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Florida Gulf Coast Vacation Rentals

(3920 rentals)
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Casa Porto is a luxury oasis for guests seeking an upscale location with unmatched quick direct gulf access with no bridges or locks! Located within walking distance of upscale Cape Harbor Marina featuring waterfront dining and bar options. This home is all about outdoor living with multiple spots to...

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$241
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Island Key Condominiums is an intimate community providing relaxing waterfront views and a convenient location to all that Clearwater Beach has to offer! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the comforts of home including a washer/dryer, cable TV, Wi-Fi and flat screen TVs,...

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$129
avg per night
Nokomis House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Nokomis

Key Amenities

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

About this property

3/2 beach house newly renovated throughout. Only minutes from Nokomis beach and central to Venice with its wonderful restaurants and bars . Located in a friendly quiet neighborhood this is the perfect place to unwind and relax. Close to Casey key and Gulf Harbor Marina with boat rental and public...

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$242
avg per night
Palm Harbor Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms
6 reviews

Key Amenities

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

About this property

MIN STAY 4 NTS This is a private condo located on the property of the world famous Innisbrook Golf Resort. The condo has a fully equipped kitchen, bar, living room with a new memory foam queen sleeper sofa, large TV, 2 recliners and a separate bedroom with a King bed. TVs in living room and in King...

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Featured review

"Lovely condo right on the golf course!"

We really enjoyed our short stay at this condo. Our morning coffee was spent on the balcony watching early morning golfers tee-ing up for a round of golf. The condo itself is very comfortable, clean and...

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$143
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Visitors flock to Cape Coral for sunshine, pool days, waterfront dining, and easy access to Southwest Florida’s famous beaches — and this stylish heated pool home puts you right in the middle of it all.Step inside and you’ll immediately understand why guests love vacationing here....

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$217
avg per night

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Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Stunning corner Carolina unit professionally decorated and fully stocked with everything you will need to enjoy your dream golf vacation. Breathtaking views of golf, lakes, and the iconic Town of Ave Maria. Watch Western sunsets while sipping your cocktails on the spacious lanai. King, Queen and Queen...

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$83
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautiful updated 2nd floor Condo with elevator access available in the incredibly popular Heritage Pointe community in South Ft Myers near Fort Myers Beach & Sanibel/Captiva Islands. A perfect retirement community with a majority of residents being +55 yrs old.This light, bright 2nd-floor corner...

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Featured review

"Winter Escape"

Our stay at the MacNeils condo was very good. The amenities provided were excellent. We enjoyed the screened lanai almost daily. Heritage Pointe has excellent facilities and activities.We would love...

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$111
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

From the 8th floor of Building 1 at Bonita Beach & Tennis Club, the view is nothing short of spectacular — the Gulf of Mexico, the Imperial River, winding canals, and the lush tropical landscape of Bonita Beach and Bonita Springs all spread out before you. Florida sunshine pours through the...

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$151
avg per night
Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 20 miles to Barefoot Bach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully updated 2 bedroom 2 bath condo, first floor unit. Renovated in 2021, this condo is very clean, bright, quiet and located in the great community of Bella Terra. Amenities include: pool, tennis court, pickle ball, basketball, bocci court, volleyball, fitness area, library and plenty of areas...

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Featured review

"Home away from Home"

I have stayed at Julie's condo for the past 2 years and loved it. It is decorated so nicely - when friends came over they all said how much they liked it! This condo is on the first floor and has an absolutely...

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$137
avg per night
Estero House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Ft Myers Beach

Key Amenities

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

About this property

Located in Stoneybrook Estero a gated secured community. Spacious 3 bed, 2 bath open concept home sleeps six. Private pool with spa under a fully covered screened lanai overlooking the golf course with beautiful sunset views. Community offers tennis courts, pickleball, volleyball, basketball, bocce,...

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$290
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to paradise!- 2 Bed/2 bath, top floor unit with stunning water views from every window and the oversized lanai- Fully renovated with totally modern and thoughtful design.-Beautiful fully furnished custom kitchen with new appliances and wine cooler-Lanai with pine ceiling overlooking...

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$121
avg per night
Cape Coral House
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

3 bedroom 3 bathroom Big private pool facing south Garage BBQ Tv Wifi

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$110
avg per night
New
Bonita Springs Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Barefoot Beach Preserve

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

FORMER DECORATOR MODEL! SOCIAL MEMBERSHIP INCLUDED! AVAILABLE WITH A 3-MONTH MINIMUM LEASE!Just steps from Bonita National's incredible resort-style amenities, this stunning, professionally decorated former Bay Creek coach home model offers luxury living at its finest. As the largest multifamily...

