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(3594 rentals)
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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$268
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
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

This rarely available first-floor walk-up offers true ground-level convenience and a beautifully updated interior, featuring a brand-new kitchen with RO water, quartz countertops, quality furnishings, and walk-in showers in both baths. The spacious open floor plan creates an inviting setting for comfortable...

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$167
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

BRIGHT 2 BEDROOM, 2 BATHROOM CONDO ON THE GROUND FLOOR WITH WALKOUT PATIO. THE ENCLAVE AT NAPLES IS LOCATED 10 MINUTES FROM BEAUTIFUL DOWNTOWN NAPLES, 5TH AVENUE, WHITE SAND BEACHES, PLENTY OF SHOPPING, DINING, GOLFING, FISHING AND BOATING CLOSE BY. RESORT STYLE POOL AREA WITH GYM, BILLIARDS ROOM, RACQUETBALL,...

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$97
avg per night
Siesta Key Villa
Sleeps 3, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Enjoy spectacular views of the Gulf from all levels of this freshly remodeled, coastal contemporary townhouse featuring a master Bedroom with a den and luxurious bathrooms. The beach is just a block from Siesta Village offering restaurants, shopping and nightlife. This three-story unit features a convenient...

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$575
avg per night

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Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Relax with the whole family and enjoy the island life at our centrally located home !Enjoy our recently updated 3 bedroom,, 2 bath vacation home. It boasts a beautiful HEATED , salt water in-ground pool on an oversized patio. Close to shopping and restaurants! Our house is located on a quiet...

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Featured review

"Central location, great home, beautiful beaches."

Stayed here two years in a row and enjoyed the location close to restaurants and beaches. Go to the farmers market if you can and find lots of delicious things! This home is in a great neighborhood and...

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$333
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Creciente has 3 gorgeous buildings ON FORT MYERS BEACH on Estero Island. We are located across the street (on the beach) from the newly renovated Santini Mall that has beach shopping and several great restaurants with both formal and informal options. We have arguably the BEST POOL ON ESTERO ISLAND.!...

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Featured review

"Location and Ambience is Hard to Beat"

Mark, we thoroughly enjoyed our stay at your condo in Fort Meyers Beach. We appreciated the lovely furnishings and the comfort they provided. It was great to walk out of the back gate and get to the beach...

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$259
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This luxurious fully renovated 2nd floor 2-bedroom lakefront coach home condo with cathedral ceilings and attached garage, is perfect for your escape to Naples. With 2 queen beds, 2 bathrooms, and amenities that include high speed internet and WiFi, large screen TV, gourmet kitchen with coffee station,...

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$203
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Glamorous first floor (3) bedroom unit in a private gated community. Attached garage, pool and pickleball courts. Wide open floor plan with neutral decor. Best location on the Island walk to the beach, restaurants and shopping ! Not available Jan, Feb, March 2026

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$167
avg per night
Tierra Verde Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Wander Residences at Tierra Verde, your ultimate waterfront escape! Located on the picturesque shores of Tampa Bay, this charming 2-bedroom, 2-bathroom condo offers an idyllic retreat for up to 4 guests.Start your day with a cup of coffee on your private balcony while watching the sun rise...

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$201
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This updated beachfront condo features two new full bathrooms with walk-in showers, a modern kitchen with new appliances, fresh flooring, and brand-new beds and furniture. Enjoy the convenience of ceiling fans and three new smart TVs. The condo offers an outstanding view from its two bedrooms and two...

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$468
avg per night
Fort Myers Townhome
Sleeps 7, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A beautiful townhome on a lake filled with water birds. A huge master suite with 2 walk-in closets and 2 other pretty bedrooms with their private bath. A laundry room upstairs and a large upstairs area for exercising or reading. There is a garage and parking for another car in the driveway Sail Harbour...

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Featured review

"Wonderful owner!"

I would like to share with you what a wonderful owner Pat is to work with! Highly recommend her unit!

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$138
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 2 Bedrooms, 2.0 Baths, (Sleeps 4) The beautiful Gulf Coast beaches are open, and Boardwalk Caper has re-opened and ready for occupancy. The new pool, patio and grill area, fitness center, community room and the beautiful new waterfront boardwalk are completed and ready for your enjoyment. The...

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$207
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities ​​​​​​​Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen...

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$365
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...

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$211
avg per night
Englewood Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tamarind Gulf & Bay Condominiums – Direct Gulf-Front Beauty!2 Bed + Loft | 2.5 Bath | Gulf Views | Beach to Bay Living Welcome to your slice of paradise at Tamarind Gulf & Bay, Manasota Key's premier beach-to-bay condominium complex. This direct Gulf-front 2-bedroom + loft, 2.5-bathroom...

