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Florida Gulf Coast Vacation Rentals

(3853 rentals)
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel–and is merely steps from the white sandy beaches. With dramatic vaulted ceilings and secluded garden settings, The Cozzi Cottage offers everything you'd want in a beach vacation....

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$259
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! Welcome to Beachy Keen, your dream getaway on beautiful Anna Maria Island! This bright and spacious 5-bedroom, 4-bathroom home comfortably sleeps up to 12 guests and offers everything you need for a relaxing and memorable beach vacation.Step inside...

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$605
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
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. No damage from hurricane Helene or Milton. This Anna Maria Island vacation rental is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach...

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Featured review

"Great Place to stay!"

We stayed 6 nights and had a great time. The property was clean and had everything we needed. The Florida Rental staff checked on us after we arrived to make sure everything was good. Very caring staff....

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$487
avg per night
New
Englewood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Waterfront-20 Steps to Private Beach - 2BR/2BA-Pets OK-Kayaks-SUPs-Best Sharkteeth-Listen to the Waves All Day and Night via Open Windows-Sleeps 8Newly renovated, upscale, light and bright suite (exclusive private 1st floor of a residential home with private entrance). Perfect for a family with children...

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$450
avg per night

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Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bayfront complex that is less than a 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...

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Featured review

"Our stay between Christmas and New Years"

We really enjoyed our stay at Runaway Bay. The outside of the complex looks pretty dated but the condo was freshly renovated. We had everything we needed to enjoy our stay. We appreciated all the beach...

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$186
avg per night
Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...

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$304
avg per night
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Quiet Intracoastal | Heated Pool | Fishing DockThis cozy intracoastal condo is situated in the well known Sea Club Resort, a resort style building with a private fishing dock, heated pool, shuffleboard and BBQ grills. It's location offers the privacy and serenity of the Intracoastal Waterway...

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Featured review

"Location& property was great"

Property was great, clean and comfortable. Balcony was nice for am coffee or lunch. Perfect for our needs. Pool area was nice w/large heated pool and lounge chairs. Grills were located on the inlet water...

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$153
avg per night
Rotonda West House
Sleeps 7, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 10 miles to Englewood Manasota Key

Key Amenities

  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Completely remodeled, New kitchen, baths, flooring etc...Screened outdoor living and dining room. Enormous Lanai, Pool and Spa.4 Bedrooms, 3 Baths. 2 on-suite Bedrooms, Master has oversized 5x5 walk-in shower. All bathrooms, bluetooth sound built in. 3rd bedroom - Two twins can be kept separate...

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Featured review

"Comfortable and Quiet"

I love staying at Ericka’s home! It’s right on the golf course with stunning views from the covered porch! Ericka is very receptive and always answers. You can’t go wrong at this property!

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$193
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View at just $14,000/month in season! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental...

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$300
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. 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, you...

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Featured review

"Blue Lagoon South"

We stayed at Blue Lagoon South on AMI!!!! This place was amazing for my children and I. Very clean and cozy!!! Modern!

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$292
avg per night
Englewood Estate
Sleeps 8, 3 bedrooms, 2.5 bathrooms
24 reviews

Distance to beach: 1 miles to Manasota Key Beach

Key Amenities

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

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta...

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Featured review

"Great Experience!"

This home fit our needs perfectly. It was extremely clean and well organized. We loved the layout and functionality of the home. We enjoyed the pool area and spent quite a bit of time out back. Access to...

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$258
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to Downtown Cape Coral - Boat House -Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Still availble March 15 - March 22, 2025Don´t miss the Video Tour. Villa Happy is located on a canal with a private dock with direct access 3 min to the Gulf of Mexico in the attractive Yacht Club area. Yacht Club Beach within 5 minutes drive.Villa Happy is located in the attractive Yacht...

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Featured review

"Perfect size for a couple"

This well kept house with a West facing pool was perfect for our three week stay. The open door concept from the living room and bedroom make the house much bigger. The pool was very nice and can be kept...

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$155
avg per night
Special Offer
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Escape to Camelot Point – your private tropical oasis in sunny Cape Coral! This stunning 3-bedroom, 2-bathroom vacation home delivers the ultimate Southwest Florida getaway with a spacious heated pool and relaxing hot tub in a screened lanai and a fully fenced backyard bordered by lush palm tress...

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Featured review

"Just like coming home!!"

