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Florida Gulf Coast Vacation Rentals

(3634 rentals)
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Flamingo Fling by Coastal Chic Vacations!- Steps to Anna Maria Island's white sandy beaches - Private heated pool - Hot tub - Private putting green - 4 spacious bedrooms & 3 bathrooms - Ground level home - Close proximity to local dining, grocery store, shops... - Beach...

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$597
avg per night
Siesta Key Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

3 Bedroom/ 3 Bath Beachfront Townhome in Siesta Village, offering beautiful sunsets from your 2 balconies. Note that the beach directly in front of the property is private and may not allow access. Public beach access is always available just a few steps away. Go a block behind the unit to all the restaurants...

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$792
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Just steps from the sugar-white sands and the warm Gulf waters of Indian Rocks Beach, this beautifully renovated 2-bedroom, 2-bath condo offers the perfect coastal retreat. With a heated pool, Jacuzzi, poolside bathrooms, and covered parking, comfort and convenience are at your fingertips. Designed to...

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Featured review

"Spacious and well equipped."

Recently stayed for the month of January. Great location. Condo is very clean and well equipped with everything you need. Owner was very responsive to any inquiries.

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$250
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 3BR/2BA Private Pool Home – Family-Friendly, Fully Equipped & Minutes to Gulf BeachesEnjoy the best of Florida’s Gulf Coast in this charming, fully furnished vacation rental in Bradenton, FL, located just 13 minutes from Anna Maria Island’s world-famous beaches! Ideal...

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$148
avg per night
Bonita Springs Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 6 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Snowbirds Paradise! Come out of the cold and enjoy a winter lounging by the pristine community pool, work-out in the on-site gym, enjoy community activities and socials and retreat to this spacious and impeccable villa! All the comforts of home in this fully furnished 2 BD/ 2 BA + Den (1 King, 1 Queen...

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Featured review

"Just Perfect!"

Very comfortable and nicely appointed. We thoroughly enjoyed our time there and plan to return! The evenings watching TV or Entertaining friends on the Lanai were lovely . We also enjoyed the community...

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$153
avg per night

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Englewood East House
Sleeps 12, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals. comA beautiful 2 story 7500 sf home on the Myakka River that is suitable for a large family gathering, multiple families or couples to share or a corporate retreat. This home is in a very quiet area but is close to everything. This...

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$649
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 1.5 bathrooms
3 reviews

Distance to beach: 0.3 miles to Siesta Key Beach

Key Amenities

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

About this property

*Calendar month rentals only***Last minute availability - JANUARY 2026 - $5900 per month plus utilities**December - $6900 per month plus utilities January - $8900 per month plus utilities February and March- $9800 per month plus utilities April and May - $7900 per month plus utilities June...

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Featured review

"Perfect location to enjoy Siesta Key – wonderful hosts – stay here!"

Choose this home for its fantastic location, hosts and amenities - easy walk to the beach or downtown Siesta Key, but feels miles away from the crowds in its tropical setting.The home was perfect for...

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$291
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Situated directly on the saltwater canal with access to the river in a quiet location, the villa can comfortably accommodate up to six people. The large living area is open plan with a dining room and fully equipped kitchen. There are three cozy bedrooms and two bathrooms.From the covered terrace...

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$236
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Fort Myers

Key Amenities

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

About this property

NEW LISTING, 3 Bedroom, 2 Bath Condo. 2nd floor unit, no noise from above and people below are very quiet.

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$97
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Bungalow at Margaritaville! Sunrise Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all...

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$350
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Check exact address. 15625 OCEAN WALK CIR, FT MYERS FL 33908. BEACH WALK GARDENS A COMMUNITIY by Beaches. 2 BED 2 BATH TOP FLOOR. OPEN MARCH AT $2200 A MONTH. UTILITIES INCLUDED. UPDATED CONDO WITH KING IN MASTER AND QUEEN IN SPARE.Snowbirds return to this gated and secured community. Many actives...

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Featured review

"Property well managed and owner accessible if needed. Satisfied renter."

When I arrived there were some issues that were immediately addressed by the owner. This by far was the best experience that I have had in 7 years of leasing in Sail Harbour. If possible I will return...

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$64
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heritage Landing Golf and Country Club! Beautiful Top Floor Condo with Incredible Sunsets! Stunning top floor unit with expansive golf course and preserve views. Enjoy beautiful sunsets as the sun sinks over Charlotte Harbor in the distance. Heritage Landing Golf and Country Club is a 2000 acre community...

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$135
avg per night
New
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Clam Pass Beach (through the mangrove forest!)