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$310
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 3.5 Baths, (Sleeps 6) Come back to Southwest Florida - the area beaches are open for your enjoyment!Floridians love their outdoor living spaces - and once you see this vacation home, you'll understand! Enjoy days lounging by your own private, heated pool; grill your meals and...

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$297
avg per night
Estero Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful condo in a gated community with everything you might need for a perfect winter gateway.Designated parking spot 2 bedrooms 2 bathrooms Cute lanai for morning coffee Resort style pool with complete gym and amenities 10 mins from Coconut Point \ 30 mins from 5e avenue in Naples

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$115
avg per night
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Villa KELIASGAR – Lakefront Living on Cape Coral’s coveted Eight Lakes Set on shimmering open water in one of the city’s most prestigious neighborhoods, Villa KELIASGAR weaves together spectacular views, access to the Gulf and every comfort you expect from a modern Florida retreat.Accommodation 3 ,311 sq ft...

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$611
avg per night
Rotonda West Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
5 reviews

Distance to beach: 12 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A superb 4-bedroom villa with a fabulous pool and heated spa overlooking the lake and golf course. The area of Rotonda West is a deed-restricted community where quiet streets and well-maintained properties are at its heart. This villa is positioned across a double lot giving a feeling of space and privacy...

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Featured review

"In a word - Spectacular!!!!"

Andy is an awesome host, the property management people are wonderful!!! Any requests were dealt with immediately.. Really beautiful villa for a spectacular family holiday.. Gorgeous heated pool and...

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$294
avg per night
Fort Myers Beach Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

The Island Hideaway Properties are now available for booking.Coconut Suite is two bedroom one bathroom (shares balcony with Orchid) Orchid Suite is a two bedroom one bathroom Royal Palm is a two bedroom one bathroom on the ground floor Palm Jr is a one bedroom one bathroom on the ground floor....

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Featured review

"Cute little place"

My husband, myself & our two small children stayed at Island Hideaway. Rhonda & Phillip were wonderful to work with & very accommodating. The place we stayed in was clean & had everything we needed. I also...

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$400
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

30 day stays make this condo community wonderfully quiet and special. The view overlooks the big pool and the Bay. Bring your swimsuit, we are a short distance to AMI's famous white sand beaches, umbrella, beach canopy, cooler, beach towels, and chairs make for a perfect beach day and sunset and...

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$221
avg per night
Punta Gorda Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Pool
  • Rentals by owner

About this property

Available from December 15 to April 15 - 2 Bedrooms and 2 Bathrooms!All Appliances Included, Fully Furnished, In-Unit Laundry, Parking at Front Door, Front and Rear Balcony – Water ViewLocated at 3310 Loveland Blvd. in beautiful Port Charlotte, Florida,Lakes Edge condominium development...

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Featured review

"Seasonal Rental"

Great place to spend your winter! Very well maintained and equipped with everything you could want or need. It is close to restaurants, shopping and they have a very nice pool. Owners very accommodating...

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$108
avg per night
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sandy beaches. This charming property offers all the conveniences you desire for a perfect island stay and is within walking distance to delightful shopping and dining options.KEY FEATURES -...

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$231
avg per night
Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

LOVE GOLF, PICKLEBALL, AND TENNIS? Then this stunning single-family home is your dream vacation destination in paradise!Featuring 2 bedrooms plus a den, 2.5 baths, and a highly desirable golf membership transfer, this home is perfectly located at the front of the community close to all the incredible...

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$235
avg per night
Venice Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Still Available October-December 2025 and Jan, May-December 2026! Contact for more info! Discount for multiple months. This is a truly fantastic condominium located in the new Wellen Park Golf & Country Club in Venice. Situated on the first floor, it features two bedrooms and two full bathrooms....

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$205
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautifully furnished 2 bedroom 2 bath lake front condo located in the gated West Lake Gardens of St Andrews Park at the Plantation Golf Community is your winter home away from home. One car garage. Beautiful, light and airy home. Community pool for you to lounge around when you are not at the beach....

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$166
avg per night
Port Charlotte House
Sleeps 7, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

Exquisite 3-bedroom, 3-bath waterfront private pool home in South Gulf Cove built in 2022 which sleeps 7 comfortably. Only 15 minutes from the gorgeous sandy beaches of Boca Grande, Englewood, Manasota Key - adventures are boundless! Rotonda Golf & Country Club (10 minutes from SGC) - 5 Golf Courses...

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Featured review

"Wonderful Waterfront Getaway with Every Amenity!"

Our stay at this beautiful home in South Gulf Cove was absolutely wonderful from start to finish. This tastefully decorated home struck the perfect balance between comfort and style, with thoughtful design...