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$134
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Super cute 2nd floor condo 5 minute walk from 5th Avenue. Great position within this small complex with pool and tropical views from both the the lanai and preferred front facing bedroom. New King bed and mattress for your comfort! New floor tile throughout. Enjoy the playful mocking birds putting on...

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Featured review

"Great spot which I’d stayed there!"

Naples is such a wonderful town, with so much to do. This condo was in a perfect location by what we read, and close to enjoy many of the wonderful areas in Naples. The beaches, close restaurants and fun...

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$78
avg per night
Lido Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lido Key is the ultimate spot for your tropical vacation. This end unit condo has a two sided lanai. It is in a gated community at the Southern end of Lido Key. Wake up watching the sun rise and end the day watching the sunset all form the luxury of the condo with a cup of coffee or a relaxing cocktail....

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$300
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your dream vacation home in Sarasota! This exceptional 3-bedroom, 2.5-bath house in the peaceful Coral Cove neighborhood offers a perfect blend of comfort and convenience. Relax by the private pool, enjoy the open floor plan with granite countertops, stainless steel appliances, and new furnishings....

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$162
avg per night
Rotonda West Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our beautiful condo. This offers everything you need for a memorable vacation. With 2 bedrooms (1 king bed and 1 queen bed) and 2 bathrooms, it's the perfect size for couples and families of seeking a comfortable stay.You will have at your disposal a community heated pool, located...

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Featured review

"Amazing Location"

The location is amazing. The beach is only 10mins away. Even more beautiful and bigger in real then what you see on picture. This is a great family-friendly condo with a stunning pool in the other side...

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$117
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Some condos are near the water. This one is above it.Latitude Adjustment Penthouse sits at the top of One Particular Harbour — one of Bradenton's most coveted waterfront addresses — with sweeping water views, a screened lanai made for slow mornings and sunset cocktails, and resort...

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$207
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

About this property

This 2b/2b + Den condo sits right on the Cypress course at Heritage Bay. Equipped with everything you need for the perfect getaway and close to fine Dinning exclusive shopping and world class Beaches this is a Golfers Paradise.Heritage Bay is an upscale-gated community with a championship 27 hole...

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$230
avg per night
Longboat Key Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Situated on Longboat Key, this secured and gated 1st floor NEWLY RENOVATED condo boasts water views throughout, 2 spacious lanai, each with own walk-down steps to water and pool, across the street to private beach with cabanas, grills, restrooms, etc. Great room, fully equipped kitchen (including microwave,...

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$277
avg per night
Tarpon Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Fred Howard Park Beach

Key Amenities

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

About this property

This is a 3 bedroom, 2 bathroom one level - split floor plan home which makes living easy! 89 night minimum stay. Sleeps 6 with the master on one side and 2 other bedrooms on the other side of the home. A large living room with cathedral ceilings is open to the kitchen and dining areas. We are located...

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Featured review

"Perfect Florida Vacation Home"

Have been renting in Point Alexis from Portia and Mike for several years (wonderful owners). Their home has all the amenities of a home away from home. The kitchen has everything you would need if you...

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

Distance to beach: 15 miles to Marco Island

Key Amenities

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

About this property

2 bedroom 2 bath first floor end unit. Fully furnished including linens. Newer appliances and washer and dryer. Fully furnished kitchen, screened lanai, cable TV, Wifi. Heated pool, hot tub, tennis and pickle ball courts, bocci courts and assigned parking place. Near Marco Island and Naples beaches....

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Featured review

"wonderful condo in great location"

Very nice condo in a wonderful location, nice friendly owner, great pool with a hot tub, condo has everything you could possibly need and was very clean, we will rent again!

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$114
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Bayport Beach and Tennis Club!Available for minimum one month rentals beginning JUNE 1, 2026.Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres on Longboat Key, FL. The grounds are meticulously maintained and provide a tranquil and...

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Featured review

"Home Away From Home"

The property owners are terrific. The apartment was impeccable and met all needs and beyond. Would definitely return

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$175
avg per night
Port Charlotte House
Sleeps 6, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to your private Port Charlotte pool retreat, where spacious indoor living, a secluded screened pool and the waterways of Southwest Florida come together for a relaxing Florida getaway.This beautifully maintained 4-bedroom, 2-bath pool home offers approximately 1,942 square feet of living space...