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your stunning oasis in the heart of Naples! This 1st-floor condo has been completely remodeled and features brand-new furniture, offering a fresh, modern aesthetic that is ready for you to enjoy immediately.Highlights of the Home Full Remodel: Enjoy the peace of mind that comes with a...

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$118
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Coastal comfort is what comes to mind when you walk through the front door. From the wall colors to the tile beneath your feet; you are immediately drawn in and want to enjoy the Florida life! And, it is all updated! Our condo offers two lanai’s, one off the master to enjoy the morning sunrise...

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$74
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

TOP FLOOR with amazing views! This exceptional 2/2 Birkdale condo overlooking the breathtaking Gordon Lewis Golf Course (all you pay is a $30 cart fee!) lake and preserve! This one is located on the "quiet side" of the National with Breathtaking views of the lake and nature preserve as you relax...

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$168
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Please note that this property will begin a balcony and common areas walkway refurbishing property in January 2026. We are expecting the work to be done by November 2026. Disruptions of amenities may or may not happen.This Indian Shores condo is a cheerful 1224 sq. ft., 2-bedroom, 2 bath unit at...

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$250
avg per night
New
St. Petersburg House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Your Sunny Home Near St. Pete BeachesWelcome to your private Florida retreat — a fully renovated, 3-bedroom, 2-bath home with a pool, just minutes from downtown St. Petersburg and gorgeous Gulf Coast beaches. Whether you’re here for a quick getaway or a longer stay, this house...

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$255
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated stylish 2 bed 2 bath, first floor condo with an office. Each bedroom has a king sized bed. It features an in-unit washer and dryer, open living room and dining space and a screened in lanai that looks out to the canal. The kitchen is fully stocked with all new appliances, quartz counter...

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$117
avg per night
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to your beachfront retreat at Captain's Cove! Embrace comfort with a million-dollar view of the Intracoastal Waterway will leave you breathless. Picture yourself savoring your morning coffee as the sun paints the sky in hues of orange and pink. In the evening, sip on Margaritas while watching...

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$322
avg per night
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...

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$217
avg per night
Naples Condo
Sleeps 6, 0 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Remodel 2-bedroom 2 baths lake front condo. Small dogs are welcome. Golf course, restaurant and Pro shop short distance from Condo. Spacious master suite offers Walkin shower, TV, Queen bed and sliding door to Lania. Guest bedroom has a tumble bed and queen bed, Tv With the second bath right outside...

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$257
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

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 (updated pics to come). Enjoy the playful mocking...

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$131
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 7 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

2B/2B 1st floor fully furnished condo in a quiet community with 2 pools(1 heated). Tiki Huts by pool and bathroom cabana. Parking directly in front of unit along with mailboxes. 1 Q bedroom with cable, 1 Q bedroom with TV for streaming and sofa bed opens to full in LR. Great location with a short drive...

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Featured review

"Relaxing Vacation Spot"

This condo is in the perfect location- within driving distance to the beach, nightlife/restaurants, and downtown shopping center! We loved how quiet the neighborhood is and that the complex offers 2 pools...

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$117
avg per night
Naples Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
9 reviews

Key Amenities

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

About this property

Prime location in North Naples – 12 minutes to Vanderbilt Beach, exclusive Mercato shopping/dining/entertainment area; 5 minutes to brand new Founders Square shops and close to I-75 and many top-rated golf courses. Enjoy ground floor living and all Naples has to offer in this brand-new, bright,...

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Featured review

"Great Condo Rental in Naples!"

This 3 bedroom condo in Naples was perfect for our month long stay in Naples, Florida! The location was great and fit all of our needs. We needed to work while we were there and worked out perfectly for...

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$252
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

. PUNTA GORDA ISLES – WIDE WATERFRONT RETREATAvailable starting March 15th April till Nov or for 6 months $4000-month (all-inclusive)Amazing sunsets! Enjoy peaceful waterfront living in this fully furnished, coastal-style home located at the end of a quiet cul-de-sac in beautiful...

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$275
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 0.1 miles to Private beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This WATERFRONT condo is very spacious, beautifully updated. Perfectly located within a minute of a private sandy beach and right along the waters edge of a salt water canal and intra coastal waterway. Enjoy the great water views that span the full width of the ground floor condo. Fishing, kayaking,...

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Featured review

"Absolutely wonderful - wish we could go back!!"

First, we have vacationed on Longboat for the past 5 years. Longboat is a special place where you feel relaxed, enjoy the gorgeous beach and the laid back feel compared to more touristy places in Florida....

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$234
avg per night
Oldsmar Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Main level, end unit condo, backing to lake, with two screened in lanais. Open and airy, with four sets of sliding glass doors. Master suite with walk-in closet and full bath. Fully equipped kitchen. Full size washer and dryer. Located in a secluded, gated community, yet close to many restaurants and...

