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Florida Gulf Coast Vacation Rentals

(3600 rentals)
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 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
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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Anna Maria Island House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

VRC 107 78th street Holmes Beach 34217To Book Directly please visit: /chasing-wavesIf you are looking for something other than a 7 night stay, please give our office a call and we will do our very best to accommodate you! Beach Retreats Reservations Team:“You are vacationing in...

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Featured review

"Great Location and Clean"

We had a great week in this unit and were pleased with many things it had. I would stay there again without hesitation. A FEW issues though with the unit. A fee of $69 for linens. We rented for 10 days...

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Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Conch-Out Beach House 303 68th St, Holmes Beach, FL 34217 VRC | 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Pet-Friendly Completely Renovated February 2025! Welcome to Conch-Out Beach House, a beautifully renovated one-level bungalow that blends classic Florida charm with modern...

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Featured review

"Beautiful house with a very short walk to the Gulf beach."

This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon...

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$339
avg per night

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

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

This 3 bedroom condo sits close to the Gulf Beaches at Gulf Place Condominium. Sit on the lanai and drink your coffee looking out onto the Gulf.

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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

Surf Side Beach House – Gulf Views Hosted by Beach Retreats Vacation Rentals 6605 Gulf Drive, Holmes Beach, FL 34217 VRC19-00290Welcome to Surf Side Beach House, a stunning custom home located right across the street from the beach! ️ Enjoy beautiful Gulf views and an unbeatable island...

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Featured review

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally...

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$453
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 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 House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Island Escape by Beach Retreats Vacation Rentals 307 65th St, Holmes Beach, FL 34217 VRC Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions....

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Featured review

"Pleasantly surprised"

We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly...

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$463
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 House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Crosswind Cottage312 A 61st Street, Holmes Beach, FL 34217 VRC | 3 Bedrooms | 2.5 Bathrooms | Sleeps 10 | Heated Pool | Game Room | ElevatorWelcome to Crosswind Cottage, a spacious island retreat designed for comfort, fun, and relaxation. With three king bedrooms, a private pool, game room,...

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$287
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 3.5 bathrooms
1 review

Key Amenities

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

About this property

Angel Sea by Beach Retreats Vacation Rentals VRC 4118 5th Ave, Holmes Beach, FL 34217 6 Bedrooms | 3.5 Bathrooms | Sleeps 12 | Elevator | Heated Pool & Hot TubWelcome to Angel Sea—a stunning 6-bedroom, 3.5-bathroom vacation home designed for family gatherings and group getaways on Anna...

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Featured review

"Family vacation"

House was very comfortable. Everything was as advertised. Pool heater was not working when we checked in. They offered us the use of the pool next door. It was very kind and made our trip perfect.

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$411
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Beach House – Luxury 5-Bedroom Retreat with Pool & Jacuzzi403 42nd Street, Holmes Beach, FL 34217 | VRCWelcome to Paradise Beach House, a stunning 5-bedroom + bonus bunk room, 6.5-bathroom luxury retreat just a 5-minute walk from the pristine shores of Holmes Beach ️. Perfect...

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$463
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

114 48th Street Holmes Beach, FL 34217This absolutely gorgeous 4 bedrooms 3 bathroom home is located in the heart of Anna Maria Island in Holmes beach. It is only a short stroll to the beautiful Gulf Beaches. With a 2 car garage an extra-large driveway there is more than enough guest parking. Take...

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$411
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 3.5 bathrooms
1 review

Key Amenities

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

About this property

Emerald Bay 306A Clark Street, Holmes Beach, FL 34217 VRC | 3 Bedrooms | 3.5 Bathrooms | Sleeps 6 | Heated Pool & Spa Welcome to Emerald Bay, a luxury coastal retreat just a 5-minute stroll from the white sand beaches of Anna Maria Island. With three king bedrooms, a private heated pool &...

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Featured review

"Relaxing Getaway"

This was our perfect getaway. The house is beautifully decorated inspired by the blue glistening water and white sandy beaches of Ana Maria Island. The kitchen was fully equipped with everything we needed...

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$308
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Don't miss out on the opportunity to stay steps away from one of the best beaches in Florida. This complex includes Tennis Court, Gazebo, Community Pool, Shuffle Board Court, Sauna, Pool Baths, Private ground level storage room, under building assigned parking, elevator, and garbage shoot. and...

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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 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

VRC 107 78th street Holmes Beach 34217 “You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property”️...

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$184
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
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

411 79th Street Holmes Beach, Fl 34217 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

"Nice Getaway"

We really enjoyed this vacation rental home. Excellent location with close proximity to the beach and restaurants. Also, house located on a quiet street. Amenities were great including the pool and the...

