enjoyed our stay here (1st time in Cape Coral). The house was decorated nicely, well appointed with everything you need. Most of all we loved the patio area for entertaining guests & used...

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$191
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Live Big - Amazing Naples Getaway Villa Evelyn Naples Oasis – Spacious 5BR Retreat with Private Pool & Acre of Tranquility Escape to Villa Evelyn, your private slice of paradise in sunny Naples! This beautifully appointed 5-bedroom, 3-bathroom home sits on over an acre of lush, serene landscape...

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$440
avg per night
Sarasota House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

4 bedrooms/2 bath salt water heated pool & hot tub * fully stocked kitchen basic beach supplies No grill & swing set washer & dryercheck out our virtual tour link!*SCOOTER rentals available $15\day\scooter with a $40 per stay/scooter minimum PLEASE CHECK WITH HOST FOR Availabilityrental...

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$336
avg per night
New
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the Kite House! A one of a kind Old Naples family compound just steps to The Gulf. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people at $77,500/month in season. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage....

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$1,283
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Turtle's Getaway! You will be close to everything when you stay at this SALTWATER pool home with over 2200sq ft in the SW Cape Coral. Your family will love your stay here! Located just off Veteran's Parkway & 20th Ave btwn Surfside and Chiquita Blvds, it is close to restaurants,...

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Featured review

"Home Away From Snow"

Jeni was the ultimate host! I wish all hosts were like her. She was so responsive and very nice! This home literally has everything you could imagine. All you need is your clothes and sunglasses! It was...

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$145
avg per night
Crystal River House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

COME RELAX & UNWIND! BEST OPEN FLOOR PLAN, HEATED POOL If you want a home to hang out with friends and family this is the place! Relaxing, large home facing west so that you can enjoy the outdoor space & pool without harsh afternoon sun. Not all homes are like this in the area, be careful which...

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$250
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

3 bedrooms 2 bath W/D fully stocked kitchen 5 minutes from downtown 20 minutes from Siesta Key*SCOOTER rentals available $15\day\scooter with a $40 per stay/scooter minimum PLEASE CHECK WITH HOST FOR AVAILABLITY​​​​​​​VR25-00065Welcome to Sunny Daze on the Bay, a charming...

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$157
avg per night
Tampa House
Sleeps 11, 3 bedrooms, 2 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to "Columbus Cove," your modern, Florida-themed getaway in the heart of Tampa!This newly built 3-bedroom, 2.5-bathroom vacation home offers the perfect blend of style, comfort, and convenience — just minutes from Tampa’s most popular attractions including Raymond James...

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$198
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Tranquil home with solar-heated pool, games, & open indoor-outdoor living spaceWelcome to your dream vacation retreat in beautiful Cape Coral, Florida! This stunning home offers the perfect blend of relaxation, entertainment, and convenience, making it the ultimate escape for families, couples,...

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Featured review

"Greatest vacation rental"

We spent an awesome month at this extraordinary beautiful home. We’ve rented homes in different areas of Florida for years but never have we been so pleased as we were when we arrived. First of all dealing...

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$160
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW TO THE MARKET! Escape to a refined coastal retreat near the tranquil waters of Palma Sola Bay. This desirable 3rd-floor, 3-bedroom, 2.5-bathroom, turnkey-furnished condo offers relaxed luxury and serene surroundings, with two private balconies ideal for enjoying soft morning light and warm Gulf Coast...

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$160
avg per night
Anna Maria Island Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean Point Residence Unit B, the lower level of a two-unit home, offers 2 bedrooms and 2 bathrooms. Modern amenities include stainless steel appliances and up-to-date kitchen cabinets....

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$329
avg per night
Anna Maria Island House
Sleeps 9, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to the “Blue Pearl”. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island.Find ease and relaxation the moment you arrive …” Blue Pearl” is the perfect vacation rental...

