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Southwest Vacation Rentals

(3205 rentals)
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Bimini Sunrise special:Concierge Collection Property Golf cart included! Anna Maria on Anna Maria Island - A short walk to Pine Avenue Spacious heated pool / spa Rooftop deck, elevator, private dock, kayaks, paddleboards Gas grill (propane included) Professional...

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$1,282
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

The Villa Seashell was completed in September 2023 and offers a spacious, bright, modern ambience for your vacation on about 2000 sqft. Large sliding glass doors in every rear facing room allow you to connect the living and dining area with the lanai or just open the inside to the outside.A few numbers: ...

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Featured review

"Wunderschön"

Wir hatten die Villa Seashell für eine Woche als unser Zuhause. Es ist wirklich ein wunderschönes Haus. Alles was man braucht ist da und noch vieles mehr. Das Haus ist gemütlich eingerichtet und alles...

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$244
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Sunshine Cove welcomes you to beautiful SW Florida! Our home is centrally located, close to restaurants, shopping, beaches, eco preserves, & so much more! Relax in our spacious lanai & enjoy our heated pool with a removable safety fence. Come hang out in our garage game room & play air hockey,...

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Featured review

"Sunshine Cove was a beautiful home and a great place to relax, in a quiet neighborhood!"

The home was exactly as shown! The kitchen was well stocked to meet our every need. The pool and lanai were amazing and perfect for evening swims for our grandchildren! Would stay here again!

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$162
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VRC25-000069 Welcome to "Gulf Breeze" – Your Island Retreat in Holmes BeachLooking for your perfect island escape? "Gulf Breeze" is a bright and breezy 2-bedroom, 2-bathroom second-floor condo (Unit 208) located in the quiet and friendly Cayman Cay community in Holmes Beach...

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$261
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

-Canal Front with dock -40 min boat ride to the Gulf -5 mi to Yacht Club Public Beach/Cape Coral -Heated pool (add’l fee for heating) -Fire Pit, Gas Grill -Family Friendly, travel crib, high chair -Dual coffee maker, fully stocked kitchen -Pool toys, floats -Beach chairs, toys, umbrella...

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Featured review

"Perfect Getaway"

Whether you are interested in a quiet vacation with a spouse or a vacation with the whole family, this place is perfect! The private pool area was amazing. The outdoor space was perfect for the Florida...

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$208
avg per night

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Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from...

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$316
avg per night
Bradenton Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

“Sea Gem” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, relax in the beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach! When you've...

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$219
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

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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Featured review

"Perfect getaway from Ohio winter."

Property was spotless and spacious. Hot tub and pool were a plus! Would recommend this house to anyone. Very nice property!

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$207
avg per night
Bradenton House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Ready to unwind and relax? Welcome to “Sunshine Villa” a hidden gem just 2 miles from the beaches on Anna Maria Island. This property is located within Flamingo Cay, a quiet peninsula community of 150 homes. This boating "Key West" style community is located within biking distance...

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$365
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Cozy SW Cape Coral Retreat with Pool, Hot Tub & Garden View - Sleeps 6 | 3 Bedrooms | 2 Bathrooms- 1 King Bed + 2 Queen Beds- TVs in Master & Living Room- Family-friendly with baby crib & high chair- Utilities includedWelcome to your relaxing getaway in one of the most...

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$225
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

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

About this property

This comfortable and well-appointed home is designed for easy, longer stays—whether you're here for a week, a month, or just need a peaceful break.With plenty of space to spread out, a fully equipped kitchen, and inviting indoor/outdoor living areas, it’s ideal for couples, families,...

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Featured review

"Amazing property !"

This house was clean and located perfectly near all the beaches , shopping and restaurants! The back yard was paradise with a pool , jacuzzi and lanai with TV ! We can’t wait to go back !

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$328
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool, and an EV charger. Upon entry, you...

