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Florida Gulf Coast Vacation Rentals

(3919 rentals)
Bradenton House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Hey Sunshine! Your Private Florida Oasis Near Anna Maria Island.Why Guests Love This Home FREE Pool Heat for Your Entire Stay! Private Heated Pool + Hot Tub Resort-Style Outdoor Kitchen with Lounge with Smart TV Mini Putting Green for Endless Fun Two Luxurious Master Suites with Direct...

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Featured review

"Hey Sunshine"

We really enjoyed our stay at this property. The house was amazing. The back patio and pool area was our favorite. The house was clean and well furnished.

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$379
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 20 yards to Ft Myers Beach

Key Amenities

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

About this property

Bright Remodeled Condo • Private Lanai • Heated Pool • Sleeps 6Escape to a bright, sun-filled 2-bedroom, 2-bath corner condo designed for relaxing beach vacations with family and friends. With abundant natural light and a private lanai, you'll have the perfect spot for morning...

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$271
avg per night
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Quiet Intracoastal | Pet Friendly | Heated Pool | 3-min Walk to BeachThis inviting pet friendly 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...

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Featured review

"402"

Perfect for our group and any issues (fridge) was taken care of next day with a new one! Plenty of parking spaces and everything was equipped in this unit!!

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$135
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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$432
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Step into this beautifully renovated coastal condo, where everything is brand new from floor to ceiling. Designed with comfort and style in mind, the home features two inviting bedrooms and two full bathrooms. The primary suite offers a luxurious king bed and a private ensuite, while the second bedroom...

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$167
avg per night

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New
Punta Gorda Apartment
Sleeps 2, 0 bedrooms, 1 bathroom

Key Amenities

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

About this property

Immerse yourself in local charm from the comfort of our modern, renovated cottages situated in the heart of Historic Downtown Punta Gorda. Our cottage boast comfortable queen-size beds, fully-equipped kitchens, and full bathrooms complete with modern showers. Each cottage comfortably sleeps two adults,...

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$81
avg per night
Indian Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

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

About this property

Penthouse condominium located in Indian Shores, Florida directly facing the Gulf of America with breath taking views of the Gulf. Watch dolphins play and swim, watch Pelicans fly by the balcony where you can almost touch them. Let the waves lull you to sleep at night in the master bedroom. You...

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Featured review

"I could get used to the Penthouse life!!!!"

Joe's condo is a great hideaway on Indian Shore's beautiful beaches. Perfectly located between Clearwater and St. Pete, and everything in between.The condo has a great layout and was extremely clean....

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$224
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 6 miles to Delnor-Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful condominium, located on the 17th hole of the golf course, is a vacation paradise. There is access to 4 pools, tennis courts, pickle ball, bocce ball, fitness center, library and a classy club house. 5 breathtaking beaches are located within 10 miles of the condominium. Additionally, it...

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Featured review

"Perfect condo with golf course"

We rented for a month and played golf 12 times with the golf transfer. Found everything we needed for a pleasant stay in the condo. Pool with hot tub for condo block just around the corner. Golf course...

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$101
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Azul TortugaAzul Tortuga is a beautifully decorated four-bedroom, three full bathroom luxury Villa with amazing conveniences. Azul Tortuga is situated in the highly desirable SW Cape with a Fresh Water canal great for fishing and southern exposure views. This home will give you tranquility,...

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$173
avg per night
New
Siesta Key Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Enjoy the perfect blend of space, comfort and convenience with this large two bedroom two bathroom villa. Designed with an inviting open floor plan that flows seamlessly from the kitchen into the living room. The villa comfortably sleeps up to four guests with a king bed in the master bedroom and tow...

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$141
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your South Venice vacation rental retreat — a beautifully maintained private pool home in Venice, Florida, perfectly located near Gulf Coast beaches, downtown Venice, and outdoor attractions. This pet-friendly vacation rental offers 3 bedrooms, 2 bathrooms, and comfortably sleeps up to...

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Featured review

"Perfect family getaway with a great pool"

We had a great stay at Oasis on Nightingale. The house is in a really quiet neighborhood, which made it easy to relax after long days out exploring Venice. It’s only about a 10 minute drive to the beach,...

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$367
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Naples and Marco Island

Key Amenities

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

About this property

Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...

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Featured review

"Perfect location and beautiful space!"

! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...

