Holiday rentals with a kayak in Perdido Key

Apartment in East Pensacola Heights

A spacious studio room includes a queen size bed adorned with ocean-inspired bedding. Natural light enters through two windows, highlighted by soft blue treatments. A comfortable seating area is nearby, along with a small desk featuring a coffee machine and decorative coastal artwork.

4.95 out of 5 average rating, 357 reviews

Cozy Bayou Cottage - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Cozy Bayou Cottage is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

4.99 out of 5 average rating, 152 reviews

A tranquil view of Perdido Bay at sunset is captured, featuring a wooden dock and pavilion silhouetted against the vibrant orange and yellow sky. The water reflects the colorful hues, creating a serene atmosphere, with soft ripples visible along the bay's surface.

Guest suite in Pensacola

Waterfront With Pier, Sunset Private King Suite

Serene, safe, & clean right on Perdido Bay and with the best sunset. Comfortable king comfy bed & private guest entrance . You'll have your own fridge, a small freezer, microwave, coffee & Keurig coffee maker, hammock, outdoor seating, lounge chairs, sofas, and pier/dock with shower, and small beach. Owners room is on the opposite side of the house, for your PRIVACY (rarely home). We supply beach towels & beach chairs. Paddle boards & kayaks for your use-go find the DOLPHINS! SMOKE FREE!

Apartment in Pensacola Beach

A bright waterfront scene is captured, featuring Little Sabine Bay with reflections shimmering on the water's surface. The view includes marinas with sailboats and yachts, framed by palm trees and gardens, with a pool visible in the foreground.

5 out of 5 average rating, 144 reviews

Stay at Sunshine Daydream on Pensacola Beach

Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

4.99 out of 5 average rating, 107 reviews

A modern kitchen and living area is described, featuring a spacious granite island with a gas stove and stylish bar stools. A large smart TV is mounted above a decorative fireplace, while cozy seating is arranged around the living space. Soft lighting adds to the welcoming ambiance.

Cottage in Navy Point

Navy Point Home & game room, near NAS & downtown

*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

Tiny home in Pensacola Beach

A charming tiny house exterior showcases a wooden porch with a handrail and steps leading to a dark front door. Two small windows flank the door, and a potted plant is placed near the entrance. Lush greenery surrounds the structure.

4.91 out of 5 average rating, 220 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

4.96 out of 5 average rating, 120 reviews

A wooden dock extends over the water, featuring a roofed pavilion at its end. The serene surface of the water reflects the hues of the sunset, with subtle shades of orange and pink above. The surrounding landscape is dotted with trees and distant buildings.

Home in Gulf Shores

10/10 Location-Steps2Beach-LagoonFront-DogsOK

🏖️ Grandview Holidays presents Sandpiper Sunset — the perfect spot for your next beach getaway! 👉 4 spacious bedrooms (3 kings, 1 full, 2 twins) sleep 8–10 👉 Large open great room with water views on both sides 👉 Well-stocked kitchen 👉 Private dock for fishing, sunning landing & pavilion on a private sandy beach 👉 Firepit for cozy evenings 👉 Kayaks, paddle boards, boogie boards, beach wagon, umbrella & bikes provided 👉 1-minute walk to the beach and close to town 👉 Pup-friendly

4.98 out of 5 average rating, 174 reviews

A vibrant sunset casts warm orange and yellow hues over the water, reflecting the colors onto the calm surface. Silhouetted trees frame the scene, while houses are faintly visible in the background, contributing to the serene coastal landscape.

Townhouse in Perdido Key

Waterfront Paradise "No Wake Zone" On Perdido Key

Welcome to "No Wake Zone Villa" located on Perdido Key, Florida. Beautiful waterfront condo located on the Intracoastal waterway with a semi-private beach. Perdido Key is a coastal community located between Pensacola, Florida and Orange Beach, Alabama. No more than a few hundred yards wide in most places. Perdido Key stretches some 16 miles, with 60% of it located in federal or state parks-making it one of the last remaining unblemished stretches of wilderness on the Gulf of Mexico.

4.92 out of 5 average rating, 105 reviews

A spacious screened porch features a wooden swing bed adorned with soft pillows, inviting relaxation. Natural light fills the area through large windows, and a ceiling fan provides comfort. Comfortable seating arrangements are visible, overlooking lush greenery and the waterfront beyond.

Home in Perdido Beach

Waterfront Perdido Beach House w/ Canoes & Kayaks!

Fresh salty air and expansive Gulf of Mexico views set the scene at this upscale 5-bedroom, 4.5-bathroom vacation rental in Perdido Beach. Nestled on a sandy waterfront, this restored 1928 home boasts a tasteful interior, full kitchen, and a wraparound screened porch. Spend time relaxing on the cozy bed swings reading books, or take out a kayak or the paddleboard for a spin, just in time for a peaceful sunset. Endless sun-filled adventures are waiting for you at this beach oasis!

