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Florida Gulf Coast Vacation Rentals

(3622 rentals)
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 20 feet to Turtle Beach, Siesta Key

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautiful beach inspired decor...Fresh, airy and calm...perfect relaxing unit with all the comforts of home and more to enjoy a fun filled time at the beach!!!!!

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$371
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming two bedroom, two bath condo on the desirable south end of Marco with lovely sunset skys from the 4th-floor unit's lanai. This residence features a complete renovattion in 2022 - tile floors throughout, new appliances, cabinets, countertops, bathrooms, laundry, master closet, air conditioner....

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Featured review

"Very Nice"

Condo was well stocked, beautiful views, Since I am handicap beach was a far walk for me and the beach parking is bad or expensive but the condo itself was fantastic

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$307
avg per night
New
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Just minutes from Barefoot and Vanderbilt Beaches, this condo is in the quiet,...

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$204
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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$442
avg per night
Indian Rocks Beach House
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**Due to damages from Hurricane Helene, 'Mi Casa' is not available for rental. If you have a reservation, please contact Robin Robertson. All records were lost and we have no way of contacting you.**Welcome to 'Mi Casa', our 2 story renovated vacation retreat on Indian Rocks...

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Featured review

"Lovely beach cottage!"

We enjoyed MiCasa for a Thanksgiving celebration with friends. We were all coming from out of state to enjoy the beach. MiCasa is very comfortable and had all the comforts of home. The beds were comfortable,...

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$314
avg per night

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Treasure Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Tucked just across the street from the water, this ultra-private escape is the one for you if strolls in the park and waterside relaxation sound like your idea of paradise. It’s the only multi-story home within view, granting you views of Boca Ciega Bay from the second and third floors.From...

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$416
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful condo fully renovated !! 3 bedrooms and 2 bathrooms. AVAILABLE FOR THE DECEMBER 2025 - APRIL 2026 SEASON! Open concept floor-plan with enclosed living area lanai. Relax and unwind in the generously sized master suite, complete with a private en-suite bathroom featuring dual vanities. Offering...

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Featured review

"Beautiful rental, excellent location"

We recently stayed at this rental in Naples, and it was absolutely perfect. The property was clean, spacious, and equipped with all the amenities we needed for a relaxing vacation. The location was ideal—just...

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

Distance to beach: 1 miles to Gulfport Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Gulfport is known for its funky, eclectic vibe, and this home is just as fun! The colorful, beach interior is warm and inviting, perfect for families or couples (and their four-legged friends). So grab the crew, and enjoy your Getaway! Pool is heated upon request from Nov 1 to April 30 to a temperature...

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Featured review

"nice vacation"

we had a lovely time and the house was as nice as advertised. only complaint is the pool was cold. i inquired about tuning on heat and was told the pool was 87 but it was frigid.

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$305
avg per night
Special Offer
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 3 bedroom/2 bath waterfront home in Cape Coral , is the sister to "Coquina Cove", a gorgeous beach house on Manasota Key..LISTING #580 . COQUINA IN THE CAPE features a heated pool and beautiful lanai overlooking a canal with a private dock from which you can fish or simply relax...

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Featured review

"Great Visit To A Beautiful Rental Property"

I recently visited Cape Coral Florida with family and stayed at a beautiful rental property quaintly named the Jaelyn View Snowbird, offered Marg Johnston of Sunshine Rentals. This property exceeded our...

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$211
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Heated salt water pool. Baby and beach equipment, BikesVRC# #This listing, A Lazy River Day and Night includes Both sides of home.Cleaning fee includes Professional Linen Service for all towels and bedding!A leisurely stroll (less than three short blocks) from the blissful beaches of...

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$686
avg per night
Bradenton House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book this Coastal Escape: - Private Pool & Covered Lounge with Smart TV - Spacious 4BR – Perfect for Families & Groups - Pet-Friendly with Fully Fenced Yard & Beach Gear - Minutes to Anna Maria Island & Downtown BradentonWelcome to Coastal Escape,...