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$308
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Beach Bliss by Beach Retreats Vacation Rentals 320 64th Street, Holmes Beach, FL 34217 3 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub | Walk to Beach | Pet-Friendly Fully Renovated February 2025 Welcome to Beach Bliss, a beautifully updated 3-bedroom, 3-bathroom bungalow just...

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Featured review

"Girls weekend"

Outside patio was perfect! The pool and hot tub were great. Living room area was small but comfortable.

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$256
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
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Premium lake front & located on a QUAD. This impeccably maintained Santa Monica floor plan features 2 bedrooms, 3 bathrooms, dramatic volume ceilings, tastefully selected upgrades and a spacious lanai. Tile throughout lower levels. 2 brand new bathrooms updated in 2024. Built in 2015 & steps...

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$147
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
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautifully furnished 3 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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$147
avg per night
New
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy this turnkey newly renovated 2 bedroom 2 bathroom DREAM vacation condo around the corner from famous 5TH Avenue (full of nightlife, shops, and restaurants) and next to the beach and the bay. This condo offers resort-style amenities including a pool, BBQ area, waterfront dining, covered carport,...

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$250
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NORTH NAPLES - Second Floor 2/2, beautifully renovated, fully furnished condo for annual or seasonal rental. Located in desirable community of Emerald Lakes. This prime Naples location is just minutes from I-75, and close to beaches, shopping, and dining. This condo offers open floor plan with cathedral...

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Featured review

"Ferienwohnung ist sehr zu empfehlen"

Meine Frau und ich hatten von Anfang Oktober 2025 bis Anfang Novemer 2025 die Wohnung gemietet. Die Begrüßung mit einem Gastgeschenk durch Dorota war sehr schön. Dorota war immer herzlich,ansprechbar...

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$200
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
Bonita Springs House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 3 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Vanilla Sky will delight you on arrival. Park on your long driveway or in your double garage. Come in and be enchanted by the ambience of this modern villa with pool. Enjoy your holiday with us, you deserve it.Your living room is fully equipped with a 65 inch LED TV for cozy evenings or a relaxing...

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Featured review

"Great rental"

Spent 2 great weeks at Villa Vanilla and can highly recommend it. The home was in great condition and well stocked. The pool was clean and warm with plenty of seats. Easy access to local shops and restaurants...

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$329
avg per night
Osprey Condo
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You'll love this fabulous newly furnished condo with 3 bedrooms 2 baths with attached one car garage in conveniently located Bay Street Village in Osprey- Sarasota County.Pine View school a short distance away is the number 2 rated school in ALL of Florida. Minutes from top rated beaches in...

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Featured review

"Perfect condo for Snowbirds!"

If you are a snowbrid looking for a place that feels like home, this is it! This condo has everything you need, the pool is wonderful and the neighbors are friendly. It's a great location close to beaches,...

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$141
avg per night
Bonita Springs Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Barefoot Beach

Key Amenities

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

About this property

LOCATION LOCATION LOCATION! Enjoy this beautifully updated and remodeled (2024) condo in Bonita Springs/N. Naples for this upcoming April/May 2025 as well as the 2026 season (Jan, Feb, Mar, Apr) A quiet and friendly community, only 5-7 minute drive to the beach (Wiggins Pass or Barefoot Beach), and perfectly...

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Featured review

"Proud to have this as my winter home"

This location is at the heart of everything - happy hours, fine and casual dining, shopping, the beach, etc. And the pool is warm and welcoming. Shannon and Joe paid attention to every detail when they...

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$233
avg per night
Treasure Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

2/2 waterfront condo located on the Isle of Capri across from John’s Pass on beautiful Treasure Island. Tranquility at its best while relaxing in luxury watching the boats, dolphins and manatees pass. Fully furnished, completely remodeled, parking, dishwasher and laundry. 28 miles from Tampa...

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$267
avg per night
Bonita Springs Condo
Sleeps 2, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 1 Bedroom, 1.0 Bath, (Sleeps 2) Roof repairs on buildings 1, 2 & 3 are taking place with an estimated completion time of December 31, 2025. The estimated completion time is not guaranteed and subject to change as per unexpected contractor and/or weather delays.While our area continues...

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$209
avg per night
Clearwater Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Are you looking for a relaxing getaway ? Look no further. This 900sf fully renovated / furnished unit located within the security guard gated luxury community , Grand Venezia, by old Tampa will not disappoint.Well Kept, very clean: 1 bedroom with walk- in closet 1 bath with double sink, granite...

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Featured review

"Exellent"

The location is Amazing -The Pool -Gym-Hot Tub on the doorstep-lovely walking paths around the property-Gated Community- 10 Minutes drive to Beautiful White sandy Beaches The condo is very Clean and...

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$125
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Harbour Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedrooms, 2 Baths, 4 SleepsBeautiful Ideal location - 1 mile to beaches, downtown, dining, and entertainment. Bright corner unit, turnkey furnished unit: Kitchen utensils, cooking equipment, Oven, Fridge, Microwave, toaster oven, coffee maker, bedding, towels, and much more. Spectacular views...