Superhost

A wooden pier extends over calm waters, reflecting soft pastel hues of a sunset sky. A medium-sized dog stands on the pier, looking toward the camera. In the distance, a small boat is moored near a covered dock.

Guest suite in Perdido Key

4.9 out of 5 average rating, 222 reviews

Waterfront Escape to Gulf Beach Getaway!

Waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroom’s sliding door to a private deck steps away from our beach and pier where you can enjoy swimming, paddle boarding, kayaking or just enjoy the view! You will have your own private full kitchen. Book a massage with our massage therapist before your stay and enjoy your massage just steps away from your suite. Additional bed and bath available as well.

4.98 out of 5 average rating, 187 reviews

The entryway features a light-colored floor with a stylish console table displaying decorative items. A large mirror and two lamps provide illumination. A welcoming door opens to the outside, flanked by windows with sheer curtains, creating a bright and inviting space.

Home in Navy Point

Tidy Bayou Bungalow

Enjoy beautiful views of the bayou in our carefully cleaned bungalow. Scenic walking/biking path along the bayou right outside your front door! Distances: Downtown 5 mi, Pensacola Beach 14 mi, Perdido Beach 20 mi, Pensacola NAS front gate 1.5 mi, public boat launch 0.2 mi. Fun fact: The Blue Angels home base is Pensacola, and you can see them practicing from our front porch. See photos for copy/paste of the 2022 practice schedule.

4.93 out of 5 average rating, 365 reviews

The image depicts a two-story townhome surrounded by lush tropical landscaping. Palm trees and vibrant greenery frame the residence, leading to a paved driveway and carport. Bright blue accents on the upper level add a refreshing touch to the exterior.

Townhouse in East Hill

Townhome A w/hottub in downtown, mins to beach

Pet Friendly! Property located in upscale East Hill historic area Restaurant’s/activities/entertainment minutes away in downtown Pcola. Fenced in backyard, deck/Hottub/outdoor shower, bikes/grill/firepit. Several parks in walking distance including the Bayfront. $120 (per) pet fee paid directly to the host after checkin. Less than 10 min drive to Pcola beach. 24ft boat/w Capt available for day inter coastal excursion, no fishing

4.95 out of 5 average rating, 118 reviews

Home in Gulf Shores

Beach & Lagoon Retreat - Private Beach Access

Welcome to Golden Hour! This newly renovated Gulf Shores retreat is just 100 steps from the beach with private, deeded access. Enjoy stunning water views from every bedroom and breathtaking sunsets nightly. 🏡 Sleeps 10 (max 8 adults) | 4 Bedrooms | 3 Ensuite Baths 🍽️ Spacious kitchen | Two living areas | Wrap-around deck 🌊 Beach gear, paddleboards, kayak & more! Located in peaceful West Beach Blvd—your perfect coastal escape

Popular amenities for kayak rentals in Perdido Key

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

A modern two-bedroom home is presented with a sloped roof and a clean white exterior. Two bistro chairs and a small table are situated on the porch, with dark columns framing the entrance. A paved driveway provides access to the front door, surrounded by neatly maintained landscaping.

4.92 out of 5 average rating, 12 reviews

Boater's Paradise by Perdido Key

A modern three-story home is situated among lush greenery, visible under a vibrant sunset sky. Multiple balconies offer opportunities for outdoor enjoyment, while a driveway leads to a two-car garage. Palm trees and landscaped areas enhance the home’s welcoming appearance.

5 out of 5 average rating, 13 reviews

Walk or Bike to the Beach from Luxury Home w/Pool

An aerial view showcases a row of charming townhouse units along a waterfront, with multiple private docks extending into calm turquoise waters. Surrounding palm trees and landscaped gardens enhance the serene atmosphere, while beach and coastal structures can be seen in the distance.

4.95 out of 5 average rating, 43 reviews

Blue Cove Luxury Vista

4.84 out of 5 average rating, 32 reviews

A wooden dock extends over still water, framed by tall pine trees. Soft light reflects on the surface of the pond, creating a serene atmosphere. Lanterns stand on both sides of the dock, enhancing the inviting setting.

Home in Pensacola

Cozy Home on a Lake - 8 Miles to the Beach!

The two-story cottage is adorned in a vibrant blue hue, surrounded by palm trees and sandy beach. A private heated pool is nestled beside the outdoor seating area on the patio, illuminated against a colorful sunset sky.

