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Florida Gulf Coast Vacation Rentals

(3915 rentals)
New
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

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 townhome, nestled in a small and quiet building, is situated on the Intracoastal and offers multi-level living and a screened private balcony. The onsite dock provides direct access to the intracoastal...

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$133
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 800 feet to Siesta Key Beach

Key Amenities

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

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master...

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$168
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

End unit of the 4th (top) floor - elevator is only a few steps away from unit. Covered parking. Master suite features a large tiled walk in shower, king bed, twin nightstands, dresser & mirror, a wall mounted smart TV, walk in closet, and ceiling fan. Guest room has two twin storage beds, nightstand,...

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Featured review

"Outstanding start to Retirement"

The condo and the Heritage Landing community including the Golf and Tiki Bar were outstanding! We are actually considering purchasing a home in the community or at least a 6 month rental next year. I...

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$100
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

VRC16-000137 Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this property is about 100 steps to the Gulf of Mexico and one of the best beaches on the West Coast of Florida.This ground level beach house offers 4 bedrooms,...

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Featured review

"A True Retreat"

This is a true retreat any time of the year. The backyard and pool area is well designed and an oh so private area that includes a hot tub, a pool, ping pong table, mini golf and hammocks for relaxing....

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$571
avg per night
Indian Shores Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

"Tidal Zone" | Quiet Intracoastal | Heated Pool | Fishing DockThis beautifully updated Intracoastal condo is located in the highly sought-after Sea Club Resort, a resort-style building offering a wealth of amenities including a private fishing dock, heated pool, shuffleboard, and BBQ grills....

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$110
avg per night

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Ft Myers

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fall and Snowbird Season availability!Enjoy this private, end unit, 2 bed 2 bath, 2nd floor condo in beautiful Fort Myers. We are ready to welcome you for your getaway! We allow weekly, monthly, or seasonal rentals. Book Direct to save on platform fees! Discounts apply to 28+ night stays. When you...

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Featured review

"Great location"

We enjoyed every minute of our stay! The Condo was clean and inviting! There's a covered Lanai to sit on which was great at night and morning coffee. Short drive to Fort Myers beach and walking distance...

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$147
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool

About this property

Discover the perfect short-term rental in the heart of one of Florida’s most vibrant communities. This beautifully furnished 3-bedroom, 2-bathroom condo offers modern comfort, luxury, and convenience—ideal for vacationers, snowbirds, or anyone seeking a serene retreat. Located on a Golf course,...

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Featured review

"Excellent Condo"

Great shape, nice view, quiet, almost new. Fully recommended. Excellent support by renter and his staff.

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$129
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to your luxurious coastal retreat overlooking the shimmering waters of Palma Sola Bay. This coveted 3rd-floor, 3 bedroom, 2.5 bathroom, turnkey-furnished condo offers the perfect blend of comfort, style, and serenity, with two private balconies capturing sunrise over the pond and golden Gulf sunsets...

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$176
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 0.3 miles to Fort Myers Beach

Key Amenities

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

About this property

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

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$222
avg per night
Port Richey House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

HOLIDAY/ SEASONAL SALE $2625 + $195 =$2,,820 PER WEEK BOOKINGS FOR 2022 AND 2023 AVAILABLE. POOL HEATING INCLUDEDONE OF THE TOP VACATION RENTALS AROUND! BOOK NOW5

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Featured review

"Late March 2023"

A little smaller condo building which is nice, the building is well kept but a little older, our unit 106 was very nice and updated, tile flooring throughout. Great sunsets off the patio. Beach was clean,...

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$375
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for a great vacation location on beautiful Holmes Beach? Then look no further. Island Haven is a two-story, private home that features 4 bedrooms (two of which are primary bedrooms), 3 full bathrooms, game room and private saltwater, heated pool. Upon entry, you will find the open-concept living...