This home is your home!! All the amenities you could ever need to make your stay the most welcoming!!! The home is beautifully appointed, the area is second to none with Fanthoms and Rumrunners a short...

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$163
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...

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Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...

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$187
avg per night
Cape Coral Villa
Sleeps 12, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Villa Terracotta, a luxurious vacation destination nestled in a serene residential area. This exquisite villa boasts a spacious layout featuring 6 beautifully appointed bedrooms and 5 bathrooms, perfect for accommodating families and friend groups seeking a tranquil escape. The moment you enter,...

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$765
avg per night
Sarasota Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 2 miles to Siesta Key

Key Amenities

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

About this property

Welcome to this beautifully updated 2-bedroom, 2-bathroom first-floor condo located in the desirable Ashton Lakes community. Enjoy the convenience of step-free living with an assigned carport just steps from your front door—no stairs to climb.This spacious 1,356 sq. ft. home features a modernized...

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Featured review

"Ashton Lake."

We very much enjoyed our winter vacation at Jeff & Jennifer’s Ashton Lake unit. The condo was very clean, updated and renter friendly. It has one of the best community pools that I have seen. Detwiler...

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$69
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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$118
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
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Don´t miss the Video Tour! Villa Palaco Grande is located on a wide canal - 5 min to Caloosahatchee river. The pool area with Hot Tub is facing south with sun all day on the patio with views of the canal.Please observe the owner have had their cat and a dog in the house.The Cape Coral vacation...

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$191
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

February, 2024Our condo is up and running, one of the few condos on the beach that is open and running.Beautiful updated beachfront condo at Estero Island Beach Villas. Hear the waves from the Master bedroom that overlooks the Gulf of Mexico. The master bedroom has its own bathroom with quartz...

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Featured review

"Return to Ft Myers Beach"

First time back to Fort Myers Beach since Ian. While the island is still very much a work in process, it has certainly come a long way. Our condo rental on the north end was amazing! A perfect location,...

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

Key Amenities

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

About this property

Single-story home, step-free access, freshly renovated with new tile flooring throughout (no carpet), all new interior dimmable lights, all new exterior Govee LED Lights (Lanai string lights, Coach Lights, Pool Light), new paint, tons of Florida- inspired decorations and new high quality furniture.Primary...

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Featured review

"Wonderful Villa Tiki"

We were fortunate to discover Villa Tiki for home away from home for January thru March 2026. From the initial inquiry to the end of our stay, Sebastian and Nelly were prompt, professional and very kind....

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$161
avg per night
New
Indian Rocks Beach Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Spacious 3BR WATERFRONT escape with dock, pool table, SUPs, beach gear, sunsets, and a quick 3 minute walk to the sand. Perfect for families, groups, and memory-making stays in the heart of Indian Rocks Beach. 3/2, Sleeps up to 7.Description *Your Private Intracoastal Retreat — Just Steps from...

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$190
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
21 reviews

Distance to beach: 9 miles to Englewood Beach

Key Amenities

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

About this property

February 1- March 1, 2027 Just Came Available!!Welcome to our beautiful Florida retreat, Villa Sea-Esta Palms. You will feel at home and comfortable the minute you walk thru the door! This is a home, and not a beat up rental. This spotless clean, Spacious 3 bedroom, 3 bathroom with 2 master suites....

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Featured review

"Beautiful Florida Home"

Great family friendly rental. The pool was a hit with our three boys! The home is fully stocked with everything you need, clean and accommodating. Beautiful beaches within 10 min from home. Judy is also...

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$176
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
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
Rotonda West House
Sleeps 5, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

*Availability: June-October 2024 (Please check the calendar for available weeks.)This spacious, bright, and open living concept, pool home affords plenty of privacy and lots of room for both you and your guests. Vaulted ceilings in the large living room, recessed lighting in the kitchen, and seamless...

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Featured review

"Winter retreat"

The few issues that came up were immediately addressed. We enjoyed your property and look forward to staying there next year

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$100
avg per night
Tampa Apartment
Sleeps 4, 1 bedroom, 1 bathroom
24 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Discover the vibrant Ybor City at "Havana Hideaway" - a spacious studio apartment, perfectly positioned on historic 7th Ave.Recently updated and professionally designed, Havana Hideaway offers all the comforts of home including high speed WiFi, a full kitchen with stainless steel appliances,...

