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Florida Gulf Coast Vacation Rentals

(3600 rentals)
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Welcome to Casa La Raya, your ultimate vacation villa nestled in the beautiful oasis of Southwest Cape Coral! This stunning 3-bedroom, 2.5-bathroom home embodies the perfect blend of luxury and relaxation, making it the ideal getaway for those seeking to embrace the enchanting Florida lifestyle. With...

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$265
avg per night
Fort Myers Beach House
Sleeps 9, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Special Pricing! 10% off nightly rate December -January 2026Welcome to The Seahorse, a luxury private pool home situated directly across the street from the Gulf of America. This 4-bedroom, 3 1/2 bath accommodates up to 9 people. The open-concept living areas feature stunning decor and many windows...

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$825
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 50 yards to Our own private beach!

Key Amenities

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

About this property

Relax in this privately owned, Old Florida Charm, “coastal themed” ground floor condo located on the Southern Gulf side of Florida. The condo offers views of the Sarasota Bay, a community heated pool, hot tub, boat dock, and a three minute walk to the private beach with turquoise waters on...

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Featured review

"perfect just a total relaxing atmosphere"

The condo was very very clean the amenities were excellent. You can walk to so many great eating places. The people we meet were all so friendly. Will be coming back.

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$389
avg per night
Anna Maria Island Apartment
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to “Barefoot Mermaid 4” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...

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Featured review

"Perfect location."

Perfect 1-bedroom apartment, only a steps away from the beach! Perfect location within walking distance to everything on Pine Street.

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$281
avg per night
Marco Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Renovated turnkey front unit with modern themes and contemporary furnishings and designs. Stunning Gulf views from the Master and Guest bedrooms, covered parking.Updates include new kitchen, new flooring throughout, and new bathrooms. The spacious lanai offers breathtaking ocean views. Easy access...

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$253
avg per night

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Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Alert: Our dock is currently closed and anticipated to re-open by end of this year (2025).NEW! Enjoy a peaceful getaway at Mariner's Pointe, where there is something for everyone in the family to enjoy. This inviting condo, nestled in a small and quiet building, offers a spacious open floor...

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$266
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

As soon as you pull into Tarpon cove, a gated community in the Vanderbilt neighborhood of North Naples, you will know you are home. Lush landscaping, pools, lakes and a natural preserve adorn the property. This 2nd floor Bimini model 3 bed, 2 full bath plus a den with a sofa bed sleeps 8 and contains...

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Featured review

"Great space"

Wonderful rental beautiful spacious and everything we could need. We will be returning. Can’t recommend this enough

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$225
avg per night
New
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Pet friendly
  • WiFi

About this property

Welcome to The Friendly Pelican ??Your sunny Cape Coral escape — perfect for families and group getaways.Highlights- Sleeps 10 | 4 bedrooms | 5 beds | 3 bathrooms- Private pool & hot tub (heated year-round)- Screened lanai with BBQ grill & lounge space- Game room...

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$158
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Majestic Villa in SW Cape Coral 2730 sqftAdditional pictures and information are following

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$243
avg per night
Special Offer
Englewood House
Sleeps 10, 0 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to this lovely spacious house in Englewood in the Grove City District. Fantastic for families, golfers, fishermen and, girls or boys weekend. This adorable property features 4 cozy bedrooms that sleep 2 in each- 3 rooms with king beds and 1 with a queen bed. Enjoy the convenience of 2 bathrooms,...

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$170
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

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

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Featured review

"La Florida"

Beautiful home Clean Fully stocked Quiet neighborhood We enjoyed our stay Would definitely rent again

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$325
avg per night
Port Charlotte House
Sleeps 12, 4 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Port Charlotte Beach Park

Key Amenities

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

About this property

Memories await at "Latitude Adjustment" - our vacation home! This nicely updated, open concept, spacious home offers endless entertainment with year-round heated pool, large lanai equipped to lounge, grill and soak in the day or night... quick Gulf access, private dock with 10K boat lift, kayaks...

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Featured review

"Relaxing"

Latitude Adjustment house is awesome. It is very peaceful and quiet all amenities are Provided as stated.. Caught a 28 inch snook from canal at house.,Wish we could have kept it but they were not in...

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$326
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Villa Enterprise! Our stunning location right on Memory Lake is the perfect spot for a relaxing getaway. With an electric heated pool and spa, as well as a large patio for entertaining or simply soaking up the sunshine, you'll never want to leave. The electric fireplace, equipped for...