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$154
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

VRC16-000901Anna Maria Beach House | Beach House Rental on Anna Maria Island | Steps to the Beach* Special promotion! Receive 10% off the rental fee when you book your stay with us! This exclusive offer is available for all remaining 2026 dates. To take advantage of this promotion, please call...

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$311
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac

Key Amenities

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

About this property

Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming...

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Featured review

"Lovely outdoor living"

We rented the house for February, March and April. We enjoy the house very much, especially the screened in lanai in the outdoor pool and spa.

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$200
avg per night
Fort Myers House
Sleeps 11, 4 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 6 miles to Ft. Myers Beach

Key Amenities

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

About this property

Beautiful single family home in always sunny Fort Myers! Conveniently located 5 miles from Fort Myers Beach and Sanibel Island, 25 minutes from Fort Myers airport and within minutes to grocery, pharmacy and Lee health hospital. This beautiful, four bedroom, two bathroom home has its own swimming...

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Featured review

"Little bit of paradise"

We stayed here and loved every minute. We ate breakfast everyday on the covered lanai with beautiful Lakeview. So relaxing. Owners were so responsive to questions. Home is clean with upscale amenities...

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$387
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 7 miles to Naples Beach

Key Amenities

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

About this property

Updated ground floor 2 bedroom, 2 full bath condo in the Countryside Golf and Country Club community available for seasonal rentals with a view of the lake and the 14th fairway and green. Condo is fully furnished with new appliances and equipped with all you would need for your home away from home. Washer...

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Featured review

"Everything you want and more!"

Great location. Close to beaches, Marco Island, 5th street. Area is not congested with traffic. Condo is very clean, has a great floorplan. Lanai is private and has beautiful views of the golf course and...

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$120
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Penthouse Sundeck | Waterview | Tennis Courts & Pickleball | Private Washer & DryerALERT: There will be construction from approximately January 2026 - September 2026 that may impact amenities and experience. During this time there may be increased noise and construction activity and possible...

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$125
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Looking for a prime location to vacation? Seagrass Flats Unit 1 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops, vinyl plank flooring...

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Featured review

"Outstanding!"

We enjoyed our stay at Seagrass Flats. Our unit was very clean, well furnished, and worked great for our vacation with the in-laws. Beds were comfy and we appreciated the little extras, like beach towels...

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

Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Where serenity meets luxury in Pelican Bay at $15,000/month in season—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings. Featuring 3 bedrooms and 2.5 baths, the home is filled with natural light and offers...

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$311
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Pelican,Villa Pelican is a beautiful, cozy vacation home which is centrally located in the SE Cape Coral Yacht Club neighborhood on a direct sailboat gulf access canal with boat dock and lift. Upon entering the front door, you will find a split floor plan featuring a living room for relaxing...

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Featured review

"Don’t rent this house"

3323 SW 25th Place. This house was supposed to be pet friendly and I guess I don’t know what pet friendly meant. The stains on the carpet were bad. The one pool screen door was off its hinges and had...

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$165
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 4 bathrooms
5 reviews

Key Amenities

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

About this property

110 11th Street South - Bradenton Beach - FL 34217Important Info 20% deposit due at booking; balance due 60 days prior to arrival Cancel 60+ days before arrival → Lose 20% deposit Cancel within 60 days → No refund Extended stays & bookings $25,000+ → Full payment 90 days prior,...

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Featured review

"Great vacation home for family"

The house was very nice. We were having a problem with the A/C cooling the house the first day and a technician was sent out immediately.

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$779
avg per night
Sarasota Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover your own little piece of paradise in this beautifully remodeled 2-bedroom, 2-bathroom villa located in the heart of Siesta Key, where contemporary amenities and a prime location combine for an unforgettable vacation experience. Taken down to the studs in 2025, this villa has been completely upgraded...

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Featured review

"This quiet and adorable Villa was perfect for our family!"

This quiet and adorable Villa was perfect for our family! It was clean, comfortable and super close to the beach. The washer and dryer were a lifesaver with kids and all their wet towels/clothes. Easy after...

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$261
avg per night
Port Charlotte Condo
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Charlotte Harbor

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.

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Featured review

"Great condo in a lovely community."

This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony...

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$133
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Two bedroom, two bath, non-smoking Heritage Pointe condo on the third floor with beautiful and relaxing lake views on the screened in lanai to enjoy a cup of coffee or glass of wine. Elevator access. Heritage Pointe has a wonderful clubhouse where there are many scheduled activities, heated resort style...