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$370
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$137
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
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A few things that make Martinique South Unit 207 special: Gulf-front location in Holmes Beach on Anna Maria Island Heated community pool and relaxing spa Convenient elevator access plus shared gas grills and picnic areas Laundry facilities available on every floor Fresh, professionally cleaned linens...

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$276
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated...

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Featured review

"Just right"

The property is centrally located on the island which makes it very convenient. It has everything you need, and was very clean. We would definitely rent it again.

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$399
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Palma Rosa is a 3-bedroom, 2-bath vacation home in the Palma Sola area of northwest Bradenton, Florida, with quick access to Anna Maria Island beaches, IMG Academy, Robinson Preserve, De Soto National Memorial, restaurants, shopping, and Gulf Coast attractions. The home sleeps up to 9 guests and centers...

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$257
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
28 reviews

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

If you are seeking a peaceful relaxing vacation home on the beautiful Florida Gulf Coast, away from the bustle of everyday life, then 'Gulf Tranquility' is the perfect place. Experience the laid back Florida Lifestyle while enjoying the natural beauty, cultural history and stunning white sand...

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Featured review

"What a Blast!!"

Perfect location with a perfect home. Close to everything fun, beaches, restaurants and plenty of activities. We would certainly book this again!!!

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$182
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Waterfront Living with Resort-Style Amenities: Recently Renovated 2 Bed, 2 Bath Condo with BOAT LIFT in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to...

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$117
avg per night
Fort Myers Mobile home
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Bunge Beach

Key Amenities

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

About this property

Discover this like new 2-bedroom home in Fort Myers. This modular home features 1 queen bed and 2 twin bed, perfect for an escape from the winter cold. With resort amenities like the heated swimming pool, pickleball courts , tennis courts bocce ball and horseshoe courts there will be plenty to do within...

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Featured review

"Great stay and great location."

We enjoyed a month-long stay in this home during January of 2026. The home was comfortable and met our needs with good kitchen appliances and washer/dryer and some beach supplies. The bikes were appreciated...

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$148
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 100 feet to Siesta Key - Across the Street!

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Looking for the perfect beach getaway? Discover your dream vacation at this beautiful 2 bedroom, 2 bath condo only steps away from the world-famous white sands of Siesta Beach! Perfect for couples or families. Only 3/4 mile from Siesta Key Village which boasts great restaurants and shopping. View...

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$239
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the true sense of Florida in this 2 bedroom and 2 full bath corner unit on Country Club Blvd. 2nd floor corner condo with balcony towards the canal.OBS: Minimum 90 days rental. Application Association and application fee. No trucks allowed. No Pets.Totally renovated condo, kitchen with...

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Featured review

"Cape Oasis"

We love Cape Oasis!! It’s a terrific updated first floor condo in a 12 unit complex. Updated kitchen 2 bdrm 2 baths. Well maintained exterior with a pool and offers both fishing and boating docks. Nice...

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$84
avg per night
Madeira Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

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

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.**This condo is currently available, however, due to storm damage...

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$242
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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$147
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$853
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

2br/2ba first floor condo, Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tropical resort community is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort...

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Featured review

"Sarasota"

Excellent location close to everything. Clean, private patio. Eva was an excellent host, quick to respond to any questions. I would stay here again

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$143
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Public beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Everything about this Park Shore condo is inviting and cozy with a seamless blend of Olde Florida charm and completely renovated modern features. At $8000 per month in season, this second floor 2 Bedroom/2 Bath home features a main en-suite bedroom with a King bed and a second flex bedroom/den with a...

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$174
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to Villa SunshineQuiet SW Cape Coral neighborhood, serene setting with an open view of the swimming pool, hot tub, canal basin and tiki hut. This 4 bedroom, 2 bathroom house and three-car garage is a great seasonal vacation rental. Immediately when entering the large front door one is impressed...

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Featured review

"Sadly, had to cancel."

The cancellation process was a breeze. Our agency was very understanding. We would use them again.