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$211
avg per night
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Resort living at it's finest! Fantastic fully furnished condo in gated community on 2nd floor(top floor) with the best golf course views in the community. The condo is a 2 bed, 2 bath with den/office that has two twin beds. Each bedroom has a ceiling fan and smart TV and the Den has a smart TV and...

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Featured review

"Ultimate Getaway"

Birdies and Bourbon in the Heritage Landing gated community was the definition of a terrific getaway. You can close out the rest of world and focus on the things you love to do! Most days we never even...

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$178
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to “Anna Maria Beach House,” your perfect island retreat on beautiful Anna Maria Island.This inviting coastal getaway blends relaxed beach-town charm with bright, comfortable spaces, offering everything you need for an unforgettable stay on AMI.From the moment you arrive, you’ll...

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$524
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience the charm of Cape Coral living in our exquisite 3-bedroom, 2-bathroom vacation rental, complete with a refreshing pool. This inviting home, bathed in natural light, greets you with Florida flair the moment you enter. Enjoy the convenience of being close to top dining and shopping destinations....

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$210
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 200 feet to Marco Beach

Key Amenities

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

About this property

We invite you to share in our little piece of paradise! It’s a snowbirds dream, a couples retreat or perfect family get-away. With 2 full bathrooms, the condo sleeps 4 - Master Bedroom (King sized bed - BRAND NEW - purchased 7/21) and the guest bedroom (2 Twin Beds.) Both the living room and...

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Featured review

"Much needed rest"

The condo I rented was wonderful, clean, comfy. Beds were very comfortable too. Rooms very spacious.The view was fabulous. It was so nice having 1cu of coffee on balcony, over looking the beach.

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$282
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your...

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Featured review

"Tropical Sunset #1"

Location is where it's at! Close to everything, yet on a quiet street. We had a great time celebrating 5 years post cancer! Loved the Island and everyone on it. We didn't want to leave! Loved the way...

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$340
avg per night
Dunedin Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 3 miles to Honeymoon Island

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Stunning Top-Floor Oceanfront Condo with Breathtaking Sunset Views This beautifully furnished 2-bedroom, 2-bath condo is one of the best units in the complex, offering sweeping sunset and waterfront views from your private West-facing balcony and both bedrooms. Located on the top (3rd) floor, this spacious...

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Featured review

"Relaxing oasis overlooking the Gulf"

Charming and friendly condo with outstanding sunset views. Relax on the balcony and watch the dolphins and other marine wildlife. This charming condo is spacious with everything you need for a wonderful...

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$191
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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$364
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 25 miles to Vanderbilt Beach

Key Amenities

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

About this property

Experience The National Golf & Country Club at Ave Maria, SW Florida's new Resort Style Golf Community with 24-hour guarded gatehouse. This spacious 2-bedroom, 2-bathroom (Arbor model) condo is located on the ground floor and looks out on the 15th tee with a beautiful lake view--additional privacy...

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Featured review

"Very nice view of wildlife and golf course."

Ave Maria is a nice small quaint community, The National is a bundled golf community still being built. The condo is very comfortable and in a good location. We enjoyed our stay and the golf course and...

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$182
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Don`t Miss The Virtual Tour! Pool Villa River View is located only steps away from the Caloosahatchee River, Gulf of Mexico and within walking distance to restaurants and shopping. Large solar heated pool and pool deck with lots of room for sun lounges.The fully-renovated pool villa is located in...

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Featured review

"Perfect vacation rental in a great location!"

What a lovely holiday we had in this rental, the location on the canal was perfect, the pool was just lovely to cool off in and we stayed her for 2 weeks and loved every minute.We needed somewhere...

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$206
avg per night
Englewood Condo
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the...

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Featured review

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has...

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$193
avg per night
New
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

3 bedrooms all queens 2 full bath private heated pool & patio* 10 minutes from airport washer/dryer fully stocked kitchen No TV but high speed internetPonderosa Pine | Cozy 3BR Home with Private Seasonal Heated Pool & PatioWelcome to Ponderosa Pine, a charming single-family...

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$247
avg per night
Bradenton Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

‘Seaclusion’ is a two bedrooom/1.5 bath vacation rental with ambiance to spare. Seaclusion is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard...

