
Home rentals with a pool near Cortez Beach
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Top-rated rentals with a pool near Cortez Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Seagrass Flats 1 by SeaBreeze Vacation
Seagrass Flats Unit 1, 2 bedroom/2 bathroom condo, located less than 75 steps to the Gulf and has a shared heated pool. This unit has been renovated both inside and out. The location of Seagrass Flats is ideal; you have the Gulf across the street with its blue-Aqua water and soft sands for a swim, sunbathing, or a nice walk; a playground park and bay fishing at the end of the street. An easily accessible free-island trolley to travel the 7-mile Island makes this your ideal vacation destination.

Everything You Need - St Pete Condo - Isla Del Sol
Welcome to your beach vacation home at St. Pete. Pack light - we have everything you need for the beach and pool. Located on the 12th fairway of Isla Del Sol Yacht & Country Club's 18-hole championship golf course. Wake up to sunshine and views of the fairways, greens and ponds. Enjoy our recently remodeled and furnished 2-BR condo. You will be two miles from St. Pete Beach and only minutes away to downtown St. Petersburg, Clearwater, Treasure Island, Tierra Verde, and Fort DeSoto beaches.

Bougie Bungalow at the Beach
This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

AMI Cortez Beach Retreat "Views" Resort-style Pool
Resort-style Heated Pool w/ "Views Over the Water" at Beach + Bay Home - duplex upstairs unit • 65 steps to Cortez Beach + 7 miles of white Anna Maria Island sand! • $150,000 new large, heated pool with salt-water, spillover spa, sitting shelf, +built-in umbrellas. • Gulf + Beach + Bay Views inside home + deck • Paddleboard + Kayak • High-speed WiFi • 3 blocks to Bridge Street restaurants/bars/pier/shopping + listen to the Bell Tower Clock ringing each hour – live music! • Ping pong table

Sun-Kissed Memories!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Sandcastle Splash - Beachfront Condo
Sandcastle Splash, located at 200 Gulf Drive South is a 3 BR/2BA beach front condo with amazing views of the Gulf of Mexico. Centrally located within restaurants and shops. You can also hop on the free trolley to explore all that Anna Maria has to offer. Other amenities include: WiFi, cable, full size washer and dryer, elevator, heated pool, parking for 2 cars, and a private patio with the best views of the amazing sunset! BR 1: King Bed BR 2: King Bed BR 3: 2 sets of twin bunk beds

Sunset View Pet Friendly w/Pool Beach Home
Perfect Location! Our 3 bed/2 bath home just across the street from the beach & walking to shops & restaurants. Includes 1 king, 1 queen, & 2 twins beds. 2 living rooms each have a sleeper sofa & TV. Upstairs has additional eating area & access to balcony. Both bathrooms are equipped w/showers, hair dryer, & essentials. Full kitchen w/ breakfast bar. Enjoy a sunset from the 2nd floor balcony. Private pool, covered patio w/large eating area, WiFi, AC, washer/dryer, dishwashe

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!
Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

UPDATEDVacation condo! HEATEDpool3 miles to beach
Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

Mermaid Tale by Duncan Real Estate
Welcome to Mermaid Tale! Relax stress-free in this two-bedroom accommodation which is on the top floor of this cute vacation triplex, only 5 houses from the Bradenton Beach gulf beaches and walking distance to restaurants, bars and shopping. Mermaid Tale is very comfortably located close to Bridge Street. Mermaid Tale is a great getaway for 4 people. Walk up the stairs to the first floor entrance and be greeted by coastal flair. The kitchen is fully equipped.

Palm Retreat Gold: Luxury Edition of #1 Rental
High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Saltwater heated pool w/ massage chair + hot tub
Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min
Popular amenities for rentals with a pool near Cortez Beach
House rentals with a pool

100 yr Old Stone Home + Pool + 9 miles to beaches

Family Tides B – Pool, Rooftop & Gulf/Bay View

Angie's Place! 2br/2ba, heated pool and a view of

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Sunrise Villa - Tropical 3 bedroom home with pool

Hidden Haven / Private Pool & Hot Tub

Sunshine House- Sarasota Pool Retreat

“Topside” luxury home in Cortez Village
Condo rentals with a pool

Tradewinds Deluxe North Cottage

A Coastal Retreat Steps From the Sea

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Beach Escape & Pool, steps to Beach & restaurants

Bradenton Retreat-Pool, Stunning Views & More!

Your Island Escape! • Discounted Summer Rates

A&A's Paradise near IMG & Anna Maria beaches

5209A Calle Menorca - Siesta Key Village Condo
Other holiday rentals with a pool

Cape Vista Estate, Pool, Hot Tub, Putting Green

Canal Retreat: Heated Pool • Dock • Kayaks • Bikes

Coastal Oasis: Cheerful 3Bedroom, Pool, Large Yard

Bayfront Beach access with Heated Pool!

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

Waterfront Bungalow• Dock•Heated Swim Spa•Near AMI

New! Resort-Style Pool + Hot Tub + Beaches + IMG!

Walk 2 blocks to Beach + Private Pool + King Beds!
Quick stats about rentals with a pool near Cortez Beach

Total holiday rentals
Explore 310 holiday rentals in Cortez Beach

Nightly prices starting at
Cortez Beach holiday rentals start at $141 AUD per night before taxes and fees

Verified guest reviews
Over 4,780 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
310 of Cortez Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cortez Beach rentals

4.7 Average rating
Cortez Beach stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