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$112
avg per night
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
13 reviews

Key Amenities

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

About this property

For those looking for fun and relaxation, look no further than Ocean Sands. Ocean Sands is a beautiful beachfront property located in the heart of Madeira Beach, Florida. With private beach access, a large heated pool and hot tub, BBQ facilities, shuffleboard, underground parking, and exceptional Gulf...

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Featured review

"Perfect rental"

Ocean Sands is perfectly located on Madeira Beach with grocery store, shops, restaurants and bars within walking distance. Archibald Beach is next store which h usually has drinks, food and ice cream (set...

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$314
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

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

About this property

Come stay at our newly renovated 2-bedroom, 2-bath traditional Florida home! We’ve recently added a brand-new heated 14’ x 25’ saltwater pool—perfect for a refreshing morning dip or unwinding after a day of exploring.Located just a few blocks from the newly revitalized Dearborn...

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Featured review

"The Best!!"

We had the pleasure of renting this lovely home with a pool for a month in Englewood, our favourite Florida destination. The home was outfitted with everything you would need. It was most comfortable &...

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$154
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

RESERVE NOW! PRICES INCREASE MARCH 1, 2026**Still Available for snowbirds!!**This beautiful 1581 square foot home built in 1993 is the perfect place for anyone looking for a spacious and updated living space. With 2 bedrooms, 2 bathrooms, and a den, this first floor corner condo offers plenty...

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$98
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.9 miles to Siesta key

Key Amenities

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

About this property

Comfortable private 3bedroom 2 bath home, open concept floor plan. The master suite is large and open with a sitting area and views of the tropical garden in the back of the house, a full walk in closet and step down shower bath with dual vanities. The next bedroom consist of 2 twin beds with additional...

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Featured review

"Definitely more than 5 stars for this property"

I’ve rented several Siesta Key properties, but this is definitely my favorite. The home is located very close to the public beach down a quiet cul de sac. The neighbors were all friendly and the area...

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$307
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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$454
avg per night
Fort Myers Beach House
Sleeps 6, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you are looking for a vacation spot that is within walking distance to the beautiful white sandy beach and the famous Times Square at the center of Fort Myers Beach but gives your own family a pool and lots of splendid outside space, you won't discover a greater ideal vacation rental than Paradise...

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$357
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Heated Pool and Spa IncludedEscape to paradise at our spacious four-bedroom house, perfectly nestled in the heart of Marco Island. Ideal for families or groups, this beautifully appointed home combines comfort with coastal charm.The Space: Enjoy ample natural light in the open-concept living...

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$450
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect Anna Maria Island getaway. This charming 3-bedroom, 2-bath beach retreat offers a relaxed and comfortable space just steps from everything you come to the island to enjoy.From the moment you arrive, you’ll feel right at home. Leave your car parked and enjoy the convenience...

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$323
avg per night
Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 15 miles to Barefoot Beach

Key Amenities

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

About this property

This wonderful condo offers view of 10th fairway and pond from lanai and dining area. With cathedral ceilings and tile floors, this beautifully decorated and furnished condo is comfortable and relaxing. Conveniently located across from the Miromar Outlets, it is accessible to shopping, dining and entertainment....

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Featured review

"Very beautiful area with nearby golf, walking, shopping"

The location is in a golf course community that has beautiful views. Lots of walking area, access to golf course, shopping nearby, and lots of good restaurants. We enjoyed our stay at the condo, very relaxing!

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$150
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool

About this property

QUINTESSENTIAL FURNISHED RENTAL IN SW FLORIDA* WATERFRONT WITH DOCK * HEATED POOL AND SPA * 2-BEDROOMS, 2-BATH WITH CARPORT * WATER VIEWS * TOTALLY UPDATED * NEWER APPLIANCES * TASTEFULLY FURNISHED * IDEALLY LOCATEDTurnkey Furnished Seasonal Rental in Punta Gorda Isles with Deeded Dock...

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$133
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why Guests Love It: -Just minutes to Anna Maria Island’s beaches, shops, and restaurants -Private heated pool with fully fenced yard and plenty of outdoor seating -Bright 3BR/2BA home with open floor plan, perfect for families and friends -Fully stocked kitchen, smart TVs, and beach gear ready...

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Featured review

"Spring break stay!"