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$161
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

Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the...

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Featured review

"Pure PLEASURE"

Such a wonderful location right across from the beach, unit was spacious, clean everything use need. Anna Maria is so special the sunsets are amazing, it's walkable for restaurants, shopping. I've been...

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$145
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

35 Steps to the Sea at Runaway Bay 112 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...

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Featured review

"Fantastic vacation all around"

This was a very nice condo. Clean and well kept. Very close to the beach and to the pool. Location was everything we wanted. Walking distance to restaurants and the heart of town. Great food, great people....

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$130
avg per night
Redington Shores Apartment
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Redington Shores, Florida · 2BR · 1 bath * Sleeps 5 Welcome to Carousel Suites—your beachside sanctuary in the heart of Redington Shores! Tucked just steps from the powder-soft Gulf shoreline, this bright and breezy 2-bedroom condo is your ticket to laid-back coastal living. Wake...

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Featured review

"Great"

Loved the place!! Great location, lots of space! Right across from beach and restaurants! Clean! Had chairs for us to use in beach!

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$158
avg per night
Rotonda West Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 5 miles to Englewood Lemon Bay

Key Amenities

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

About this property

Heron's Way is perfect spot for relaxing holiday, yet close to the best beaches, golf courses, nature trails and shopping malls in the South West. It is situated in a tree lined road, on a freshwater canal which attracts an abundance of wildlife. Minimum of passing traffic, just the sound of birdlife...

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Featured review

"Another Perfect Stay at Heron’s Way"

We’ve just finished our fourth stay at Heron’s Way, and once again it reminded us exactly why we keep coming back. Every visit has been wonderful, but there’s something especially nice about returning...

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$191
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Views from every window 2 Bedroom/2 Bathroom (no one living above) corner end unit with access to a rooftop deck directly above this sunny and bright unobstructed panoramic view of Sarasota Bay with deeded beach access to one of the most pristine stretches of pearly white Gulf of Mexico sand directly...

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Featured review

"HBC"

Lovely place with a great view of the bay. Well set up with all of the things you need. Owner very accomodating

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$200
avg per night
Gulfport House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Gulfport Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Peach Hideaway is a 3BR/2BA, pet-friendly beauty in Gulfport, featuring a heated swimming pool that’s a big hit with guests.Walk to Gulfport’s beaches, restaurants, pier, and more, then come back to your bug-free pool with a screen enclosure. Nighttime lights and pool heating (76-78 degrees)...

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Featured review

"Just Peachy"

Perfect for my family of three and two additional guests for a few days. Spacious, well decorated property with everything you need to be comfortable. The pool is immaculate and the outdoor lights makes...

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$221
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience the pinnacle of Florida living in this stunning, fully furnished 3BR/2BA top-floor end unit at the prestigious Heritage Landing Golf & Country Club. As a rare end unit, this condo is bathed in natural light, offering wrap-around views of the lush preserve and the manicured fairways of our...

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$129
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

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

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$260
avg per night
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A True Gem at Heritage Landing - Luxurious 1st Floor Veranda Experience the epitome of Florida living in this stunning 2-bedroom + den, 2-bath veranda, complete with a social membership. This spacious home seamlessly blends elegance with comfort, offering an unparalleled lifestyle in one of the most...

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Featured review

"A wonderful, beautifully decorated condo At Heritage Landing."

A wonderful, beautifully decorated condo at Heritage Landing. We enjoyed all of the amenities and loved our stay!

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$132
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 6 miles to Naples City Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Positioned on one of the largest lots in Glen Eagle, the house has over 2,300 square feet living space, enough for the entire family! The house has 3 bedrooms and 3 full bathrooms, spacious living room, separate dining room. The kitchen has granite counter tops with large island and breakfast bar. The...

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Featured review

"Hidden Gem!"