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$401
avg per night
Bradenton House
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to paradise in our charming 2-bedroom pool house, located just a short drive from the pristine beaches of Anna Maria Island. This beautifully appointed home offers the perfect blend of comfort and style, making it ideal for families or couples seeking a relaxing getaway.Step inside and be greeted...

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$277
avg per night
New
Longboat Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly
  • Private pool

About this property

NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across...

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$268
avg per night
Anna Maria Island Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample...

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$444
avg per night
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated & furnished 1/1 second floor condo with wonderful view of Bishops Bayou on the uncrowded north end of Longboat Key. Whitney Beach has a beautiful natural stretch of beach as well as many amenities including tennis / pickleball courts, swimming pools, shuffleboard & boat docks...

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$100
avg per night
Cortez House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Top Reasons to Book: - Minutes to Anna Maria Island Beaches - Modern 3-Bedroom Smart Home in Quiet Hunters Point Neighborhood - Game Room with Pool & Foosball Tables - Private Patio Perfect for Grilling & Relaxing - In-House Elevator & Tesla EV Charger - High-Speed Wi-Fi...

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$326
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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

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Featured review

"Outstanding!"

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

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$286
avg per night
Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Indian Rocks Beach

Key Amenities

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

About this property

If there's a place that captures the essence of relaxation, it's our bright, spa-like oasis. Just minutes from the beach, with a sparkling clean hot tub, and a huge backyard with a smokeless firepit, our home has everything you need to have a relaxing getaway. The interior is bright with lush...

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$166
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

Discover your dream retreat in the heart of the prestigious Gulf Harbour Yacht & Country Club with this stunning second-floor condo that perfectly combines timeless elegance, modern luxury, and the coveted Florida lifestyle. From the moment you step inside, you’ll be captivated by the light-filled...

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$250
avg per night
North Port House
Sleeps 9, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Big Lot with a lot of spaces for kid seat on waterfront park near by . 4 bedroom home with 6 bed and one single sofa bed and living room have smart tv , high speed internet, dining room with 6 chairs one entertainment room including 3 functions billiards table , kitchen with load cooking supply outdoor...

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Featured review

"Schönes, geräumiges Haus in einer ruhigen lokalen Umgebung direkt am Kanal"

Wir (2 Erwachsene+4 Kinder) haben hier unseren Florida Urlaub verbracht und haben uns sehr wohl gefühlt. Das Haus ist sauber und gut ausgestattet und Cindi (die Besitzerin) war jederzeit ansprechbar und...

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$171
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy Anna Maria Island from this fresh and casual 2 bedroom, 2 bath poolside condo in Runaway Bay!Just steps from the beach and the bay, Runaway Bay has it all – a heated, salt water pool (the largest on the island!), tennis, bocce ball and shuffleboard courts, a work out room, clubhouse and...

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$264
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
16 reviews

Key Amenities

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

About this property

Located on siesta Key in Sarasota, FL. The Palm Bay Club has two heated pools both Bayside and Gulfside. A private marina, dock, spa, tennis courts, fitness rooms and is located on Crescent Beach voted number one beach USA 2014Sarasota is located approximately 40 minutes South of Tampa. 1 1/2 hour...

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Featured review

"Really great hosts which made the stay"

Great location, short walk to the No 1 beach in Siesta Key.We had an absolutely fantastic stay! Roy was a wonderful host—friendly, accommodating, and incredibly easy to work with. The property itself...

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$271
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Starting Monday, October 20th, work will begin in the pool area at Palm Isle Village and is expected to take approximately two work weeks (Monday–Friday only). The pool will remain open, but please note that certain areas may be taped off for safety, and there will be periods of loud noise from...

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$296
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Sand By MeThis four bedroom and two bathroom villa situated in the highly desirable SW Cape offers great luxury and amenities. The home is centrally located to shops, restaurants and the Pelican Soccer Complex as well as Baseball Field and Parks. Enjoy the perfect set up for Florida living! This...

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$230
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa White Heron with a huge pool is only 5 min from the closest beach - Yacht Club Beach with Tiki - restaurant and Fishing Pier. 5 min to downtown Cape Coral with restaurants and shopping. From the dock there is a breath taking basin view.Don´t miss the Vitual Tour!Villa White Heron has...