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Featured review

"Excellent condo rental"

This condo at Heritage Pointe has all you need for a comfortable 2 months stay. There is a well equipped kitchen and a comfortable lounge with a large television, a sofa and two reclining chairs. The...

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$74
avg per night
New
Naples Condo
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 0.3 miles to Morrings

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience timeless elegance at $35,000/month in-season in the prestigious, gated enclave of Hemingway Place. Perfect for hosting family and guests, this luxury estate features King beds in all four spacious bedrooms, plus a versatile den equipped with two twin beds. The dramatic interior showcases a...

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$710
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your ultimate beachside escape! This beautifully renovated 2 bedroom, 2 bathroom condo offers the perfect blend of modern style, comfort and location. Whether you're here for a quick escape and a longer stay, "Days Like This" at Runaway Bay 116 offers everything you need for...

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$165
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to Walk to Pelican Bay private beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Experience the best of Naples living in this beautifully renovated 2-bedroom, 2-bath condominium in Serendipity at Pelican Bay for just $10,000/month in-season. Offering approximately 1,300 square feet of bright, comfortable living space, this second-floor residence features vaulted ceilings, abundant...

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$229
avg per night
New
Cape Coral House
Sleeps 6, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Beach Bliss on Fort Myers Beach—just steps to the sand! Walk to Times Square, enjoy a private unheated pool, and relax in this stylish 1BR + loft coastal retreat.Military & First Responders receive 10% off with proof of service.The space Welcome to Beach Bliss, a beautifully...

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$419
avg per night
New
Clearwater Villa
Sleeps 16, 5 bedrooms, 4 bathrooms
50 reviews

Key Amenities

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

About this property

The Belleair Estate – A Waterfront ParadiseWelcome to The Belleair Estate, a luxurious 5-bedroom, 4.5-bathroom retreat situated on an expansive 2-acre waterfront lot. With over 4,200 square feet of beautifully designed living space, this home offers the perfect blend of comfort, style, and entertainment...

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$758
avg per night
Bonita Springs House
Sleeps 1, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

!!**AVAILABLE SEASON 2026!! ***Spacious 3 Bedroom + Den and 3 Full Baths home with Heated Pool & Spa on an oversized lot. This property is close to shopping, restaurants, beaches and wonderful historic Bonita Springs. Enjoy new kitchen upgrades to satisfy your inner chef. Take part in the tranquil...

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$133
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 1st floor condo-amazing golf views, fully furnished. New hardwood floors, new Master bedroom with King bed, New Queen bed in 2nd BR with New dream-like mattresses. Murphy console-LR makes to Queen for extra sleeping. Both bathrooms/closets completely redone very stylishly. Desk for working...

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$146
avg per night
Cape Coral House
Sleeps 12, 5 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to EdenEden is an oversized, breathtaking 5-bedroom, 3 1/2-bathroom luxury Villa with amazing amenities. Eden is situated in the highly desirable SW Cape. Centrally located with Gulf Access, walking distance to restaurants and shopping off of Cape Coral Pkwy. If you enjoy tranquility but being...

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Featured review

"All the amenities for an extended stat"

We really enjoyed this property for the 7 weeks we stayed. It was a bit of a drive to the places we normally go and there's no restaurants or shopping within walking distance, but we would stay again for...

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$357
avg per night
New
Siesta Key Villa
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Experience comfort and style in this beautiful relaxing coastal designed one bedroom, one bathroom villa. Just steps away from the pool, this cozy retreat offers a welcoming atmosphere ideal for couples or solo travelers looking for a relaxing getaway. This villa features a spacious bedroom, a large walk...

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$176
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your perfect Holmes Beach getaway! Just a short stroll from some of the best beaches on Anna Maria Island. This spacious and thoughtfully designed 4-bedroom, 3-bathroom, pet-friendly home offers plenty of room for families and groups, with a unique layout that makes it especially versatile...

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$350
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

The Shorewalk Complex is located along Cortez Avenue, the 'main-drag' in Bradenton. Sarasota Bradenton Airport is 15 miles from Shorewalk and Tampa International Airport is about 50 miles away. Ellenton Prime Outlet Mall is a 20 minute drive up I-75 N. Thrill seekers can enjoy Busch Gardens...

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Featured review

"Easy access"

The condo is downtown Bradenton. Easy access to groceries by walk, close to beaches. The area is sécure, clean and have shuffle bord, pool.