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Featured review

"Oldsmar Condo"

Visited as couple in September 2025 from Gernany for 2 weeks. Jeri is the best host ever. Quick answers for any questions and a good communication over all. The condo is in a community gated area. The community...

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$103
avg per night
Spring Hill House
Sleeps 7, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our charming three-bedroom, two-bathroom home, which comfortably sleeps seven guests. Enjoy the luxury of a private heated pool, BBQ, and outdoor seating, . The master suite boasts its own entrance with a view of the pool.Start your mornings right with a cup of joe from our fully equipped...

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Featured review

"Lots of space, ambiance, and awesome host!"

Jess accommodated our short-term request; she is kind, generous, and very responsive! The house and yard were spacious and perfect for us and our four-legged child. The pool was great! The floats and toys...

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$160
avg per night
New Port Richey House
Sleeps 10, 5 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

This remodeled mini-mansion design home is in a quiet gated neighborhood and well experienced pilots are welcomed. It is equipped with the top of the line appliances and kitchen tools. Not suitable for any animals or small children under 8 years old. Super comfortable beds, many pillows to choose from,...

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$351
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Property Highlights: - Short walk to the beach - Accommodates up to 4 guests - 2 king beds - Private screened balcony - Tasteful coastal décor throughout - Fully equipped kitchen - Indoor and outdoor dining space with room for 4 - Beach essentials: chairs, umbrella, cart - Covered parking...

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$227
avg per night
St. Pete Beach Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Distance to beach: 100 yards to Upham Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy one of the best views in St. Pete Beach with Special Fall monthly rates available! This 2 bedroom, 1 bath, third floor walk up condo, with a fully equipped kitchen, accommodates 5 guests. There is a large bedroom that opens directly to a private roof top porch that overlooks the Gulf and is...

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$150
avg per night
New
Estero Townhome
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

3-bedroom, 2-bath second-floor townhouse in MARSH LANDING !!Available NOW for the 2026 season with a 60-day minimum stay per HOA requirements!This beautifully maintained 3-bedroom, 2-bath second-floor townhouse in the gated Marsh Landing community offers 1,524 sq. ft. of stylish and comfortable...

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$150
avg per night
Bonita Springs Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Barefoot Beach

Key Amenities

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

About this property

Beautiful pool-villa in a gated community 2 bedrooms, 2 baths with views over the golf course ************* NEW FURNITURE, NEW APPLIENCES, NEW POOL ******************** Beautiful, newly furnished house in Spanish Wells, with newly finished 5 star pool area (new pictures are not only yet) in a gated...

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$397
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

.no balcony 2 bed/2 bath Condo Between downtown Fort Myers and Fort Myers beach Pool area, hot tub, work out room Party roomOn 2nd floor/ no elevator Washer/ Dryer in unit 6 miles from beach off of San Carlos Target, Publix , liquor store and restaurants within walking distance5 min...

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Featured review

"DEFINITELY COMING BACK!"

I wish I would of found this rental earlier! The pool, people, amenities and LOCATION are exactly what my wife and I have been looking for. We will be returning here every time we visit Florida. The host...

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$121
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Rave is located in a prime location in Cape Coral, close to a cul-de-sac.** The Marina at Tarpon Point (Shops, Restaurants on the water) and the Rose Garden are only about three minutes away by car.** Jogging and walking are some of the preferred activities in this neighborhood.Rave is located on...

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$354
avg per night
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to paradise on Siesta Key! This charming 2 bedroom/2 bath condo is just steps from the award-winning white sands of Siesta Key beach. Enclosed patio. Enjoy the refreshing pool and amenities like tennis and grilling. WIFI. No pets. Sleeps 4 (1 King, 2 Twins). 2-week minimum. Check in: 15:00 - 23:59 Check...

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$240
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

A charming ground floor 2 bedroom 2 bath Waterfront Condo. THIS PROPERTY MUST BE BOOKED 2 WEEKS PRIORTO ARRIVAL FOR ASSOCIATION APPROVAL Fully furnished with everything you need for a relaxing vacation. Designed with your comfort in mind there is a queen bed in the master bedroom and 2 double beds in...

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Featured review

"247F Maderia Beach Yacht Club"

The condo we stayed in was perfect! Very clean and had everything we could possibly need. Only comment is maybe there could be more info on how to use the remotes on the TV. We were actually in 247F.

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$252
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 6 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your ultimate getaway awaits in Naples at this fabulous, fully renovated condo. With two bedrooms featuring a king and queen bed (both with memory foam mattress toppers), guests will enjoy a memorable stay in this amenity-rich resort. Complete with high-speed WiFi, 200 cable channels (on two TVs), a brand-new...