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Featured review

"Just perfect"

We were lucky enough to book the Villa White Heron at very short notice. We were not disappointed, the house is even more beautiful than in the pictures. Clean, modern and everything you could possibly...

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$223
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to The Breezy Escape! This charming 3-bedroom, 2-bath pool home is perfectly located in SW Cape Coral, just a short drive from downtown restaurants, shops, and the lively Cape Harbour Village. Situated north of El Dorado Parkway W, you'll enjoy both convenience and luxury in this prime location.The...

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$220
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 4 miles to Vanderbilt beach

Key Amenities

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

About this property

Bridgewater Bay of Naples, one of Naples' most desirable communities. This stunning first floor coach home harmoniously blends comfort and style to enjoy Florida's lifestyle. With nearly 1800 sq ft of living space with an open concept. The large Panoramic window is undoubtedly the center piece...

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$200
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
15 reviews

Distance to beach: 8 miles to Englewood Beach, Boca Grande

Key Amenities

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

About this property

Seasonal/half a year/short term minimum one week available throughout the year. Vacation in this beautiful 3 bedroom/3 bath Rotonda West home with large private lot, over HALF ACRE . This is a special, very comfortable home with fantastic layout, with a total of 3200 sf under the roof : OPEN CONCEPT with...

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Featured review

"Great outdoor Space!"

Very enjoyable 3 month stay. Best pool and spa we ever had. Awesome location and very attentive owners

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Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available and with special pricing for 2025...Don’t wait - book direct with the owner!!Resort style living awaits you at Lennar's Heritage Landing Golf and Country Club in Punta Gorda, FL. This recently built 2nd floor condo is fully furnished with 2br/2ba and enjoys spectacular views of...

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Featured review

"Paradise"

We throughly enjoyed our stay. The condo was outstanding and the area was fantastic. The amenities were great and all the people we met. I would definitely recommend Heritage Landing to anyone looking for...

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$219
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Villa Amarilla, your perfect Southwest Florida getaway! This beautiful 3-bedroom home features two spacious master suites and a total of 3 bathrooms, making it ideal for couples, families, or friends traveling together. Step outside to your private south-facing patio, where you’ll find...

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$265
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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Featured review

"Very nice home"

Home was very nice. The whole backyard is like paradise. Overall great experience.Pool was not refreshing but probably expected this time of year in Florida. The hot tub flows over into pool when...

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$647
avg per night
Anna Maria Island Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$408
avg per night
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
23 reviews

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

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.******************** CONSTRUCTION NOTICE ********************* The...

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Featured review

"Relax and enjoy"

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

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$325
avg per night
Belleair Beach Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

3 Bedroom/2.5 Bath Town home with a direct view of the beach! Town home directly on the Gulf. Direct Gulf Views from 4 rooms, and 2 large balconies, overlooking the beach. Lush landscaping. Enjoy your meals on the patio overlooking the Gulf. Big swimming pool, NOW HEATED in winter and cooled in summer!...

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Featured review

"Best Beach Vacation Condo!"

We have rented this beautiful condo 3 separate vacations with my family that comes from Russia to visit frequently. The location is absolutely perfect! The beach is pretty much always empty and the pool...

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$365
avg per night
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
19 reviews

Distance to beach: 100 feet to You are on the Beach

Key Amenities

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

About this property

Oct. 2025 Update: ALL Rates are DISCOUNTED because our pool is still under construction and will be completed in early fall. I know this is an inconvenience for all of us. However, the white sand beach is beautiful. We have discounted the rates based on this inconvenience.️ Prime Beachfront...

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Featured review

"Fantastic place! Home away from home - only much BETTER!"

I had a great, relaxing time at this awesome condo! It far exceeded my expectations! It is very well decorated, super clean and well appointed. The rooms are spacious, plenty of room everywhere. The...