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Featured review

"Clean second floor, two bedroom condo with most amenities"

Walk to beach, groceries, and restaurants. Quiet neighborhood with no thru traffic. Full kitchen and bathroom: bottled shampoo, conditioner, soap on tub wall. Laundry access in first floor carport.

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$238
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 yards to Naples beach - mile and miles of public beaches

Key Amenities

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

About this property

Luxury gated beachfront community in Naples, Florida Newly remodeled! 3 Bedrooms - 1 King, 1 Queen, 2 Twin XL 2 bathrooms Full kitchen Washer/DryerWestshore at Naples Cay is the finest of Naples Florida rentals. This end unit condo is in beautiful condition with updated furnishings of top quality....

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Featured review

"Beautiful rental"

This condo had everything and more than you could ask for on a rental. The location to the beach was phenomenal. You had of you were both the bay and the gulf and it had all the beach toys you could ever...

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$741
avg per night
Seminole House
Sleeps 10, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

- Private Heated Pool with screened-in Florida Room - 3 Bedrooms / 2 Baths – sleeps families & groups comfortably - 2 King Bedrooms + fun bunk room for kids - Owner’s Suite with rainfall shower & pool access - Open-Concept Living – spacious kitchen & 65” Smart TV -...

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Featured review

"vacay must stay"

awesome time with familyh and friends will come again soon. location was awesome , house was clean and cozy with everything one needs

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$328
avg per night
Crystal River House
Sleeps 12, 6 bedrooms, 3 bathrooms

Key Amenities

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

About this property

We fell in love with this home for different reasons. I love the massive master suite with a slider to the lanai and room for all our kids and grandkids to visit. For him, less practical maybe but "you had me at the palm trees". You walk thru the front doors directly onto a large foyer and a...

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$278
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .Come relax and enjoy this stunning 2 bedroom/2 bathroom, second level, recently...

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$268
avg per night
New Port Richey Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This cozy condo is situated in a golf and tennis community but also about a 10 to 15 minute drive to the beach. The one-floor property has 2 bedrooms and 2 full bathrooms. It is fully furnished and equipped with everything you need to make you feel at home. In addition is an outdoor patio with a grill...

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$80
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Turtle's Getaway! You will be close to everything when you stay at this SALTWATER pool home with over 2200sq ft in the SW Cape Coral. Your family will love your stay here! Located just off Veteran's Parkway & 20th Ave btwn Surfside and Chiquita Blvds, it is close to restaurants,...

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$213
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Just a 2 minute walk across the street to the beautiful beaches of Anna Maria Island. This updated coastal beach condo is all you need for a stay in paradise, so slow down and enjoy the Beach life at 3 on Avenue Sea. Bradenton beach is centrally located just south of Anna Maria and Holmes Beach, just...

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$212
avg per night
Gulfport House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is tucked in one of the town’s friendliest neighborhoods - home to smiling locals who gather and relax at the marina just down the street. Bring your pup along and you’re both...

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Featured review

"Beautifully appointed slice of paradise"

A charming cottage with a bespoke kitchen and beautifully curated furnishings and amenities. A gorgeous private patio and garden complete with a tadpole pond and lovely palms and bougainvillea complete...

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$207
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Tigertail Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

THE VIEW SAYS IT ALL!! Welcome to this nice and comfortable 2nd floor MARCO ISLAND 2/2 in Smokehouse Bay Condos located in beautiful Marco Island, FL. This charming unit offers a comfortable and convenient living experience with its two bedrooms and two full bathrooms. The unit comes fully furnished with...

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$222
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings,...

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Featured review

"Lovely house, great location and wonderful hosts!"

We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to...

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$236
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Distance to beach: 9 miles to Boca Grande, Englewood Beach & Manasota Key

Key Amenities

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

About this property

Fully loaded...includes beach chairs, umbrellas, coolers, beach towels, grill...just bring your clothes, food, drinks and sunscreen!BEAUTIFUL AND CLEAN 2,100 sq. ft. home in Rotonda West INTERNET & CABLE TV MOVIES AND GAMES available HEATED POOL w/built-in pool bench PRIVATE WOODED BACKYARD LANAI...

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Featured review

"Quiet, friendly area!"

Had a great time. Villa was comfortable in a quiet, friendly area. Close to lots of activities such as golf, pickleball, biking, beaches & restaurants. Pool and lanai was inviting and relaxing after activities....