5 out of 5 average rating, 13 reviews

Key Lime Cottage - Heated Pool & Private Beach

4.9 out of 5 average rating, 144 reviews

A wooden dock extends over calm waters, accompanied by several black outdoor chairs positioned for relaxation. Lush greenery surrounds the scene, providing a natural backdrop. A clear blue sky can be seen above, enhancing the peaceful riverside atmosphere.

Home in Foley

Beautiful Cabin on Bon Secour River

4.95 out of 5 average rating, 85 reviews

Home in Gulf Shores

Beachfront-Pet Friendly-2 Mstr Suites-Large Deck-W

Superhost

A pool area is surrounded by well-placed lounge chairs, inviting relaxation. The clear water of the pool reflects the sky above, while palm trees can be seen in the background. Two spacious buildings provide a sense of community nearby.

Home in Orange Beach

4.89 out of 5 average rating, 65 reviews

10 Beds sleeps 16 with Arcade GAME ROOM & POOL!

Cottage rentals with a kayak

4.97 out of 5 average rating, 33 reviews

A modern living area showcases light wood flooring and a comfortable seating arrangement featuring a sectional sofa and stylish wooden coffee tables. A flat-screen TV is mounted on the wall, and large windows allow natural light to illuminate the space. Bright decor adds a vibrant touch.

Cottage in Foley

Riverside New Magnolia Springs Home w/ Dock, Beach

4.98 out of 5 average rating, 85 reviews

A charming exterior of a small house is presented, featuring light purple siding and white columns supporting the front porch. Steps lead up to a solid door, with windows flanking each side, and a grassy area surrounds the structure, enhancing its connection to nature.

Cottage in Pensacola

Coastal Country Living

Cottage in Magnolia Springs

A serene pathway leads towards a river, framed by lush greenery on either side. A rustic wooden pier is visible at the end, surrounded by tall trees and gentle sunlight filtering through the leaves. The scene captures the tranquility of nature.

5 out of 5 average rating, 61 reviews

Riverview Retreat/Hot Tub /Golf Cart/Fire Pit

4.97 out of 5 average rating, 68 reviews

The charming cottage features a light blue exterior with decorative flower boxes beneath the windows. A white picket fence encloses the front yard, which is neatly landscaped with green grass. A bright red door serves as a welcoming entryway, framed by lush greenery.

Cottage in North Hill

Octopus Cottage

4.98 out of 5 average rating, 126 reviews

A large American flag is displayed from a wooden railing, gently waving in the breeze. The river reflects sunlight, and dense greenery lines the opposite bank, creating a serene atmosphere. String lights hang overhead, enhancing the outdoor space's inviting nature.

Cottage in Summerdale

The Cabin on the River

A bright bedroom features a spacious bed adorned with a vibrant, ocean-themed quilt. Bedside tables are positioned on either side, each with a lamp. Natural light filters through the window, which is dressed with horizontal blinds.

Cottage in Perdido Key

4.72 out of 5 average rating, 130 reviews

Blue Lagoon Cottage

5 out of 5 average rating, 84 reviews

The exterior entrance of the cottage is shown, featuring a set of wooden steps leading up to a blue door with a screen and decorative light above. Potted plants are positioned on either side of the steps, enhancing the welcoming appeal.

Cottage in Orange Beach

Spanish Moss House on Wolf Bay w/Pier + Boat Slip

Cottage in Magnolia Springs

The cottage is set within a lush landscape, surrounded by tall trees. A front porch is visible, featuring a welcoming flag and decorative wreaths. A fence made of wooden slats outlines the garden area, enhancing the inviting atmosphere of the property.

5 out of 5 average rating, 34 reviews

Cottage minutes from Fairhope/Foley/Gulf Shores.

Cabin rentals with a kayak

The exterior of the cabin features a covered patio with outdoor seating and a view of the surrounding greenery. A spacious driveway is visible, alongside the structure's modern wood and metal design, highlighted by large windows and a welcoming entryway.

Cabin in Magnolia Springs

4.36 out of 5 average rating, 28 reviews

Riverfront Magnolia Springs Cabin Rental w/ Grill

5 out of 5 average rating, 12 reviews

A wooden dock extends over calm waters, illuminated by soft blue lights. Colorful sunset hues of orange and purple reflect off the lake's surface, creating a serene atmosphere. Boats are visible at the dock, while a silhouette of a dog can be seen walking along the pier.

Cabin in Foley

Secluded waterfront cabin,boat dock,pier,sunsets

4.98 out of 5 average rating, 50 reviews

The cabin exterior features a large wall of windows, allowing ample natural light. Surrounded by greenery and water, a small seating area with picnic tables is visible in the foreground, complemented by lush plants and tall trees.

Cabin in Elberta

Creekside Fishcamp

4.91 out of 5 average rating, 548 reviews

The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.

Cabin in Gulf Breeze

Waterfront tiny Cabin/ Glamping