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$343
avg per night
New
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Beach views from kitchen through living room and master bedroom, 3 bedroom, 2 bathroom condo on beautiful Longboat Key. Second floor unit in 3 floor complex, easy access within complex and beach, walking distance to great dining. Complex complete with pool, beach chairs, barbeque grill and tennis / pickleball...

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$275
avg per night
Clearwater Beach Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a Premium 2 Bedroom 2 Bath Unit located in Villas of Clearwater Beach with a view of Gulf of Mexico and Clearwater Beach.(King, 2 Queens - 1,260 sq. ft.)Open and spacious 2 bedroom/2 bath unit ready to accommodate your tropical get away or stay-cation! Enjoy the comforts of home right...

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$469
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Vanderbilt Beach

Key Amenities

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

About this property

Fully furnished with all necessary amenities, 2nd floor, 2 bedrooms - main bedroom has a queen bed, 2nd bedroom has 2 twin bed, 2 full baths, 1 car garage plus additional parking spot. Lanai with a great fountain view, perfect for your morning coffee or just to relax and read a book. Gated community...

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$101
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new and first time offering of this 1st floor (no steps) corner Veranda Condo, which is the largest available in the gated community of Wellen Park and Country Club. With a total of 1886 sf. Includes front and back lanai, all new furnishings throughout, fully appointed kitchen including dishes,...

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Featured review

"Venice Florida Trip"

Great location - golf course, beach, shopping, entertainment, restaurants! The unit was virtually brand new with all the conveniences of home. Really enjoyed the Venice area! I will definitely plan on...

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Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Relax, Recharge, and Revel in Sunshine Welcome to your perfect Florida retreat! This peaceful and centrally-located Cape Coral vacation home offers a private saltwater heated pool, spacious living areas, and all the comforts of a 4-bedroom, 2-bath oasis. Whether you're soaking up the sun poolside,...

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Featured review

"Great location"

We enjoyed our stay here, very comfortable and clean. The patio area is so comfortable and outdoor tv is a plus for enjoying the evening outside. Has basic stuff for your stay. Communication between owner...

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$290
avg per night
Siesta Key Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This lovely penthouse condo is in one of Siesta Key's luxurious complexes. The Crescent offers luxury living at its finest. Bask in the spectacular view of the world famous Crescent beach on Siesta Key from this 3 bedroom/3 bath beachfront condominium with open-air balcony, living room, kitchen and...

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$906
avg per night
Marco Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

**WEEKLY RENTAL** Discover paradise at our newly renovated 2-bedroom, 2-bathroom Seaview condo, ideally situated across the street from the South Beach entrance on Marco Island. This tastefully upgraded retreat offers a blend of classic charm and contemporary amenities, perfect for your coastal getaway....

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$331
avg per night
Rotonda West Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Englewood & Boca Grand

Key Amenities

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

About this property

Rental license # DWE1802645. To verify call Florida's Department of Business and Professional Regulations. Welcome to our new rental at the sought after Waterside condominiums! This lovely 3-bedroom, 2-full bath second-floor condo is surrounded by the splendor of nature. Waterside is a gated...

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Featured review

"Perfect getaway stay!"

My girlfriend and I have stayed here multiples times over the past few years and there's a reason we keep coming back! It's the perfect getaway for us when we want to go somewhere warm during the cold winter...

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$184
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This family owned and managed second floor property is located in the quiet Naples Keep community within the highly sought Palm River Estates. Amazing location. It's a very livable, quiet, clean, and comfortable condo with new living room furniture, television, and split king bed (with power adjustable...

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Featured review

"Beautiful area & nice condo"

We rented this condo in feb & March 2022. It was very nice w/ everything we needed. Loved the pool & met very nice people in complex area. Susan & Bruce were so accommodating. Always available & so honest...

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$149
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Our CLEAN, no -smoking 3 bedroom, 2 bath fully furnished house with a heated pool is ideally located !! Walk to the beach via the Public Beach Access by the Marriott Crystal Shores, only a quick one block away.“The Marco Walk Plaza” is also one block away, with its many restaurants, "dinner...

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$340
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CANAL POOL HOME WITH SOUTH EXPOSURE Fresh, clean, straight lines in the decorating sense, open floor plan, fantastic furnishings, bright, lots of daylight, tasteful, comfortable, amazing,...are all words that fit the description of this beautiful home, 4 bedrooms, 2 bathrooms, formal dining, little nook...

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Featured review

"Great"

Very nice and clean not far from anything, would go back again. Quick and easy check-in. Lots of space.

