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Florida Gulf Coast Vacation Rentals

(3918 rentals)
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Create unforgettable memories at “Crescent Palms”. This *perfect island house* has been fully renovated in 2025. Crescent Palms is centrally located, just north of Pine Avenue in Anna Maria. This home is steps away from the gorgeous white sandy beaches of Bayfront Park, having captivating...

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Featured review

"Peaceful and relaxing family trip"

We were looking for a quiet spot for the family and hit the bullseye at Max and Denise's place on Northern Anna Maria island. Centrally located, 3 blocks either way, between the Gulf of Mexico or Tampa...

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$424
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can...

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Featured review

"Awesome beach!"

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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$330
avg per night
New
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 38 miles to Fort Myers Beach

Key Amenities

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

About this property

Enjoy your Florida stay in our new (2025 built), beautifully furnished 2-bedroom, 2-bath Birkdale condo in the new Webbs Reserve golf community at Babcock Ranch.Located on the third floor with elevator access, the condo features a private screened lanai overlooking the 10th fairway — the perfect...

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$144
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lease this luxury Birkdale, 2-bedroom, and 2-bathroom, of the Terrace Condominiums; located at the beautiful secured and gated Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in Punta Gorda, Florida. Current amenities are an 18-hole golf course, high end gym, yoga room,...

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$122
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 3 miles to Park Shore Beach, Lowdermilk Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

JUST REDUCED by $1,000/month in-season!! Fabulous location, 20 minutes walk or 5 minutes drive to Moorings or Park Shore Beach at $8,000/month in season. This 3 bedroom plus office, 3.5 bath Turnkey-Furnished home with over 2,200 square feet of living space and 2 car garage is a perfect place to call...

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$225
avg per night

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Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book The Cranes Nest: - Prime Holmes Beach Location on Anna Maria Island - 3 Bedrooms · 3 Bathrooms · 3 Stories - Community Pool Access (Heated Nov–April) - Bikes, Beach Gear & Golf Cart Rental Available - Dog Friendly! (2 Max & Additional Fees Apply) -...

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$310
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kai Blue is located in Holmes Beach, just steps from the beautiful AMI beaches. This 4 bedroom/2.5 bathroom with an elevator also has a private backyard with a pool. Kai Blue gives you the dreamy coastal vibe and it's close to restaurants, Island stores and right next to the free trolley stop.Pull...

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$347
avg per night
Indian Rocks Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
4 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

"A Month in the Tranquil Turtle"

We enjoyed the time we spent on Indian Rocks Beach in March of 2026. The condo was as described and more. There was plenty of space with a large living space and two bedrooms and two baths. It was well...

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$123
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Welcome to Your Southwest Florida Retreat Discover the perfect balance of serenity and style at our 1,850 sq. ft. villa — your private oasis in sunny Cape Coral.Tucked away in a quiet, family-friendly neighborhood, this beautifully maintained home offers the ultimate space to relax, recharge,...

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Featured review

"Lovely stay"

We had an amazing stay at this beautiful Cape Coral home! The house has 4 spacious bedrooms and it was perfect for our family.The backyard is lush and serene, we really enjoyed relaxing (as much as...

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$281
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Soak in the Cape Coral Lifestyle in This Eastern Exposure Heated Pool HomeWelcome to your private Southwest Florida retreat, where sunny mornings, warm breezes, and effortless indoor-outdoor living come together. Perfectly located in one of Cape Coral's most desirable areas, this home places...

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$160
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Enjoy resort style amenities in newly constructed 2nd floor condo. Master bedroom with king bed, TV, walk-in closet and and own bathroom with 2 sinks. Second bedroom has queen bed, large closet, TV and bathroom across hall. This open concept, newly furnished resort style rental has a front airy Lenai...

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$106
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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$116
avg per night
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 2027….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...

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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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$120
avg per night
Anna Maria Island House
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Castaway Cove, your relaxing home base on Anna Maria Island. Just steps from the beach and packed with everything you need for a stress-free stay, this cozy retreat is perfect for couples, families, or small groups looking to soak up the island vibe.The Space: - Just across the street...

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$156
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
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to Lovers Key Beach Club, with nine condos to choose from. Enjoy a private beach getaway with ocean views, and watch the sunrise and sunset right from your balcony. Each condo comfortably sleeps four, with a king bed and a pull-out couch, and kitchens equipped for cooking. Linens, towels, and...

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$209
avg per night
New
Siesta Key Villa
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to the perfect beachside retreat at our charming and spacious two-bedroom condo on beautiful Siesta Key. Just steps from the world-renowned white sands of Siesta Beach, this inviting getaway is ideal for families, couples, or friends looking to relax in comfort and style. The condo features two...

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$161
avg per night
Fort Myers Condo
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Beautiful Renovated spacious 2nd floor unit! The condo offers a 1 Queen size bed, 1 Queen size pullout sofa, and a well equipped kitchen. It offers cable tv, and super fast WIFI. Enjoy the evenings on the lanai watching the amazing Florida sunsets. The Residence has everything you need when it comes to...