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$199
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Naples

Key Amenities

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

About this property

Great area - very quite. Located across from Lely Resort Golf course. 2 parking spaces (one covered). Lots of guest parking. Walk out your back door directly to the pool and spa area. The kitchen has been remolded with all new appliances. New floors and beds in both bedrooms. Includes all furniture and...

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$103
avg per night
Fort Myers Townhome
Sleeps 7, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 7 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Location is everything! Close to the beaches - we are just 6 miles from the Fort Myers Beach bridge, and 6 miles from the Sanibel bridge! Also close to shopping, dining, golf, fishing! You will feel right at home the moment you walk in the door of our spacious and comfortable townhome. Enjoy dining...

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Featured review

"Great Time!"

This place worked out great for us! It had plenty of space and everything we needed and the location was close to both Sanibel and Fort Myers (downtown and the beach).

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$134
avg per night
Babcock Ranch Townhome
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Short-Term or Seasonal Rental – Fully Furnished! Available for 30 days up to 6–12 months.Enjoy resort-style living in this beautifully furnished home in a brand-new golf and country club community near Founders Square—just a short walk to the clubhouse and golf pro shop.This...

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$211
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 6 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Tuscany - Villa with south facing locationVilla Tuscany is situated on a large plot in a quiet area but yet close to many restaurants and shopping.Staying at the large pool area puts you every day new in a holiday mood. Plenty of sunshine with south exposure of this beautiful villa plus...

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$222
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Breathtaking gulf front 2 bedroom/2 bath unit in beautiful Crystal Sands complex. Granite countertops, tile floors in living room, kitchen and bath. Wood flooring in the bedrooms. Leather furniture, 3 TVs, washer/dryer in unit, WIFI. No pets. No smoking. Sleeps 6 (1 king, 2 queens). 2-week minimum. Check...

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$342
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Yacht Club Public Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your home away from home in beautiful Cape Coral!Located in the desirable Pelican neighborhood, this spacious and well-appointed vacation home is the perfect place to relax, unwind, and enjoy everything Southwest Florida has to offer. Whether you're planning a family vacation, a couples'...

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$164
avg per night
New
Cape Coral House
Sleeps 12, 4 bedrooms, 3 bathrooms

Distance to beach: 7 miles to Yacht Club Public Beach

Key Amenities

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

About this property

Our home features high-end finishes, spacious living areas, and a fantastic pool area designed for fun and relaxation.You will walk into an open layout that allows you to enjoy instant benefits of natural lighting. The dining area seats 8 guests, with 4 additional seats at the kitchen island. The...

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$475
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom, 1.5 bath condo on 2nd floor. Walk in shower, bedroom 1 has queen bed, bedroom 2 has 2 twin beds. Living room has 50” smart TV with Wi-Fi included. Fully equipped kitchen with granite countertops. Screened lania with table and chairs. Assigned parking spot near stairs, also has quest parking....

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$217
avg per night
Hernando Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 9 miles to Pine Island

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Sunshine EscapeDiscover a stylish waterfront retreat in the heart of Hernando Beach, Florida—designed for guests who want more than just a place to stay.Set on a peaceful canal with direct Gulf access, Sunshine Escape blends elevated coastal style with the relaxed charm of Florida...

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Featured review

"Restful canal-side house"

Sunshine Escape, Hernando Beach is a beautiful home on the canal. It was comfortable, quiet, clean and well-decorated. The hosts even provided some extras such as bottled water and snacks. The beds were...

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$197
avg per night
Lehigh Acres Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Embrace the ultimate Florida lifestyle in this stunning, newly built Birkdale condo, beautifully furnished and professionally decorated to create a warm and inviting retreat. This 2-bedroom, 2-bathroom home is thoughtfully designed with your comfort in mind, making it the perfect home away from home....

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$117
avg per night
New
Englewood Condo
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

THIS IS A SAUTRDAY TO SATURDAY ONLY PROPERTYExperience magnificent Gulf views from almost every room of this stacked duplex. Built in 2018, this property has many high-end finishes, and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of nesting...

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$373
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

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

About this property

Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...

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Featured review

"Great Home, Location and View"

Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed

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$330
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your ultimate vacation retreat! This stunning two-bedroom, two-bathroom home seamlessly combines comfort, convenience, and leisure, promising an unforgettable getaway surrounded by natural beauty and endless recreational opportunities. Nestled in a picturesque community with lush landscaping...