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Featured review

"Blue Lagoon South"

We stayed at Blue Lagoon South on AMI!!!! This place was amazing for my children and I. Very clean and cozy!!! Modern!

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$353
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming recently renovated, pet-friendly home just steps to the beaches. Misty Beach is a charming coastal home with a flamingo-shaded exterior, quickly moving you onto island time. The interior creates a welcoming and calming environment....

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$320
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

When it's time to run away— to escape to a tropical island oasis where the bright sun is shining and the gentle sea breezes are endless— then it's time to book a stay at Runaway Bay 117. This cozy coastal hideaway is tucked within one of the most exclusive Anna Maria Island communities...

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Featured review

"Great location!"

We've been on Ana Maria Island before; it's a lovely area. This was a great location for us and the management was very prompt and considerate whenever we contacted them. Thank you so much!

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$160
avg per night
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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$204
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Live Big - Amazing Naples Getaway Villa Evelyn Naples Oasis – Spacious 5BR Retreat with Private Pool & Acre of Tranquility Escape to Villa Evelyn, your private slice of paradise in sunny Naples! This beautifully appointed 5-bedroom, 3-bathroom home sits on over an acre of lush, serene landscape...

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$451
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly located beach house, one of the last remaining generation-owned single-family cottages located directly on the beach.This is the place to put down your iPhones and reset your...

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$562
avg per night
Bokeelia Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Multi-level 2 bed/2.5 bath condo. King size bed in Master BR and the second bedroom has new queen size bed. Both have en-suite bathrooms. Fully equipped kitchen with high end refrigerator & new stacking washer and dryer in utility room off kitchen. Large wall-mounted smart TV. Newly renovated half-bath...

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$64
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Golfers will enjoy this newly decorated rental at Lely Resort in Naples!THE PROPERTY This 2-bedroom, 2-bathroom condo sleeps 6 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out...

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$196
avg per night
New
Punta Gorda Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Where Relaxation Meets Paradise! Welcome to your serene escape in beautiful Heritage Landing, Punta Gorda, Florida! Our Tropical Sunset Oasis is perfect for families or friends seeking a relaxing retreat in a picturesque setting.Property Highlights: 2 Bedrooms, 2 Bathrooms: Spacious and comfortable...

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$74
avg per night
Cape Coral House
Sleeps 9, 3 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 20 miles to Sanibel, Ft Myers Beach, Lover's Key

Key Amenities

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

About this property

Come to Palm Paradise ~ VACATION LIVING PERFECTED! Enjoy your vacation in this beautiful waterfront pool home with 3 beds (+ queen pull out couch) & 2 baths located in the burnt store area NW Cape Coral with canal access to the Gulf via Matlacha Pass. Enjoy stunning water-views with many mature...

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Featured review

"Best FL vacation house!"

Great house with great hosts! Such a great location with so much to do nearby! Would highly recommend this to anyone looking for a house in Cape Coral!

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$286
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

MAR and APR 2026 are NOW available! Weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL – CLOSE TO BEACH...

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Featured review

"Great house with heated pool!"

We started out the month with a few problems at the house. AC compressor went out, ice machine was broken, and pool heat had to be turned off. Shane was excellent to work with, getting everything taken...

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$212
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

British owned second floor modern condo newly decorated. 2 bedrooms (king size bed in master and 2 singles in second bedroom) 2 bath condo + den and pull out double sofa bed. 3 TVs and WiFi. Ideal for golfers. Overlooks 17th green and lake. Elevator available. Lanai with outside furniture. Pool...

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$129
avg per night
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
20 reviews

Distance to beach: 100 feet to You are on the Beach

Key Amenities

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

About this property

Jan 20, 2026 Update: ALL Rates will be DISCOUNTED when quoted because our pool is still under construction and will be completed in April. I know this is an inconvenience for everyone. However, the white sand beach is beautiful. We will discount the rates to compensate for this inconvenience....

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Featured review

"Beautiful condo, Great location!"