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Featured review

"Fantastic rental"

We had everything we needed . Enjoyed our stay and it was very well furnished. Checking in was easy and knowing that it was gated made us feel very secure. Both indoor and outdoor parking made it easy to...

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$100
avg per night
Clearwater Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 8 miles to Clearwater Beach

Key Amenities

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

About this property

*30 day minimum rental per condo association* 90 day minimum stay during winter. Relax in this beautiful gated community. Watch dolphins from your private balcony. Spacious one bedroom condo on the second floor (no elevator) with a fully equipped kitchen with granite countertops. Enjoy two living areas,...

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$103
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...

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$307
avg per night
Largo House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

About this spaceEscape to this coastal paradise with heated salt water pool & spa, perfect for winter getaways. Minutes to Indian Rocks Beach. Features fire pit, smart home amenities and Outdoor gas barbecue. Ideal for families & extended stays. Pet-friendly. Snow-bird friendlyThe space Three...

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Featured review

"JC"

Una descripción larga es un texto detallado y extenso que acompaña a una imagen compleja o información que no puede ser transmitida adecuadamente solo por el texto alternativo (ALT), proporcionando toda...

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$344
avg per night
Anna Maria Island Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to beautiful Anna Maria Island and enjoy the perfect Florida Gulf Coast vacation at this charming 2-bedroom, 2-bath beach cottage just steps from Bradenton Beach. Located in the sought-after Anna Maria Beach Cottages community, this updated vacation rental combines classic Old Florida charm with...

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$450
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your Villa Aha MomentAha Moment is a cozy three bedroom and 2 full bathroom vacation villa situated in the highly desirable SW Cape Coral. Centrally located and in walking distance to restaurants and shopping. If you enjoy tranquility but being in the center of great amenities you have...

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Featured review

"Book here...you won't be disappointed"

Seven of us and we all were pleased with the house and location. So much privacy when outside and great having the boat dock and marina close. Roelens Vac Rentals was great to work with. Will definitely...

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$157
avg per night
Sarasota Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

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

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Featured review

"Convenient and comfortable"

I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...

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$143
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story balcony with unmatched up-close views of the ocean. Whether it's swimming in the shared heated pool or lying on the beautiful beach, there's no shortage of conveniences....

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$272
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to BluewaterBluewater is a modern designed tour-bedroom four full bathroom luxury Villa with amazing amenities, modern upgrades on an unique southern facing lot with gulf access canal. Bluewater is situated in the highly desirable SW Cape. Walking distance to Surfside Shops, close to many...

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Featured review

"Exceptional"

We have rented this house twice now . From the moment you walk in it's breathtaking. Everything is pristine and clean. I'm in love with this house.

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$342
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Step into this beautifully renovated coastal condo, where everything is brand new from floor to ceiling. Designed with comfort and style in mind, the home features two inviting bedrooms and two full bathrooms. The primary suite offers a luxurious king bed and a private ensuite, while the second bedroom...

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$167
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Villa Stella, your ultimate peaceful sanctuary where tranquility meets luxury!This splendid 3300-square-foot retreat awaits you beside a serene lake, promising an unforgettable escape from the hustle and bustle of everyday life. As you step inside, natural light floods through the elegant...

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$215
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Bradenton Beach Club #246 “The Sea Grape”! Here is a wonderful opportunity to enjoy an updated condominium featuring 3 bedrooms and 2 full baths. Bradenton Beach Club is a great Beach to Bay complex offering many amenities such as private beach access and a boardwalk that takes...

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Featured review

"Family vacation"

Lovely condo-excellent location! Had everything we needed! Close to beach; pool was great. Condo clean and stocked with all essentials.

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$293
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sail Harbour is a gated community just a few miles from Sanibel and Fort Myers Beach and Bunche beach. This fun Townhome is right across the street from the beautiful pool. A large master bedroom has a king bed and a twin bed and two large walk in closets. It also has a large soaking tub with a separate...

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Featured review

"NICELY DECORATED AND CLEAN TOWNHOME"

We enjoyed our stay at this clean, well decorated home. The owner, Patricia, was pleasant and attentive to anything we would have needed. Fortunately, she had EVERYTHING anybody would need already in the...

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$83
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Island Time​​​​​​​Island Time is a gorgeous, rental home situated in SE Cape Coral with Gulf Access. It is a quick drive to the Caloosahatchee River, twenty minutes to Matlacha, thirty minutes to Fort Myers Beach. Guests can enjoy all that SW Florida has to offer from the...

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$173
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Location, Location, LocationStaying near the Holmes Beach public beach means you get the best of the island without the hassle:Easy, stress-free beach access (no long walks or parking) Nearby public amenities like restrooms, showers & lifeguards Walk to restaurants, cafes & beach...

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$800
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Experience the best of the Florida lifestyle in the desirable gated waterfront community of Emerald Pointe, conveniently located just minutes from historic Downtown Punta Gorda, Fishermen’s Village, waterfront parks, dining, shopping, and entertainment. This inviting first-floor, 2-bedroom, 1-bath...