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$1,745
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Manasota Keys

Key Amenities

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

About this property

Your Dream Florida Getaway Awaits!Step into this fresh, modern 3-bedroom condo at Heritage Landing Golf Club Resort – luxury, fun, and relaxation all in one!* 2 Bedrooms + flexible den with pull out couch, with computer workspace* Gourmet kitchen & spacious area for cooking, relaxing,...

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Featured review

"Luxury Condo"

Luyury condo perfectly located with a view on a lake. Very collaborative owner who answer your questions quickly. Jacques Vachon

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$229
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and enjoy this private retreat in the wonderful and friendly gated community of Tarpon Cove (Martinique Condo). This 1400 square foot condo is an end unit with three bedrooms and two bathrooms on the first floor with lake and preserve views. In the complex itself, there are three pools, a Jacuzzi...

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Featured review

"Tarpon Cove"

Place was awesome ! Hosts were excellent. Loved it. Great location for biking. Ground floor was easy. Bonita Springs and Naples have so much to do.

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$179
avg per night
Palm Harbor Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Honeymoon Island State Park

Key Amenities

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

About this property

HARD TO FIND!! First floor Golf Course view in the conveniently located in the private Prestwick Lodge. Relax on your spacious patio and watch the golfers approach the green on Osprey North #2. This condo floor plan has 2 -3 Bedroom, 2 Bath and a Den with pull out sofa. Formal dining room and living...

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Featured review

"Great space"

This is our second stay at Patti’s condo. Large place, loved the walkout to hole 2. Had a hiccup with the bathroom but Patti was quick to address. Would come back again.

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$107
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Manatee Public Beach

Key Amenities

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

About this property

Nestled in a peaceful neighborhood, this soothing house offers the perfect escape for guests seeking tranquility. Totally renovated 3 bedroom, 2 bath interior is bright and spacious. Quick access to Anna Maria Island beaches, IMG, walking trails, parks, shopping & restaurants! Bring the whole family...

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$300
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals .com.Welcome to Canal Dreams! This stunning 3-bedroom, 2-bath pool home is located right on the canal! With an expansive backyard and access to a boat dock, this is the perfect home for weekend getaways, fishing trips, family celebrations,...

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Featured review

"Great location for our family to stay."

Plenty of room for 6 adults. We have family nearby that we celebrated Thanksgiving with & this house was an easy drive to their house. It was very clean & was well-stocked with kitchen utensils & more than...

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$194
avg per night
Clearwater Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Available JDecembeer 15 t for 6 to 12 month lease! 6 Months is $4500 12 Months is $7000.00 and the high season December to April is $7500 The private gated Harbour Light Towers on the world-famous Clearwater Beach. This 7th floor condo is a corner unit with spectacular beach, harbor and city views. If...

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$233
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to this charming 3-bedroom house on Siesta Key, offering a private pool and a 2-car garage just a short distance from the beach. Enjoy amenities like a fully-equipped kitchen and a charcoal grill, which is perfect for family gatherings. With multiple TVs and high-speed internet, relaxation is guaranteed....

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$360
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Enjoy breathtaking views of the Rotonda Canal w/ over 80' of private waterfront while sitting by the pool. As you step inside this home, you are greeted with a light and bright welcoming feeling. The beautiful front bay window fills the room with tranquil light. The modern kitchen provides ample...

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Featured review

"Wonderful house, excellent place to escape an Ohio winter"

Beautiful home, minutes away from Manasota, Englewood and Middle beaches. Relaxing heated pool, stocked kitchen, comfy beds, plenty of closet space and in a quiet neighborhood. The owner was very kind and...

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$217
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 400 yards to Marco South Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the Last Paradise……. Relax, Refresh, Rejuvenate at this small, 38 unit condo complex with many amenities directly across the street from south Marco beach…first floor comfortable unit with lanais, pool, and tennis court. Off street parking, quiet end unit with privacy....

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Featured review

"Perfect location- Great stay!"

We stayed here in April and the condo is tastefully decorated; warm and inviting. Location is prime with the beach a few steps out the front and the pool out the back. We loved the first floor location...

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$259
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • WiFi

About this property

RENTAL INCLUDES: FREE bundled golf (only $30 golfcart rental). Pickleball and tennis fully open. Fitness center, outdoor bar/grille and pools/cabana under construction. Landlord pays 12% Florida hotel tax which makes this a fabulous vacation bargain! We are already booking up solid for 2025 season! Stunning...

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$367
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Ours is a beautiful water front apartment with all the amenities desired for a long stay. Aside from the spectacular view of the Gulf where dolphins are often seen frolicking in front of you own balcony, the apartment has a newly renovated kitchen and bathrooms, internet and cable access, as well as,...

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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.