My husband and I loved our week at Steve and Beverly's condo! The location in the condo complex is great-right on the beach with an unobstructed view. We loved sitting on the lanai for morning coffee and...

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$278
avg per night
Bradenton Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Perfect for snowbirds. First floor, 2-bedroom lakeside condo at Hidden Lake of Manatee. It is a gated condo community which offers a clubhouse with ping pong table, lending library and small fitness center. The condo features 2 bedrooms each furnished with one 1 queen bed, dresser, and TV. Work desk...

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Cape Coral Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous waterfront 2-bedroom condo in downtown Cape Coral!*** NEW LISTING! ***Background check required by HOA, minimum rental period is 30 days. See below for details.Experience Cape Coral like a local in this 2-bedroom condo 2 minutes from downtown Cape Coral! The space features a king...

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Featured review

"Nice condo, great location"

2 Bedroom, 2 Bath Condo located on the waterway with a pool. Close to downtown restaurants and bars. Very quiet. Burrowing owls up the street. Loved it.

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$105
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...

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$1,434
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

You will enjoy easy access to everything from this centrally located condo off McGregor Blvd in Fort MyersSo many things make this unit special, notably, that it is a first floor unit located directly across the street from the clubhouse. It could not be more convenient. The pool, hot tub, grills...

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Featured review

"Wonderful Vacation rental"

The property exceeded our expectations in every way. Everything was immaculate. The condo was very spacious, open, comfortable and inviting. Our favorite spot in the unit was the lanai. Great place to...

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$116
avg per night
Siesta Key Villa
Sleeps 6, 2 bedrooms, 1.5 bathrooms
6 reviews

Distance to beach: 200 yards to Siesta Key/ Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our vacation home is just steps away from the #1 rated beach in the USA - Siesta Key beach. It is unit B07 in the Casa Blanca resort located on the GULFSIDE (or Beach side) of the island.It is a comfortable villa with a master bedroom, guest bedroom, living room, kitchen with dining area, and a...

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Featured review

"Our Casa Blanca experience"

This was our second vacation in as many years at Casa Blanca. Both times we selected the same unit number and both times we were simply delighted with the experience. Everything exceeded our expectations....

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$287
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Enjoy a relaxing stay at Vickie's Hide Away at the South End of Fort Myers Beach. Just a 10 minute walk to the beach or drive to the parking lot and shorten your trip to 5 minutes. Don't want to go to the beach, the heated pool is located at the other end of the building. The Neighborhood consists...

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Featured review

"Our Stay"

Vickie's hideaway If you do not book you are crazy Our stay was great.The condo has everything you need to relax and enjoy the beach and pool. We met so many nice people while staying at the condo. Bill...

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$146
avg per night
New
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

A211 is gorgeous, newly renovated with brand new kitchen, appliances and cabinets, living room, dining room and bathrooms (all with new walls, ceilings, doors and tiled floors). Also available is a new in-unit large capacity washer and dryer. The kitchen is fully equipped with many of the comforts of...

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$283
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Recently renovated and beautifully updated, My Way is a stunning 2-bedroom, 2-bathroom condo located just steps from the soft sands and sparkling waters of Bradenton Beach. Perfectly positioned right across the street from the beach, this stylish retreat combines comfort, convenience, and coastal charm....

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$199
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,580
avg per night
Sarasota House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 5 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

VISIT OUR LISTING ON VRBO (#2568344) TO SEE ALL 5 STAR REVIEWS! SIGNIFICANT SAVINGS BOOKING HERENEW IN 2024: Outdoor spa shower and propane firepit areaPET-FREE HOME Updated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation in...

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Featured review

"Clean. Quiet. Very comfortable."

Met our needs perfectly and provided easy access to the fun around Sarasota. Nicely decorated, very clean and comfortable.