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$93
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Newly remodeled kitchen with stainless appliances. Freshly painted throughout and casual furnishings for your family to enjoy. First floor for quick access to the beach from your lanai door. New drapes at the sliding doors separating the living room and lanai. Renovated master bath and guest bath. The...

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$259
avg per night
Naples House
Sleeps 10, 5 bedrooms, 5 bathrooms

About this property

This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area...

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$1,367
avg per night
New
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Palm Trees & Manatees special: Canal Front with dock in Anna Maria Heated saltwater pool with sun shelf Grill and outdoor dining area Outdoor shower Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach umbrella Parking for 3 vehiclesPalm...

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$360
avg per night
Fort Myers Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom

Key Amenities

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

About this property

Newly renovated studio condo on the 5th floor of Estero Beach and Tennis club. Fully updated kitchen featuring new appliances, dishwasher and coffee bar.Estero Beach and Tennis Club on Estero blvd, steps from the beach. The condo development features a pool, new tennis courts and on site laundry.

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$201
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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$324
avg per night
New
Siesta Key Villa
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy a relaxing stay at this simple yet cozy 2-bedroom, 1.5-bathroom villa located just minutes from the beach. Perfect for families, couples, or small groups, this comfortable space offers everything you need for a stress-free getaway. The primary bedroom features a comfortable king-size bed, while...

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$243
avg per night
Bradenton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Completely updated golf front condo with club privileges. Top floor unit, great view and all the best country club features. Great golf course, multiple pools, tennis, pickle ball, bocce ball. Formal restaurant, casual bar and grill, poolside snack bar and lots of outdoor casual seating.

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$150
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Unwind in this coastal-style home featuring a private climate controlled (heated and cooled) pool and serene backyard oasis. Just a 5-minute drive to the beach, this relaxing escape offers comfortable home with coastal decor, outdoor lounging, and everything you need for the perfect seaside getaway. Perfect...

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$180
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book Sunshine Rays: • Private pool + spa (heated upon request for additional fee) • Fully fenced backyard — pet friendly (fee applies) • Spacious 3BR home with 2 living areas • Peaceful pond views from backyard • Minutes to Anna Maria Island beaches •...

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$204
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 feet to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Located on Vanderbilt Bay at $4,000/week, this lovely 4th floor condo just 500 steps to the beach appears surreal as its charm and elegance inspire you for costal life-on-the-bay! Splashed in the vivid palette of calming colors, renovations come together to deliver a tranquil and welcoming sense steeped...

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$382
avg per night
St. Petersburg Condo
Sleeps 2, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

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

About this property

A Beautiful condo located in the Bahia Del Mar section of Isla Del Sol. View a glimpse of the Boca Ciega Bay from the balcony, where palm trees sway. The location is a perfect, calm, serene area with a lovely salt water heated pool and hot tub. Watch dolphins frolic in the Boca Ciega Bay while you sip...

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Featured review

"Film crew on location"

I recently worked on a Hallmark movie in st pertersburg Florida. I was the production supervisor and responsible for housing 20 cast and crew. Angie at Sandy Beach Vacation Rentals was my agent. We rented...

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$145
avg per night
Last Minute Deal
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Tranquil home with solar-heated pool, games, & open indoor-outdoor living spaceWelcome to your dream vacation retreat in beautiful Cape Coral, Florida! This stunning home offers the perfect blend of relaxation, entertainment, and convenience, making it the ultimate escape for families, couples,...

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Featured review

"Greatest vacation rental"

We spent an awesome month at this extraordinary beautiful home. We’ve rented homes in different areas of Florida for years but never have we been so pleased as we were when we arrived. First of all dealing...

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$187
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Bonita Beach

Key Amenities

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

About this property

Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Sterling oaks offers resort style pool with a tiki bar that has wonderful food and drinks. The club house offers dinner every Friday night and pub night on Tuesdays nights. You can also join the many events and leagues we offer during...

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$176
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A few things that make Anna Maria Island Club Unit 29 special: - Beachfront - Bradenton Beach - Community pool - Community elevator - Washer & dryer in unit - Professional Linen Services - Complimentary WiFi - Beach chairs, beach wagon, & beach umbrella - Parking for 1 vehicleWake...

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$229
avg per night
New
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Manatee Harbor special: Canal-front, single family property Dock available for small boat Bean Point Beach - short 6 min walk Enclosed heated pool Outdoor seating & shower Gas grill (propane included) Professional Linen Services Complimentary WiFi Beach chair, beach...

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$283
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
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Kick off your shoes and settle into this bright, beachy condo just steps from the Gulf.Highlights: - Newly Remodeled 2-bedroom, 2-bathroom condo in Runaway Bay - Located on picturesque Bradenton Beach, FL - Open-concept living, dining, and kitchen layout - Private balcony with views of lush tropical...

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$138
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.