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$166
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Luxurious Beachfront 3-Bedroom, 2.5-Bath Condo on Manasota Key Property Overview: Welcome to your dream vacation getaway! This stunning 3-bedroom, 2.5-bathroom beachfront condo on Manasota Key offers the perfect blend of comfort, luxury, and convenience, all with breathtaking views of the Gulf of Mexico....

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$376
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Recent cancelations. Take advantage of a great rates and enjoy the holiday season in the sun. Life at Farmington Vista is wonderful. Come and spend a month and enjoy BEAUTIFUL Venice - Golf, Tennis, Swimming, Bike Paths and lively Downtown Venice. So much to do! . Great golf all around and less...

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Featured review

"Beautiful condo great location"

We stayed for the month of December 2022. The condo was clean and well cared for. Owners were prompt answering any questions we had and they checked in to make sure we had everything we needed. Kitchen...

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$161
avg per night
Bradenton House
Sleeps 9, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Villa Bella! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-inThis beautiful 4 bedroom 2 bath home in Downtown Bradenton sleeps 9...

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Featured review

"Great stay, plenty of room for family!!"

Anchor Down was very attentive to our needs. Great outdoor Gazebo! plenty of pool towels and toys for kids. Quiet location. Would definitely visit again.

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$456
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
Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award winning white sand beaches await. 4th floor unit is 1 bedroom, 1 bath on the corner with a washer/dryer. Complex offers community pool, tennis and community room. 1 assigned covered parking spot. Unit has 2 TVs, high-speed internet....

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$248
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Witness the most beautiful tropical surroundings and the best sunsets Florida can offer! Enjoy our large, 10th floor, panoramic view lanai and watch the manatees and dolphins swim by.A few steps away and you will experience the most beautiful white sandy beaches with plenty of shells to collect....

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Featured review

"A perfect beachfront condo in every respect..... a slice of Heaven on Earth!"

Fabulous location on the beach. This beautiful, fully equipped 10th floor condo offers stunning views of sunrise over the bay and sunsets, enjoyed from the huge balcony, on the Gulf. The lovely beach...

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$337
avg per night
Sanibel Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautiful condo 2 bedroom/2 bath all the bells and whistles,new granite kitchen, pool/spa ,webber grills/ bikes/ and all beach toys. steps from the island bike path and close to shopping and resturants, wi-fi, HD TVs

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Featured review

"Quietest Place on Sanibel Island"

The perfect retreat…everything you could ever want…unbelievable appointments…beautiful heated pool that is mostly unused never busy and pristine. Situated right on the beach and across the street...

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$384
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Seiasta Key Beach

Key Amenities

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

About this property

The luxurious Club and amenities will be bringing you and your family an unforgettable time!! Unlimited golfing for around 50% less fee , and 9 Har-thru tennis courts, pickle ball courts; a state of the art fitness center; spa; zero entry lagoon swimming pool and hot tub with handicap access; Tiki bar,...

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Featured review

"Spacious with Great Amenities!"

The pool and tiki bar were wonderful! The pool is large and has shade! We enjoyed relaxing on the screened in second story patio except when it rains you do get dirty puddles. The rooms are large but...

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$176
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

ALL NEWLY RENOVATED BEACHFRONT CONDO! AVAILABLE FOR 2026 SEASON!Annual rental or seasonal rental accepted.Jan 1 2026 through March 31 2026 $30,000 plus 11.5% tax. Fees: $175 HOA application. $200 departure cleaning.Annual rental: $5,500 per month plus utilities. No additional fees.Be...

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$320
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautifully furnished, two story townhome available for rent in-season or annually. The home has three bedrooms and a loft with a pullout sofa. It comes completely turnkey with everything you need to enjoy your 3-6 month stay in Naples. It is approximately 20 minutes to Vanderbilt beach. The community...

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$185
avg per night
Cape Coral Villa
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Bayshore is located directly on the Caloosahatchee River with breath taking views and fast boat access to the Gulf of Mexico and the offshore island of Sanibel Island and Captiva. South facing and an elegant Florida feeling on 2 floors. The villa has been completely renovated and modern furnished....

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$650
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
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Latitude Adjustment Penthouse — a gorgeous 3BR/3BA coastal-contemporary escape at One Particular Harbour. Soak in stunning water views from the oversized sliding doors and enjoy an open, sunlit floor plan with a fully equipped kitchen and spacious living area.Relax on the screened lanai with...

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$339
avg per night
Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Second floor condo with stunning view of the golf fairway and water fountains. Sit outside and enjoy the enclosed lanai with couch and table. Bright and spacious condo with vaulted ceilings. Condo is fully furnished, including new furniture and Smart TV'S in each bedroom. Cable and high speed...

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$73
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.