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$342
avg per night
New
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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Last Minute Deal
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 35 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Save fees by booking on Florida Rentals - direct with owner. 4th floor condominium in Heritage Landing golf community with Harbor and Sunset views. Golf membership available. This is the popular Birkdale model from Lennar. Furnished 2 bedroom, 2 bath unit is ready to host your Florida vacation. This...

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Featured review

"Perfectly appointed, with everything we needed (and more) for a relaxing stay."

Beautiful condo! Everything looks new, and we lacked for nothing. We enjoyed the nice view off the screened-in balcony while having our coffee, and the sunset in the evening. It's also a good location...

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$158
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 16 miles to Boca grand Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community are like nothing else you’ve seen in Southwest Florida. You will enjoy a stunning resort style pool featuring gradual entry and lap lanes. A...

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Featured review

"Beautiful condo"

Lovely 2 bedroom, beautifully decorated. 2 bath condo over looking the golf course. Nice corner location.. Quiet. The condo had everything needed for an extended stay. Pool is within walking distance .Gated...

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

Key Amenities

  • 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
New
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
Palmetto House
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Forget your worries in this spacious, serene, brand new built space. This community was built in 2023! Enjoy the community pool and the house backing onto a small lake/pond, you are sure to enjoy your wine sitting watching wildlife!You can’t ask for a better location, the house is 25 minutes...

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Featured review

"my stay in Palmetto"

️️️️️ We had such a wonderful stay in Palmetto, Florida! The home was spacious, super clean, and very inviting — it felt comfortable from the moment we arrived. It’s also conveniently located...

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$150
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

Escape to paradise at our stunning vacation rental, located at 230 Lakeview on beautiful Anna Maria Island. This exquisite property offers the ultimate coastal getaway, boasting a brand-new pool and spa where you can unwind and soak up the Florida sun in style.For those seeking outdoor fun, our rental...

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$1,245
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

As you walk into the property from the main entrance you will be welcomed with an open gathering room. To the left you will find two bedrooms one that has a queen bed and one bedroom has three beds (1 Single Twin and 1 Twin over Twin Trundle).  Between those two rooms you will also have a full guest...

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$400
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court...

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$417
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub,...

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Featured review

"Excellent Regatta Rental"

Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been...

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$489
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Bella Luna, where you'll find a beachfront condo boasting two bedrooms and two bathrooms, complete with access to a heated community pool and spa. Whether you prefer basking in the sun on the beach or enjoying the breathtaking Gulf views from indoors, this is the perfect retreat. And don't...

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$440
avg per night
Anna Maria Island House
Sleeps 12, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance...

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Featured review

"Great place"

We loved our stay at Anchor Splash, the house is beautiful and it is a great location. The beds were very comfortable the pillows not so much. One of the TVs did not work in one of our bedrooms with the...

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$646
avg per night
South Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Manasota Beach

Key Amenities

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

About this property

Home recently painted inside and out with plenty of room to be comfortable yet cozy to enjoy great family time!Three bedrooms with comfortable beds. Heated pool (10'x20') with screened Lanai cover, gas barbeque grill and two sliding doors accessing the pool area. Whether you are planning...

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Featured review

"Great Family South Venice Vacation"

The location is amazing - the beach and golf courses are super close!! This is a great family-friendly condo with a stunning covered pool. Mike (the owner) was easy to work with. We will visit again!!

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$275
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience luxury and relaxation at our newly built and fully furnished 4-bedroom house in beautiful Cape Coral, Florida. This stunning property boasts a prime waterfront location and an electric heated pool, making it the ideal vacation destination for families and couples alike. With its modern design...

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$262
avg per night
Indian Rocks Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the Tranquil Turtle within the Windrush Cove community in Indian Rocks Beach. Tranquil Turtle is a beach lover's dream - just a quick 3 minute bike ride or 10 minute walk to the beautiful surf and sunset. With charming updates throughout, this 2 bedroom, 2 bathroom unit boasts a warm,...

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Featured review

"We loved the Tranquil Turtle!"

We spent an entire month here and loved every minute of our day. Our hosts were very responsive, even checking in via text here and there to make sure everything was going well. The unit may not sound large...

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$192
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.