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$155
avg per night
Manasota Key House
Sleeps 14, 5 bedrooms, 4 bathrooms
1 review

Distance to beach: 500 feet to Englewood Beach (private access)

Key Amenities

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

About this property

Enjoy priceless time with your family and friends at our Bayfront home with dock, heated pool overlooking the bay and beach access across the street. Tie up the the private boat dock and place your boat using a nearby public launch.Wake up to beautiful sunrises over Lemon Bay. Manasota Key is a peaceful,...

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Featured review

"Beautiful Home"

My husband and I thoroughly enjoyed our stay in this beautiful home with our two daughters and their families. The home was so comfortable and the pool and hot tub exceptional - especially with the large...

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$676
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our fully renovated, 2 bedroom, 1 bath, ground level condo with central air. All new or curated vintage furnishings with colorful and coastal decor meet sea breezes in this popular mid-century modern condo community called Seabreeze South. The community is excellent for walking and features...

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$135
avg per night
New
Siesta Key Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience the beauty of coastal living at Excelsior Penthouse six, a lovely gulf front sanctuary on the shores of Siesta Key. From your sixth floor home, enjoy stunning ocean views and easy beach access. This comfortable two bedroom residence offers families a wonderful retreat, featuring a relaxing...

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$331
avg per night
Longboat Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rental located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the...

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$325
avg per night
St. Pete Beach Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Gulf Gate 304, your beachfront escape on beautiful St. Pete Beach. This spacious one-bedroom, one-and-a-half-bath condominium offers partial Gulf views from your private balcony, creating the perfect place to relax and enjoy the sights and sounds of the Gulf Coast. Whether you're planning...

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$239
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Looking for a beautiful, clean, well furnished condo? Look no further. This 2 bedroom,2 bath condo is fully furnished and recently renovated. Gorgeous Lake View that you will enjoy while sitting on the screened in Linai. 2 Pools, Tennis Courts. Community Center activities. 1 parking, all amenities...

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Featured review

"Loved our Condo"

Love Naples….loved this Condo! We stayed for two months (March and April).Very clean and very comfortable! It has every amenity one needs including beach chairs and an umbrella. The neighbours are very...

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$123
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Wake up to STUNNING sunrises every morning.... over magnificent water views, in your tastefully appointed, home away from home. Enjoy the expansive views from this beautiful Bay Creek Coach Home, just around the corner from all the amenities including resort pool, tennis, pickleball, fitness center, spa,...

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$217
avg per night
Siesta Key Apartment
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This lovely penthouse condo is in one of Siesta Key's luxurious complexes. The Crescent offers luxury living at its finest. Bask in the spectacular view of the world famous Crescent beach on Siesta Key from this 3 bedroom/3 bath beachfront condominium with open-air balcony, living room, kitchen and...

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$679
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

We are offering our elegant and spacious, fully furnished 2 bedroom, 2 bathroom Villa located on a lovely private Naples community of Walden Oaks. Entering the charming “Walden Oaks” community you will come across the large lake with an Island heated-pool, bordered by tall and lovely palm...

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$200
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Boardwalk Caper - Where every window frames another piece of Paradise!Some vacation homes are simply a place to sleep. This one becomes part of the experience.Perched atop the 12th floor at Boardwalk Caper, this beautifully maintained penthouse surrounds you with breathtaking water views in nearly...

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Featured review

"21600 indian bayou right side"

Overall the place was great. The only complaints that I have are the sliding doors not being operable and the supplied bikes were not functional.

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$164
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful unit on the 5th floor with lake/pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit.The well-maintained and gorgeous grounds include the following amenities: • 24 hour manned guard gate. • Private beach access...

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$241
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

New Construction - 1st Floor luxurious Veranda Condo in a gated community at "Heritage Landing Golf Club & Country Club". It is available for rental (minimum 30 days, with a lease) for your vacation. This 1300+ sq ft condo has 2 bedrooms, 2 baths, a den, front & a back lanai with a beautiful...

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Featured review

"Great stay, great host!"

Pranav was a wonderful host who communicated well and checked in with us to be sure we were settle in. The condo is well decorated, clean and bright in a nice location in walking distance to the beautiful...

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$107
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: 5 feet to Just outside your door & window

Key Amenities

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

About this property

Magnificent Condo directly on the Gulf of Mexico! Right on the beach! Every sunset is unique and beautiful! Located in very well-maintained and updated Longboat Harbor Towers.The barrier isle Longboat Key is a quiet, non-touristy location voted one of North America's top islands by Conde Nast...

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Featured review

"Happy in Longboat Key"

We enjoyed our stay & owners were very helpful for helping us when needed! Beautiful view of the Gulf! Unit was sparkling clean & well equipped & comfortable. We are returning next year as well. The property...

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$200
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.