The house was very clean and nicely laid out. The beds were comfortable and there was enough extra blankets and pillow for everyone. The living room layout was awesome for our larger family of 6. The...

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$177
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 35 miles to Naples and Vanderbilt beech

Key Amenities

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

About this property

luxury living with this exquisite Diangelo II second-floor unit, nestled within the prestigious Ave Maria Nation Golf and Country Club. This 2-bedroom, 2-bathrooms plus Den has a sleeping option and office space residence offers a unique blend of sophistication and comfort, all set against the backdrop...

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Featured review

"Our stay at the National"

We really enjoyed our time at the National and in the town of Ave Maria. The golf course was well run and it is really a very nice course. Our condo owned by Ashok, was clean, comfortable and in a great...

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$100
avg per night
Hernando Beach House
Sleeps 8, 4 bedrooms, 4 bathrooms
7 reviews

Key Amenities

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

About this property

Hernando Hideaway | Waterfront Gulf-Access RetreatEscape to Hernando Hideaway, a luxury waterfront home designed for families, boaters, and unforgettable coastal getaways.Located on one of the few canals with quick, direct Gulf access, you can launch your boat and reach open water within minutes...

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Featured review

"The most thoughtfully prepared Rental"

This was the most amazing and needed vacation in years! This Airbnb has more comforts of home than home does! There is everything you could possibly need and want and more. I can’t say enough good things...

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$381
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to American DreamAmerican Dream is a beautiful, four bedroom and 3 full bathroom vacation villa situated in one of the most highly desirable SW Cape Coral locations. The home has a generous floor plan with plenty of space for a large group or family as well as a designated office. American...

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Featured review

"Cape Coral Aha"

A very nice home with 3 good sized bedrooms and a wonderful lanai with a nice sized/deep pool. The living area (living,dining,kitchen) is open concept. Decor was great and furniture was comfortable and...

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$140
avg per night
Holiday House
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

Any vacation time should be special, and that certainly should include your nightly accommodations. Experience the special beauty and calmness of Florida living in this beautiful, 4 bedroom, 3 full bath home, with comfortable sleeping for up to 10 people. The kitchen is fully equipped with cooking accessories,...

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Featured review

"Inner Circle"

We are four great friends that spent 2 weeks at this property. The house was super clean and well maintained. Loved the heated pool and the view of the lake. The owner, Neal quickly responded to any questions...

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$300
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
Naples House
Sleeps 11, 4 bedrooms, 4 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

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

About this property

This property has over 200 5 star reviews on other well known vacation websites. We are advertising this property here as an alternative to the other vacation websites.Closest To Beach Main House & Separate Villa 4 Bdrm , Huge Pool. Walk To Beach Best Value In Naples: We are local year round...

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$300
avg per night
Cape Coral Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous waterfront 2-bedroom condo in downtown Cape Coral!*** NEW LISTING! ***Background check required by HOA, minimum rental period is 30 days. See below for details.Experience Cape Coral like a local in this 2-bedroom condo 2 minutes from downtown Cape Coral! The space features a king...

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Featured review

"Nice condo, great location"

2 Bedroom, 2 Bath Condo located on the waterway with a pool. Close to downtown restaurants and bars. Very quiet. Burrowing owls up the street. Loved it.

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$95
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book Sunset Oasis: • Waterfront canal home with private dock for manatee/dolphin viewing • Private pool + hot tub (heated upon request for additional fee) • Kayaks included for guest use • Outdoor fireplace + stunning sunset views • Spacious layout with multiple...

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Featured review

"Excellent House"

The house was very clean and well kept upon arrival. The pool area, outside space, and seawall deck were fantastic. The only slight blemishes were lack of basic kitchen needs like garbage bags, spices pot...

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$241
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Serenity on the Sound. This Outstanding Penthouse condo is in the gated community of One Particular Harbour. Enjoy spectacular sunrise and sunset views. This luxurious property is located only minutes, less than a mile from the powdered sand beaches of Anna Maria Island. This property suffered...

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

Distance to beach: 8 miles to Naples Beach

Key Amenities

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

About this property

Currently accepting Requests . Rates as follows: Current Date May-December 2025 Rate 2,500+++ .January 2026 $5,500 +++ February 2026 $5,500 +++ March 2026 $4,400+++ April 2026 $4,000+++plus +++ represents three...

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Featured review

"Awesome experience"

Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff

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$83
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • 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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$680
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.