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Featured review

"Amazing in so many ways …"

This place is awesome … from the beautiful two bedroom condo (with so many extras), 12 brand new pickle ball courts, beautiful golf courses on site, breathtaking bike trails, activities every evening...

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Estero Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 10 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2200 sq ft Bella Terra Townhome offers the perfect "Resort " type feel with all the amenities Super close at hand and enough space inside to really stretch out. The Townhome is 3 bedroom, 2.5bath, also includes an upstairs media/ den space. You will appreciate the 1-minute walk to all...

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$160
avg per night
Longboat Key House
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 500 yards to Whitney Beach

Key Amenities

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

About this property

Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in the quaint historic village of Longbeach on the northernmost end, is a lovely cottage steps from Sarasota Bay and 2 1/2 blocks from Gulf of Mexico with its own relaxing courtyard surrounded by beautiful lush...

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Featured review

"cozy cottage"

The cottage is in a great location on Longboat Key. It is small but having the outside patio was nice extra space to use. Quick walk and view of the bay, and not a long walk to the beach.

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$158
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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$528
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

My wife and I are recently retired educators. We ARE NOT multiple rental property owners. We own this one condo and are snowbirds from Pennsylvania. Our place is newly remodeled floor to ceiling! The Oasis complex is a prime location in close proximity to downtown Sarasota, Siesta Village, & nationally...

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Featured review

"2nd time renting…fabulous!"

This is the 2nd time we were renting this condo and couldn’t be more happier. We stayed this time for 3 months ( November through January 2026). We enjoyed the Christmas parade in December, downtown Sarasota...

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$90
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Available to pet free and non-smoking households. 30-day min off-season, 75-90 day minimum high season. --------- Relax in this cozy 2 bedroom / 2 bathroom private bungalow home with coastal decor throughout. Furnished with two queen sized bedroom sets and leather seating in living areas. The dining...

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$111
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

This luxury community has a cosmopolitan atmosphere amid lush natural surroundings ,with a luxurious pool adjacent to the clubhouse . set in Naples Florida, The Reserve is just minutes from the beautiful beaches, and a short drive to highly desirable Fifth Avenue shopping districtEnjoy the Florida...

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$130
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.5 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

As soon as you arrive at Princeton Place in the Vanderbilt neighborhood of North Naples, you know you are at home. Beautiful, lush landscaping, lawns, pool, pond, and boat docks adorn this property. In addition, you will have access to the optional membership at the Tarpon Cove Yacht and Racquet Club....

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Featured review

"Just perfect"

Location was excellent and the condo was great. Everything was as advertised and then some. Chip, the owner, was very nice and responded very quickly to all questions and requests we had. Quiet area with...

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$240
avg per night
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

If you are looking for an amazing vacation house with good location, close to amusement parks and a lot of recreational options, Villa Hidden Pearl is for you!Affordable Luxury for your vacation in Cape Coral!You can enjoy this wonderful home in South West Florida for a great price.Don`t...

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$341
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

The house is a bright, newer construction (in 2011) 3 bedroom , 2 1/2 bath home near the Siesta Beaches. This property is nestled in a quiet community a 15 minute walk from the white sands of Siesta Key's Crescent Beach and 3 blocks from the shops, restaurants and boat rentals of Stickney Point Bridge...

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Featured review

"Home away from home"

Our family has enjoyed this property several times. It is welcoming for many reasons from cleanliness, comfortable bedding and great room furniture to offering any cookware desired for preparing your favorite...

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$235
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 6 miles to Naples beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lely golf estate condo, second floor Unit Big Lanai with a beautiful view to the pool. 1 covered parking spot Masterbedroom with tv , bathroom and walkin closet Nice and quiet neighborhood

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Featured review

"Perfect location"

Perfect location between Naples and Marco Island! Easy drive to all the popular spots. The condo felt like home, very comfortable! The pool was awesome and only a few steps away! I would highly recommend...

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$120
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Siesta beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your Sarasota adventure begins at this completely remodeled 2 bedroom / 2 bathroom condo. Spacious and serene in a park like setting. Centrally located only 6.5 miles from world famous Siesta Key beach. With a king bed and a twin trundle day bed guest will find comfort and relaxation in this quaint...

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$105
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please do NOT call but send an email instead!!!Prestigous Rose Garden area One of the best neighborhoods in town Walk to the restaurants and shops of Tarpon Point Marina Minutes from Rotary Park Great room featuring high ceilings and windows Spacious covered lanai Heated private pool Backyard...

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Featured review

"Winter time in Florida"

Winter time in Florida Renting this house was the best decision to spend a month in Florida during the winter. The house had everything we needed and everything worked perfectly. The house is well-maintained...

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$274
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.