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$137
avg per night
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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$568
avg per night
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to this beautifully appointed 3-bedroom, 2-bath condo located on the 3rd floor in the desirable Beach Parkway area of Cape Coral, offering peaceful water views and a vibrant coastal atmosphere.The condo comfortably accommodates guests with two king bedrooms and one queen bedroom, making it...

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$190
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 12 miles to Boca Grande

Key Amenities

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

About this property

Immerse yourself in the soothing vibe of sunny Florida at this modern and bright 3-bed, 2-bath home. This Port Charlotte vacation rental is the perfect place for your next Gulf Coast getaway, featuring a heated outdoor pool for refreshing swims all year round, a screened lanai with a heater, and an open...

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Featured review

"Amazing!"

We stayed the entire month of April. Beautiful home furnished with everything you need or want! The location is quiet and the pool is fantastic! We had family stay throughout the month and everyone was...

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$174
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
76 reviews

Key Amenities

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

About this property

Private Pool Oasis + Beach Volleyball Court + INCLUDED Golf Cart | Fanta-SeaEscape to Fanta-Sea, your private tropical retreat on the coveted north end of Anna Maria Island — where backyard fun, beachside relaxation, and effortless island exploring come together.Step through your back gate...

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$1,344
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

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$381
avg per night
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
23 reviews

Distance to beach: 1 yards to We are DIRECT OCEANFRONT, 2 steps down to sand!!!

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.******************** CONSTRUCTION NOTICE ********************* The...

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Featured review

"Relax and enjoy"

This condo is very nice and has everything you need for your vacation. The only thing I would recommend is to get brighter lighting in the bathrooms. We will definitely be back .

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$242
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments...

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$228
avg per night
Last Minute Deal
Clearwater Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Stunning direct ocean views from this 2 Bed/2 Bath bright condo. Enjoy elegant coastal vibes in this 7th floor unit in Harbor Light Towers on spectacular Sand Key! Offers guests the rare opportunity to experience East AND West panoramic ocean views from balconies and windows on both sides of the building....

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$168
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

NEW Riverfront Luxury Retreat | Heated Pool + Spa | Sunset Views | Gulf AccessSleeps 6 | 3 Bedrooms | 3 Bathrooms | OfficeWelcome to your private slice of Southwest Florida paradise—where breathtaking river views, stunning sunsets, and luxury living come together. Tucked away on a quiet...

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$550
avg per night
New
Punta Gorda Apartment
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Immerse yourself in local charm from the comfort of our modern, renovated cottages situated in the heart of Historic Downtown Punta Gorda. Our cottage boast comfortable queen-size beds, fully-equipped kitchens, and full bathrooms complete with modern showers. Each cottage comfortably sleeps two adults,...

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$88
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bring your family and guests to this 2-unit house! About 40 steps to the beach entrance of Anna Maria white, sandy beach, this home combined boasts 5 bedrooms, a sleeper sofa and 5 bathrooms. Bean Point Unit A boasts 3 bedrooms/3 bathrooms, while Unit B has 2 bedrooms/2 bathrooms. Both units feature well-equipped...

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$615
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Modern two bed, two bath condo in a private, and gated community. This property features many amenities, including a spacious community pool, fully equipped fitness center, picnic area with grills, a clubhouse that hosts endless activities, and walking path surrounding a private lake. Close to everything...

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$84
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Downtown Cape Coral - Boat House -Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Don´t miss the Virtual Tour! Villa Seastar lies within a five minute drive to the nearest beach Yacht Club Beach and to downtown Cape Coral with restaurants and stores.The pool Villa Seastar in the attractive " Yacht Club " area of Cape Coral has western exposure with a view of the...

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Featured review

"villa seastar"

Susanne was great to work with. The house was located in a nice area of Cape Coral. The house lay out worked well for our family, and very clean. Everything worked as promised. Has a great pool area,...

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$166
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Stars Vacation Rentals, where luxury meets relaxation in the most desired neighborhood of SWFL! This stunning villa spans a generous 3500 square feet and is the perfect retreat for your next getaway. Featuring four beautiful bedrooms, each with a king-sized bed and en-suite bathroom, this...

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$505
avg per night
Punta Gorda House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Perched gracefully on the southernmost corner of the top floor, this turnkey furnished penthouse residence at Grand Isle Towers offers an unparalleled vantage point overlooking the marina channel entrance, Charlotte Harbor, and the South Marina Basin. With nearly 2,500 sq ft under air, every detail of...

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$250
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.