"We had a spectacular seasonal stay at this beautiful, large home! The spacious layout was perfect for our group, giving everyone plenty of room to spread out and relax. We actually rented seasonally for...

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$182
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
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Bonita Beach

Key Amenities

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

About this property

* The dates are available if they are shown as open on the calendar. The rates per month are listed under the rates tab**Little Bonita Cottage Near the Sea: 2-bedroom, 2-bathroom Cottage in the heart of Bonita Springs, a short journey from the soft, sandy shores of Bonita Beach. Situated just a mile...

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Featured review

"Cheerful home in wonderful neighborhood"

My wife and I enjoyed a nearby month long stay and were both quite pleased with these accommodations. We found the home to be comfortable, tastefully decorated, comfortable king bed, light, bright and...

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$173
avg per night
Rotonda West House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Englewood Beach

Key Amenities

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

About this property

Open most of February 20272 bedroom, 2 bath, pool home 10 minutes from Boca Grande Beach. Lovely, well appointed home features all new furnishings and appliances. Sleeps 6 guests with space for a family or a group of friends. Reconnect and rejuvenate with a private heated pool, charcoal grill and...

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Featured review

"Amazing"

Absolutely loved this house its in a perfect location so peaceful, safe neighborhood and lovely neighbors. We have stayed in a lot of homes in this area and this by far was the best .Everything you could...

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$142
avg per night
New
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A few things that make Martinique South Unit 506 special: Holmes Beach on Anna Maria Island - Beachfront Community swimming pool and spa Community elevator, gas grills with picnic tables for outdoor dining Community laundry on each floor Professional linen services Complimentary WiFi Beach chairs,...

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$280
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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$775
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

2 Bed / 2 Bath - best location on the beach - FAST FREE WIFITOWN of Fort Myers Beach Registration # 19-0347Beach Front Luxury Condo of Fort Myers Beach is personally managed by property owners/managers Anne & Tim Lyons who are easy to reach should you need any assistance during your stay.Location,...

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Featured review

"Meticulous Condition"

The location of this condo is perfect being right on the beach. It’s also close to several shops and restaurants. Beyond that the condo unit itself is pristine! The owners quickly responded to Amy of...

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$231
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

A211 is gorgeous, newly renovated with brand new kitchen, appliances and cabinets, living room, dining room and bathrooms (all with new walls, ceilings, doors and tiled floors). Also available is a new in-unit large capacity washer and dryer. The kitchen is fully equipped with many of the comforts of...

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$260
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Dune Our Thing, your relaxing beachside getaway on Anna Maria Island. This thoughtfully designed unit is all about comfort, convenience, and making lasting memories—just steps from the sand and full of amenities that make your stay easy and enjoyable.The Space: - End unit in a quiet...

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$144
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
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
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Recently Renovated!Welcome to your perfect beach retreat! This beautifully renovated 2 bedroom/2 bathroom condo offers fresh charm with brand new stainless steel appliances, new flooring, and stylish new furniture and decor throughout. Every detail has been thoughtfully updated, and you get to be...

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$178
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.7 miles to Siesta Key Beach

Key Amenities

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

About this property

**Completely Renovated February 2025** Welcome to island life! Enjoy your own private resort in the heart of the #1 beach in America, Siesta Key!Indulge in the pinnacle of island living at this pristine waterfront home on Siesta Key—a haven where luxury meets natural beauty. In the heart of...

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Featured review

"Beautiful and comfy"

5 stars. Wish I could give 10. Beautiful and comfy cozy home, comfortable beds, gorgeous pool, so kid friendly and lovely views from the fire pit. The decor is top notch!! Danielle and Jeb were great-...

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$386
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ocean & Pool Views | Heated Pool | Hot TubThis ocean and pool view condo at Beach Cottages offers a relaxed, comfortable coastal escape—perfect for couples or families looking to unwind at the beach. Step out onto your private balcony to experience the Gulf’s signature cotton-candy...

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$162
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.