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$224
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Stillpoint, a beautifully designed single-level home just one block from the beach in the heart of Holmes Beach, where island ease meets modern comfort. Thoughtfully laid out and ideal for families or multiple guests, this 3-bedroom, 2-bath getaway is pet-friendly (1 dog allowed) and perfectly...

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$469
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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$1,049
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL RENTAL – DOWNTOWN NAPLES! Beautifully furnished 2BR + Den residence in a premier Old Naples location within walking distance to 5th Avenue South, 3rd Street South, world-class dining, boutique shopping, galleries, and the pristine Gulf beaches. This light and bright unit features an open...

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$342
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Riverhouse King - Cape Coral Riverfront Escape The Riverhouse King reigns supreme as a luxurious Cape Coral waterfront villa. With commanding river views and upscale interiors, it offers the ultimate Florida experience. Whether you’re seeking adventure on the water or evenings of sunset relaxation,...

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$430
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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Featured review

"Peaceful and relaxing family trip"

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

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$488
avg per night
New
Venice House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your South Venice vacation rental retreat — a beautifully maintained private pool home in Venice, Florida, perfectly located near Gulf Coast beaches, downtown Venice, and outdoor attractions. This pet-friendly vacation rental offers 3 bedrooms, 2 bathrooms, and comfortably sleeps up to...

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Featured review

"Perfect family getaway with a great pool"

We had a great stay at Oasis on Nightingale. The house is in a really quiet neighborhood, which made it easy to relax after long days out exploring Venice. It’s only about a 10 minute drive to the beach,...

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NEWLY RENOVATED! Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal front home has everything you need to make this your best Anna Maria Island vacation ever. This home offers a private heated pool overlooking the mangroves and canal, private...

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$398
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 3 bathrooms

Distance to beach: 1 miles to South Beach

Key Amenities

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

About this property

Escape to Marco Island in this updated 2-bedroom, 3-bathroom townhouse-style bright beautiful renovated condo. Located on the desirable south end, just steps from South Beach, this 1,075 sq. ft. two-story condo is part of Huron Cove, a quiet 10-unit community with a heated pool, boat docks, and canal...

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$218
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

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$667
avg per night
Anna Maria Island Apartment
Sleeps 4, 1 bedroom, 1 bathroom
37 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This 1 BR, four-guest, condo strategically placed within short walks to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) will keep you CHEERFUL your entire stay! Coastal amenities: front screened lanai, heated pool, beach toy closet (including...

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$231
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit features a fully-equipped kitchen, elevator, washer dryer, cable TV/WiFi, shaded assigned parking and a shared heated pool spa. But, it doesn t stop there; this unit has stunning views of the Gulf of Mexico...

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Kings CastleKings Castle is a three bedroom and 2-bathroom vacation villa situated in the highly desirable SE Cape. The home is centrally located to shops and restaurants and to one of the main roads, if you are enjoying the Florida lifestyle but being in the heart of great amenities, you...

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$171
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped...

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Featured review

"Rum Dog"

Overall, I was happy with this place. We stayed there two years ago. It is located a block from the gulf. The beach is nice and quiet. The house is very nice with two walk in showers.Area for improvement...

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$232
avg per night
New
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

The perfect place to spend a romantic vacation directly on the Gulf of America. Enjoy breathtaking views from this recently updated lovely one-bedroom unit. Unit also features a half-bath off the living room! New carpet in living room, bedroom and on lanai. UPDATE: This condo has been totally renovated....

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$239
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Tigertail Beach, Marco Island

Key Amenities

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

About this property

FULL GOLF MEMBERSHIP IS NOW AVAILABLEApr-May 2026 $8k/mo Jun-Oct 2026 $5k/mo Nov 2026 - Apr 2027 N/A May 2027 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country...

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$215
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

Mermaid's Crossing by Beach Retreats Vacation Rentals 210 65th St, Holmes Beach, FL 34217 VRC17-000007 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighbors No cancellation fees! Cancel 60+...

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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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$711
avg per night
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