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Featured review

"Family vacation"

The house was great! Close proximity to the trolly, which made exploring the island very easy!The beach is just a few minute walk, and was so convenient. Everyone loved the pool and hot tub, even though...

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$463
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 39 miles to Our favorite is Boca Grand Island

Key Amenities

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

About this property

WELCOME TO THIS BEAUTIFUL MAINTAINED FIRST FLOOR 3 BEDROOM, 2- BATH CONDO with RESORT SYLE AMMENITIES, GATED COMMUNITY OF HERITAGE LANDING GOLF & COUNTRY CLUB IN PUNTA GORDA, FLORIDA. LOCATION - LOCATION- LOCATION THIS BEAUTIFUL CONDO IS OVERLOOKING THE 11TH FAIRWAY, NATURAL PRESERVE AND...

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$101
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Charming 1-Bedroom Condo in Runaway Bay – Anna Maria IslandPrime Location – Steps to the Beach: - Located in the highly sought-after Runaway Bay community on Anna Maria Island - Just across the street from white sand beaches and crystal-clear waters - Walkable to shops, restaurants,...

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$153
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor beach condo has been updated and features a lovely open-floor plan, 2 bedrooms/2 bathrooms, as well as a sheltered lanai with views out to the lush tropical garden and is only steps...

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Featured review

"Fantastic area"

The condo and communications was perfect. NEVER had one issue. Would highly recommend. Clean pool and community activities.

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$186
avg per night
New
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 20 yards to Ft Myers Beach

Key Amenities

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

About this property

* Amazing location!! * Sun-kissed, center-island paradise * Located directly on the pristine, white sands of Fort Myers Beach. peaceful * Peaceful sounds of ocean waves, panoramic ocean & beach views * Large heated pool. * The island’s only Supermarket, popular bar/restaurant (Junkanoo)...

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$290
avg per night
New
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sandcastle By The Sea special: - Holmes Beach on Anna Maria Island - Short walk to Gulf Beaches - Spacious heated pool / spa - Outdoor seating including a fire pit - Gas grill (propane included) - Professional Linen Services - Complimentary WiFi - Beach chairs, beach wagon,...

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$388
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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$340
avg per night
Indian Rocks Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
4 reviews

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

"Condo"

I truly enjoyed the condo and the views were amazing. Could not give 5 stars due to construction and elevator being shut down. When found about construction timeline it was too late to find another place...

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$272
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 0.3 miles to Fort Myers Beach

Key Amenities

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

About this property

Location, location, location. The condo is located within the Santa Maria Harbor Resort. The Resort has elevators, a beautiful heated community pool, hot tub, outdoor grilling and boating docks that play host manatees and dolphins. The beach right across the street !!!The spacious two bedroom,...

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$184
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly located beach house, one of the last remaining generation-owned single-family cottages located directly on the beach.This is the place to put down your iPhones and reset your...

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$477
avg per night
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Quiet Intracoastal | Family Friendly | Heated Pool | 3-min Walk to BeachThis inviting condo, nestled in a small and quiet building, offers a spacious open floor plan and a screened private balcony overlooking serene mangroves. The onsite dock provides direct access to the intracoastal to fish, kayak...

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$181
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • WiFi

About this property

Partial Ocean Views | Cozy Furniture | Resort-style AmenitiesCozy Beach Cottages condo located directly on the beach in Indian Shores with partial ocean views. This comfortable coastal retreat features inviting furnishings and a well-equipped kitchen, creating the perfect home away from home. Situated...

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$189
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

THIS UNIT IS AVAILABLE FOR JAN/FEB/MARCH/APRIL of 2025This beautiful 3 bedroom 2 bath condo is professionally decorated and immaculately kept to perfection. The bedrooms are equipped with a King bed in the master bedroom, and Queen beds in the guest bedrooms. The Great Room features a 60" Television,...

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Featured review

"Dunes"

Wonderful condo. Comfortable, clean, great location. Love everything about this place and the Dunes

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$275
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.