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$219
avg per night
Clearwater Beach Villa
Sleeps 15, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...

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$700
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome to this cool condo in Babcock Ranch. This terrific rental features 2 bedrooms, 2 bathrooms, and a range of convenient amenities like a fitness room, AC, Golf and WiFi. Guests can unwind in the tranquil atmosphere of this property, whether they're lounging in the cozy living space or taking...

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$148
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Three Palms is a unique courtyard style pool home with all of the amenities you would expect from new construction. Courtyard style pool home features 4 bedrooms and 3 baths. Reclaimed heart pine floors throughout. Gourmet kitchen features oversized Island, 48" Sub zero fridge and Wolf 6 burner...

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$1,750
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Slice of Paradise VRC 216 68th St - Holmes Beach - FL - 34217 This stunning custom built and decorated 4 bedroom 5.5 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico. Located in prime Holmes Beach you are with in walking distance to the award winning Beach Bistro...

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$416
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

306 67th Street Unit B Holmes Beach, FL 34217 VRC Caribbean Surf by Beach Retreats Vacation RentalsHolmes Beach, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Private Heated Pool | Pet-FriendlyYour Anna Maria Island Bungalow Retreat Welcome to Caribbean Surf, a bright and inviting...

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Featured review

"Nice Little property!"

The home has recently been redone, very comfortable and accomodating with a nice sitting deck and new pool. We had a short walk to a beach access and the location allowed us to visit the north island area...

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$236
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

Just Beachy – Your Luxury Island Retreat on Anna Maria IslandEscape to Just Beachy, a beautifully appointed 4-bedroom, 5.5-bathroom luxury home just a short walk from the crystal-clear waters ️ and powder-soft sands of Holmes Beach. Thoughtfully designed for comfort, style, and convenience,...

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Featured review

"Great Thanksgiving Vacation!"

We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its...

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$555
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

To Book Directly please visit: /island-nautilusIf you have further questions, please give our office a call and we will do our very best to accommodate you! Beach Retreats Reservations Team:This second floor newly renovated 3-bedroom 2-bathroom condominium is your perfect vacation destination...

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Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The elevator at Bradenton Beach Club is currently not operational due to a licensing issue. For updates, please contact SeaBreeze Vacation at .Beautiful 3 bedrooms/2 baths condo is in the highly sought out Bradenton Beach Club community. It has quality finishes including wood cabinets, solid granite...

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$280
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

210 65th Street Holmes Beach, FL 34216 VRC No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60 days prior Third-party...

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Featured review

"Yearly family vacation"

Location was good with only a short walk to the beach and in a quiet location. House was clean and there was plenty of room for the group. Lots of pool and beach toys for us and the kids. The pool needed...

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$339
avg per night
Anna Maria Island Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

202 81 st Street - Holmes Beach - Fl 34217 VRC Book with confidence: NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 30 days prior to arrival Cancel 60+ days before arrival → Full refund (no...

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Featured review

"Pleased"

We enjoyed our stay. The access to the beach and other amenities was perfect for our family. The rental was very clean and well kept. Most everything you needed for the stay was available. The pool was...

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$308
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

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

About this property

401 42nd Street Holmes Beach, FL 34217 VRCNo cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60 days prior Third-party...

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Featured review

"Paradise Found"

We rented this home for time with our kids and grandkids. It worked great! The rooms were spacious and it was great that every room had a bathroom. We had no issues. The kitchen was well stocked. The backyard...

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$463
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

302 60th Street Holmes Beach, FL 34217 VRC At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish...

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Featured review

"The perfect oasis"

My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy...

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$205
avg per night
Anna Maria Island Townhome
Sleeps 10, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

202 69 th Street - Holmes Beach - FL 34217 VRCBook with confidence: No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking;...

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Featured review

"Lovely stay"

Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were...

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$359
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This is a seasonal rental located off the Rubicon Canal. This unit is on the first floor. The condo offers a screened lanai, including outdoor furniture. It has a community heated pool and barbecue area. French doors lead out to the lanai overlooking the pool and canal. The condo is walking distance to...

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Featured review

"Great location; Spacious"

This condo is in a quiet neighborhood, yet close to all the action of downtown Cape Coral. Everything you need is minutes away. The condo itself is spacious; plenty of space to spread out in, and well-appointed....

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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.